Nyeastpads.com Search Results

$649,000

Space, privacy, and possibility in the heart of Clinton Corners! Set on approximately 3.3 acres, this expansive two-family home offers nearly 4,000 square feet of living space and an exceptional blend of versatility and Hudson Valley charm. The main residence features 3 bedrooms and 2 bathrooms, with a generous layout that lives larger than most homes. A welcoming formal entry leads into an inviting open-concept living space where the kitchen, dining area, living room, and den flow seamlessly together—perfect for relaxed everyday living and effortless entertaining. Step outside onto the spacious deck for alfresco dining, sunset gatherings, or quiet mornings with coffee. Down the hall, two generously sized bedrooms accompany a private primary suite with its own ensuite bath. The lower level offers an impressive 2-bedroom, 1-bath apartment with a large kitchen and living room, creating an ideal setup for guests, extended family, or rental income. A two-car garage and dedicated workshop space add even more functionality for hobbies, projects, and storage. Outside, a storage shed and expansive green yard provide plenty of room for gardens, a pool, outdoor entertaining, or play. Whether envisioned as a full-time residence, weekend retreat, multi-generational home, or income-producing property, 226 Charwill Drive offers the space and flexibility to create your own Hudson Valley lifestyle. Conveniently located just minutes from the Taconic State Parkway and approximately 90 minutes from NYC, with the villages of Rhinebeck and Millbrook only about 10 minutes away. Enjoy farm-to-table dining, boutique shopping, local farms, vineyards, and the many cultural and historical treasures that make the Hudson Valley such a special place to call home.

5 Beds ⋅ 3 Baths ⋅ 1049359 MLS

Space, privacy, and possibility in the heart of Clinton Corners! Set on approximately 3.3 acres, this expansive two-family home offers nearly 4,000 square feet of living space and an exceptional blend of versatility and Hudson Valley charm. The main residence features 3 bedrooms and 2 bathrooms, with a generous layout that lives larger than most homes. A welcoming formal entry leads into an inviting open-concept living space where the kitchen, dining area, living room, and den flow seamlessly together—perfect for relaxed everyday living and effortless entertaining. Step outside onto the spacious deck for alfresco dining, sunset gatherings, or quiet mornings with coffee. Down the hall, two generously sized bedrooms accompany a private primary suite with its own ensuite bath. The lower level offers an impressive 2-bedroom, 1-bath apartment with a large kitchen and living room, creating an ideal setup for guests, extended family, or rental income. A two-car garage and dedicated workshop space add even more functionality for hobbies, projects, and storage. Outside, a storage shed and expansive green yard provide plenty of room for gardens, a pool, outdoor entertaining, or play. Whether envisioned as a full-time residence, weekend retreat, multi-generational home, or income-producing property, 226 Charwill Drive offers the space and flexibility to create your own Hudson Valley lifestyle. Conveniently located just minutes from the Taconic State Parkway and approximately 90 minutes from NYC, with the villages of Rhinebeck and Millbrook only about 10 minutes away. Enjoy farm-to-table dining, boutique shopping, local farms, vineyards, and the many cultural and historical treasures that make the Hudson Valley such a special place to call home.

226 Charwill Drive, Clinton Corners

$499,000

Welcome to 559 Lake Road in Pine Plains! Boasting direct views and access to Twin Island Lake, this beautiful property has it all, lake and mountain views! Whether you are looking for a lucrative investment, a dream summer getaway, or a year-round sanctuary, this home has it all. The entire front of the house features stunning, unobstructed lake views. Start your mornings on the covered porch sipping coffee, listening to the birds, and watching the wildlife on the water amidst beautiful perennial flowers. Inside, enjoy a bright, spacious open floor plan ideal for modern living. The layout includes a primary bedroom and bath with plenty of closets, plus a second bedroom and a flexible home office with a large closet, sleeps like a 3 bedroom. Step outside to hike up your own 4+ acres of private land, or drive just 15 minutes to enjoy the top-tier restaurants and entertainment in nearby Red Hook and Rhinebeck. All this peace and quiet is located under 2 hours from NYC via the Taconic State Parkway!

2 Beds ⋅ 2 Baths ⋅ 1049475 MLS

Welcome to 559 Lake Road in Pine Plains! Boasting direct views and access to Twin Island Lake, this beautiful property has it all, lake and mountain views! Whether you are looking for a lucrative investment, a dream summer getaway, or a year-round sanctuary, this home has it all. The entire front of the house features stunning, unobstructed lake views. Start your mornings on the covered porch sipping coffee, listening to the birds, and watching the wildlife on the water amidst beautiful perennial flowers. Inside, enjoy a bright, spacious open floor plan ideal for modern living. The layout includes a primary bedroom and bath with plenty of closets, plus a second bedroom and a flexible home office with a large closet, sleeps like a 3 bedroom. Step outside to hike up your own 4+ acres of private land, or drive just 15 minutes to enjoy the top-tier restaurants and entertainment in nearby Red Hook and Rhinebeck. All this peace and quiet is located under 2 hours from NYC via the Taconic State Parkway!

559 Lake Road, Pine Plains

$695,000

Set among majestic trees with the gentle sound of a creek below, Turkey Hill is a warm and tranquil country home where soaring ceilings, exposed beams and log home character create an inviting sense of place. A large covered front porch sets the tone. It is the kind of spot made for slow mornings with coffee, long summer evenings and rocking chairs, with birdsong in the trees and the creek in the distance. Inside, cathedral ceilings give the main living space a striking sense of volume, while exposed wood beams throughout the home bring warmth and character from room to room. At the heart of the living room, a wood-burning fireplace with a dramatic stone surround creates a natural gathering place, while a propane stove offers another cozy source of warmth. The kitchen pairs the home’s rustic character with a clean, updated feel, including new quartz countertops and direct access to a side deck leading to the fenced backyard and garden. Off the living room, a light-filled sunroom is currently used as a home office and reading nook, with windows framing views of the surrounding landscape and creek. The sunroom also connects directly to the primary suite, creating an easy flow between the spaces. The primary bedroom includes a walk-in closet and its own private full bathroom, all within a warm, wood-clad space with a high, open ceiling. Upstairs, two equally sized bedrooms share a second full bathroom. Between them, a generous open landing overlooks the living room and fireplace below, further enhancing the home’s open and airy feel. The landscape is just as much a part of Turkey Hill as the house itself. Gardens, old stone walls and a lush meadow give the property the feeling of a country home that has settled naturally into its surroundings. A short trail winds through the meadow to the creek, creating a serene destination of its own just beyond the house. The fenced backyard provides a defined space for gardening, pets and play while still feeling connected to the larger landscape. A full, unfinished walkout basement provides generous room for a workshop, storage and hobbies. The heated detached two-car garage offers even more flexibility, with abundant additional space in the upper attic level, and a new whole-house generator provides added peace of mind. For all its privacy and sense of seclusion, Turkey Hill is remarkably connected. The Taconic State Parkway is just minutes away, putting New York City under two hours from home, while Red Hook, Rhinebeck and Tivoli are all within 10-20 minutes. Together, these beloved Hudson Valley towns offer some of the area’s best restaurants, cafes, shops and markets, making Turkey Hill a desirable country retreat with the best of the region close at hand.

3 Beds ⋅ 2 Baths ⋅ 1047455 MLS

Set among majestic trees with the gentle sound of a creek below, Turkey Hill is a warm and tranquil country home where soaring ceilings, exposed beams and log home character create an inviting sense of place. A large covered front porch sets the tone. It is the kind of spot made for slow mornings with coffee, long summer evenings and rocking chairs, with birdsong in the trees and the creek in the distance. Inside, cathedral ceilings give the main living space a striking sense of volume, while exposed wood beams throughout the home bring warmth and character from room to room. At the heart of the living room, a wood-burning fireplace with a dramatic stone surround creates a natural gathering place, while a propane stove offers another cozy source of warmth. The kitchen pairs the home’s rustic character with a clean, updated feel, including new quartz countertops and direct access to a side deck leading to the fenced backyard and garden. Off the living room, a light-filled sunroom is currently used as a home office and reading nook, with windows framing views of the surrounding landscape and creek. The sunroom also connects directly to the primary suite, creating an easy flow between the spaces. The primary bedroom includes a walk-in closet and its own private full bathroom, all within a warm, wood-clad space with a high, open ceiling. Upstairs, two equally sized bedrooms share a second full bathroom. Between them, a generous open landing overlooks the living room and fireplace below, further enhancing the home’s open and airy feel. The landscape is just as much a part of Turkey Hill as the house itself. Gardens, old stone walls and a lush meadow give the property the feeling of a country home that has settled naturally into its surroundings. A short trail winds through the meadow to the creek, creating a serene destination of its own just beyond the house. The fenced backyard provides a defined space for gardening, pets and play while still feeling connected to the larger landscape. A full, unfinished walkout basement provides generous room for a workshop, storage and hobbies. The heated detached two-car garage offers even more flexibility, with abundant additional space in the upper attic level, and a new whole-house generator provides added peace of mind. For all its privacy and sense of seclusion, Turkey Hill is remarkably connected. The Taconic State Parkway is just minutes away, putting New York City under two hours from home, while Red Hook, Rhinebeck and Tivoli are all within 10-20 minutes. Together, these beloved Hudson Valley towns offer some of the area’s best restaurants, cafes, shops and markets, making Turkey Hill a desirable country retreat with the best of the region close at hand.

