Nyeastpads.com Search Results

$1,200,000

Welcome to 156 Farm Road, a rare and versatile multi-residence property offering two completely renovated homes for one price. Set along a quiet country road and surrounded by mature trees, this turnkey property offers privacy, flexibility, and an array of possibilities for an owner-occupant, extended family, guests, or an investment opportunity. The lower residence is a charming two-story farmhouse offering 1,646 square feet with three bedrooms and two full bathrooms. The first floor features a bedroom and full bathroom, while upstairs are two additional bedrooms and a shared full bathroom. A wood-burning fireplace adds warmth and character to the living space. The home also features its own paved driveway, detached garage, fire pit, and partially fenced outdoor area. The upper residence is a 1,400 square-foot ranch, privately situated at the end of a gently winding, sloped driveway and nestled among the trees. Offering two bedrooms and two full bathrooms, the home includes a spacious primary suite, eat-in kitchen, and inviting living area with a wood-burning fireplace. A wraparound deck provides multiple ways to enjoy the peaceful setting, with access from both the main front entrance and the kitchen. The ranch also enjoys its own private backyard, fire pit, and partial fencing for added privacy. Both homes have been completely renovated inside and out, feature electric car chargers, and are fully electric, featuring central air in the upper house, and mini-split heating and cooling systems supplemented by electric baseboard heat in the lower house. Recent exterior improvements include reseeding of the yard, professional tree maintenance, two paved driveways, and additional gravel parking for the upper residence. With two separate residences on one tax lot, the property offers exceptional flexibility. Live in one home while using the other for guests, extended family, or potential rental income, or explore the property as an investment. The thoughtful separation of the two homes allows for privacy while still offering the convenience of a single property. Quiet, private, and completely turnkey, 156 Farm Road is a distinctive opportunity to own two beautifully renovated residences in one peaceful country setting.

5 Beds ⋅ 4 Baths ⋅ 1049616 MLS

Welcome to 156 Farm Road, a rare and versatile multi-residence property offering two completely renovated homes for one price. Set along a quiet country road and surrounded by mature trees, this turnkey property offers privacy, flexibility, and an array of possibilities for an owner-occupant, extended family, guests, or an investment opportunity. The lower residence is a charming two-story farmhouse offering 1,646 square feet with three bedrooms and two full bathrooms. The first floor features a bedroom and full bathroom, while upstairs are two additional bedrooms and a shared full bathroom. A wood-burning fireplace adds warmth and character to the living space. The home also features its own paved driveway, detached garage, fire pit, and partially fenced outdoor area. The upper residence is a 1,400 square-foot ranch, privately situated at the end of a gently winding, sloped driveway and nestled among the trees. Offering two bedrooms and two full bathrooms, the home includes a spacious primary suite, eat-in kitchen, and inviting living area with a wood-burning fireplace. A wraparound deck provides multiple ways to enjoy the peaceful setting, with access from both the main front entrance and the kitchen. The ranch also enjoys its own private backyard, fire pit, and partial fencing for added privacy. Both homes have been completely renovated inside and out, feature electric car chargers, and are fully electric, featuring central air in the upper house, and mini-split heating and cooling systems supplemented by electric baseboard heat in the lower house. Recent exterior improvements include reseeding of the yard, professional tree maintenance, two paved driveways, and additional gravel parking for the upper residence. With two separate residences on one tax lot, the property offers exceptional flexibility. Live in one home while using the other for guests, extended family, or potential rental income, or explore the property as an investment. The thoughtful separation of the two homes allows for privacy while still offering the convenience of a single property. Quiet, private, and completely turnkey, 156 Farm Road is a distinctive opportunity to own two beautifully renovated residences in one peaceful country setting.

156 Farm Road, Copake

$879,000

Located on a quiet country cul-de-sac in Hillsdale, this spacious three-bedroom home sits on 4.7 private acres. One of just three residences along the road, it enjoys an exceptionally peaceful setting, with open lawn, well-maintained woods, trails, and old stone walls. Inside, the living space provides generously proportioned rooms and abundant natural light. The living room centers around a stone fireplace, with large windows and direct access to an expansive back deck, ideal for outdoor dining, grilling, or simply enjoying the surroundings. The generously sized kitchen includes a large eat-in area, while a separate dining room offers additional space for gathering. The primary suite is notably spacious, with an en-suite bath featuring a soaking tub and separate shower. Two additional well-sized bedrooms, a second full bath, and a half bath complete the main level. A full walkout lower level spans the footprint of the house, with high ceilings, multiple windows, and French doors leading outside. Currently unfinished, it offers potential for additional living space, a studio, gym, or recreation room. The home also has an attached two-car garage. A separate two-car garage/workshop offers even more flexibility for creative pursuits, projects, or additional storage. For all its privacy, the property is exceptionally well positioned, with the village of Hillsdale, Catamount, and the Harlem Valley Rail Trail all just five minutes away. Copake is also nearby, with both Hudson and Great Barrington within easy reach.

3 Beds ⋅ 3 Baths ⋅ 1048206 MLS

Located on a quiet country cul-de-sac in Hillsdale, this spacious three-bedroom home sits on 4.7 private acres. One of just three residences along the road, it enjoys an exceptionally peaceful setting, with open lawn, well-maintained woods, trails, and old stone walls. Inside, the living space provides generously proportioned rooms and abundant natural light. The living room centers around a stone fireplace, with large windows and direct access to an expansive back deck, ideal for outdoor dining, grilling, or simply enjoying the surroundings. The generously sized kitchen includes a large eat-in area, while a separate dining room offers additional space for gathering. The primary suite is notably spacious, with an en-suite bath featuring a soaking tub and separate shower. Two additional well-sized bedrooms, a second full bath, and a half bath complete the main level. A full walkout lower level spans the footprint of the house, with high ceilings, multiple windows, and French doors leading outside. Currently unfinished, it offers potential for additional living space, a studio, gym, or recreation room. The home also has an attached two-car garage. A separate two-car garage/workshop offers even more flexibility for creative pursuits, projects, or additional storage. For all its privacy, the property is exceptionally well positioned, with the village of Hillsdale, Catamount, and the Harlem Valley Rail Trail all just five minutes away. Copake is also nearby, with both Hudson and Great Barrington within easy reach.

310 Pine Ridge Lane, Hillsdale

$299,000

Built in 1807, this charming one-bedroom, one-bath cottage feels like a little piece of history. Recent thoughtful updates have brought comfort and ease to the home while keeping the details and character that make it so special. The main level is open and light filled, with original wide plank floors and exposed beams running through the living and dining space, a nod to the home’s early origins. Just beyond is a home office with French doors that open directly onto the patio, bringing fresh air and garden views into the workday. Upstairs, the lofted bedroom is tucked beneath the roofline, a cozy space with a character all its own. Outside, the partially fenced yard offers plenty of reasons to spend time outdoors, with a fire pit for evenings under the stars. A separate studio is perhaps the property’s most unexpected feature. With its own wood-burning stove, it’s a space for painting, writing, making, or whatever creative pursuit takes hold. With the Hudson Valley and Berkshires both at your fingertips, there’s plenty to do in every direction. Hudson is 20 minutes away, Great Barrington 10 minutes, Millerton 20 minutes and Copake just 5. Ski at Catamount, bike the Harlem Valley Rail Trail, wander through Roeliff Jansen Park and stop by the farmers market, enjoy every season at Bash Bish Falls, or pick up a stretch of the Appalachian Trail. Restaurants, markets, antique shops and local favorites fill the surrounding towns, making it easy to head out without much of a plan and still end up somewhere wonderful.

1 Beds ⋅ 1 Baths ⋅ 1048427 MLS

Built in 1807, this charming one-bedroom, one-bath cottage feels like a little piece of history. Recent thoughtful updates have brought comfort and ease to the home while keeping the details and character that make it so special. The main level is open and light filled, with original wide plank floors and exposed beams running through the living and dining space, a nod to the home’s early origins. Just beyond is a home office with French doors that open directly onto the patio, bringing fresh air and garden views into the workday. Upstairs, the lofted bedroom is tucked beneath the roofline, a cozy space with a character all its own. Outside, the partially fenced yard offers plenty of reasons to spend time outdoors, with a fire pit for evenings under the stars. A separate studio is perhaps the property’s most unexpected feature. With its own wood-burning stove, it’s a space for painting, writing, making, or whatever creative pursuit takes hold. With the Hudson Valley and Berkshires both at your fingertips, there’s plenty to do in every direction. Hudson is 20 minutes away, Great Barrington 10 minutes, Millerton 20 minutes and Copake just 5. Ski at Catamount, bike the Harlem Valley Rail Trail, wander through Roeliff Jansen Park and stop by the farmers market, enjoy every season at Bash Bish Falls, or pick up a stretch of the Appalachian Trail. Restaurants, markets, antique shops and local favorites fill the surrounding towns, making it easy to head out without much of a plan and still end up somewhere wonderful.

2779 State Route 23, Hillsdale

$799,900

Tucked into the woods on a quiet country road, just a mile from Route 22, 224 Under Mountain Road is the kind of home that makes you slow down, take a breath, and settle in. Surrounded by nature yet wonderfully convenient, this warm and inviting 3-bedroom, 2.5-bath home on 4 acres offers a relaxed country lifestyle with thoughtful updates and spaces designed for everyday living and entertaining. Step inside and you are immediately welcomed by gorgeous wood floors, natural light and a sense of warmth that continues throughout the home. The living room centers around a wood insert fireplace, creating the perfect gathering place on cool evenings. The heart of the house is the incredible chef's kitchen, complete with a generous island and high-BTU gas range--just right for unleashing your inner professional chef. From casual breakfasts to elaborate dinners with friends, this is a kitchen meant to be enjoyed. A proper mudroom provides a practical transition from the outdoors and leads into the inviting family room, where wooden ceiling beams and a wood stove add character and warmth. When the weather cooperates, life naturally moves outdoors to the rear covered, screened-in porch. It is an ideal spot for morning coffee, dinner al fresco, or lingering with friends while listening to the sounds of nature. Here, the distinction between inside and outside seems to disappear. Upstairs, the private primary en-suite bedroom offers a comfortable retreat with its own walk-in shower, while two additional bedrooms and a full hall bath provide plenty of room for family and guests. Recent improvements make this country retreat as comfortable as it is charming, including a new HVAC system (central AC too!), new windows, durable cement siding, and a new rear deck and fire pit area. High-speed internet is on site, making it possible to enjoy the tranquility of the woods without giving up modern connectivity. A full basement provides abundant storage and offers potential for additional finished living space, studio, recreation room or workshop. The attached two-car garage keeps vehicles protected and provides easy access to the house, while a smaller detached garage is perfectly suited for lawn equipment, bicycles and all the tools needed to maintain your country surroundings. The whole house generator will rise above any storm and keep the electric on. And then there is the location. The Harlem Valley Rail Trail and Alander mountain trail heads are just steps away, offering miles of scenic terrain for walking, running and cycling. Under Mountain Golf Course is practically at your doorstep, just yards up the road. Spend Saturday mornings at the Copake Farmers' Market, explore the nearby lakes, villages and restaurants, or head out for a day of skiing at Butternut or Catamount, both approximately 30-45 minutes away. Hudson and Amtrak are about 25 minutes away, while New York City is approximately 2.25 hours. A peaceful woodland setting, wonderful character, exceptional kitchen, inviting outdoor spaces and significant recent improvements come together beautifully here. This is more than a house in the country--it is a place where nature becomes part of everyday life.

