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$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

$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

$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

$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

$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

$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

$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

$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

Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

3 Beds ⋅ 2 Baths ⋅ 998268 MLS

Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

152 Main Street, Claverack

$1,300,000

Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant natural light, a striking stone fireplace, and artful architectural details create a home of warmth, character, and timeless style. Designed for relaxed daily living, weekend entertaining, and four-season enjoyment, the interiors unfold through generous living and dining spaces with an easy connection to the outdoors. A large deck overlooks the grounds and extends the home beautifully for summer dinners, visiting guests, and quiet mornings in the country. Recent improvements include a brand-new boiler and brand-new septic system, offering immediate comfort, efficiency, and long-term peace of mind. Outside, the setting is both serene and full of charm. A koi pond, fruit trees, rolling lawns, fenced garden, and light-filled potting shed create a property that feels established, private, and deeply connected to the land. The acreage is beautiful and usable, with room to garden, entertain, explore, or simply enjoy the quiet rhythm of the seasons. Wildflower Hill balances privacy with exceptional access to the region’s most beloved destinations. A short walk leads to the Ancram Little Store for coffee, breakfast, lunch, local cheeses, dairy, teas, and seasonal provisions. Farmers Wife is approximately six minutes away, Hillrock Estate Distillery is approximately nine minutes away, and Stissing House is about thirteen minutes away for celebrated farm-to-table dining. Millerton is roughly fifteen minutes away for restaurants, shopping, The Moviehouse, and Oblong Books, while Mashomack Polo Club, Catamount Mountain Resort, Hudson, Hillsdale, and the Berkshires are all within easy reach. New York City is approximately two hours away. Equally suited as a full-time residence, refined weekend retreat, or year-round lifestyle investment, Wildflower Hill captures the enduring appeal of Hudson Valley living with privacy, character, and a setting worth discovering.

4 Beds ⋅ 3 Baths ⋅ 991625 MLS

Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant natural light, a striking stone fireplace, and artful architectural details create a home of warmth, character, and timeless style. Designed for relaxed daily living, weekend entertaining, and four-season enjoyment, the interiors unfold through generous living and dining spaces with an easy connection to the outdoors. A large deck overlooks the grounds and extends the home beautifully for summer dinners, visiting guests, and quiet mornings in the country. Recent improvements include a brand-new boiler and brand-new septic system, offering immediate comfort, efficiency, and long-term peace of mind. Outside, the setting is both serene and full of charm. A koi pond, fruit trees, rolling lawns, fenced garden, and light-filled potting shed create a property that feels established, private, and deeply connected to the land. The acreage is beautiful and usable, with room to garden, entertain, explore, or simply enjoy the quiet rhythm of the seasons. Wildflower Hill balances privacy with exceptional access to the region’s most beloved destinations. A short walk leads to the Ancram Little Store for coffee, breakfast, lunch, local cheeses, dairy, teas, and seasonal provisions. Farmers Wife is approximately six minutes away, Hillrock Estate Distillery is approximately nine minutes away, and Stissing House is about thirteen minutes away for celebrated farm-to-table dining. Millerton is roughly fifteen minutes away for restaurants, shopping, The Moviehouse, and Oblong Books, while Mashomack Polo Club, Catamount Mountain Resort, Hudson, Hillsdale, and the Berkshires are all within easy reach. New York City is approximately two hours away. Equally suited as a full-time residence, refined weekend retreat, or year-round lifestyle investment, Wildflower Hill captures the enduring appeal of Hudson Valley living with privacy, character, and a setting worth discovering.

2339 State Route 82, Ancram

$299,900

Versatile Multi-Family Opportunity in the Heart of Philmont Discover the potential of this spacious and character-filled property, ideal for investors or owner-occupants alike. Currently configured as a two-family home, this residence also offers the flexibility to be converted back into a single-family home to suit your needs. Boasting over 3,000 square feet of living space, this impressive 6-bedroom, 3-bath home showcases charming original details dating back to 1870, including beautiful woodwork and hardwood floors throughout. While the home does require a new roof and some repairs, it presents a fantastic opportunity to add value and restore its full potential. Set on a generous 0.58-acre lot spanning three tax parcels, the property backs up to the scenic High Falls Conservation Area, offering privacy and natural beauty. The yard provides ample space for parking, gardening, outdoor entertaining, or even the possibility of adding a pool or rebuilding the garage. Located in the vibrant and evolving Village of Philmont, this property invites you to be part of a growing community with a strong sense of revitalization and charm. The home has an active recording device on the property.