1262 Turkey Hill Road, Red Hook

$895,000

Tucked away on 18+ acres off a designated scenic road sits this bright and charming country cottage. A long driveway leads to the cottage offering complete privacy with mature trees, wildlife, stone walls and a seasonal pond. This home has just undergone a total exterior renovation including new Marvin windows, Hardie Board siding, and insulation. Inside you will find polished concrete floors with radiant heat creating warmth throughout, custom cabinets and black walnut countertops, a Harman pellet stove, and separate wood burning fireplace. Comfortably live on the first floor with its cozy bedroom adjoining the European style bathroom with a vintage, cast iron clawfoot tub. The lofty and serene upstairs is currently configured as one spacious room but can easily be converted to two bedrooms with a bath. The cottage offers the flexibility to serve as a charming guest house should a future main residence be built. Immerse yourself in the peace and natural beauty of this rare property, with trails winding throughout the surrounding woodlands. A quick drive to the village of Stanfordville, and close to Millbrook, Pine Plains, and Rhinebeck. Two hours from Manhattan.

2 Beds ⋅ 1 Baths ⋅ 1045934 MLS

Tucked away on 18+ acres off a designated scenic road sits this bright and charming country cottage. A long driveway leads to the cottage offering complete privacy with mature trees, wildlife, stone walls and a seasonal pond. This home has just undergone a total exterior renovation including new Marvin windows, Hardie Board siding, and insulation. Inside you will find polished concrete floors with radiant heat creating warmth throughout, custom cabinets and black walnut countertops, a Harman pellet stove, and separate wood burning fireplace. Comfortably live on the first floor with its cozy bedroom adjoining the European style bathroom with a vintage, cast iron clawfoot tub. The lofty and serene upstairs is currently configured as one spacious room but can easily be converted to two bedrooms with a bath. The cottage offers the flexibility to serve as a charming guest house should a future main residence be built. Immerse yourself in the peace and natural beauty of this rare property, with trails winding throughout the surrounding woodlands. A quick drive to the village of Stanfordville, and close to Millbrook, Pine Plains, and Rhinebeck. Two hours from Manhattan.

8 Old North Anson Way, Stanfordville

$800,000

Looking for a Dutchess County home with acreage, mountain views, guest accommodations, and flexible living space? Set on 5.16 acres in Stanfordville, this one of a kind property offers nearly 2600 square feet of living space along with an expansive outdoor oasis, multiple outbuildings, and separate accommodations currently used as an Airbnb. Inside the 4 bedroom, 2.5 bath main home, a spacious kitchen offers abundant cabinetry, generous counter space, stainless steel appliances, and a large peninsula. Multiple living and dining areas and a dedicated home office provide room to spread out, while a wood-burning stove framed by an exposed brick wall creates a distinctive gathering space with direct access to the expansive back deck. Upstairs you will find 4 spacious bedrooms, including a primary suite with a private bath and balcony. The apartment is above the detached 2 car garage, with a separate exterior entrance, separate utilities and dedicated elevated deck, creating added separation and flexibility for guests. Inside are comfortable living and dining areas, a kitchen with ample cabinetry and counter space, a bath, and bedroom space with generous closet storage. The private deck with pergola provides an additional outdoor sitting area overlooking the surrounding greenery. Currently used for short-term accommodations, this portion of the property may appeal to buyers searching for a home with guest quarters, separate living space, or potential income. Buyers should verify applicable permits, approvals, and requirements for continued short-term rental use. Beyond the home, more than five acres of park-like landscaped and open grounds create an impressive outdoor setting framed by mountain and countryside views. The property features a large multi-level back deck with space for dining, grilling, and entertaining, along with a landscaped fire pit area, backyard irrigation system, a fountain water feature, barn, shed, an additional outbuilding and expansive open lawn areas. The property also has riparian rights on Wappingers Creek and the Buttercup Farm Audubon Sanctuary is next door, adding even more splendor to this nature lover’s paradise. On the more practical side, heating and cooling is well covered, with mini-splits in the main home on the 1st floor that provide AC and heat as well as 8 zones of oil-fired hydronic baseboads. The apartment has mini-split heat and air conditioning in addition to the electric baseboard heat. The leased solar panels at $212/month cover the main house electric usage, owners currently only pay a $48 delivery fee. The accessory apartment is on a separate meter and runs $85-$100/month. A portable generator and transfer switch adds peace of mind. Located in the Pine Plains School District, this property offers an uncommon combination of exquisite property, flexible accommodations, outdoor entertaining space, and 360-degree Hudson Valley scenery.

5 Beds ⋅ 4 Baths ⋅ 1044978 MLS

Looking for a Dutchess County home with acreage, mountain views, guest accommodations, and flexible living space? Set on 5.16 acres in Stanfordville, this one of a kind property offers nearly 2600 square feet of living space along with an expansive outdoor oasis, multiple outbuildings, and separate accommodations currently used as an Airbnb. Inside the 4 bedroom, 2.5 bath main home, a spacious kitchen offers abundant cabinetry, generous counter space, stainless steel appliances, and a large peninsula. Multiple living and dining areas and a dedicated home office provide room to spread out, while a wood-burning stove framed by an exposed brick wall creates a distinctive gathering space with direct access to the expansive back deck. Upstairs you will find 4 spacious bedrooms, including a primary suite with a private bath and balcony. The apartment is above the detached 2 car garage, with a separate exterior entrance, separate utilities and dedicated elevated deck, creating added separation and flexibility for guests. Inside are comfortable living and dining areas, a kitchen with ample cabinetry and counter space, a bath, and bedroom space with generous closet storage. The private deck with pergola provides an additional outdoor sitting area overlooking the surrounding greenery. Currently used for short-term accommodations, this portion of the property may appeal to buyers searching for a home with guest quarters, separate living space, or potential income. Buyers should verify applicable permits, approvals, and requirements for continued short-term rental use. Beyond the home, more than five acres of park-like landscaped and open grounds create an impressive outdoor setting framed by mountain and countryside views. The property features a large multi-level back deck with space for dining, grilling, and entertaining, along with a landscaped fire pit area, backyard irrigation system, a fountain water feature, barn, shed, an additional outbuilding and expansive open lawn areas. The property also has riparian rights on Wappingers Creek and the Buttercup Farm Audubon Sanctuary is next door, adding even more splendor to this nature lover’s paradise. On the more practical side, heating and cooling is well covered, with mini-splits in the main home on the 1st floor that provide AC and heat as well as 8 zones of oil-fired hydronic baseboads. The apartment has mini-split heat and air conditioning in addition to the electric baseboard heat. The leased solar panels at $212/month cover the main house electric usage, owners currently only pay a $48 delivery fee. The accessory apartment is on a separate meter and runs $85-$100/month. A portable generator and transfer switch adds peace of mind. Located in the Pine Plains School District, this property offers an uncommon combination of exquisite property, flexible accommodations, outdoor entertaining space, and 360-degree Hudson Valley scenery.

6725 - 6727 Route 82 Unit #6725, Stanfordville

$695,000

Presenting Hunns Lake House, an inviting country home set along the shores of Hunns Lake, a private residential lake tucked into the countryside of Stanfordville. The property features 150 feet of lakefront and beautiful water views from nearly every room, including a striking glass-enclosed dining room that looks out over the lake. With no motorboats permitted, lake life here is truly irresistible. Enjoy morning swims, afternoons kayaking or paddleboarding, and long evenings watching the light move across the water. Built in 1960, the three-bedroom, two-bath home offers an expansive 3,688 square feet, all on one level. Generous rooms and abundant windows fill the house with natural light. The glass-enclosed dining room opens directly into the living room, where a beautiful stone fireplace brings warmth and character. The large country kitchen centers around an island with plenty of room to cook and gather, while an incredibly spacious family room with a wood stove offers another place to settle in, spread out, and spend time together. The water is a constant presence here. It’s beautiful in every season, from long summer days spent swimming and paddling to crisp fall mornings and snowy winter views from beside the fire. Conveniently located between Millbrook and Rhinebeck, with the hamlets of Stanfordville and Pine Plains just minutes away and New York City less than two hours away, Hunns Lake House is a wonderfully relaxed place to escape to, and an even better place to call home.

3 Beds ⋅ 2 Baths ⋅ 1042095 MLS

Presenting Hunns Lake House, an inviting country home set along the shores of Hunns Lake, a private residential lake tucked into the countryside of Stanfordville. The property features 150 feet of lakefront and beautiful water views from nearly every room, including a striking glass-enclosed dining room that looks out over the lake. With no motorboats permitted, lake life here is truly irresistible. Enjoy morning swims, afternoons kayaking or paddleboarding, and long evenings watching the light move across the water. Built in 1960, the three-bedroom, two-bath home offers an expansive 3,688 square feet, all on one level. Generous rooms and abundant windows fill the house with natural light. The glass-enclosed dining room opens directly into the living room, where a beautiful stone fireplace brings warmth and character. The large country kitchen centers around an island with plenty of room to cook and gather, while an incredibly spacious family room with a wood stove offers another place to settle in, spread out, and spend time together. The water is a constant presence here. It’s beautiful in every season, from long summer days spent swimming and paddling to crisp fall mornings and snowy winter views from beside the fire. Conveniently located between Millbrook and Rhinebeck, with the hamlets of Stanfordville and Pine Plains just minutes away and New York City less than two hours away, Hunns Lake House is a wonderfully relaxed place to escape to, and an even better place to call home.

119 W Hunns Lake Road, Stanfordville

$425,000

Beautifully renovated from top to bottom. This lovely one level ranch is immaculate and the gem you have been looking for. Walk in to your light filled Living Room open to your dining area, this is truly the heart of your home as the Kitchen, Primary Suite and Guest Bedrooms wing all branch off here. To the left we have a large Primary Bedroom with Walk In Closets and a delightful Primary Bath, bright and clean. The Kitchen is conveniently off the Dining Area and offers wonderful stainless steel appliances, loads of cabinet space and a lovely Eat in Area with walls of windows flooding the home with sunlight. Laundry couldn't be easier with connections in place in a tucked off Pantry. Sliders to the handsome back Deck for al fresco entertaining in the Hudson Valley sunshine. Backyard overlooks your wooded oasis to take in the mature Pines and listen to the Birds. Down the hall there are Two Guest Bedrooms and a hall Bathroom with tub. Great Lower level that walks out to a cute side Deck, wood stove here for cost effective heat and cozy nights. Two Car Garage off this level for ease in all weather, all year long. Ample storage in Garage as well. Light, Bright, and new this ones a real rarity. The sweet town of Elizaville is minutes from neighboring Red Hook and Germantown, still undiscovered you'll love spending the summer swimming at Twin Lakes, and dining at Kiki's Diner, and finishing with ice cream and the Farmers Market at Roosters. 90 minutes to NYC, 6 min to the TSP for easy access.