3 Beds ⋅ 3 Baths ⋅ 1048408 MLS

Tucked into the woods on a quiet country road, just a mile from Route 22, 224 Under Mountain Road is the kind of home that makes you slow down, take a breath, and settle in. Surrounded by nature yet wonderfully convenient, this warm and inviting 3-bedroom, 2.5-bath home on 4 acres offers a relaxed country lifestyle with thoughtful updates and spaces designed for everyday living and entertaining. Step inside and you are immediately welcomed by gorgeous wood floors, natural light and a sense of warmth that continues throughout the home. The living room centers around a wood insert fireplace, creating the perfect gathering place on cool evenings. The heart of the house is the incredible chef's kitchen, complete with a generous island and high-BTU gas range--just right for unleashing your inner professional chef. From casual breakfasts to elaborate dinners with friends, this is a kitchen meant to be enjoyed. A proper mudroom provides a practical transition from the outdoors and leads into the inviting family room, where wooden ceiling beams and a wood stove add character and warmth. When the weather cooperates, life naturally moves outdoors to the rear covered, screened-in porch. It is an ideal spot for morning coffee, dinner al fresco, or lingering with friends while listening to the sounds of nature. Here, the distinction between inside and outside seems to disappear. Upstairs, the private primary en-suite bedroom offers a comfortable retreat with its own walk-in shower, while two additional bedrooms and a full hall bath provide plenty of room for family and guests. Recent improvements make this country retreat as comfortable as it is charming, including a new HVAC system (central AC too!), new windows, durable cement siding, and a new rear deck and fire pit area. High-speed internet is on site, making it possible to enjoy the tranquility of the woods without giving up modern connectivity. A full basement provides abundant storage and offers potential for additional finished living space, studio, recreation room or workshop. The attached two-car garage keeps vehicles protected and provides easy access to the house, while a smaller detached garage is perfectly suited for lawn equipment, bicycles and all the tools needed to maintain your country surroundings. The whole house generator will rise above any storm and keep the electric on. And then there is the location. The Harlem Valley Rail Trail and Alander mountain trail heads are just steps away, offering miles of scenic terrain for walking, running and cycling. Under Mountain Golf Course is practically at your doorstep, just yards up the road. Spend Saturday mornings at the Copake Farmers' Market, explore the nearby lakes, villages and restaurants, or head out for a day of skiing at Butternut or Catamount, both approximately 30-45 minutes away. Hudson and Amtrak are about 25 minutes away, while New York City is approximately 2.25 hours. A peaceful woodland setting, wonderful character, exceptional kitchen, inviting outdoor spaces and significant recent improvements come together beautifully here. This is more than a house in the country--it is a place where nature becomes part of everyday life.

224 Under Mountain Road, Ancram

$21,000,000

There are beautiful homes in the Hudson Valley, and then there are properties that seem to occupy a world entirely their own. Set at one of the most extraordinary vantage points in the region, this exceptional contemporary estate presides over 135 private acres with sweeping, unobstructed views across the Hudson Valley to the Catskill Mountains. The sense of scale is remarkable: open sky, rolling land, distant mountains, and complete privacy in every direction—yet Hudson and Great Barrington are each only 25 minutes away. The residence was designed around this landscape; dramatic walls of glass frame the Catskills throughout the house, while soaring ceilings and expansive, open living spaces give the interiors a sense of volume without sacrificing warmth. Living, dining, and kitchen spaces unfold effortlessly toward the terrace and infinity pool, where the water appears to disappear into the mountains beyond. The entire home lives on a single level, an increasingly rare luxury at this scale. Two primary suites and three additional ensuite bedrooms create five beautifully private bedroom suites, equally suited to intimate everyday living or a house full of family and friends. Throughout, the architecture is sophisticated but restrained, allowing the extraordinary setting to remain the focus. And the house is only the beginning. The estate encompasses 135 acres of lawns, fields, woods, and private trails, creating a property that can be experienced as much as admired. A large, crystal-clear swimming pond offers an idyllic counterpoint to the infinity pool. Miles of trails wind through the acreage for riding, hiking, and exploring, while a barn and riding arena establish the property as a true equestrian retreat. A separate two-bedroom cottage provides charming guest accommodations, while a carriage house with its own apartment creates additional flexibility for guests, staff, an office, or studio. What ultimately distinguishes this property, however, is something photographs and specifications can only begin to convey: the feeling of being here. Morning light moving across 135 private acres. Long afternoons by the pond. Horses on the trails. Dinner overlooking the mountains. And, each evening, the sun setting behind the Catskills from an infinity pool seemingly suspended above the Hudson Valley. It is extraordinarily private without being isolated, grand without being ostentatious, and remarkably complete without feeling overdone. Properties of this caliber are exceedingly difficult to create—and even harder to find. Just 25 minutes from the restaurants, galleries, shops, and cultural life, this is not simply a country house. It is one of those rare places that makes leaving the city feel like arriving somewhere else entirely.

5 Beds ⋅ 7 Baths ⋅ 1040841 MLS

There are beautiful homes in the Hudson Valley, and then there are properties that seem to occupy a world entirely their own. Set at one of the most extraordinary vantage points in the region, this exceptional contemporary estate presides over 135 private acres with sweeping, unobstructed views across the Hudson Valley to the Catskill Mountains. The sense of scale is remarkable: open sky, rolling land, distant mountains, and complete privacy in every direction—yet Hudson and Great Barrington are each only 25 minutes away. The residence was designed around this landscape; dramatic walls of glass frame the Catskills throughout the house, while soaring ceilings and expansive, open living spaces give the interiors a sense of volume without sacrificing warmth. Living, dining, and kitchen spaces unfold effortlessly toward the terrace and infinity pool, where the water appears to disappear into the mountains beyond. The entire home lives on a single level, an increasingly rare luxury at this scale. Two primary suites and three additional ensuite bedrooms create five beautifully private bedroom suites, equally suited to intimate everyday living or a house full of family and friends. Throughout, the architecture is sophisticated but restrained, allowing the extraordinary setting to remain the focus. And the house is only the beginning. The estate encompasses 135 acres of lawns, fields, woods, and private trails, creating a property that can be experienced as much as admired. A large, crystal-clear swimming pond offers an idyllic counterpoint to the infinity pool. Miles of trails wind through the acreage for riding, hiking, and exploring, while a barn and riding arena establish the property as a true equestrian retreat. A separate two-bedroom cottage provides charming guest accommodations, while a carriage house with its own apartment creates additional flexibility for guests, staff, an office, or studio. What ultimately distinguishes this property, however, is something photographs and specifications can only begin to convey: the feeling of being here. Morning light moving across 135 private acres. Long afternoons by the pond. Horses on the trails. Dinner overlooking the mountains. And, each evening, the sun setting behind the Catskills from an infinity pool seemingly suspended above the Hudson Valley. It is extraordinarily private without being isolated, grand without being ostentatious, and remarkably complete without feeling overdone. Properties of this caliber are exceedingly difficult to create—and even harder to find. Just 25 minutes from the restaurants, galleries, shops, and cultural life, this is not simply a country house. It is one of those rare places that makes leaving the city feel like arriving somewhere else entirely.

21 Schoolhouse Road, Hillsdale

$620,000

Welcome to this charming country home set along a quiet rural road in Copake. Bright, comfortable living spaces and a peaceful setting surrounded by mature trees and open lawn create an atmosphere that feels instantly relaxing. The open living area brings together the updated kitchen, dining room, and living room anchored by a brick fireplace—perfect for cozy evenings. French doors open to a warm, sun filled room, with additional French doors from both the dining room and sunroom leading out to a private deck for effortless indoor-outdoor living. The home offers a good-sized primary bedroom with its own bath, plus 2 bedrooms, a common bath, and a family room for flexible use. A built-in garage adds convenience, while the detached 2 car garage features a workshop and a finished studio above ideal for creative space, guests, or a home office. The home has an automatic whole-house generator installed just incase of a power outage. Enjoy privacy, nature, and easy access to Copake Lake, Bash Bish Falls, Catamount, Hudson, and Great Barrington. An ideal choice for full time living or a welcoming weekend retreat in the Hudson Valley.

3 Beds ⋅ 2 Baths ⋅ 1044728 MLS

Welcome to this charming country home set along a quiet rural road in Copake. Bright, comfortable living spaces and a peaceful setting surrounded by mature trees and open lawn create an atmosphere that feels instantly relaxing. The open living area brings together the updated kitchen, dining room, and living room anchored by a brick fireplace—perfect for cozy evenings. French doors open to a warm, sun filled room, with additional French doors from both the dining room and sunroom leading out to a private deck for effortless indoor-outdoor living. The home offers a good-sized primary bedroom with its own bath, plus 2 bedrooms, a common bath, and a family room for flexible use. A built-in garage adds convenience, while the detached 2 car garage features a workshop and a finished studio above ideal for creative space, guests, or a home office. The home has an automatic whole-house generator installed just incase of a power outage. Enjoy privacy, nature, and easy access to Copake Lake, Bash Bish Falls, Catamount, Hudson, and Great Barrington. An ideal choice for full time living or a welcoming weekend retreat in the Hudson Valley.

33 Twin Bridges Road, Copake

$615,000

Set on 3.28 acres amid the open farmland of Copake, this inviting 1960s farmhouse has the relaxed character of a country house that immediately makes you feel at home. A generous covered porch stretches across the front of the house, overlooking its own open field and the agricultural landscape beyond. Inside, wide-plank pine floors, abundant windows, and natural wood details give the house its easy country character. The living room is centered around a wood-burning stove, with built-in bookshelves and cabinetry adding both charm and function. The adjoining kitchen is bright and thoughtfully laid out, with generous workspace and views onto the surrounding greenery. From there, the house opens into an inviting dining room with wraparound windows that bring the landscape into the room, while doors lead directly outside to an outdoor dining area. Two generously sized bedrooms and a full bath are located on the first floor. Upstairs, the primary bedroom sits beneath vaulted, pine-clad ceilings and includes an en-suite bath and spacious walk-in closet. A large additional room on this level offers plenty of flexibility for a library, studio, office, den, or guest space. Outside, the property unfolds from lawn and established plantings into an open field, with room to garden, play, gather with friends, or simply enjoy the landscape. The front porch is an especially lovely perch for taking it all in, while a rear deck offers a more tucked-away place outdoors. A two-car garage, basement, laundry area, and additional storage round out the property. The location puts some of the best of Columbia County and the Berkshires within easy reach. Copake and Hillsdale are close at hand, with Egremont and Great Barrington just across the Massachusetts border. Catamount, nearby lakes and hiking trails, farm stands, and local markets offer plenty to explore throughout the year, with Hudson an easy drive to the west. Unfussy, comfortable, and surrounded by farmland, this is a house that captures much of what makes this corner of the Hudson Valley so appealing. It offers space to spread out, a close connection to the landscape, and the pleasures of country life.