6 Beds ⋅ 2 Baths ⋅ 981641 MLS

Versatile Multi-Family Opportunity in the Heart of Philmont Discover the potential of this spacious and character-filled property, ideal for investors or owner-occupants alike. Currently configured as a two-family home, this residence also offers the flexibility to be converted back into a single-family home to suit your needs. Boasting over 3,000 square feet of living space, this impressive 6-bedroom, 3-bath home showcases charming original details dating back to 1870, including beautiful woodwork and hardwood floors throughout. While the home does require a new roof and some repairs, it presents a fantastic opportunity to add value and restore its full potential. Set on a generous 0.58-acre lot spanning three tax parcels, the property backs up to the scenic High Falls Conservation Area, offering privacy and natural beauty. The yard provides ample space for parking, gardening, outdoor entertaining, or even the possibility of adding a pool or rebuilding the garage. Located in the vibrant and evolving Village of Philmont, this property invites you to be part of a growing community with a strong sense of revitalization and charm. The home has an active recording device on the property.

53 Main Street, Claverack

$1,650,000

Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooking Maiden Lake is located within the highly sought-after Fern Hill community and offers refined design, privacy, and effortless indoor-outdoor living. The home is clad in warm natural cedar siding, lending timeless character while blending seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, Massachusetts, close to respected private schools, and offers convenient access to the Taconic Parkway and Albany International Airport, allowing for easy travel from New York, Boston, and Connecticut. The thoughtfully designed home features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. Interior finishes highlight exceptional natural materials and craftsmanship, including white oak flooring in the main living areas, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer stair with a black steel beam, black steel railing, and white oak banister. Bedroom suites feature maple flooring, while the upstairs loft, office, or studio includes wide-board pine floors. Custom wainscoting and a dedicated linen closet serve the bedroom suite hallway. The open main living area centers around a well-appointed chef's kitchen with an oversized dining island and additional dining space. Premium stainless steel appliances include a Bosch wall oven, Thermador gas cooktop, Fisher & Paykel refrigerator, KitchenAid dishwasher, and Zephyr range hood. Bathrooms feature white subway tile, marble sink countertops, rain and hand-shower fixtures, and wood-grained porcelain tile flooring. The home is filled with light and comfort through Marvin triple-pane windows and doors with built-in shades, automated skylights, and thermal skylight shades. Ceiling fans, insulated thermic shades, and remote-operated skylights enhance energy efficiency and airflow. Multiple dedicated home office areas support flexible modern living. Year-round comfort is provided by an energy-efficient heat pump system with heating and cooling, radiant heated floors in the main living areas and primary bathroom, and a separate gas furnace serving the rear portion of the home. A whole house backup generator provides added peace of mind. Additional upgrades include high-efficiency insulation, fully updated plumbing and electrical systems, a 400-amp electric service, and ethernet outlets. A gas fireplace adds warmth to the main living space. The laundry room includes cherry cabinetry and Bosch stackable washer and dryer units. The entry mudroom features a brick floor, bluestone bench seating, antique wood beams, a Buderus European-style radiator, abundant windows and skylights, and generous storage. The landscaped grounds include perennial gardens, bluestone walkways, copper gutters and drainspouts, selective fencing suitable for small livestock or chickens, and fenced raised-bed gardens. A charming barn includes a three-to-four-person luxury sauna with an Amerec SaunaLogic controller and Laava series heater. Outdoor living is exceptional, with an expansive wraparound Brazilian walnut deck, a spacious gazebo with sweeping pond views, an additional deck overlooking the water, and a dock. Cultural destinations like Hudson galleries, Art Omi, Tanglewood, and Jacob's Pillow are nearby, along with skiing at Catamount, Jiminy Peak, and Butternut. Best of all, Hawthorne Valley Waldorf School and the renowned Hawthorne Valley Farm Store—featuring the highest quality local, organic, and biodynamic food—are just moments away by foot or bicycle.