3 Beds ⋅ 2 Baths ⋅ 1040822 MLS

Beautifully renovated from top to bottom. This lovely one level ranch is immaculate and the gem you have been looking for. Walk in to your light filled Living Room open to your dining area, this is truly the heart of your home as the Kitchen, Primary Suite and Guest Bedrooms wing all branch off here. To the left we have a large Primary Bedroom with Walk In Closets and a delightful Primary Bath, bright and clean. The Kitchen is conveniently off the Dining Area and offers wonderful stainless steel appliances, loads of cabinet space and a lovely Eat in Area with walls of windows flooding the home with sunlight. Laundry couldn't be easier with connections in place in a tucked off Pantry. Sliders to the handsome back Deck for al fresco entertaining in the Hudson Valley sunshine. Backyard overlooks your wooded oasis to take in the mature Pines and listen to the Birds. Down the hall there are Two Guest Bedrooms and a hall Bathroom with tub. Great Lower level that walks out to a cute side Deck, wood stove here for cost effective heat and cozy nights. Two Car Garage off this level for ease in all weather, all year long. Ample storage in Garage as well. Light, Bright, and new this ones a real rarity. The sweet town of Elizaville is minutes from neighboring Red Hook and Germantown, still undiscovered you'll love spending the summer swimming at Twin Lakes, and dining at Kiki's Diner, and finishing with ice cream and the Farmers Market at Roosters. 90 minutes to NYC, 6 min to the TSP for easy access.

83 Weaver Road, Elizaville

$379,900

Your dream of owning a charming lake house is within reach. Whether you are looking for a weekend getaway or a year-round home, this home in Twin Lakes is it. Weathered wood fencing frames the driveway entrance. A tasteful row of manicured hedges runs along the entire front yard. Mature trees and lovely plantings welcome you. As you step inside, you are greeted into a cozy living room. A captivating brick wall is home to a recessed wood stove which warms the entire home. The living room opens into a retro, adorable, efficient kitchen. There is a surprisingly large family room just a couple of steps away from the kitchen. What a great space for entertaining, watching TV and relaxing. This room includes the laundry area and access to the backyard. The primary bedroom is extremely spacious, offers a full ensuite bath and lots of closet space. There are two additional bedrooms and another full bath. The outdoor space is great. Both the front and back yards are large and level. The back yard includes a huge storage shed, perfect for storing equipment and all the toys needed to thoroughly enjoy the active lifestyle of a lake community. Relax in the yard or on the cute front porch or maybe take a stroll down to the lake where you can swim, fish or go boating. Host an event or picnic under the lovely pavilion. Come enjoy your slice of paradise. Located a short drive from Red Hook, Hudson and all that the fabulous Hudson Valley has to offer.

3 Beds ⋅ 2 Baths ⋅ 1035814 MLS

Your dream of owning a charming lake house is within reach. Whether you are looking for a weekend getaway or a year-round home, this home in Twin Lakes is it. Weathered wood fencing frames the driveway entrance. A tasteful row of manicured hedges runs along the entire front yard. Mature trees and lovely plantings welcome you. As you step inside, you are greeted into a cozy living room. A captivating brick wall is home to a recessed wood stove which warms the entire home. The living room opens into a retro, adorable, efficient kitchen. There is a surprisingly large family room just a couple of steps away from the kitchen. What a great space for entertaining, watching TV and relaxing. This room includes the laundry area and access to the backyard. The primary bedroom is extremely spacious, offers a full ensuite bath and lots of closet space. There are two additional bedrooms and another full bath. The outdoor space is great. Both the front and back yards are large and level. The back yard includes a huge storage shed, perfect for storing equipment and all the toys needed to thoroughly enjoy the active lifestyle of a lake community. Relax in the yard or on the cute front porch or maybe take a stroll down to the lake where you can swim, fish or go boating. Host an event or picnic under the lovely pavilion. Come enjoy your slice of paradise. Located a short drive from Red Hook, Hudson and all that the fabulous Hudson Valley has to offer.

8 Loyola Road, Elizaville

$330,000

Charming two-bedroom lake cottage in the Twin Lakes community of Elizaville, offering a peaceful setting and inviting views of South Twin Lake. This approximately 892-square-foot home features two bedrooms, one full bath, a comfortable single-level layout, abundant natural light, and a full unfinished basement providing valuable storage and future possibilities. Enjoy lake access and the relaxed character of a classic country retreat, ideal for year-round living or a weekend getaway. The property is serviced by a private well and septic system and is conveniently located within the Pine Plains Central School District. A wonderful opportunity to enjoy lake-community living in scenic Columbia County.

2 Beds ⋅ 1 Baths ⋅ 1033202 MLS

Charming two-bedroom lake cottage in the Twin Lakes community of Elizaville, offering a peaceful setting and inviting views of South Twin Lake. This approximately 892-square-foot home features two bedrooms, one full bath, a comfortable single-level layout, abundant natural light, and a full unfinished basement providing valuable storage and future possibilities. Enjoy lake access and the relaxed character of a classic country retreat, ideal for year-round living or a weekend getaway. The property is serviced by a private well and septic system and is conveniently located within the Pine Plains Central School District. A wonderful opportunity to enjoy lake-community living in scenic Columbia County.

34 Shore Drive, Elizaville

$4,480,000

Perfectly positioned atop more than 54 breathtaking acres in the heart of the Hudson Valley, this inviting country retreat offers exceptional privacy and sweeping natural beauty. Thoughtfully designed to embrace its spectacular setting, the home features an open, light-filled floor plan that flows effortlessly between the living and dining spaces, creating an ideal environment for both intimate gatherings and gracious living. Soaring ceilings, expansive windows, and glass doors bathe the interior in natural light while capturing picturesque views of the surrounding landscape throughout the seasons. At the heart of the home, the living room is anchored by a striking stone fireplace, creating a warm and welcoming gathering space. Thoughtfully equipped for year-round comfort and peace of mind, the home also features central air conditioning and a whole-house generator. The main level includes a serene primary suite, offering the ease of single-level living. Upstairs, two additional bedrooms and a full bath provide comfortable accommodations for family and guests, each enjoying peaceful views of the surrounding landscape. The walkout lower level offers exceptional versatility, with ample space for a family room, fitness area, artist’s studio, or home office, along with a spacious laundry area and abundant storage. Outside, the property’s remarkable acreage invites endless exploration. Wander through open meadows to a tranquil stream, observe abundant wildlife, or simply unwind on the expansive deck while taking in the beauty and serenity of the surrounding countryside. Offering the perfect balance of seclusion and convenience, this exceptional property feels worlds away, yet is just a short drive from charming villages, acclaimed dining, cultural attractions, and everyday amenities of Dutchess County. Whether envisioned as a peaceful weekend retreat or a full-time residence, this is Hudson Valley country living at its finest.

3 Beds ⋅ 4 Baths ⋅ 1028057 MLS

Perfectly positioned atop more than 54 breathtaking acres in the heart of the Hudson Valley, this inviting country retreat offers exceptional privacy and sweeping natural beauty. Thoughtfully designed to embrace its spectacular setting, the home features an open, light-filled floor plan that flows effortlessly between the living and dining spaces, creating an ideal environment for both intimate gatherings and gracious living. Soaring ceilings, expansive windows, and glass doors bathe the interior in natural light while capturing picturesque views of the surrounding landscape throughout the seasons. At the heart of the home, the living room is anchored by a striking stone fireplace, creating a warm and welcoming gathering space. Thoughtfully equipped for year-round comfort and peace of mind, the home also features central air conditioning and a whole-house generator. The main level includes a serene primary suite, offering the ease of single-level living. Upstairs, two additional bedrooms and a full bath provide comfortable accommodations for family and guests, each enjoying peaceful views of the surrounding landscape. The walkout lower level offers exceptional versatility, with ample space for a family room, fitness area, artist’s studio, or home office, along with a spacious laundry area and abundant storage. Outside, the property’s remarkable acreage invites endless exploration. Wander through open meadows to a tranquil stream, observe abundant wildlife, or simply unwind on the expansive deck while taking in the beauty and serenity of the surrounding countryside. Offering the perfect balance of seclusion and convenience, this exceptional property feels worlds away, yet is just a short drive from charming villages, acclaimed dining, cultural attractions, and everyday amenities of Dutchess County. Whether envisioned as a peaceful weekend retreat or a full-time residence, this is Hudson Valley country living at its finest.

53 Market Lane, Clinton Corners

$359,000

Attractive 3 bedroom, 1 bath cape cod loaded with recent improvements. Attractive open floor plan includes kitchen w/stainless appliances, granite counters & breakfast bar, which flows seamlessly to living room w/fireplace. Two first floor bedrooms and tile bathroom. Second floor includes generously sized bedroom plus office/den and storage space. Three season front porch is the perfect place to relax. Recent improvements include roof, furnace, water heater, pressure tank and 200 amp electric service. One car garage plus large workshop/studio space complete with insulation & electric and dedicated driveway. All situated on park-like property just minutes from shopping, dining, Stissing Lake and Taconic State Parkway. Attractively low taxes. An opportunity not to be missed.