3 Beds ⋅ 2 Baths ⋅ 1042091 MLS

Set on 3.28 acres amid the open farmland of Copake, this inviting 1960s farmhouse has the relaxed character of a country house that immediately makes you feel at home. A generous covered porch stretches across the front of the house, overlooking its own open field and the agricultural landscape beyond. Inside, wide-plank pine floors, abundant windows, and natural wood details give the house its easy country character. The living room is centered around a wood-burning stove, with built-in bookshelves and cabinetry adding both charm and function. The adjoining kitchen is bright and thoughtfully laid out, with generous workspace and views onto the surrounding greenery. From there, the house opens into an inviting dining room with wraparound windows that bring the landscape into the room, while doors lead directly outside to an outdoor dining area. Two generously sized bedrooms and a full bath are located on the first floor. Upstairs, the primary bedroom sits beneath vaulted, pine-clad ceilings and includes an en-suite bath and spacious walk-in closet. A large additional room on this level offers plenty of flexibility for a library, studio, office, den, or guest space. Outside, the property unfolds from lawn and established plantings into an open field, with room to garden, play, gather with friends, or simply enjoy the landscape. The front porch is an especially lovely perch for taking it all in, while a rear deck offers a more tucked-away place outdoors. A two-car garage, basement, laundry area, and additional storage round out the property. The location puts some of the best of Columbia County and the Berkshires within easy reach. Copake and Hillsdale are close at hand, with Egremont and Great Barrington just across the Massachusetts border. Catamount, nearby lakes and hiking trails, farm stands, and local markets offer plenty to explore throughout the year, with Hudson an easy drive to the west. Unfussy, comfortable, and surrounded by farmland, this is a house that captures much of what makes this corner of the Hudson Valley so appealing. It offers space to spread out, a close connection to the landscape, and the pleasures of country life.

1492 County Route 7A, Copake

$545,000

40 acres with additional acreage available to accommodate your vision. This property is in Copake and boasts endless possibilities. Looking to build your dream home with privacy from your neighbors? Looking for this perfect spot to build a compound? Looking for an opportunity to subdivide and invest in multiple building parcels? This piece of land has 330' of road frontage making it easily accessible. A mixture of mature trees, new growth and cleared building sites make this an easy option to get right to creating the perfect home. The property boasts many rock walls throughout and the elevation gradients of the property make it easy to build driveways and put in utilities. The views you can easily carve out on many of the building sites include the Berkshires and the Catskills. This property is located in the quaint town of Copake and is conveniently located close to the lake for boat enthusiasts, to Catamount for our skiers and riders and to two golf courses for those looking to sharpen their score. Only a short drive to enjoy the shops and restaurants in Hudson or Great Barrington MA. Copake is 2 hrs from NYC and makes this property a great weekend getaway. With this many opportunities the property speaks for itself.

1042728 MLS

40 acres with additional acreage available to accommodate your vision. This property is in Copake and boasts endless possibilities. Looking to build your dream home with privacy from your neighbors? Looking for this perfect spot to build a compound? Looking for an opportunity to subdivide and invest in multiple building parcels? This piece of land has 330' of road frontage making it easily accessible. A mixture of mature trees, new growth and cleared building sites make this an easy option to get right to creating the perfect home. The property boasts many rock walls throughout and the elevation gradients of the property make it easy to build driveways and put in utilities. The views you can easily carve out on many of the building sites include the Berkshires and the Catskills. This property is located in the quaint town of Copake and is conveniently located close to the lake for boat enthusiasts, to Catamount for our skiers and riders and to two golf courses for those looking to sharpen their score. Only a short drive to enjoy the shops and restaurants in Hudson or Great Barrington MA. Copake is 2 hrs from NYC and makes this property a great weekend getaway. With this many opportunities the property speaks for itself.

00 Route 7, Copake

$349,500

Experience the benefits of luxury living without the luxury price tag. Nestled in the northern Hudson Valley just minutes from the Taconic State Parkway, 80 Lakeshore Acres offers a rare opportunity to embrace a slower, more beautiful way of life. Set in the charming community of Craryville. Inside, 2 bedrooms, one bathroom and the open-concept layout creates a warm and welcoming space for gathering, while the beautiful bonus room offers the flexibility to become a home office, guest retreat, studio, or simply a quiet place to escape. Thoughtful details include rich cherry wood cabinetry, granite countertops, generous closets, and well-maintained mechanical systems. A two-car garage and plenty of additional parking is available on the property. It also includes three heating options such as electric hot air, a pellet stove, and a Toyotomi kerosene fireplace. You can enjoy the home comfortably throughout the seasons. Step outside and let the beauty unfold. The fenced-in-ground pool, with its inviting pool house, creates a private setting for relaxing, entertaining, and enjoying long summer days. Just a short walk from Copake Lake, the property offers deeded lake access rights coupled with a dock, inviting you to spend your days on the water and take in the surrounding natural beauty. And beyond the property, there is so much to enjoy. Start your morning with a peaceful walk or hike, spend the afternoon by the lake, listen to live music at the marina, or wander through the local farmers market. Golf, playgrounds, a dog park, local dining, and Roe Jan Brewing Company are all nearby. When winter arrives, trade the lake for the slopes at Catamount Mountain Ski Resort. Whether you're looking for a weekend getaway, a full-time residence, or a place to enjoy the beauty of the Hudson Valley, this property offers comfort, outdoor enjoyment, and an ideal setting. This is more than a home. It is a place to create the lifestyle you've been dreaming about.

2 Beds ⋅ 1 Baths ⋅ 1039149 MLS

Experience the benefits of luxury living without the luxury price tag. Nestled in the northern Hudson Valley just minutes from the Taconic State Parkway, 80 Lakeshore Acres offers a rare opportunity to embrace a slower, more beautiful way of life. Set in the charming community of Craryville. Inside, 2 bedrooms, one bathroom and the open-concept layout creates a warm and welcoming space for gathering, while the beautiful bonus room offers the flexibility to become a home office, guest retreat, studio, or simply a quiet place to escape. Thoughtful details include rich cherry wood cabinetry, granite countertops, generous closets, and well-maintained mechanical systems. A two-car garage and plenty of additional parking is available on the property. It also includes three heating options such as electric hot air, a pellet stove, and a Toyotomi kerosene fireplace. You can enjoy the home comfortably throughout the seasons. Step outside and let the beauty unfold. The fenced-in-ground pool, with its inviting pool house, creates a private setting for relaxing, entertaining, and enjoying long summer days. Just a short walk from Copake Lake, the property offers deeded lake access rights coupled with a dock, inviting you to spend your days on the water and take in the surrounding natural beauty. And beyond the property, there is so much to enjoy. Start your morning with a peaceful walk or hike, spend the afternoon by the lake, listen to live music at the marina, or wander through the local farmers market. Golf, playgrounds, a dog park, local dining, and Roe Jan Brewing Company are all nearby. When winter arrives, trade the lake for the slopes at Catamount Mountain Ski Resort. Whether you're looking for a weekend getaway, a full-time residence, or a place to enjoy the beauty of the Hudson Valley, this property offers comfort, outdoor enjoyment, and an ideal setting. This is more than a home. It is a place to create the lifestyle you've been dreaming about.

80 Lake Shore Acres, Craryville

$85,000

Build your dream home on this spacious, private 2.6 -acre lot on Louden Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley views, this property offers the ideal canvas for a custom home or weekend getaway. The land has many mature trees but is mostly cleared and gently sloping, with electricity and easy access from the road, setting the groundwork for your future home that much easier but creating a serene setting that feels like your own private retreat. Bring your vision and start building your future here. Enjoy the balance of country living while still being within easy reach of small towns, villages, local independent stores, farmer's markets, restaurants, entertainment, outdoor recreation, and all the charm the Hudson Valley and the Berkshires have to offer. Currently you can choose from one of four similar adjacent properties that are available for sale or combine two or more of these parcels. Only two hours to NYC or 2 ½ hours to Boston.

1036286 MLS

Build your dream home on this spacious, private 2.6 -acre lot on Louden Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley views, this property offers the ideal canvas for a custom home or weekend getaway. The land has many mature trees but is mostly cleared and gently sloping, with electricity and easy access from the road, setting the groundwork for your future home that much easier but creating a serene setting that feels like your own private retreat. Bring your vision and start building your future here. Enjoy the balance of country living while still being within easy reach of small towns, villages, local independent stores, farmer's markets, restaurants, entertainment, outdoor recreation, and all the charm the Hudson Valley and the Berkshires have to offer. Currently you can choose from one of four similar adjacent properties that are available for sale or combine two or more of these parcels. Only two hours to NYC or 2 ½ hours to Boston.

Lot D Louden Road, Austerlitz

$85,000

Build your dream home on this spacious, private 3.18 -acre lot on Rigor Hill Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley views, this property offers the ideal canvas for a custom home or weekend getaway. The land has many mature trees but is mostly cleared and gently sloping, with electricity and easy access from the road, setting the groundwork for your future home that much easier but creating a serene setting that feels like your own private retreat. Bring your vision and start building your future here. Enjoy the balance of country living while still being within easy reach of small towns, villages, local independent stores, farmer's markets, restaurants, entertainment, outdoor recreation, and all the charm the Hudson Valley and the Berkshires have to offer. Currently you can choose from one of four similar adjacent properties that are available for sale or combine two or more of these parcels. Only two hours to NYC or 2 ½ hours to Boston.

1036284 MLS

Build your dream home on this spacious, private 3.18 -acre lot on Rigor Hill Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley views, this property offers the ideal canvas for a custom home or weekend getaway. The land has many mature trees but is mostly cleared and gently sloping, with electricity and easy access from the road, setting the groundwork for your future home that much easier but creating a serene setting that feels like your own private retreat. Bring your vision and start building your future here. Enjoy the balance of country living while still being within easy reach of small towns, villages, local independent stores, farmer's markets, restaurants, entertainment, outdoor recreation, and all the charm the Hudson Valley and the Berkshires have to offer. Currently you can choose from one of four similar adjacent properties that are available for sale or combine two or more of these parcels. Only two hours to NYC or 2 ½ hours to Boston.

Lot F Rigor Hill Road, Austerlitz

$95,000

Build your dream home on this spacious, private 3.36-acre lot on Rigor Hill Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley views, this property offers the ideal canvas for a custom home or weekend getaway. The land has many mature trees but is mostly cleared and gently sloping, with electricity and easy access from the road, setting the groundwork for your future home that much easier but creating a serene setting that feels like your own private retreat. Bring your vision and start building your future here. Enjoy the balance of country living while still being within easy reach of small towns, villages, local independent stores, farmer's markets, restaurants, entertainment, outdoor recreation, and all the charm the Hudson Valley and the Berkshires have to offer. Currently you can choose from one of four similar adjacent properties that are available for sale or combine two or more of these parcels. Only two hours to NYC or 2 ½ hours to Boston.

1019001 MLS

Build your dream home on this spacious, private 3.36-acre lot on Rigor Hill Road conveniently located near the Taconic Parkway and minutes from Chatham in scenic Columbia County and adjacent to Berkshire County. Tucked alongside a country road, this property provides the perfect blend of privacy, natural beauty, and ready-to-build convenience. Set against forested hills with expansive valley views, this property offers the ideal canvas for a custom home or weekend getaway. The land has many mature trees but is mostly cleared and gently sloping, with electricity and easy access from the road, setting the groundwork for your future home that much easier but creating a serene setting that feels like your own private retreat. Bring your vision and start building your future here. Enjoy the balance of country living while still being within easy reach of small towns, villages, local independent stores, farmer's markets, restaurants, entertainment, outdoor recreation, and all the charm the Hudson Valley and the Berkshires have to offer. Currently you can choose from one of four similar adjacent properties that are available for sale or combine two or more of these parcels. Only two hours to NYC or 2 ½ hours to Boston.

Lot C Rigor Hill Road, Austerlitz

$389,000

Welcome to your dream country escape! This charming, fully renovated Cape Cod home has been meticulously rebuilt down to the studs, offering brand-new modern finishes while preserving its classic character.Step inside to discover a bright, airy open floor plan designed for effortless entertaining and comfortable daily living. Owner in process of finishes which will include, electric fireplace, front porch and new kitchen. Still time to pick cabinetry colors for kitchen once under contract. Situated just a 2-hour drive via the Taconic State Parkway, this property is the ideal second home or weekend retreat. Enjoy the tranquility of Columbia County with the ultimate convenience: you are within walking distance to Copake Lake, local dining, marina access, golf course and outdoor recreation. Move right in and start enjoying Hudson Valley living from day one!