3 Beds ⋅ 3 Baths ⋅ 961602 MLS

Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooking Maiden Lake is located within the highly sought-after Fern Hill community and offers refined design, privacy, and effortless indoor-outdoor living. The home is clad in warm natural cedar siding, lending timeless character while blending seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, Massachusetts, close to respected private schools, and offers convenient access to the Taconic Parkway and Albany International Airport, allowing for easy travel from New York, Boston, and Connecticut. The thoughtfully designed home features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. Interior finishes highlight exceptional natural materials and craftsmanship, including white oak flooring in the main living areas, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer stair with a black steel beam, black steel railing, and white oak banister. Bedroom suites feature maple flooring, while the upstairs loft, office, or studio includes wide-board pine floors. Custom wainscoting and a dedicated linen closet serve the bedroom suite hallway. The open main living area centers around a well-appointed chef's kitchen with an oversized dining island and additional dining space. Premium stainless steel appliances include a Bosch wall oven, Thermador gas cooktop, Fisher & Paykel refrigerator, KitchenAid dishwasher, and Zephyr range hood. Bathrooms feature white subway tile, marble sink countertops, rain and hand-shower fixtures, and wood-grained porcelain tile flooring. The home is filled with light and comfort through Marvin triple-pane windows and doors with built-in shades, automated skylights, and thermal skylight shades. Ceiling fans, insulated thermic shades, and remote-operated skylights enhance energy efficiency and airflow. Multiple dedicated home office areas support flexible modern living. Year-round comfort is provided by an energy-efficient heat pump system with heating and cooling, radiant heated floors in the main living areas and primary bathroom, and a separate gas furnace serving the rear portion of the home. A whole house backup generator provides added peace of mind. Additional upgrades include high-efficiency insulation, fully updated plumbing and electrical systems, a 400-amp electric service, and ethernet outlets. A gas fireplace adds warmth to the main living space. The laundry room includes cherry cabinetry and Bosch stackable washer and dryer units. The entry mudroom features a brick floor, bluestone bench seating, antique wood beams, a Buderus European-style radiator, abundant windows and skylights, and generous storage. The landscaped grounds include perennial gardens, bluestone walkways, copper gutters and drainspouts, selective fencing suitable for small livestock or chickens, and fenced raised-bed gardens. A charming barn includes a three-to-four-person luxury sauna with an Amerec SaunaLogic controller and Laava series heater. Outdoor living is exceptional, with an expansive wraparound Brazilian walnut deck, a spacious gazebo with sweeping pond views, an additional deck overlooking the water, and a dock. Cultural destinations like Hudson galleries, Art Omi, Tanglewood, and Jacob's Pillow are nearby, along with skiing at Catamount, Jiminy Peak, and Butternut. Best of all, Hawthorne Valley Waldorf School and the renowned Hawthorne Valley Farm Store—featuring the highest quality local, organic, and biodynamic food—are just moments away by foot or bicycle.