3 Beds ⋅ 1 Baths ⋅ 1028565 MLS

Attractive 3 bedroom, 1 bath cape cod loaded with recent improvements. Attractive open floor plan includes kitchen w/stainless appliances, granite counters & breakfast bar, which flows seamlessly to living room w/fireplace. Two first floor bedrooms and tile bathroom. Second floor includes generously sized bedroom plus office/den and storage space. Three season front porch is the perfect place to relax. Recent improvements include roof, furnace, water heater, pressure tank and 200 amp electric service. One car garage plus large workshop/studio space complete with insulation & electric and dedicated driveway. All situated on park-like property just minutes from shopping, dining, Stissing Lake and Taconic State Parkway. Attractively low taxes. An opportunity not to be missed.

2795 Church Street, Pine Plains

$2,500,000

Sisters Hill Farm – A Rare Legacy Estate in the Heart of the Hudson Valley Welcome to Sisters Hill Farm, an extraordinary 66-acre country estate where history, stewardship, and opportunity come together in one exceptional offering. Set amidst rolling fields, mature woodlands, and breathtaking pastoral views, this remarkable property offers a rare opportunity to own one of the region's most iconic farm estates. At the heart of the property stands a magnificent turn-of-the-century farmhouse that captures the elegance and craftsmanship of a bygone era. Rich in architectural detail, the multi-bedroom residence has been lovingly maintained and showcases impressive period character throughout. A grand stone fireplace anchors the home's welcoming living spaces, complemented by stunning handcrafted woodwork and intricate trim. Large windows frame sweeping views of the surrounding farmland, gardens, and mature trees creating a peaceful connection to the landscape in every season. The estate also includes a second four-bedroom residence and a charming one-bedroom cottage, offering exceptional flexibility for extended family, guests, rental income, or staff accommodations. Privately situated, the second home features an in-ground swimming pool, providing a relaxing retreat surrounded by the beauty of the countryside. Supporting the agricultural operation is an impressive working barn thoughtfully designed to meet the needs of a modern CSA farm while preserving its traditional agricultural character. The barn includes comfortable living quarters for farm staff, stalls, extensive storage areas, and a commercial walk-in refrigeration system essential for harvesting, storing, and distributing fresh produce. These facilities provide the infrastructure necessary to continue successful vegetable production immediately upon ownership. Numerous outbuildings throughout the property support equipment storage, maintenance, workshops, and additional agricultural uses. Every element of Sisters Hill Farm has been thoughtfully developed to support both productive farming and exceptional country living. Adding to the property's exceptional value is its established Community Supported Agriculture (CSA) program. The CSA offers a well-established operation with a loyal membership base, modern infrastructure, and a strong reputation for high-quality, sustainably grown produce. The agricultural business provides an opportunity to continue a successful farming enterprise while benefiting from decades of community goodwill. Additional information about the CSA can be found at sistershillfarm.org. Whether envisioned as a private country estate, a multi-generational family compound, a working farm, or an investment in the region's agricultural future, Sisters Hill Farm offers extraordinary versatility and enduring appeal. This is more than a beautiful property—it is a place where history has been carefully preserved, the land has been thoughtfully stewarded, and the possibilities for its next chapter are truly exceptional.

12 Beds ⋅ 7 Baths ⋅ 1025626 MLS

Sisters Hill Farm – A Rare Legacy Estate in the Heart of the Hudson Valley Welcome to Sisters Hill Farm, an extraordinary 66-acre country estate where history, stewardship, and opportunity come together in one exceptional offering. Set amidst rolling fields, mature woodlands, and breathtaking pastoral views, this remarkable property offers a rare opportunity to own one of the region's most iconic farm estates. At the heart of the property stands a magnificent turn-of-the-century farmhouse that captures the elegance and craftsmanship of a bygone era. Rich in architectural detail, the multi-bedroom residence has been lovingly maintained and showcases impressive period character throughout. A grand stone fireplace anchors the home's welcoming living spaces, complemented by stunning handcrafted woodwork and intricate trim. Large windows frame sweeping views of the surrounding farmland, gardens, and mature trees creating a peaceful connection to the landscape in every season. The estate also includes a second four-bedroom residence and a charming one-bedroom cottage, offering exceptional flexibility for extended family, guests, rental income, or staff accommodations. Privately situated, the second home features an in-ground swimming pool, providing a relaxing retreat surrounded by the beauty of the countryside. Supporting the agricultural operation is an impressive working barn thoughtfully designed to meet the needs of a modern CSA farm while preserving its traditional agricultural character. The barn includes comfortable living quarters for farm staff, stalls, extensive storage areas, and a commercial walk-in refrigeration system essential for harvesting, storing, and distributing fresh produce. These facilities provide the infrastructure necessary to continue successful vegetable production immediately upon ownership. Numerous outbuildings throughout the property support equipment storage, maintenance, workshops, and additional agricultural uses. Every element of Sisters Hill Farm has been thoughtfully developed to support both productive farming and exceptional country living. Adding to the property's exceptional value is its established Community Supported Agriculture (CSA) program. The CSA offers a well-established operation with a loyal membership base, modern infrastructure, and a strong reputation for high-quality, sustainably grown produce. The agricultural business provides an opportunity to continue a successful farming enterprise while benefiting from decades of community goodwill. Additional information about the CSA can be found at sistershillfarm.org. Whether envisioned as a private country estate, a multi-generational family compound, a working farm, or an investment in the region's agricultural future, Sisters Hill Farm offers extraordinary versatility and enduring appeal. This is more than a beautiful property—it is a place where history has been carefully preserved, the land has been thoughtfully stewarded, and the possibilities for its next chapter are truly exceptional.

123-179 Sisters Hill Road, Stanfordville

$11,250,000

Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the very best of Hudson Valley country living. Designed by architect Jimmy Crisp and completed in 2004, the residence offers over 9,684 finished square feet of beautifully crafted living space. A long, tree-lined drive framed by mature red maples leads to the elegant residence, where gracious proportions and refined finishes create a home equally suited to grand entertaining and relaxed everyday living. At its heart is a chef's kitchen that flows seamlessly into the main gathering spaces, while walls of windows frame the surrounding landscape. The second floor is anchored by a luxurious primary suite with a fireplace, private balcony, sitting room, dual walk-in closets, and a spacious spa-like bath. Four additional bedrooms and a private office provide generous accommodations for guests. The lower level offers a gym, Pilates studio, play area, expansive wine cellar, and large laundry room. One of the home's defining features is the remarkable stone wing, built around a dismantled historic barn. Its vaulted beamed ceilings, custom copper railings, and floor-to-ceiling stone fireplace create a dramatic great room that opens directly to the pool. Outside, a beautifully landscaped 75' x 25' pool and spa overlook rolling fields and distant mountain views. A stone terrace with an outdoor fireplace, dining loggia, and fire pit creates exceptional spaces for entertaining, while a vegetable garden, pond, pole barn, and detached two-car garage with a studio and bath above complete the estate. Private, peaceful, and surrounded by extraordinary natural beauty, this exceptional property offers a rare opportunity to experience refined country living.

5 Beds ⋅ 6 Baths ⋅ 1020209 MLS

Privately set on 50 acres with sweeping Western views of the Catskill Mountains, this extraordinary Shekomeko estate embodies the very best of Hudson Valley country living. Designed by architect Jimmy Crisp and completed in 2004, the residence offers over 9,684 finished square feet of beautifully crafted living space. A long, tree-lined drive framed by mature red maples leads to the elegant residence, where gracious proportions and refined finishes create a home equally suited to grand entertaining and relaxed everyday living. At its heart is a chef's kitchen that flows seamlessly into the main gathering spaces, while walls of windows frame the surrounding landscape. The second floor is anchored by a luxurious primary suite with a fireplace, private balcony, sitting room, dual walk-in closets, and a spacious spa-like bath. Four additional bedrooms and a private office provide generous accommodations for guests. The lower level offers a gym, Pilates studio, play area, expansive wine cellar, and large laundry room. One of the home's defining features is the remarkable stone wing, built around a dismantled historic barn. Its vaulted beamed ceilings, custom copper railings, and floor-to-ceiling stone fireplace create a dramatic great room that opens directly to the pool. Outside, a beautifully landscaped 75' x 25' pool and spa overlook rolling fields and distant mountain views. A stone terrace with an outdoor fireplace, dining loggia, and fire pit creates exceptional spaces for entertaining, while a vegetable garden, pond, pole barn, and detached two-car garage with a studio and bath above complete the estate. Private, peaceful, and surrounded by extraordinary natural beauty, this exceptional property offers a rare opportunity to experience refined country living.

147 Moadock Road, Millerton

$875,000

LOCATION, LOCATION, LOCATION!!! MUST SEE this Stanford gem nestled in Clinton Corners, offering endless possibilities with the perfect blend of country tranquility and modern comfort. Set on 2.6 peaceful acres, this beautifully maintained Ranch-style home delivers private and effortless living with its efficient layout. The front porch reveals mountain views and a lovely place to reflect on the day. A small seasonal pond anchors the property, and a picturesque backyard with a 1,000sf Trex deck and permanent screened gazebo, expands your living space and creates a serene backdrop for everyday living and entertaining. A 1,500sf pole barn/workshop, approximately 50ft x 30ft, provides endless possibilities for work, hobbies, storage, or creative pursuits. Inside, the thoughtfully designed layout features three bedrooms and three full baths with flexibility for guests. A dedicated home office /guest room tucked away from the main living area provides the ideal work-from-home space or au pair room. The wood-burning fireplace in the living room presents a cozy space to share with loved ones. Touches of Hygge & West wallpaper add colorful accents throughout. The heart of the home features a gas-burning stove and floor-to-ceiling windows, and flows seamlessly to the deck overlooking the pastoral grounds, perfect for outdoor dining, morning coffee, or evening gatherings under the stars. A charming, permanent screened gazebo with a wood ceiling invites you to relax and enjoy the natural setting in comfort throughout the seasons. An attached one-car garage adds convenience, while the expansive property showcases room to roam, garden, or unwind in complete tranquility. Improvements with permits include a 1000sf TREX deck with a permanent screened gazebo, central air conditioning, and a rebuilt chimney. A rare opportunity to enjoy refined country living with space, versatility, and timeless appeal within a short drive to the Taconic State Parkway, Millbrook, Rhinebeck, restaurants, wineries, farmer's markets, and all the conveniences the Hudson Valley has to offer! This Stanford retreat is as peaceful as it is beautiful! Schedule your viewing today!