3 Beds ⋅ 1 Baths ⋅ 1035127 MLS

Welcome to your dream country escape! This charming, fully renovated Cape Cod home has been meticulously rebuilt down to the studs, offering brand-new modern finishes while preserving its classic character.Step inside to discover a bright, airy open floor plan designed for effortless entertaining and comfortable daily living. Owner in process of finishes which will include, electric fireplace, front porch and new kitchen. Still time to pick cabinetry colors for kitchen once under contract. Situated just a 2-hour drive via the Taconic State Parkway, this property is the ideal second home or weekend retreat. Enjoy the tranquility of Columbia County with the ultimate convenience: you are within walking distance to Copake Lake, local dining, marina access, golf course and outdoor recreation. Move right in and start enjoying Hudson Valley living from day one!

235 Birch Hill Road, Copake

$392,500

Colonial Home on a Beautiful Country Parcel with New Garage Nestled on a peaceful country road, this charming two-bedroom Colonial offers the perfect blend of privacy, comfort, and convenience. Set back from the road on a beautiful parcel, the home welcomes you into a bright, open-concept living and dining area filled with natural light and complemented by attractive hardwood floors. The galley-style kitchen features stainless steel appliances, making meal preparation and entertaining effortless. Enjoy dinner in the adjoining dining area, relax in the inviting three-season sunroom, or step outside to the spacious rear deck to soak in the surrounding countryside. The first floor also offers the convenience of a full bathroom and laundry area. Upstairs, you'll find two generously sized bedrooms, including a spacious primary suite complete with a walk-in closet and private full bath. A standout feature of the property is the newly constructed two-bay garage, already equipped with electricity and plumbing, making it ideal for a workshop, hobby space, or future expansion. The unfinished second level provides a blank canvas for a studio, home office, guest space, or whatever the next owner envisions. A large rear patio offers the perfect place to enjoy your morning coffee while overlooking the expansive fenced backyard, ideal outdoor gatherings. While offering the tranquility of country living, this home is conveniently located just two hours from New York City. Enjoy easy access to the charming towns of Hudson, Rhinebeck, and Catskill, where you'll find exceptional shopping, dining, entertainment, and cultural attractions. Outdoor enthusiasts will appreciate the nearby hiking trails at Stissing Mountain, boating and fishing on Copake Lake, and skiing at Catamount Mountain Resort or Hunter Mountain during the winter months. Whether you're looking for a full-time residence or a weekend retreat, this inviting property offers the best of the Hudson Valley lifestyle.

2 Beds ⋅ 2 Baths ⋅ 1030579 MLS

Colonial Home on a Beautiful Country Parcel with New Garage Nestled on a peaceful country road, this charming two-bedroom Colonial offers the perfect blend of privacy, comfort, and convenience. Set back from the road on a beautiful parcel, the home welcomes you into a bright, open-concept living and dining area filled with natural light and complemented by attractive hardwood floors. The galley-style kitchen features stainless steel appliances, making meal preparation and entertaining effortless. Enjoy dinner in the adjoining dining area, relax in the inviting three-season sunroom, or step outside to the spacious rear deck to soak in the surrounding countryside. The first floor also offers the convenience of a full bathroom and laundry area. Upstairs, you'll find two generously sized bedrooms, including a spacious primary suite complete with a walk-in closet and private full bath. A standout feature of the property is the newly constructed two-bay garage, already equipped with electricity and plumbing, making it ideal for a workshop, hobby space, or future expansion. The unfinished second level provides a blank canvas for a studio, home office, guest space, or whatever the next owner envisions. A large rear patio offers the perfect place to enjoy your morning coffee while overlooking the expansive fenced backyard, ideal outdoor gatherings. While offering the tranquility of country living, this home is conveniently located just two hours from New York City. Enjoy easy access to the charming towns of Hudson, Rhinebeck, and Catskill, where you'll find exceptional shopping, dining, entertainment, and cultural attractions. Outdoor enthusiasts will appreciate the nearby hiking trails at Stissing Mountain, boating and fishing on Copake Lake, and skiing at Catamount Mountain Resort or Hunter Mountain during the winter months. Whether you're looking for a full-time residence or a weekend retreat, this inviting property offers the best of the Hudson Valley lifestyle.

155 Pumpkin Hollow Road N, Hillsdale

$1,850,000

Beaver Mountain Farms is an exceptional 41-acre Hudson Valley estate in the picturesque town of Ancram, Columbia County, offering an extraordinary opportunity for agriculture, equestrian pursuits, or a private country retreat. At the heart of this remarkable property is an impressive collection of farm buildings, including a classic dairy barn, an expansive 80' x 200' steel barn ideally suited for an indoor riding arena, equipment storage, agricultural production, or event space, along with workshops, office space, and a detached artist studio. Rolling pastures, open fields, and a tranquil pond create an idyllic landscape that embodies the timeless beauty of the Hudson Valley while providing endless possibilities for farming, livestock, horses, or creative ventures. Complementing the exceptional farmstead is a beautifully updated three-bedroom, two-and-a-half-bath farmhouse featuring a gourmet kitchen, inviting propane fireplaces, a spacious primary suite with an ensuite bath, and expansive windows that frame breathtaking views of the surrounding countryside and in-ground pool. A partially finished basement offers additional flexible living or workspace. Ideally located near Hudson, Copake, Hillsdale, Millerton, and Great Barrington, Massachusetts, Beaver Mountain Farms offers the perfect balance of rural privacy and convenient access to the Hudson Valley's renowned restaurants, cultural attractions, farmers' markets, and outdoor recreation. This is a rare legacy property where agricultural heritage, modern comfort, and boundless opportunity come together in one of Columbia County's most desirable locations.

3 Beds ⋅ 3 Baths ⋅ 1028112 MLS

Beaver Mountain Farms is an exceptional 41-acre Hudson Valley estate in the picturesque town of Ancram, Columbia County, offering an extraordinary opportunity for agriculture, equestrian pursuits, or a private country retreat. At the heart of this remarkable property is an impressive collection of farm buildings, including a classic dairy barn, an expansive 80' x 200' steel barn ideally suited for an indoor riding arena, equipment storage, agricultural production, or event space, along with workshops, office space, and a detached artist studio. Rolling pastures, open fields, and a tranquil pond create an idyllic landscape that embodies the timeless beauty of the Hudson Valley while providing endless possibilities for farming, livestock, horses, or creative ventures. Complementing the exceptional farmstead is a beautifully updated three-bedroom, two-and-a-half-bath farmhouse featuring a gourmet kitchen, inviting propane fireplaces, a spacious primary suite with an ensuite bath, and expansive windows that frame breathtaking views of the surrounding countryside and in-ground pool. A partially finished basement offers additional flexible living or workspace. Ideally located near Hudson, Copake, Hillsdale, Millerton, and Great Barrington, Massachusetts, Beaver Mountain Farms offers the perfect balance of rural privacy and convenient access to the Hudson Valley's renowned restaurants, cultural attractions, farmers' markets, and outdoor recreation. This is a rare legacy property where agricultural heritage, modern comfort, and boundless opportunity come together in one of Columbia County's most desirable locations.

1030 County Route 27A, Ancram

$749,000

This country home is nestled on 8.7 private acres just five miles from the center of Hillsdale, this charming retreat offers the perfect blend of comfort, character, and natural beauty. A meandering driveway winds through the woods, leading to a welcoming cottage-style home surrounded by perennial gardens filled with native ferns and plantings. The inviting covered front porch opens to a spacious bluestone patio, creating an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Offering approximately 2,040 square feet, the home features three bedrooms and two full bathrooms, with natural woodwork and wide-board Pine floors throughout. At the heart of the home is a beautifully renovated chef's kitchen with a six-burner propane Bertazzoni range, Marble like tile countertops, a porcelain farm sink, wood cabinetry with abundant storage. The kitchen flows seamlessly into the dining area, where a cast-iron wood stove creates a warm and inviting atmosphere for gatherings around a large farmhouse table. The dramatic great room showcases soaring cathedral ceilings with exposed beams and a natural stone wood burning fireplace as its centerpiece, providing a wonderful space for relaxing and entertaining. The light-filled first-floor primary suite offers a peaceful retreat with an ensuite full bathroom. The additional two spacious bedrooms, feature cathedral ceilings, wide-board Pine floors, warm wood walls, and walls of windows that bring the views of the outdoors in. A welcoming front foyer serves as a practical mudroom with built-in bench seating, a coat closet and laundry/storage closet. The attached one-car garage offers ample space for storage and the utility room. The home includes many updates such as the kitchen, bathrooms, electrical service (200 amp), septic system (2020), paved driveway, a high-efficiency on-demand heating and hot water system (2025). Conveniently located near the villages of Hillsdale, Great Barrington, Chatham, and Hudson, and just minutes from Catamount Ski Area, local farms, hiking trails, state parks, and schools, this exceptional property is equally suited as a full-time residence or a peaceful weekend getaway. A must see to fully appreciate this special home. Please see 3D Interactive Floor Plan & Property Tour.

3 Beds ⋅ 2 Baths ⋅ 1005033 MLS

This country home is nestled on 8.7 private acres just five miles from the center of Hillsdale, this charming retreat offers the perfect blend of comfort, character, and natural beauty. A meandering driveway winds through the woods, leading to a welcoming cottage-style home surrounded by perennial gardens filled with native ferns and plantings. The inviting covered front porch opens to a spacious bluestone patio, creating an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. Offering approximately 2,040 square feet, the home features three bedrooms and two full bathrooms, with natural woodwork and wide-board Pine floors throughout. At the heart of the home is a beautifully renovated chef's kitchen with a six-burner propane Bertazzoni range, Marble like tile countertops, a porcelain farm sink, wood cabinetry with abundant storage. The kitchen flows seamlessly into the dining area, where a cast-iron wood stove creates a warm and inviting atmosphere for gatherings around a large farmhouse table. The dramatic great room showcases soaring cathedral ceilings with exposed beams and a natural stone wood burning fireplace as its centerpiece, providing a wonderful space for relaxing and entertaining. The light-filled first-floor primary suite offers a peaceful retreat with an ensuite full bathroom. The additional two spacious bedrooms, feature cathedral ceilings, wide-board Pine floors, warm wood walls, and walls of windows that bring the views of the outdoors in. A welcoming front foyer serves as a practical mudroom with built-in bench seating, a coat closet and laundry/storage closet. The attached one-car garage offers ample space for storage and the utility room. The home includes many updates such as the kitchen, bathrooms, electrical service (200 amp), septic system (2020), paved driveway, a high-efficiency on-demand heating and hot water system (2025). Conveniently located near the villages of Hillsdale, Great Barrington, Chatham, and Hudson, and just minutes from Catamount Ski Area, local farms, hiking trails, state parks, and schools, this exceptional property is equally suited as a full-time residence or a peaceful weekend getaway. A must see to fully appreciate this special home. Please see 3D Interactive Floor Plan & Property Tour.