119 Fern Hill Road, Ghent

$1,250,000

Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat. The grand living room, anchored by a wood-burning fireplace and lined with a wall of windows, frames views of the grounds and invites natural light throughout the day. The custom-designed kitchen marries modern function with period detail, while the sun-drenched dining room—with exposures on two sides—provides an elegant setting for intimate gatherings. A deep, screened porch spans the length of the north wing, overlooking the gardens and flowing lawns. On the main floor, a serene en suite bedroom and a private guest suite with sitting room and separate entrance offer flexible accommodations. Upstairs, two charming bedrooms share a beautifully appointed bath. A short stroll through lush gardens and across a second private drive leads to the stunning, two-story post-and-beam barn. Currently curated as an antique store, the structure offers an expansive lofted studio and is zoned for commercial or residential use—ideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattan—a perfect fusion of old-world charm and modern-day potential. Tucked into the rolling foothills of the Berkshires, Hillsdale is one of the Hudson Valley’s most coveted enclaves—quietly elegant, unspoiled, and deeply rooted in charm. Just over two hours from Manhattan, it offers the ideal blend of refined rural living and easy access to the region’s most sophisticated cultural and culinary experiences. Here, sweeping vistas, winding country roads, and historic farmhouses coexist with curated farm-to-table restaurants, chic design shops, and proximity to world-class destinations like Hudson, Great Barrington, and Tanglewood. Hillsdale is home to Catamount Mountain Resort for year-round recreation, from skiing to ziplining, and just minutes from Copake Lake, private golf clubs, and nature preserves. Discreet, low-key, and deeply authentic, Hillsdale attracts those seeking serenity without sacrifice—an elevated escape that feels worlds away, yet entirely within reach. Hillsdale is fast becoming one of one of Columbia County’s most desirable investment destinations. Just over two hours from Manhattan, this historic town offers a rare combination of timeless charm and smart, long-term value. As boutique hospitality, curated design, and high-end food culture continue to expand nearby—in Hudson, Great Barrington, and Chatham—Hillsdale has quietly emerged as a prime location for luxury second homes and discreet development. With a strong track record of appreciation and zoning that allows for flexibility, it's an ideal market for those looking to balance lifestyle with strategic growth Hillsdale offers proximity to a refined network of private clubs, golf courses, and recreational resorts that define the elevated Hudson Valley lifestyle. You're just minutes from the exclusive Copake Country Club, private lakefront communities, and the slopes of Catamount Mountain, offering four-season access to skiing, hiking, and ziplining. Paired with nearby spas, organic farms, and award-winning restaurants, Hillsdale is a magnet for those who appreciate privacy, taste, and a quietly luxurious pace—without sacrificing access to world-class experiences.

4 Beds ⋅ 3 Baths ⋅ 882928 MLS

Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat. The grand living room, anchored by a wood-burning fireplace and lined with a wall of windows, frames views of the grounds and invites natural light throughout the day. The custom-designed kitchen marries modern function with period detail, while the sun-drenched dining room—with exposures on two sides—provides an elegant setting for intimate gatherings. A deep, screened porch spans the length of the north wing, overlooking the gardens and flowing lawns. On the main floor, a serene en suite bedroom and a private guest suite with sitting room and separate entrance offer flexible accommodations. Upstairs, two charming bedrooms share a beautifully appointed bath. A short stroll through lush gardens and across a second private drive leads to the stunning, two-story post-and-beam barn. Currently curated as an antique store, the structure offers an expansive lofted studio and is zoned for commercial or residential use—ideal for a gallery, guesthouse, or creative workspace. This rare, historic compound offers a peaceful, pastoral lifestyle just over two hours from Manhattan—a perfect fusion of old-world charm and modern-day potential. Tucked into the rolling foothills of the Berkshires, Hillsdale is one of the Hudson Valley’s most coveted enclaves—quietly elegant, unspoiled, and deeply rooted in charm. Just over two hours from Manhattan, it offers the ideal blend of refined rural living and easy access to the region’s most sophisticated cultural and culinary experiences. Here, sweeping vistas, winding country roads, and historic farmhouses coexist with curated farm-to-table restaurants, chic design shops, and proximity to world-class destinations like Hudson, Great Barrington, and Tanglewood. Hillsdale is home to Catamount Mountain Resort for year-round recreation, from skiing to ziplining, and just minutes from Copake Lake, private golf clubs, and nature preserves. Discreet, low-key, and deeply authentic, Hillsdale attracts those seeking serenity without sacrifice—an elevated escape that feels worlds away, yet entirely within reach. Hillsdale is fast becoming one of one of Columbia County’s most desirable investment destinations. Just over two hours from Manhattan, this historic town offers a rare combination of timeless charm and smart, long-term value. As boutique hospitality, curated design, and high-end food culture continue to expand nearby—in Hudson, Great Barrington, and Chatham—Hillsdale has quietly emerged as a prime location for luxury second homes and discreet development. With a strong track record of appreciation and zoning that allows for flexibility, it's an ideal market for those looking to balance lifestyle with strategic growth Hillsdale offers proximity to a refined network of private clubs, golf courses, and recreational resorts that define the elevated Hudson Valley lifestyle. You're just minutes from the exclusive Copake Country Club, private lakefront communities, and the slopes of Catamount Mountain, offering four-season access to skiing, hiking, and ziplining. Paired with nearby spas, organic farms, and award-winning restaurants, Hillsdale is a magnet for those who appreciate privacy, taste, and a quietly luxurious pace—without sacrificing access to world-class experiences.

9960 Route 22, Hillsdale