3 Beds ⋅ 3 Baths ⋅ 1006691 MLS

LOCATION, LOCATION, LOCATION!!! MUST SEE this Stanford gem nestled in Clinton Corners, offering endless possibilities with the perfect blend of country tranquility and modern comfort. Set on 2.6 peaceful acres, this beautifully maintained Ranch-style home delivers private and effortless living with its efficient layout. The front porch reveals mountain views and a lovely place to reflect on the day. A small seasonal pond anchors the property, and a picturesque backyard with a 1,000sf Trex deck and permanent screened gazebo, expands your living space and creates a serene backdrop for everyday living and entertaining. A 1,500sf pole barn/workshop, approximately 50ft x 30ft, provides endless possibilities for work, hobbies, storage, or creative pursuits. Inside, the thoughtfully designed layout features three bedrooms and three full baths with flexibility for guests. A dedicated home office /guest room tucked away from the main living area provides the ideal work-from-home space or au pair room. The wood-burning fireplace in the living room presents a cozy space to share with loved ones. Touches of Hygge & West wallpaper add colorful accents throughout. The heart of the home features a gas-burning stove and floor-to-ceiling windows, and flows seamlessly to the deck overlooking the pastoral grounds, perfect for outdoor dining, morning coffee, or evening gatherings under the stars. A charming, permanent screened gazebo with a wood ceiling invites you to relax and enjoy the natural setting in comfort throughout the seasons. An attached one-car garage adds convenience, while the expansive property showcases room to roam, garden, or unwind in complete tranquility. Improvements with permits include a 1000sf TREX deck with a permanent screened gazebo, central air conditioning, and a rebuilt chimney. A rare opportunity to enjoy refined country living with space, versatility, and timeless appeal within a short drive to the Taconic State Parkway, Millbrook, Rhinebeck, restaurants, wineries, farmer's markets, and all the conveniences the Hudson Valley has to offer! This Stanford retreat is as peaceful as it is beautiful! Schedule your viewing today!

133-141 Shelley Hill Road, Stanfordville

$799,000

A 1949 original, 153 Near Road was fully reimagined in 2021. The house is sited on two acres off a county lane, yet is a short distance to Hudson, Red Hook, Pine Plains with easy access to the Taconic Parkway. The first floor features an open concept, the kitchen, dining and living spaces flow together without interruption, anchored by a kitchen island and warmed by a wood stove. Flooded with natural light through picture windows the light wood floors catch and reflect the sunlight throughout the day. A first floor bedroom suite offers privacy and ease, featuring a stunning walk in shower and a laundry room tucked nearby, everything one needs on one level. Upstairs, two bedrooms feel suspended in the tree canopy. The window above the soaking tub perfectly frames it, making it an ideal spot for a moonlit soak. Enjoy the stream on a hot summer day and later relax under the stars around the firepit. The electrified outbuilding is a great space for an office or artist studio. One won't have to worry about using additional electricity, as the solar panels lighten the footprint.

3 Beds ⋅ 2 Baths ⋅ 1007119 MLS

A 1949 original, 153 Near Road was fully reimagined in 2021. The house is sited on two acres off a county lane, yet is a short distance to Hudson, Red Hook, Pine Plains with easy access to the Taconic Parkway. The first floor features an open concept, the kitchen, dining and living spaces flow together without interruption, anchored by a kitchen island and warmed by a wood stove. Flooded with natural light through picture windows the light wood floors catch and reflect the sunlight throughout the day. A first floor bedroom suite offers privacy and ease, featuring a stunning walk in shower and a laundry room tucked nearby, everything one needs on one level. Upstairs, two bedrooms feel suspended in the tree canopy. The window above the soaking tub perfectly frames it, making it an ideal spot for a moonlit soak. Enjoy the stream on a hot summer day and later relax under the stars around the firepit. The electrified outbuilding is a great space for an office or artist studio. One won't have to worry about using additional electricity, as the solar panels lighten the footprint.

153 Near Road, Red Hook

$799,000

Commercial property with Multi-Use potential in Pine Plains, NY. This versatile commercial property boasts a variety of uses, making it of interest to investors, entrepreneurs and businesses alike. With two apartments, two office spaces, dedicated studio areas and a spacious workshop area with 5 bays with overhead doors. This property offers the perfect blend of residential and commercial functionality with potential for showrooms. Hardwood floors throughout and a new roof. Hard to find commercial property.

1008519 MLS

Commercial property with Multi-Use potential in Pine Plains, NY. This versatile commercial property boasts a variety of uses, making it of interest to investors, entrepreneurs and businesses alike. With two apartments, two office spaces, dedicated studio areas and a spacious workshop area with 5 bays with overhead doors. This property offers the perfect blend of residential and commercial functionality with potential for showrooms. Hardwood floors throughout and a new roof. Hard to find commercial property.

2773 Church Street, Pine Plains

$1,275,000

A very special living and investment opportunity. Create an exceptional lifestyle in this well-preserved 1968 brick mid-century modern 3,670 sq ft one-level residence, complete with all comforts and amenities. Boasting a unique additional 2,152 sq ft attached indoor pool with floor-to-ceiling bay windows, enjoy sweeping jetliner views spanning more than 30 unencumbered miles of rolling hills to the south. Thoughtfully designed with seamless indoor-outdoor circulation and plenty of storage space, this home feels fitting for one or many. It magically transforms from a quiet writer's retreat into a vibrant family home or your private entertainment hub. Solidly built atop a hill, the easy-access bungalow-style layout features 3 bedrooms and 2 bathrooms on one side, and generous communal spaces on the other--including a living room, an open kitchen with dining area, and a large sunny room ideal for use as an office or additional living space. The island kitchen showcases custom-built original Quaker Maid maple cabinets paired with a state-of-the-art pantry. The original mid-century modern carefully preserved design contributes to the home's authentic historical charm while modern conveniences such as central air conditioning, high-speed internet, and a multi-point alarm system provide comfort. The large 1,800 sq ft heated basement includes a second kitchen area with double sink, countertops and cabinets, a full bathroom, laundry, utility room, and ample storage, ready to become a recreational space when adding a ping-pong table, a pool table and a movie screening area. An attached garage with additional workshop gives direct interior access to the house through a mudroom featuring bluestone floors and cedar walls. Swim year-round in the heated indoor kidney-shaped pool equipped with saltwater system & dedicated propane furnace; the solid brick construction includes a newer roof, massive industrial beams & renovated hardwood ceiling. Vinyl liner was recently replaced. Huge yoga deck facing the view. Property has two wells: one for the main house and a second dedicated to the pool and the garden's automatic irrigation system. The fenced vegetable garden sits just steps from the kitchen. Other practical touches include an automatic generator, outdoor spigots, & exterior outlets. The blacktop driveway makes snow removal quick and easy, while the parking area easily accommodates eight vehicles for pool parties or BBQs. Thanks to the elevated location, cell phone reception is strong. In-ground power lines enhance the elegance of the park-like setting, with its maintained lawn and mature trees offering plenty of outdoor space to roam after your daily swim. The house and grounds are easy to maintain. Use the large detached powered shed for lawn equipment storage, or convert it into a studio. Adding to the property's versatility, the 4.23 acres are already subdivided into two parcels with separate tax bills: the upper 2.23-acre parcel includes the residence while the lower 2-acre parcel is currently zoned as residential vacant land. This property has a renewable two-year Short-Term Rental (STR) permit and is currently operated successfully as an STR for half the year. The property also offers tremendous solar potential. Conveniently located less than a mile from the Taconic State Parkway (yet you cannot hear it), and only a 1hr 45mn drive from New York City, this peaceful and secluded residence makes the perfect weekend or vacation home. Pick up your guests or park at the Rhinecliff or Poughkeepsie train stations - respectively 30mn & 25mn away - or enjoy a scenic 1 hr 50 mn train ride along the Hudson River to the city. Own your own hill with million-dollar views, enjoy it as a primary luxury residence, a seasonal work-from-home getaway, or generate income with this turn-key piece of paradise. Included adjacent parcel address is 68 Ridge Rd Parcel ID 1352006569128825380000.