695 Wolf Hill Road, Hillsdale

$650,000

Escape to your own private retreat where lake living, outdoor adventure, and timeless country charm come together! Just steps from scenic Copake Lake, this property offers access to one of Columbia County's premier recreational destinations. The 410-acre, motorboat-friendly lake is perfect for boating, waterskiing, kayaking, paddleboarding, and excellent fishing, while nearby Copake Country Club features an 18-hole championship golf course and year-round dining. Conveniently located between Hudson and Great Barrington, and just a short drive to Catamount Mountain Resort, the area offers four-season recreation, with the tranquility of your own beautifully landscaped 4.66 acre setting. Inside, this home is rich with warmth and timeless character. The inviting eat-in kitchen features a breakfast bar, abundant cabinetry, and a pantry, creating a functional space that will delight any home chef. Just beyond, the dining area flows seamlessly into the spacious living room where a cozy wood-burning stove, custom built-in bookcases, and decorative wood trim create a welcoming atmosphere for everyday living and entertaining. The bright, glass enclosed sunroom provides the perfect spot for morning coffee, reading, or simply relaxing, while a handily located half bath completes the main level. Upstairs, you'll find three comfortable bedrooms and two full bathrooms. Gleaming hardwood floors span throughout both levels, and an abundance of natural light fills the home, enhancing the attractive appeal. Outside, the detached two-car garage includes automatic door openers and ample room for a workshop, lawn equipment, bicycles, kayaks, and other recreational gear. Above the garage, the second level offers endless possibilities as an artist's studio, home office, fitness room, or hobby space. The grounds are a gardener's dream, filled with thoughtfully designed plantings and peaceful outdoor spaces. Unwind beneath the covered patio and enjoy the serenity of your surroundings. Whether you're searching for a full-time residence or the perfect weekend getaway, this exceptional property offers the ideal balance of privacy, recreation, and convenience—just minutes from the Taconic State Parkway and only 2.5 hours from New York City.

3 Beds ⋅ 3 Baths ⋅ 1021272 MLS

Escape to your own private retreat where lake living, outdoor adventure, and timeless country charm come together! Just steps from scenic Copake Lake, this property offers access to one of Columbia County's premier recreational destinations. The 410-acre, motorboat-friendly lake is perfect for boating, waterskiing, kayaking, paddleboarding, and excellent fishing, while nearby Copake Country Club features an 18-hole championship golf course and year-round dining. Conveniently located between Hudson and Great Barrington, and just a short drive to Catamount Mountain Resort, the area offers four-season recreation, with the tranquility of your own beautifully landscaped 4.66 acre setting. Inside, this home is rich with warmth and timeless character. The inviting eat-in kitchen features a breakfast bar, abundant cabinetry, and a pantry, creating a functional space that will delight any home chef. Just beyond, the dining area flows seamlessly into the spacious living room where a cozy wood-burning stove, custom built-in bookcases, and decorative wood trim create a welcoming atmosphere for everyday living and entertaining. The bright, glass enclosed sunroom provides the perfect spot for morning coffee, reading, or simply relaxing, while a handily located half bath completes the main level. Upstairs, you'll find three comfortable bedrooms and two full bathrooms. Gleaming hardwood floors span throughout both levels, and an abundance of natural light fills the home, enhancing the attractive appeal. Outside, the detached two-car garage includes automatic door openers and ample room for a workshop, lawn equipment, bicycles, kayaks, and other recreational gear. Above the garage, the second level offers endless possibilities as an artist's studio, home office, fitness room, or hobby space. The grounds are a gardener's dream, filled with thoughtfully designed plantings and peaceful outdoor spaces. Unwind beneath the covered patio and enjoy the serenity of your surroundings. Whether you're searching for a full-time residence or the perfect weekend getaway, this exceptional property offers the ideal balance of privacy, recreation, and convenience—just minutes from the Taconic State Parkway and only 2.5 hours from New York City.

3493 County Route 7, Hillsdale

$1,350,000

Perched atop its own private hill on 15.59 acres in the rolling countryside of Austerlitz, this extraordinary post-and-beam home offers something increasingly rare in today's world: complete and total privacy paired with breathtaking long-range views that seem to stretch forever. Hidden from the road and reached by a long winding driveway, the property unfolds like a private retreat, surrounded by nature, open skies, and the peaceful sounds of the countryside. From sunrise to sunset, the ever-changing landscape becomes a living work of art. Watch morning fog drift through the valleys below, enjoy spectacular mountain views throughout the day, and end each evening beneath a canopy of stars so bright you'll feel miles away from everything—yet you're still conveniently located within easy reach of the Hudson Valley's most desirable destinations. The home itself is a classic post-and-beam design that blends warmth, character, and timeless craftsmanship. Inside, the open floor plan creates a welcoming flow for both everyday living and entertaining. At the heart of the home stands an awe-inspiring floor-to-ceiling fieldstone wood-burning fireplace, anchoring the main living space with rustic elegance and serving as a natural gathering place during every season. The soaring ceilings, exposed beams, and beautiful pine floors create an atmosphere that is both grand and inviting. The spacious kitchen, dining, and living areas flow seamlessly together, all designed to capture the surrounding views and natural light. Central air conditioning ensures comfort throughout the warmer months, while the fireplace provides cozy ambiance when the temperatures drop. The primary suite offers a peaceful retreat complete with an en-suite bath and tranquil views of the surrounding landscape. Two additional bedrooms feature vaulted ceilings and share a full bath, creating comfortable accommodations for you and your guests. An additional half bath adds convenience for entertaining. Step outside onto the expansive rear deck and discover one of the property's most remarkable features. Whether you're enjoying your morning coffee as the mountains emerge from the mist, hosting summer gatherings, or simply gazing at the stars on a clear evening, this outdoor space was designed to celebrate the incredible setting. Nature lovers will appreciate the spring-fed swimming pond, perfect for cooling off on warm summer afternoons, while anglers can spend a relaxing Sunday casting a line in the peaceful waters. The property invites a lifestyle connected to the outdoors, where privacy and serenity are part of everyday life. Additional features include durable board-and-batten siding, a metal roof, portable generator hookup, and a large dry basement providing abundant storage space. Properties offering this level of privacy, natural beauty, and unforgettable views are exceptionally difficult to find. This is more than a home—it's a hilltop sanctuary where the mountains, sky, and surrounding landscape become part of your daily life. A place to escape, recharge, and experience the Hudson Valley as it was meant to be enjoyed.

3 Beds ⋅ 3 Baths ⋅ 1010320 MLS

Perched atop its own private hill on 15.59 acres in the rolling countryside of Austerlitz, this extraordinary post-and-beam home offers something increasingly rare in today's world: complete and total privacy paired with breathtaking long-range views that seem to stretch forever. Hidden from the road and reached by a long winding driveway, the property unfolds like a private retreat, surrounded by nature, open skies, and the peaceful sounds of the countryside. From sunrise to sunset, the ever-changing landscape becomes a living work of art. Watch morning fog drift through the valleys below, enjoy spectacular mountain views throughout the day, and end each evening beneath a canopy of stars so bright you'll feel miles away from everything—yet you're still conveniently located within easy reach of the Hudson Valley's most desirable destinations. The home itself is a classic post-and-beam design that blends warmth, character, and timeless craftsmanship. Inside, the open floor plan creates a welcoming flow for both everyday living and entertaining. At the heart of the home stands an awe-inspiring floor-to-ceiling fieldstone wood-burning fireplace, anchoring the main living space with rustic elegance and serving as a natural gathering place during every season. The soaring ceilings, exposed beams, and beautiful pine floors create an atmosphere that is both grand and inviting. The spacious kitchen, dining, and living areas flow seamlessly together, all designed to capture the surrounding views and natural light. Central air conditioning ensures comfort throughout the warmer months, while the fireplace provides cozy ambiance when the temperatures drop. The primary suite offers a peaceful retreat complete with an en-suite bath and tranquil views of the surrounding landscape. Two additional bedrooms feature vaulted ceilings and share a full bath, creating comfortable accommodations for you and your guests. An additional half bath adds convenience for entertaining. Step outside onto the expansive rear deck and discover one of the property's most remarkable features. Whether you're enjoying your morning coffee as the mountains emerge from the mist, hosting summer gatherings, or simply gazing at the stars on a clear evening, this outdoor space was designed to celebrate the incredible setting. Nature lovers will appreciate the spring-fed swimming pond, perfect for cooling off on warm summer afternoons, while anglers can spend a relaxing Sunday casting a line in the peaceful waters. The property invites a lifestyle connected to the outdoors, where privacy and serenity are part of everyday life. Additional features include durable board-and-batten siding, a metal roof, portable generator hookup, and a large dry basement providing abundant storage space. Properties offering this level of privacy, natural beauty, and unforgettable views are exceptionally difficult to find. This is more than a home—it's a hilltop sanctuary where the mountains, sky, and surrounding landscape become part of your daily life. A place to escape, recharge, and experience the Hudson Valley as it was meant to be enjoyed.

436 Schoolhouse Road Unit #62, Austerlitz

$1,750,000

SKY FARM MODERN. Designed by renowned architect Will Meyer, Sky Farm Modern is a masterful expression of minimalism, where every element serves a purpose and form and function exist in perfect harmony. A winding drive through the woods reveals a striking composition: a sleek, dark rectangular volume punctuated by a luminous white cube and a dramatic cutout. The white cube houses the kitchen, flooding the heart of the home with natural light and tranquil woodland views, while the architectural cutout creates a covered carport that lends visual lightness to the structure. Step inside and arrive at the center of the home, where an expansive open living space is framed by an entire wall of glass leading to a generous deck overlooking the treetops, with seasonal views of the lake beyond. A suspended fireplace serves as both a sculptural focal point and a source of warmth, while the chef’s kitchen is appointed with premium appliances and high-end fixtures. Wide-plank ash flooring runs throughout the main level, adding warmth and understated elegance. A gallery-like hallway extends the length of the residence. At one end, the private primary suite features an en suite bath with a deep soaking tub and a wall of glass opening onto a secluded deck. Two additional bedrooms along the hall also enjoy direct deck access and share a beautifully appointed bathroom complete with a sauna. At the opposite end of the home, a spacious guest suite offers its own en suite bath and breathtaking corner-wrapped glass walls that immerse the room in natural light and surrounding forest views. A sculptural circular staircase descends to a finished lower-level room with cork flooring and abundant storage. Equally suited as a media room, artist’s studio, fitness space, or home office, it offers exceptional flexibility for modern living. Offering remarkable privacy and requiring minimal upkeep, Sky Farm Modern is an ideal retreat—a refined sanctuary where exceptional architecture and nature come together in perfect balance.

4 Beds ⋅ 3 Baths ⋅ 1016435 MLS

SKY FARM MODERN. Designed by renowned architect Will Meyer, Sky Farm Modern is a masterful expression of minimalism, where every element serves a purpose and form and function exist in perfect harmony. A winding drive through the woods reveals a striking composition: a sleek, dark rectangular volume punctuated by a luminous white cube and a dramatic cutout. The white cube houses the kitchen, flooding the heart of the home with natural light and tranquil woodland views, while the architectural cutout creates a covered carport that lends visual lightness to the structure. Step inside and arrive at the center of the home, where an expansive open living space is framed by an entire wall of glass leading to a generous deck overlooking the treetops, with seasonal views of the lake beyond. A suspended fireplace serves as both a sculptural focal point and a source of warmth, while the chef’s kitchen is appointed with premium appliances and high-end fixtures. Wide-plank ash flooring runs throughout the main level, adding warmth and understated elegance. A gallery-like hallway extends the length of the residence. At one end, the private primary suite features an en suite bath with a deep soaking tub and a wall of glass opening onto a secluded deck. Two additional bedrooms along the hall also enjoy direct deck access and share a beautifully appointed bathroom complete with a sauna. At the opposite end of the home, a spacious guest suite offers its own en suite bath and breathtaking corner-wrapped glass walls that immerse the room in natural light and surrounding forest views. A sculptural circular staircase descends to a finished lower-level room with cork flooring and abundant storage. Equally suited as a media room, artist’s studio, fitness space, or home office, it offers exceptional flexibility for modern living. Offering remarkable privacy and requiring minimal upkeep, Sky Farm Modern is an ideal retreat—a refined sanctuary where exceptional architecture and nature come together in perfect balance.

312 Sky Farm Road, Copake

$1,279,000

Experience the freedom and beauty of country living on this expansive parcel of land with breathtaking rural views in every direction. Offering an abundance of acreage, this property provides endless opportunities for a private estate, farm, equestrian property, recreational retreat, or future investment. Enjoy rolling countryside vistas, wide-open spaces, and the peace and quiet that only a large tract of land can provide. With plenty of room to build, explore, hunt, ride, or simply enjoy nature, this remarkable property offers the privacy, space, and scenic beauty that are becoming increasingly hard to find. Whether you’re looking to create your dream homestead or secure a substantial piece of countryside, this property is a rare opportunity to own a truly impressive stretch of land. This is 2 parcels to be sold together. additional parcel ID # 105400-185-000-0001-017-100-0000

1016157 MLS

Experience the freedom and beauty of country living on this expansive parcel of land with breathtaking rural views in every direction. Offering an abundance of acreage, this property provides endless opportunities for a private estate, farm, equestrian property, recreational retreat, or future investment. Enjoy rolling countryside vistas, wide-open spaces, and the peace and quiet that only a large tract of land can provide. With plenty of room to build, explore, hunt, ride, or simply enjoy nature, this remarkable property offers the privacy, space, and scenic beauty that are becoming increasingly hard to find. Whether you’re looking to create your dream homestead or secure a substantial piece of countryside, this property is a rare opportunity to own a truly impressive stretch of land. This is 2 parcels to be sold together. additional parcel ID # 105400-185-000-0001-017-100-0000

Mile High Road, Elizaville

$1,300,000

Welcome to 1100 Harlemville Road, a c.1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad with vibrant wallpaper. Checkered tile floors lead to a spacious country kitchen; patterned tin accenting the walls lend character and texture. A generous pantry conceals the refrigerator while providing ample shelving and storage. The kitchen flows seamlessly into the dining room, anchored by a wood-burning stove. Just beyond, a cozy reading room is adorned in geometric wallpaper and opens to the grounds through French doors. Across the foyer, the living room connects to a dedicated office, offering flexibility for work or quiet retreat. Upstairs, a generous landing leads to three bedrooms and a spacious full bath with built-in shelving. Wide-plank floors run throughout the home, lending warmth and charm. Outside, a 600-square-foot barn supports a variety of recreational and creative pursuits, with potential for conversion into a studio, office, or gym. Raised garden beds are ready for summer planting, while a fire pit at the meadow's edge invites long evenings beneath the stars. Perched above Harlemville Hamlet, convenient to the Taconic Pkwy -- 10 minutes to Chatham 20 minutes to Hudson. Two hours to NYC.

3 Beds ⋅ 2 Baths ⋅ 1015707 MLS

Welcome to 1100 Harlemville Road, a c.1850 farmhouse set on more than nine bucolic acres with sweeping views across the Taconic Hills. Perched above the road, the property enjoys a sense of privacy and a setting that feels quintessentially upstate. The drive approaches the rear of the home, where a covered porch offers the perfect vantage point to enjoy the landscape. Enter through a mudroom clad with vibrant wallpaper. Checkered tile floors lead to a spacious country kitchen; patterned tin accenting the walls lend character and texture. A generous pantry conceals the refrigerator while providing ample shelving and storage. The kitchen flows seamlessly into the dining room, anchored by a wood-burning stove. Just beyond, a cozy reading room is adorned in geometric wallpaper and opens to the grounds through French doors. Across the foyer, the living room connects to a dedicated office, offering flexibility for work or quiet retreat. Upstairs, a generous landing leads to three bedrooms and a spacious full bath with built-in shelving. Wide-plank floors run throughout the home, lending warmth and charm. Outside, a 600-square-foot barn supports a variety of recreational and creative pursuits, with potential for conversion into a studio, office, or gym. Raised garden beds are ready for summer planting, while a fire pit at the meadow's edge invites long evenings beneath the stars. Perched above Harlemville Hamlet, convenient to the Taconic Pkwy -- 10 minutes to Chatham 20 minutes to Hudson. Two hours to NYC.

1100 Harlemville Road, Ghent

$939,000

Down a quiet country road is this 1860 Farmhouse with Studio building sits on 34.9 acres of mature woodland and open rolling lawns leading to a clear swim pond. The property feels deeply rooted in its setting--an authentic country homestead that has evolved thoughtfully over time. A three-building country compound features a farmhouse, a detached 2-car garage, and a purpose-built barn/studio, creating a rare live/work setting The residence retains the warmth, charm and authentic farmhouse character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting the antique wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. This 3 Bedroom, 2 Bath home strikes a rare balance between preservation and practicality creating a natural gathering place through every season. The home is suited to summer living, holiday dinners, quiet winter weekends, and evenings spent around the wood stove after a day outdoors. The spacious deck just off the kitchen provides a perfect vantage point for outdoor dining and relaxing with a view of the pond. The property's mature hardwoods and evergreens circle the landscape creating natural beauty and great privacy. A newer Studio Building lend both beauty and utility, of 1720 Square Feet offering numerous possibilities for creative use, it was designed for the hobbiest or for serious creative or commercial work. The building is outfitted with 200-amp electric service, a roll-up door allows easy access for large-scale work, equipment, or vehicles. A separate downstairs space functions equally in a variety of ways as a working studio, fabrication shop, gallery, or flexible commercial use, offering significant potential for income-producing or professional activity. Access to an upstairs loft space could serve as an office or additional storage. The setting feels private and peaceful, yet remains convenient to the areas most beloved destinations for skiing, hiking, dining, and weekend exploration. 286 Manor Rock Road is the kind of property that has become increasingly difficult to find--an antique farmhouse with genuine character, meaningful acreage, and a sense of place that feels distinctly upstate. It is an ideal fit for buyers seeking the quiet and seclusion of the rural countryside with serious working apace in one private address. This is a strong candidate for remote executives, creative professionals, makers/artists or anyone balancing more than one life under one roofline. Private and serene, this property captivates on every level, offering a rare opportunity to own something truly special. Become the next steward of its rich history while shaping its future and creating a legacy of your own.

3 Beds ⋅ 2 Baths ⋅ 1015339 MLS

Down a quiet country road is this 1860 Farmhouse with Studio building sits on 34.9 acres of mature woodland and open rolling lawns leading to a clear swim pond. The property feels deeply rooted in its setting--an authentic country homestead that has evolved thoughtfully over time. A three-building country compound features a farmhouse, a detached 2-car garage, and a purpose-built barn/studio, creating a rare live/work setting The residence retains the warmth, charm and authentic farmhouse character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting the antique wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. This 3 Bedroom, 2 Bath home strikes a rare balance between preservation and practicality creating a natural gathering place through every season. The home is suited to summer living, holiday dinners, quiet winter weekends, and evenings spent around the wood stove after a day outdoors. The spacious deck just off the kitchen provides a perfect vantage point for outdoor dining and relaxing with a view of the pond. The property's mature hardwoods and evergreens circle the landscape creating natural beauty and great privacy. A newer Studio Building lend both beauty and utility, of 1720 Square Feet offering numerous possibilities for creative use, it was designed for the hobbiest or for serious creative or commercial work. The building is outfitted with 200-amp electric service, a roll-up door allows easy access for large-scale work, equipment, or vehicles. A separate downstairs space functions equally in a variety of ways as a working studio, fabrication shop, gallery, or flexible commercial use, offering significant potential for income-producing or professional activity. Access to an upstairs loft space could serve as an office or additional storage. The setting feels private and peaceful, yet remains convenient to the areas most beloved destinations for skiing, hiking, dining, and weekend exploration. 286 Manor Rock Road is the kind of property that has become increasingly difficult to find--an antique farmhouse with genuine character, meaningful acreage, and a sense of place that feels distinctly upstate. It is an ideal fit for buyers seeking the quiet and seclusion of the rural countryside with serious working apace in one private address. This is a strong candidate for remote executives, creative professionals, makers/artists or anyone balancing more than one life under one roofline. Private and serene, this property captivates on every level, offering a rare opportunity to own something truly special. Become the next steward of its rich history while shaping its future and creating a legacy of your own.

286 Manor Rock Road, Craryville

$849,900

Steeped in Hillsdale’s rich history, this extraordinary property began its life as one of the area’s original grist mills, situated in the area of Hillsdale once known as Murray’s Corner. Thoughtfully transformed over the years into a distinctive residence, it seamlessly blends historic character with the tranquility of a private country retreat. Set on 8.7 enchanting acres, the property feels as though it has been lifted from the pages of a storybook. A meandering stream, cascading waterfalls, and a picturesque pond create a peaceful backdrop, while the soothing sounds of flowing water provide a constant sense of calm and escape. Designed for both relaxation and entertaining, the grounds offer an array of inviting outdoor spaces. A spacious deck overlooks the stream and waterfalls, multiple fire pits provide gathering spots throughout the property, and a dock perched next to the pond for quiet moments by the water. A charming pond-side retreat offers comfortable indoor and outdoor seating, while a quaint two-story barn/shed creates another idyllic perch from which to enjoy the sound of a nearby waterfall. Additional outbuildings include a historic barn ready for restoration or reinvention, a garage, and a potting shed. Footbridges and walking paths wind throughout the landscape, inviting exploration of the property's natural beauty at every turn. Inside, the home offers generous living space with three bedrooms and two bathrooms, allowing family and guests to spread out comfortably. The second floor sitting area features a cathedral ceiling and overlooks the stream and falls. Historic elements remain throughout, from original floors and woodwork and including an original mill wheel that now lays proudly at the entrance to the rear shed, serving as a reminder of the property's unique past. Despite its remarkably private setting, the property enjoys a convenient location just over a mile from the center of Hillsdale, less than two miles from Catamount Mountain Resort, 15 minutes from Great Barrington, MA, 25 minutes from Hudson, 10 minutes from the Taconic State Parkway, and approximately 2¼ hours from New York City. A rare opportunity to own a piece of Hillsdale history, surrounded by natural beauty, timeless charm, and the soothing presence of water at every turn.

3 Beds ⋅ 2 Baths ⋅ 1011743 MLS

Steeped in Hillsdale’s rich history, this extraordinary property began its life as one of the area’s original grist mills, situated in the area of Hillsdale once known as Murray’s Corner. Thoughtfully transformed over the years into a distinctive residence, it seamlessly blends historic character with the tranquility of a private country retreat. Set on 8.7 enchanting acres, the property feels as though it has been lifted from the pages of a storybook. A meandering stream, cascading waterfalls, and a picturesque pond create a peaceful backdrop, while the soothing sounds of flowing water provide a constant sense of calm and escape. Designed for both relaxation and entertaining, the grounds offer an array of inviting outdoor spaces. A spacious deck overlooks the stream and waterfalls, multiple fire pits provide gathering spots throughout the property, and a dock perched next to the pond for quiet moments by the water. A charming pond-side retreat offers comfortable indoor and outdoor seating, while a quaint two-story barn/shed creates another idyllic perch from which to enjoy the sound of a nearby waterfall. Additional outbuildings include a historic barn ready for restoration or reinvention, a garage, and a potting shed. Footbridges and walking paths wind throughout the landscape, inviting exploration of the property's natural beauty at every turn. Inside, the home offers generous living space with three bedrooms and two bathrooms, allowing family and guests to spread out comfortably. The second floor sitting area features a cathedral ceiling and overlooks the stream and falls. Historic elements remain throughout, from original floors and woodwork and including an original mill wheel that now lays proudly at the entrance to the rear shed, serving as a reminder of the property's unique past. Despite its remarkably private setting, the property enjoys a convenient location just over a mile from the center of Hillsdale, less than two miles from Catamount Mountain Resort, 15 minutes from Great Barrington, MA, 25 minutes from Hudson, 10 minutes from the Taconic State Parkway, and approximately 2¼ hours from New York City. A rare opportunity to own a piece of Hillsdale history, surrounded by natural beauty, timeless charm, and the soothing presence of water at every turn.