3 Beds ⋅ 3 Baths ⋅ 987704 MLS

A very special living and investment opportunity. Create an exceptional lifestyle in this well-preserved 1968 brick mid-century modern 3,670 sq ft one-level residence, complete with all comforts and amenities. Boasting a unique additional 2,152 sq ft attached indoor pool with floor-to-ceiling bay windows, enjoy sweeping jetliner views spanning more than 30 unencumbered miles of rolling hills to the south. Thoughtfully designed with seamless indoor-outdoor circulation and plenty of storage space, this home feels fitting for one or many. It magically transforms from a quiet writer's retreat into a vibrant family home or your private entertainment hub. Solidly built atop a hill, the easy-access bungalow-style layout features 3 bedrooms and 2 bathrooms on one side, and generous communal spaces on the other--including a living room, an open kitchen with dining area, and a large sunny room ideal for use as an office or additional living space. The island kitchen showcases custom-built original Quaker Maid maple cabinets paired with a state-of-the-art pantry. The original mid-century modern carefully preserved design contributes to the home's authentic historical charm while modern conveniences such as central air conditioning, high-speed internet, and a multi-point alarm system provide comfort. The large 1,800 sq ft heated basement includes a second kitchen area with double sink, countertops and cabinets, a full bathroom, laundry, utility room, and ample storage, ready to become a recreational space when adding a ping-pong table, a pool table and a movie screening area. An attached garage with additional workshop gives direct interior access to the house through a mudroom featuring bluestone floors and cedar walls. Swim year-round in the heated indoor kidney-shaped pool equipped with saltwater system & dedicated propane furnace; the solid brick construction includes a newer roof, massive industrial beams & renovated hardwood ceiling. Vinyl liner was recently replaced. Huge yoga deck facing the view. Property has two wells: one for the main house and a second dedicated to the pool and the garden's automatic irrigation system. The fenced vegetable garden sits just steps from the kitchen. Other practical touches include an automatic generator, outdoor spigots, & exterior outlets. The blacktop driveway makes snow removal quick and easy, while the parking area easily accommodates eight vehicles for pool parties or BBQs. Thanks to the elevated location, cell phone reception is strong. In-ground power lines enhance the elegance of the park-like setting, with its maintained lawn and mature trees offering plenty of outdoor space to roam after your daily swim. The house and grounds are easy to maintain. Use the large detached powered shed for lawn equipment storage, or convert it into a studio. Adding to the property's versatility, the 4.23 acres are already subdivided into two parcels with separate tax bills: the upper 2.23-acre parcel includes the residence while the lower 2-acre parcel is currently zoned as residential vacant land. This property has a renewable two-year Short-Term Rental (STR) permit and is currently operated successfully as an STR for half the year. The property also offers tremendous solar potential. Conveniently located less than a mile from the Taconic State Parkway (yet you cannot hear it), and only a 1hr 45mn drive from New York City, this peaceful and secluded residence makes the perfect weekend or vacation home. Pick up your guests or park at the Rhinecliff or Poughkeepsie train stations - respectively 30mn & 25mn away - or enjoy a scenic 1 hr 50 mn train ride along the Hudson River to the city. Own your own hill with million-dollar views, enjoy it as a primary luxury residence, a seasonal work-from-home getaway, or generate income with this turn-key piece of paradise. Included adjacent parcel address is 68 Ridge Rd Parcel ID 1352006569128825380000.

68-78 Ridge Road, Clinton Corners

$409,000

More space and flexibility than you might expect! Set along a quiet country road in the Town of Gallatin, just outside Pine Plains, this 3-bedroom ranch offers approximately 1,860 square feet of living space with a finished lower level, providing plenty of room to spread out, work from home, entertain, or accommodate guests. The main level features hardwood floors, a full bathroom, three bedrooms, and a functional layout that’s ready to make your own. Downstairs, the finished lower level significantly expands the possibilities with additional living and dining areas, a full bathroom, and a second kitchen—known by the owners as the home’s “summer kitchen.” Whether used for recreation, guests, a home office, hobbies, or additional household space, this level gives the home versatility that’s increasingly hard to find. Outside, enjoy a covered patio perfect for relaxing, grilling, and outdoor dining, while the manageable property offers a peaceful country setting surrounded by the natural beauty of the Hudson Valley. Conveniently located near the hamlet of Pine Plains, with easy access to Millbrook, Millerton, Rhinebeck, Red Hook and surrounding communities. If you’ve been searching for a home that offers more usable space, a flexible floor plan, and country living at an approachable price point, 211 Sigler Road deserves a closer look. Come see how much this home has to offer.

3 Beds ⋅ 2 Baths ⋅ 999870 MLS

More space and flexibility than you might expect! Set along a quiet country road in the Town of Gallatin, just outside Pine Plains, this 3-bedroom ranch offers approximately 1,860 square feet of living space with a finished lower level, providing plenty of room to spread out, work from home, entertain, or accommodate guests. The main level features hardwood floors, a full bathroom, three bedrooms, and a functional layout that’s ready to make your own. Downstairs, the finished lower level significantly expands the possibilities with additional living and dining areas, a full bathroom, and a second kitchen—known by the owners as the home’s “summer kitchen.” Whether used for recreation, guests, a home office, hobbies, or additional household space, this level gives the home versatility that’s increasingly hard to find. Outside, enjoy a covered patio perfect for relaxing, grilling, and outdoor dining, while the manageable property offers a peaceful country setting surrounded by the natural beauty of the Hudson Valley. Conveniently located near the hamlet of Pine Plains, with easy access to Millbrook, Millerton, Rhinebeck, Red Hook and surrounding communities. If you’ve been searching for a home that offers more usable space, a flexible floor plan, and country living at an approachable price point, 211 Sigler Road deserves a closer look. Come see how much this home has to offer.

211 Sigler Road, Pine Plains

$489,000

Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details. Once home to both the town pharmacy and library, this unique property blends rich local history with classic Hudson Valley charm. Inside, you’ll find stunning original woodwork and trim, oversized rooms, high ceilings, and beautiful hardwood floors throughout — long protected beneath carpeting for many years and now ready to shine once again. The two-story home offers endless potential for restoration, modernization, or simply enjoying its authentic character as-is. A large barn located behind the home provides excellent storage, workshop space, studio potential, or future creative use. Perfectly situated in the center of town, the property is walkable to local restaurants, the post office, pharmacy, and other village conveniences. Outdoor enthusiasts will appreciate the nearby hiking and biking trails, while commuters and weekend travelers will love being just approximately 30 minutes from both the Amtrak station and the Metro-North Railroad station in Poughkeepsie. Conveniently located between Rhinebeck, Hudson, Millbrook, and Millerton, this home places you in the center of some of the Hudson Valley’s most desirable destinations. A rare opportunity to own a piece of Pine Plains history with space, character, and incredible potential.

4 Beds ⋅ 2 Baths ⋅ 999436 MLS

Step into the charm and character of a bygone era with this spacious early-1900s Colonial-style home located in the heart of the hamlet of Pine Plains. Offering over 3,000 square feet of living space, this 4-bedroom, 1.5-bath residence sits on approximately 0.47 acres and is filled with history, warmth, and timeless architectural details. Once home to both the town pharmacy and library, this unique property blends rich local history with classic Hudson Valley charm. Inside, you’ll find stunning original woodwork and trim, oversized rooms, high ceilings, and beautiful hardwood floors throughout — long protected beneath carpeting for many years and now ready to shine once again. The two-story home offers endless potential for restoration, modernization, or simply enjoying its authentic character as-is. A large barn located behind the home provides excellent storage, workshop space, studio potential, or future creative use. Perfectly situated in the center of town, the property is walkable to local restaurants, the post office, pharmacy, and other village conveniences. Outdoor enthusiasts will appreciate the nearby hiking and biking trails, while commuters and weekend travelers will love being just approximately 30 minutes from both the Amtrak station and the Metro-North Railroad station in Poughkeepsie. Conveniently located between Rhinebeck, Hudson, Millbrook, and Millerton, this home places you in the center of some of the Hudson Valley’s most desirable destinations. A rare opportunity to own a piece of Pine Plains history with space, character, and incredible potential.

7786 S Main Street, Pine Plains

$1,649,000

A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting—equally suited for elegant entertaining, intimate al fresco dining, or quiet evenings beneath the stars. The result is a home that feels timeless, sophisticated, and effortlessly relevant for today's lifestyle. Inside, you will find five bedrooms and four full baths that unfold across a series of beautifully scaled interiors. Expansive Primary first floor ensuite with radiant floors, gas fireplace, balcony with walkout to upper deck. Wide plank floors, exposed hand hewn beams, and original millwork throughout the home speak to a level of craftsmanship seldom found today. The living spaces are both flexible, refined and inviting. Designed for a seamless balance of everyday comfort and sophisticated entertaining. The open kitchen was remodeled with new butcher block countertops, top of the line appliances, new center island and coffee bar with wine fridge. Take a step down to the sunroom with exceptional light, where French doors blur the line between indoors and courtyard living. A beautifully scaled flex room above the garage, offering endless versatility. Numerous improvements include new roof, windows, water filtration system, new front double entry doors and much more. Ideally sited for seamless access to the Taconic Parkway, the villages of Rhinebeck and Red Hook, and the Rhinecliff train station. This home is where history, architecture and landscape converge in a singular and irreplaceable offering.

5 Beds ⋅ 4 Baths ⋅ 991832 MLS

A meticulously restored and turnkey farmhouse, thoughtfully reimagined for modern living while honoring its architectural character, spans the picturesque landscape of Dutchess and Columbia Counties. A stunning bluestone courtyard, framed by handcrafted stone walls sourced from the property itself, creates an unforgettable outdoor setting—equally suited for elegant entertaining, intimate al fresco dining, or quiet evenings beneath the stars. The result is a home that feels timeless, sophisticated, and effortlessly relevant for today's lifestyle. Inside, you will find five bedrooms and four full baths that unfold across a series of beautifully scaled interiors. Expansive Primary first floor ensuite with radiant floors, gas fireplace, balcony with walkout to upper deck. Wide plank floors, exposed hand hewn beams, and original millwork throughout the home speak to a level of craftsmanship seldom found today. The living spaces are both flexible, refined and inviting. Designed for a seamless balance of everyday comfort and sophisticated entertaining. The open kitchen was remodeled with new butcher block countertops, top of the line appliances, new center island and coffee bar with wine fridge. Take a step down to the sunroom with exceptional light, where French doors blur the line between indoors and courtyard living. A beautifully scaled flex room above the garage, offering endless versatility. Numerous improvements include new roof, windows, water filtration system, new front double entry doors and much more. Ideally sited for seamless access to the Taconic Parkway, the villages of Rhinebeck and Red Hook, and the Rhinecliff train station. This home is where history, architecture and landscape converge in a singular and irreplaceable offering.