2955 State Route 23, Hillsdale

$3,600,000

Presiding over 27 acres of rolling hills, meadows, and dramatic mountain views, Southview Farm is a fully reimagined country estate in the heart of Hillsdale farm country. Once part of a 300-acre dairy farm with a grand farmhouse on this site for over a century, the property has been expanded and rebuilt from the ground up to deliver modern luxury, efficiency, and comfort while honoring its historic character. Facing due south on a quiet country road, the residence overlooks a one-acre, 14-foot-deep spring-fed pond with sweeping vistas to Catamount Ski Area, the Taconic Ridge, and the distant Berkshires. The landscape is so cinematic that scenes from Ang Lee's "Taking Woodstock" were filmed here, evoking the setting of the iconic music festival. The headwaters of the Roeliff Jansen Kill form the eastern boundary of the property, tying the land directly to the scenic Hudson Valley as it winds through Columbia County countryside to the Hudson River itself. The main house offers over 5,000 square feet of living space with four bedrooms and five-and-a-half baths. The ground floor centers on the original stair hall and an expansive chef's kitchen with an 18-foot L-shaped island, soapstone countertops, double sinks, Wolf 48" dual-fuel range with convection microwave, and 42" Sub-Zero refrigerator. A relocated wood-burning fireplace, rebuilt with original farmhouse brick, anchors this warm gathering space. Off the kitchen, a bright butler's pantry/mudroom opens toward a sunroom wrapped in oversized windows and warmed by a wood stove, ideal for four-season enjoyment of the views. Opposite the kitchen, the generous living room features the second wood-burning fireplace and picture-perfect views of both the mountains and the wildflower meadow and pool area. A main-level bedroom suite offers a private wing with a refined en-suite bath and custom walk-in closet. Upstairs, the second floor includes additional bedrooms, a den, office, and laundry room. The third floor is a dramatic open space with cathedral ceilings, currently used as a gym and sitting area, easily adaptable to create two more bedrooms with en-suite baths if desired. Throughout the home, hardwood floors with radiant heat, centralized cooling, and expansive windows create a light-filled, comfortable environment. All systems are new, including 400-amp electrical service with standby Generac generator, new plumbing and well with whole-house filtration and softener, and a whole-house ERV fresh air and dehumidification system. Restored full-length front and rear porches provide covered outdoor living and frame the panoramic views. Across the parking court, a finely crafted Hennin Post & Beam barn from Woolwich, Maine, offers approximately 1,800 square feet of additional space. The two-story, 38' x 36' structure features eastern white pine framing and interior walls milled from trees on the property. The upper level serves as a guest suite with kitchenette, laundry, and full bath; the lower level is a heated woodshop that could easily be converted to a four-car garage. The barn is weather tight with structural insulated panels, fitted with Marvin windows, and equipped with in-floor radiant heat on the first floor and hot water radiators, air conditioning, and ceiling fans upstairs. A separate pole barn on the property provides storage for equipment, tools, and firewood. Gracious outdoor living centers on the 40' x 18' heated gunite pool with Pebble Tec finish, automatic cover, auto-fill, and bluestone surround, set against a backdrop of native wildflower fields that shift in color from spring through fall. The home and grounds exude a sense of quiet luxury and privacy that celebrates the exquisite setting. Impeccably maintained and thoughtfully upgraded, Southview Farm offers turnkey country living where the Hudson Valley meets the Berkshires, with the conveniences of Hillsdale village nearby and easy access to Hudson, Great Barrington, skiing, and hiking.

5 Beds ⋅ 6 Baths ⋅ 1009156 MLS

Presiding over 27 acres of rolling hills, meadows, and dramatic mountain views, Southview Farm is a fully reimagined country estate in the heart of Hillsdale farm country. Once part of a 300-acre dairy farm with a grand farmhouse on this site for over a century, the property has been expanded and rebuilt from the ground up to deliver modern luxury, efficiency, and comfort while honoring its historic character. Facing due south on a quiet country road, the residence overlooks a one-acre, 14-foot-deep spring-fed pond with sweeping vistas to Catamount Ski Area, the Taconic Ridge, and the distant Berkshires. The landscape is so cinematic that scenes from Ang Lee's "Taking Woodstock" were filmed here, evoking the setting of the iconic music festival. The headwaters of the Roeliff Jansen Kill form the eastern boundary of the property, tying the land directly to the scenic Hudson Valley as it winds through Columbia County countryside to the Hudson River itself. The main house offers over 5,000 square feet of living space with four bedrooms and five-and-a-half baths. The ground floor centers on the original stair hall and an expansive chef's kitchen with an 18-foot L-shaped island, soapstone countertops, double sinks, Wolf 48" dual-fuel range with convection microwave, and 42" Sub-Zero refrigerator. A relocated wood-burning fireplace, rebuilt with original farmhouse brick, anchors this warm gathering space. Off the kitchen, a bright butler's pantry/mudroom opens toward a sunroom wrapped in oversized windows and warmed by a wood stove, ideal for four-season enjoyment of the views. Opposite the kitchen, the generous living room features the second wood-burning fireplace and picture-perfect views of both the mountains and the wildflower meadow and pool area. A main-level bedroom suite offers a private wing with a refined en-suite bath and custom walk-in closet. Upstairs, the second floor includes additional bedrooms, a den, office, and laundry room. The third floor is a dramatic open space with cathedral ceilings, currently used as a gym and sitting area, easily adaptable to create two more bedrooms with en-suite baths if desired. Throughout the home, hardwood floors with radiant heat, centralized cooling, and expansive windows create a light-filled, comfortable environment. All systems are new, including 400-amp electrical service with standby Generac generator, new plumbing and well with whole-house filtration and softener, and a whole-house ERV fresh air and dehumidification system. Restored full-length front and rear porches provide covered outdoor living and frame the panoramic views. Across the parking court, a finely crafted Hennin Post & Beam barn from Woolwich, Maine, offers approximately 1,800 square feet of additional space. The two-story, 38' x 36' structure features eastern white pine framing and interior walls milled from trees on the property. The upper level serves as a guest suite with kitchenette, laundry, and full bath; the lower level is a heated woodshop that could easily be converted to a four-car garage. The barn is weather tight with structural insulated panels, fitted with Marvin windows, and equipped with in-floor radiant heat on the first floor and hot water radiators, air conditioning, and ceiling fans upstairs. A separate pole barn on the property provides storage for equipment, tools, and firewood. Gracious outdoor living centers on the 40' x 18' heated gunite pool with Pebble Tec finish, automatic cover, auto-fill, and bluestone surround, set against a backdrop of native wildflower fields that shift in color from spring through fall. The home and grounds exude a sense of quiet luxury and privacy that celebrates the exquisite setting. Impeccably maintained and thoughtfully upgraded, Southview Farm offers turnkey country living where the Hudson Valley meets the Berkshires, with the conveniences of Hillsdale village nearby and easy access to Hudson, Great Barrington, skiing, and hiking.

335 Dawson Road, Hillsdale

$250,000

Set on a quiet, private road, find this pastoral 12 acre parcel with incredible westerly views. Appreciate endless sunsets and peace and quiet while surrounded by neighboring large parcels. Property backs up to state land for sustainable privacy. Situated at the base of the Berkshires and just minutes from the Harlem Valley Rail Trail, Village of Millerton and a short distance to Great Barrington. This exceptional setting is awaiting a custom home.

1008590 MLS

Set on a quiet, private road, find this pastoral 12 acre parcel with incredible westerly views. Appreciate endless sunsets and peace and quiet while surrounded by neighboring large parcels. Property backs up to state land for sustainable privacy. Situated at the base of the Berkshires and just minutes from the Harlem Valley Rail Trail, Village of Millerton and a short distance to Great Barrington. This exceptional setting is awaiting a custom home.

Mountain Edge Lane, Millerton

$4,125,000

The Philmont Collection presents a rare opportunity to acquire a 36-unit multifamily portfolio encompassing nine buildings across seven tax lots in the heart of Philmont's National Register Historic District. Spanning approximately 26,606 square feet, the collection combines immediate scale, strong in-place cash flow, historic character, and meaningful redevelopment potential within one of the Hudson Valley's most closely watched village investment markets. Strategically clustered within a few walkable blocks of one another, the portfolio includes seven stabilized income-producing assets together with two historic value-add buildings, creating a level of operational efficiency and market presence rarely available in a single acquisition. The collection comprises 36 residential units with 48 bedrooms and 28 bathrooms, offering a diverse mix of apartments and duplex residences that support broad tenant appeal and stable occupancy. The stabilized core portfolio is projected to generate approximately $350,000-$360,000 in annual NOI, providing attractive current returns while preserving opportunities for future value enhancement. Ownership has invested substantially throughout the portfolio in capital improvements, infrastructure upgrades, and operational efficiencies designed to improve long-term performance and reduce operating costs. A cornerstone asset within the collection, 62 Main Street has undergone extensive renovation, including updated residential units, restored facade improvements, enhanced insulation, conversion from central oil heat to individual electric systems, and renovated bathrooms. These improvements, together with portfolio-wide upgrades, position the collection as a well-maintained and professionally operated investment. Current operations utilize the DoorLoop management platform for leasing, maintenance coordination, rent collection, tenant communication, applications, and screening, facilitating a seamless transition for future ownership. The portfolio also includes the historic front and rear buildings at 7 Church Street, presenting a compelling redevelopment opportunity within Philmont's historic core. Subject to purchaser verification and approvals, these buildings may be eligible for substantial federal and New York State historic rehabilitation tax incentives, creating a potentially powerful avenue for future value creation and income growth. Long appreciated for its architectural character and strategic location, Philmont continues to attract investors, entrepreneurs, artists, and designers drawn to its affordability relative to neighboring Hudson, its historic building stock, and its ongoing revitalization. Significant public and private investment, adaptive reuse projects, and preservation initiatives continue to strengthen the village's long-term trajectory. Ideally situated just minutes from the Taconic State Parkway and approximately fifteen minutes from Hudson and Amtrak service to New York City, the portfolio enjoys convenient access to the Berkshires, Hawthorne Valley Farm, Art Omi, hiking trails, skiing, boating, waterfalls, acclaimed dining destinations, and the cultural amenities that define the Hudson Valley lifestyle. Combining immediate income, operational scale, historic character, redevelopment potential, and an extraordinary village-wide footprint, The Philmont Collection represents a truly uncommon opportunity to establish a meaningful position within a growing and increasingly recognized Hudson Valley market. MLS information reflects the primary parcel only. Seller reserves the right to sell individual assets or subsets of assets separately from the portfolio offering. Complete financial statements, rent rolls, parcel information, and supporting materials are available upon request. Annual tax amount reflects the entire portfolio.

998452 MLS

The Philmont Collection presents a rare opportunity to acquire a 36-unit multifamily portfolio encompassing nine buildings across seven tax lots in the heart of Philmont's National Register Historic District. Spanning approximately 26,606 square feet, the collection combines immediate scale, strong in-place cash flow, historic character, and meaningful redevelopment potential within one of the Hudson Valley's most closely watched village investment markets. Strategically clustered within a few walkable blocks of one another, the portfolio includes seven stabilized income-producing assets together with two historic value-add buildings, creating a level of operational efficiency and market presence rarely available in a single acquisition. The collection comprises 36 residential units with 48 bedrooms and 28 bathrooms, offering a diverse mix of apartments and duplex residences that support broad tenant appeal and stable occupancy. The stabilized core portfolio is projected to generate approximately $350,000-$360,000 in annual NOI, providing attractive current returns while preserving opportunities for future value enhancement. Ownership has invested substantially throughout the portfolio in capital improvements, infrastructure upgrades, and operational efficiencies designed to improve long-term performance and reduce operating costs. A cornerstone asset within the collection, 62 Main Street has undergone extensive renovation, including updated residential units, restored facade improvements, enhanced insulation, conversion from central oil heat to individual electric systems, and renovated bathrooms. These improvements, together with portfolio-wide upgrades, position the collection as a well-maintained and professionally operated investment. Current operations utilize the DoorLoop management platform for leasing, maintenance coordination, rent collection, tenant communication, applications, and screening, facilitating a seamless transition for future ownership. The portfolio also includes the historic front and rear buildings at 7 Church Street, presenting a compelling redevelopment opportunity within Philmont's historic core. Subject to purchaser verification and approvals, these buildings may be eligible for substantial federal and New York State historic rehabilitation tax incentives, creating a potentially powerful avenue for future value creation and income growth. Long appreciated for its architectural character and strategic location, Philmont continues to attract investors, entrepreneurs, artists, and designers drawn to its affordability relative to neighboring Hudson, its historic building stock, and its ongoing revitalization. Significant public and private investment, adaptive reuse projects, and preservation initiatives continue to strengthen the village's long-term trajectory. Ideally situated just minutes from the Taconic State Parkway and approximately fifteen minutes from Hudson and Amtrak service to New York City, the portfolio enjoys convenient access to the Berkshires, Hawthorne Valley Farm, Art Omi, hiking trails, skiing, boating, waterfalls, acclaimed dining destinations, and the cultural amenities that define the Hudson Valley lifestyle. Combining immediate income, operational scale, historic character, redevelopment potential, and an extraordinary village-wide footprint, The Philmont Collection represents a truly uncommon opportunity to establish a meaningful position within a growing and increasingly recognized Hudson Valley market. MLS information reflects the primary parcel only. Seller reserves the right to sell individual assets or subsets of assets separately from the portfolio offering. Complete financial statements, rent rolls, parcel information, and supporting materials are available upon request. Annual tax amount reflects the entire portfolio.

7 Canal Street, Claverack

$495,000

Welcome to 52 Church Street, a c.1900 home set on a generously-sized quarter acre lot in the Village of Philmont. Enter through a large mudroom flanked with windows. A stylish living room flows seamlessly to a large kitchen overlooking the yard. Numerous windows and a door leading to the backyard flood the kitchen space with light. A hall leads to a second kitchen, bedroom and full bath, perfect for an in-law suite or separate apartment. Upstairs four large bedrooms with generous closet spaces share a full bath. Tasteful wallpaper and decorative finishes combine with hardwood floors to provide charm throughout. Outside, an expansive deck runs the length of the exterior, giving way to a large fenced-in yard. A new hot tub and sauna offer moments of respite while the gas firepit ensures guests will be entertained well into the evening. A separate garage offers off-street parking and additional space suitable for a workshop and / or storage. Numerous updates include — but are not limited to — new appliances in each kitchen, a mini-split heating & cooling system as well as painted interiors & exteriors. Ideally located within walking distance to Philmont village amenities and High Falls Conservation Area, this home is perfectly positioned to enjoy the best of the Hudson Valley. Hudson and Amtrak are just 15 minutes away, with New York City approximately 2.5 hours by car.

5 Beds ⋅ 2 Baths ⋅ 1006015 MLS

Welcome to 52 Church Street, a c.1900 home set on a generously-sized quarter acre lot in the Village of Philmont. Enter through a large mudroom flanked with windows. A stylish living room flows seamlessly to a large kitchen overlooking the yard. Numerous windows and a door leading to the backyard flood the kitchen space with light. A hall leads to a second kitchen, bedroom and full bath, perfect for an in-law suite or separate apartment. Upstairs four large bedrooms with generous closet spaces share a full bath. Tasteful wallpaper and decorative finishes combine with hardwood floors to provide charm throughout. Outside, an expansive deck runs the length of the exterior, giving way to a large fenced-in yard. A new hot tub and sauna offer moments of respite while the gas firepit ensures guests will be entertained well into the evening. A separate garage offers off-street parking and additional space suitable for a workshop and / or storage. Numerous updates include — but are not limited to — new appliances in each kitchen, a mini-split heating & cooling system as well as painted interiors & exteriors. Ideally located within walking distance to Philmont village amenities and High Falls Conservation Area, this home is perfectly positioned to enjoy the best of the Hudson Valley. Hudson and Amtrak are just 15 minutes away, with New York City approximately 2.5 hours by car.

52 Church Street, Hudson

$399,000

Located in the heart of historic Ancram, this versatile multi-family duplex offers a unique opportunity for investors, owner-occupants, or those seeking a country retreat with income potential. Set on just under an acre along the scenic Roeliff Jansen Kill creek, the property combines charm, character, and a peaceful natural setting. The duplex features two separate living spaces: one side offers a comfortable 2-bedroom, 1-bath layout, while the larger unit includes 4 bedrooms and 2 full bathrooms, providing flexibility for rental income, extended family living, or a live-in investment arrangement. Hardwood floors and original details add warmth and character throughout. Outside, you’ll find a detached one-car garage and a rustic barn overlooking the backyard and creek, creating the perfect backdrop for gardening, recreation, or simply enjoying the sounds of nature. The property offers a blend of historic Hudson Valley charm and practical functionality with room to make updates and add value over time. Conveniently located near Hudson, Millerton, Copake, and the Berkshires, this property provides easy access to farm markets, restaurants, hiking, and outdoor recreation while maintaining the quiet atmosphere that makes Ancram so desirable. Whether you’re looking for an income-producing property, weekend escape, or long-term investment, this duplex is full of potential.

1005073 MLS

Located in the heart of historic Ancram, this versatile multi-family duplex offers a unique opportunity for investors, owner-occupants, or those seeking a country retreat with income potential. Set on just under an acre along the scenic Roeliff Jansen Kill creek, the property combines charm, character, and a peaceful natural setting. The duplex features two separate living spaces: one side offers a comfortable 2-bedroom, 1-bath layout, while the larger unit includes 4 bedrooms and 2 full bathrooms, providing flexibility for rental income, extended family living, or a live-in investment arrangement. Hardwood floors and original details add warmth and character throughout. Outside, you’ll find a detached one-car garage and a rustic barn overlooking the backyard and creek, creating the perfect backdrop for gardening, recreation, or simply enjoying the sounds of nature. The property offers a blend of historic Hudson Valley charm and practical functionality with room to make updates and add value over time. Conveniently located near Hudson, Millerton, Copake, and the Berkshires, this property provides easy access to farm markets, restaurants, hiking, and outdoor recreation while maintaining the quiet atmosphere that makes Ancram so desirable. Whether you’re looking for an income-producing property, weekend escape, or long-term investment, this duplex is full of potential.

2457 State Route 82, Ancram

$325,000

Privately tucked away along one of Ancram’s most picturesque country roads, this beautiful approximately 25-acre offering presents a rare opportunity to create a secluded full-time residence or weekend retreat in the heart of the Hudson Valley. Quiet and rural, yet conveniently located just 8 minutes to Pine Plains, 15 minutes to Millerton and Copake, and under 30 minutes to Hudson, Red Hook, and Rhinebeck. The land offers a wonderful blend of rolling woods, hills, and natural beauty, with a stream winding through the property and abundant space for hiking, recreation, hunting, or simply enjoying the privacy of a substantial acreage parcel. A roughed-in drive already meanders through the landscape, following a former logging road that has been partially cleared, and the current owner has begun clearing two potential building sites. Whether envisioned as a full-time home, weekend escape, or multi-home compound, the property offers exceptional flexibility and potential. The offering consists of two parcels, and the acreage and taxes shown reflect both properties combined. Second parcel ID: 103400-213-000-0001-011-000-0000.

998490 MLS

Privately tucked away along one of Ancram’s most picturesque country roads, this beautiful approximately 25-acre offering presents a rare opportunity to create a secluded full-time residence or weekend retreat in the heart of the Hudson Valley. Quiet and rural, yet conveniently located just 8 minutes to Pine Plains, 15 minutes to Millerton and Copake, and under 30 minutes to Hudson, Red Hook, and Rhinebeck. The land offers a wonderful blend of rolling woods, hills, and natural beauty, with a stream winding through the property and abundant space for hiking, recreation, hunting, or simply enjoying the privacy of a substantial acreage parcel. A roughed-in drive already meanders through the landscape, following a former logging road that has been partially cleared, and the current owner has begun clearing two potential building sites. Whether envisioned as a full-time home, weekend escape, or multi-home compound, the property offers exceptional flexibility and potential. The offering consists of two parcels, and the acreage and taxes shown reflect both properties combined. Second parcel ID: 103400-213-000-0001-011-000-0000.

Hall Hill Road, Ancram

$649,000

On a quiet country road, sit's the prettiest sunshine yellow house you've ever seen. Welcome to a property where outdoor splendor and indoor comfort merge seamlessly, where everything has been taken care of, and all you need to do is arrive and exhale. Rolling hills and open farmland stretch out before you, and they're all yours to enjoy. Inside, the dining room flows into an open kitchen and connects to a three season porch, an effortless setup for entertaining from morning coffee to evening gatherings. A wood burning fireplace anchors the living space, ready for exactly the kind of cozy winter nights you've been dreaming about. The first floor offers a bedroom with en suite bath, and a game room in the basement adds even more flexibility. Upstairs, two generously sized, sun drenched bedrooms complete the main house. And then there's the garage. Converted into a fully self contained one bedroom apartment, a huge picture window frames sweeping views of the surrounding countryside, the kind of view you never tire of. Use it for rental income, a guest suite, a creative studio, or a private retreat . The possibilities are endless. Just moments to Copake Lake, Bash Bish State Park, the Rail Trail, Catamount, the best farmers market, Random Harvest, and Hilltown Hotpies. One of the most idyllic settings in all of Columbia County.

3 Beds ⋅ 2 Baths ⋅ 1002222 MLS

On a quiet country road, sit's the prettiest sunshine yellow house you've ever seen. Welcome to a property where outdoor splendor and indoor comfort merge seamlessly, where everything has been taken care of, and all you need to do is arrive and exhale. Rolling hills and open farmland stretch out before you, and they're all yours to enjoy. Inside, the dining room flows into an open kitchen and connects to a three season porch, an effortless setup for entertaining from morning coffee to evening gatherings. A wood burning fireplace anchors the living space, ready for exactly the kind of cozy winter nights you've been dreaming about. The first floor offers a bedroom with en suite bath, and a game room in the basement adds even more flexibility. Upstairs, two generously sized, sun drenched bedrooms complete the main house. And then there's the garage. Converted into a fully self contained one bedroom apartment, a huge picture window frames sweeping views of the surrounding countryside, the kind of view you never tire of. Use it for rental income, a guest suite, a creative studio, or a private retreat . The possibilities are endless. Just moments to Copake Lake, Bash Bish State Park, the Rail Trail, Catamount, the best farmers market, Random Harvest, and Hilltown Hotpies. One of the most idyllic settings in all of Columbia County.

81 Black Grocery Road, Hillsdale