1429 Jackson Corners Road, Red Hook

$575,000

Stunning renovated Colonial farmhouse set in a peaceful country setting with beautiful pastoral views, just minutes to the Village of Pine Plains. Completely updated in 2020, this spacious home offers the perfect blend of classic charm and modern finishes. The main residence features 4 large bedrooms and 3 full bathrooms, a gracious formal dining room, and a bright, open kitchen with tile flooring and an electric fireplace for a warm, inviting feel. The oversized living room is filled with natural light and highlighted by a beautiful bay window. A finished attic provides additional flexible space, ideal for a home office, studio, or a fun hang out space for teenagers. A standout feature is the separate in-law suite or legal rental, offering 3 bedrooms and 2 full bathrooms with upscale finishes and tile work throughout—perfect for extended family, guests, or income potential. Enjoy quiet country living with easy access to everything the area has to offer—just minutes to Pine Plains and a short drive to Millerton. Spend your weekends exploring local farm stands and farm-to-table dining, walking trails, and scenic hiking. Stissing Lake is nearby for kayaking, swimming, and relaxing summer days. Conveniently located just 10 minutes to Millerton and within 20 minutes to both Red Hook and Rhinebeck. A rare opportunity to own a versatile and beautifully updated property in one of the Hudson Valley’s most charming countryside settings.

7 Beds ⋅ 5 Baths ⋅ 993929 MLS

Stunning renovated Colonial farmhouse set in a peaceful country setting with beautiful pastoral views, just minutes to the Village of Pine Plains. Completely updated in 2020, this spacious home offers the perfect blend of classic charm and modern finishes. The main residence features 4 large bedrooms and 3 full bathrooms, a gracious formal dining room, and a bright, open kitchen with tile flooring and an electric fireplace for a warm, inviting feel. The oversized living room is filled with natural light and highlighted by a beautiful bay window. A finished attic provides additional flexible space, ideal for a home office, studio, or a fun hang out space for teenagers. A standout feature is the separate in-law suite or legal rental, offering 3 bedrooms and 2 full bathrooms with upscale finishes and tile work throughout—perfect for extended family, guests, or income potential. Enjoy quiet country living with easy access to everything the area has to offer—just minutes to Pine Plains and a short drive to Millerton. Spend your weekends exploring local farm stands and farm-to-table dining, walking trails, and scenic hiking. Stissing Lake is nearby for kayaking, swimming, and relaxing summer days. Conveniently located just 10 minutes to Millerton and within 20 minutes to both Red Hook and Rhinebeck. A rare opportunity to own a versatile and beautifully updated property in one of the Hudson Valley’s most charming countryside settings.

80 County Route 7, Pine Plains

$1,250,000

Originally built in 1836, this beautifully restored Greek Revival Center Hall welcomes you with timeless charm and thoughtful updates. Set on over four acres with Willow Brook gently winding through the property, it offers a warm, peaceful retreat where historic character and modern comfort come together to create a truly special place to call home. Town historical records state it was used in the Underground Railroad, as well as a quarterly meeting place for the Quakers, who were Abolitionists during the American Civil War - all while being a vibrant and successful dairy farm in the heart of the Hudson Valley. Inside, original wide board floors, exposed hardwood beams, and intricate molding and trim work highlight the home's craftsmanship. The center hall layout leads to a stunning double parlor with two fireplaces and original pocket doors, as well as an open dining and living room boasting two additional fireplaces, perfect for gatherings both intimate and large.The heart of the home—a warm and inviting kitchen—features a wood-burning fireplace, gas stove, island, walk-in pantry, and laundry room. From here, step out to a screened porch —ideal for morning coffee, evening relaxation, or weekend entertaining. Upstairs you'll find 3 spacious bedrooms and 3 full bathrooms, as well as a room that could be used as a 4th bedroom, a custom walk-in closet/dressing room, or sitting room. The attic is a versatile space and can be reached by 2 separate staircases. The exterior boasts classic clapboard siding, metal roof, original 6-over-6 windows, raised garden beds, a fenced backyard, and several vintage outbuildings. In the basement you'll find updated mechanicals and the original milkroom with bluestone floor, echoing the home's agricultural past. Located just 3 miles from the Taconic State Parkway, this exceptional property is a beautiful blend of historic significance, and modern functionality.

4 Beds ⋅ 5 Baths ⋅ 990579 MLS

Originally built in 1836, this beautifully restored Greek Revival Center Hall welcomes you with timeless charm and thoughtful updates. Set on over four acres with Willow Brook gently winding through the property, it offers a warm, peaceful retreat where historic character and modern comfort come together to create a truly special place to call home. Town historical records state it was used in the Underground Railroad, as well as a quarterly meeting place for the Quakers, who were Abolitionists during the American Civil War - all while being a vibrant and successful dairy farm in the heart of the Hudson Valley. Inside, original wide board floors, exposed hardwood beams, and intricate molding and trim work highlight the home's craftsmanship. The center hall layout leads to a stunning double parlor with two fireplaces and original pocket doors, as well as an open dining and living room boasting two additional fireplaces, perfect for gatherings both intimate and large.The heart of the home—a warm and inviting kitchen—features a wood-burning fireplace, gas stove, island, walk-in pantry, and laundry room. From here, step out to a screened porch —ideal for morning coffee, evening relaxation, or weekend entertaining. Upstairs you'll find 3 spacious bedrooms and 3 full bathrooms, as well as a room that could be used as a 4th bedroom, a custom walk-in closet/dressing room, or sitting room. The attic is a versatile space and can be reached by 2 separate staircases. The exterior boasts classic clapboard siding, metal roof, original 6-over-6 windows, raised garden beds, a fenced backyard, and several vintage outbuildings. In the basement you'll find updated mechanicals and the original milkroom with bluestone floor, echoing the home's agricultural past. Located just 3 miles from the Taconic State Parkway, this exceptional property is a beautiful blend of historic significance, and modern functionality.

36 Market Lane, Clinton Corners

$2,895,000

A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley. Two wood-clad volumes anchor the composition, their silhouettes inspired by vernacular forms yet rendered with precision and clarity. The architecture is quiet but deliberate, designed to recede into the landscape while opening fully to it. At the center of the home, a dramatic 30-foot vaulted living and dining room rises in a single uninterrupted gesture. Natural light moves across pale plaster walls and wide-plank European oak floors, shifting the atmosphere throughout the day. A wood-burning stove grounds the space, bringing warmth and intimacy to the soaring volume. The kitchen is integrated rather than announced, wrapped in custom oak cabinetry and stone, with Thermador appliances discreetly concealed within. Just beyond, a wet bar allows the home to move effortlessly from daily living to evening entertaining. The residence offers four bedrooms and four-and-a-half baths, arranged with a strong sense of rhythm, privacy, and ease. A first-floor primary suite is complemented by a separate guest suite with its own kitchenette, creating comfort and autonomy for visitors. A den, reading nook, and office introduce quieter moments throughout the home and provide ample flexibility for working remotely. Bathrooms are finished in porcelain and stone surfaces with radiant heat underfoot. The primary suite is intentionally pared back, featuring a walk-in rain shower and a freestanding tub positioned to capture filtered light from the surrounding forest. Outside, terraces extend from the main living spaces into the meadow, where a 20-by-40 heated saltwater pool sits just beyond. The transition between architecture and landscape feels seamless, less a boundary than a gradient. Built with a high-performance envelope and thoughtfully selected materials throughout, the home balances architectural clarity with long-term livability. Quietly confident and deeply considered, 60 Stone Wall Path offers a rare opportunity just minutes from the villages of Red Hook and Rhinebeck, approximately 90 minutes from New York City, and moments from the Taconic State Parkway, an ideally situated home base from which to explore the very best of the Hudson Valley. Expected completion: December 2026.

4 Beds ⋅ 5 Baths ⋅ 982890 MLS

A study in proportion, light, and restraint, this under-construction residence, designed by Incorporated Architecture and Design and developed by ROAM Properties, is set back across seven acres within a private community in Red Hook, New York, where meadow and woodland converge at the edge of the Hudson Valley. Two wood-clad volumes anchor the composition, their silhouettes inspired by vernacular forms yet rendered with precision and clarity. The architecture is quiet but deliberate, designed to recede into the landscape while opening fully to it. At the center of the home, a dramatic 30-foot vaulted living and dining room rises in a single uninterrupted gesture. Natural light moves across pale plaster walls and wide-plank European oak floors, shifting the atmosphere throughout the day. A wood-burning stove grounds the space, bringing warmth and intimacy to the soaring volume. The kitchen is integrated rather than announced, wrapped in custom oak cabinetry and stone, with Thermador appliances discreetly concealed within. Just beyond, a wet bar allows the home to move effortlessly from daily living to evening entertaining. The residence offers four bedrooms and four-and-a-half baths, arranged with a strong sense of rhythm, privacy, and ease. A first-floor primary suite is complemented by a separate guest suite with its own kitchenette, creating comfort and autonomy for visitors. A den, reading nook, and office introduce quieter moments throughout the home and provide ample flexibility for working remotely. Bathrooms are finished in porcelain and stone surfaces with radiant heat underfoot. The primary suite is intentionally pared back, featuring a walk-in rain shower and a freestanding tub positioned to capture filtered light from the surrounding forest. Outside, terraces extend from the main living spaces into the meadow, where a 20-by-40 heated saltwater pool sits just beyond. The transition between architecture and landscape feels seamless, less a boundary than a gradient. Built with a high-performance envelope and thoughtfully selected materials throughout, the home balances architectural clarity with long-term livability. Quietly confident and deeply considered, 60 Stone Wall Path offers a rare opportunity just minutes from the villages of Red Hook and Rhinebeck, approximately 90 minutes from New York City, and moments from the Taconic State Parkway, an ideally situated home base from which to explore the very best of the Hudson Valley. Expected completion: December 2026.

60 Stone Wall Path, Red Hook

$575,000

This beautifully updated legal 2-family home seamlessly blends vintage charm with modern convenience, offering exceptional flexibility for multigenerational living, rental income, or guest accommodations. Located just 7 minutes from Pine Plains Village and set on a scenic lot with sweeping countryside views and a neighboring 200-acre farm, the property features meticulously maintained grounds, two storage sheds for garden tools and recreational items, and ample off-street parking. The main house offers 4 spacious bedrooms and 3 full baths, a large sunlit living room, a formal dining room, original hardwood floors, a grand staircase with the original banister, and a finished attic—perfect for a playroom, studio, or home office. The renovated kitchen features granite countertops, stainless steel appliances, an oversized island, tile flooring, and an electric fireplace, with a separate laundry room and an additional full bath located on the main level. The private second unit (or guest wing) is a legal 3 BR/2 Bth apartment and includes a first-floor primary bedroom with a walk-in shower, an open-concept living and dining area with beautiful views, two more bedrooms and a full bath upstairs, plus convenient second-floor laundry. Both units share a heated enclosed porch/mudroom for entry, while the main house also enjoys a formal front entrance with vintage appeal. Currently tenant-occupied on month to month contracts. Please contact the broker for rent roll, expenses, and additional details. A new 2000 gallon septic system was installed in 2021. Heating is provided by oil with central air in Unit 1, and mini-split systems were added to Unit 2 in 2023 for efficient year-round climate control. This is a truly unique Hudson Valley opportunity, perfectly positioned on the Ancram border and just two hours to Manhattan by car, or 20 minutes to Hudson for Amtrak access. There's so much to love! Come see for yourself! Photos have been virtually staged.

7 Beds ⋅ 5 Baths ⋅ 969056 MLS

This beautifully updated legal 2-family home seamlessly blends vintage charm with modern convenience, offering exceptional flexibility for multigenerational living, rental income, or guest accommodations. Located just 7 minutes from Pine Plains Village and set on a scenic lot with sweeping countryside views and a neighboring 200-acre farm, the property features meticulously maintained grounds, two storage sheds for garden tools and recreational items, and ample off-street parking. The main house offers 4 spacious bedrooms and 3 full baths, a large sunlit living room, a formal dining room, original hardwood floors, a grand staircase with the original banister, and a finished attic—perfect for a playroom, studio, or home office. The renovated kitchen features granite countertops, stainless steel appliances, an oversized island, tile flooring, and an electric fireplace, with a separate laundry room and an additional full bath located on the main level. The private second unit (or guest wing) is a legal 3 BR/2 Bth apartment and includes a first-floor primary bedroom with a walk-in shower, an open-concept living and dining area with beautiful views, two more bedrooms and a full bath upstairs, plus convenient second-floor laundry. Both units share a heated enclosed porch/mudroom for entry, while the main house also enjoys a formal front entrance with vintage appeal. Currently tenant-occupied on month to month contracts. Please contact the broker for rent roll, expenses, and additional details. A new 2000 gallon septic system was installed in 2021. Heating is provided by oil with central air in Unit 1, and mini-split systems were added to Unit 2 in 2023 for efficient year-round climate control. This is a truly unique Hudson Valley opportunity, perfectly positioned on the Ancram border and just two hours to Manhattan by car, or 20 minutes to Hudson for Amtrak access. There's so much to love! Come see for yourself! Photos have been virtually staged.

80 County Route 7, Pine Plains

$4,495,000

Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare scale required for a top tier equestrian operation or private country estate. The farm encompasses approximately 110 acres of fenced paddocks supported by thoughtfully designed facilities that ensure efficiency, functionality, and year-round usability. The property features a total of 33 stalls across three well-equipped barns. The Morton barn includes 12 stalls along with a wash stall, tack room, bath, and a large one-bedroom apartment. The main barn provides 15 stalls, including box stalls, and is complemented by a feed room, office, workshop, and medical room. The tractor barn offers six additional stalls, and automatic waterers are positioned throughout the fields to support daily operations. Residential accommodations include a main house and two three-bedroom cottages, offering flexible living arrangements for owners, staff, or guests. The property is supported by four wells, multiple septic systems, oil fired forced hot air heating, and generator hookups with gas generators, ensuring reliable service throughout the farm. One of the most distinguishing features of Cedar Ridge Farm is its exceptionally flat topography—an uncommon asset in this region that makes the land ideal for a variety of equestrian uses, including the potential development of regulation size polo fields. While the property is not eligible for subdivision, it does include a designated homesite for future construction. Cedar Ridge Farm presents a rare opportunity to own a fully equipped, largescale equestrian property in one of the Hudson Valley’s most established and desirable horse communities. It combines functionality, beauty, and long-term potential, making it an outstanding offering at the highest level of the market.

7 Beds ⋅ 4 Baths ⋅ 947632 MLS

Cedar Ridge Farm is a premier 246-acre equestrian estate set in the heart of Dutchess County, offering exceptional land quality, extensive infrastructure, and the rare scale required for a top tier equestrian operation or private country estate. The farm encompasses approximately 110 acres of fenced paddocks supported by thoughtfully designed facilities that ensure efficiency, functionality, and year-round usability. The property features a total of 33 stalls across three well-equipped barns. The Morton barn includes 12 stalls along with a wash stall, tack room, bath, and a large one-bedroom apartment. The main barn provides 15 stalls, including box stalls, and is complemented by a feed room, office, workshop, and medical room. The tractor barn offers six additional stalls, and automatic waterers are positioned throughout the fields to support daily operations. Residential accommodations include a main house and two three-bedroom cottages, offering flexible living arrangements for owners, staff, or guests. The property is supported by four wells, multiple septic systems, oil fired forced hot air heating, and generator hookups with gas generators, ensuring reliable service throughout the farm. One of the most distinguishing features of Cedar Ridge Farm is its exceptionally flat topography—an uncommon asset in this region that makes the land ideal for a variety of equestrian uses, including the potential development of regulation size polo fields. While the property is not eligible for subdivision, it does include a designated homesite for future construction. Cedar Ridge Farm presents a rare opportunity to own a fully equipped, largescale equestrian property in one of the Hudson Valley’s most established and desirable horse communities. It combines functionality, beauty, and long-term potential, making it an outstanding offering at the highest level of the market.

8032-8060 Rt-82, Pine Plains

$3,895,000

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

10 Beds ⋅ 7 Baths ⋅ 953909 MLS

Set far back from one of the Hudson Valley’s most prestigious and scenic roads, this stunningly restored 1830s colonial farmhouse is a masterclass in combining historic charm with sophisticated living. Situated in the heart of the pastoral Shekomeko Valley on just under 10 pristine acres, this property offers ultimate privacy surrounded by large, rolling farms and protected acreage. Classic white clapboard siding and a welcoming front porch set the stage for a home that seamlessly blends 19th-century soul with modern amenities. Step onto original wide-plank flooring and admire the stunning, exposed hand-hewn beams. An oversized living room features a wood-burning fireplace and panoramic views from three exposures, with French doors leading to the expansive property. The formal dining room boasts an additional fireplace and two large china closets. The professionally equipped kitchen includes dual sinks, a premium professional range, a built-in refrigerator, and a sunny, south-facing breakfast room with pastoral views. A convenient butler’s pantry and powder room are also included on this level. Head upstairs to four bedrooms (two with fireplaces) and three bathrooms. The main house includes a fully equipped 3-bedroom apartment with a separate entrance—perfect for guests or staff. The property is a true compound, designed for both entertainment and flexibility. A fully outfitted barn includes a 3-bedroom apartment, a gym with a sauna, laundry, a workshop and a very large storage room which can easily be converting into more living space. Other buildings include another barn/workshop, a yoga studio, a 2-car detached garage with a storage loft, and a 60' equipment shed. This parcel offers endless potential for hobby farming, horses/livestock, or creating a private, quiet home office. Located in the desirable Shekomeko Valley, this property offers a rare mix of secluded tranquility and easy access to nearby towns.

1515-1517 Route 83, Pine Plains

$164,900

Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

932119 MLS

Attention investors & contractors! 4 Bedroom, 2.5 Bathroom Two Family Ranch on 2.4 acres in T/Pine Plains! Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer presentation remarks.**

245 Hicks Hill Road, Pine Plains

$485,000

A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite bath. A second hallway full bath is conveniently located for use by the other two bedrooms. First floor also has guest quarters that include a bedroom, half bath and sitting room or office. Finished basement with a gas fireplace for those chilly winter nights at home with family. An additional room that could be for gaming, office or den. Completing the lower level is a separate room for laundry. There is also a one car garage and an unfinished bonus room waiting for you to make it special to you. Plenty of yard space for outdoor activities and BBQs. Driveway has room for plenty of off-street parking. Quiet road conveniently located near the town park – beach, kayaking, playground, large pavilion, picnic area, etc. A short distance to Thompson Pond Nature Preserve, plenty of hiking trails including a trail up to the Stissing Fire Tower. Less than a mile from village center with its quaint shops and eateries – dine at The Stissing House or get pizza or burgers and don’t forget to visit the Stissing Cultural Center for a concert or a play. Come take a look!

4 Beds ⋅ 3 Baths ⋅ 924504 MLS

A Home with a view of Stissing Mountain! Enjoy gorgeous sunsets all year long from your front door. Spacious raised ranch on a level lot is move-in ready. Main floor has an open floorplan and wood floors throughout. The light filled kitchen with a nice sized island has new granite countertops. The storage room next to the kitchen could easily become a walk-in pantry. Primary bedroom has en-suite bath. A second hallway full bath is conveniently located for use by the other two bedrooms. First floor also has guest quarters that include a bedroom, half bath and sitting room or office. Finished basement with a gas fireplace for those chilly winter nights at home with family. An additional room that could be for gaming, office or den. Completing the lower level is a separate room for laundry. There is also a one car garage and an unfinished bonus room waiting for you to make it special to you. Plenty of yard space for outdoor activities and BBQs. Driveway has room for plenty of off-street parking. Quiet road conveniently located near the town park – beach, kayaking, playground, large pavilion, picnic area, etc. A short distance to Thompson Pond Nature Preserve, plenty of hiking trails including a trail up to the Stissing Fire Tower. Less than a mile from village center with its quaint shops and eateries – dine at The Stissing House or get pizza or burgers and don’t forget to visit the Stissing Cultural Center for a concert or a play. Come take a look!

82 Lake Road, Pine Plains