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Experience country living at this meticulously maintained 3-bedroom, 3-bath home offering 2,736 square feet of living space on 2 picturesque acres in Kinderhook, with beautiful Catskill Mountain views. Rich woodwork, stunning hardwood floors with distinctive inlays, and inviting living spaces create warmth and character. The spacious kitchen features luxury appliances, abundant cabinetry, and a charming pantry, while a cozy fireplace and generous primary suite add comfort. Outdoor living shines with a beautiful kitchen, expansive covered pavilion, and fire pit area, perfect for entertaining or enjoying the peaceful surroundings. Ideally situated in Columbia County with convenient access to the Greater Capital Region, enjoy the best of both areas, from charming villages, restaurants, shops, and farmers markets to cultural attractions and entertainment. Explore the nearby Albany-Hudson Electric Trail and scenic hiking trails, with easy access to Hudson, Albany, and NYC. A wonderful blend of country charm and everyday convenience. Come experience the beauty and character of this exceptional property in person! Schedule your private showing today.

3 Beds ⋅ 3 Baths ⋅ 202629528 MLS

Experience country living at this meticulously maintained 3-bedroom, 3-bath home offering 2,736 square feet of living space on 2 picturesque acres in Kinderhook, with beautiful Catskill Mountain views. Rich woodwork, stunning hardwood floors with distinctive inlays, and inviting living spaces create warmth and character. The spacious kitchen features luxury appliances, abundant cabinetry, and a charming pantry, while a cozy fireplace and generous primary suite add comfort. Outdoor living shines with a beautiful kitchen, expansive covered pavilion, and fire pit area, perfect for entertaining or enjoying the peaceful surroundings. Ideally situated in Columbia County with convenient access to the Greater Capital Region, enjoy the best of both areas, from charming villages, restaurants, shops, and farmers markets to cultural attractions and entertainment. Explore the nearby Albany-Hudson Electric Trail and scenic hiking trails, with easy access to Hudson, Albany, and NYC. A wonderful blend of country charm and everyday convenience. Come experience the beauty and character of this exceptional property in person! Schedule your private showing today.

160 Dahlgren Road, Valatie

$18,000

Looking for your own little escape to go fishing? This 1.03-acre Columbia County parcel features a pond and wetlands and is best for recreational use. This parcel is not an approved building lot.

202629489 MLS

Looking for your own little escape to go fishing? This 1.03-acre Columbia County parcel features a pond and wetlands and is best for recreational use. This parcel is not an approved building lot.

0L County Route 13, Chatham

$565,000

Welcome to Rosette House, a charming 1925 home set on a triple lot within an easy walk of the shops, galleries, and restaurants of Warren Street. Tastefully restored and full of antique character, the house features raised ceilings and original wood floors that run through a bright, open main floor made for entertaining. Three bedrooms and two full baths fill 1,570 square feet. Out back, a broad, level lawn stretches beneath a towering evergreen and a grand old shade tree, framed by a wood fence and made for long outdoor dinners and lazy afternoons in Adirondack chairs. Far more expansive than neighboring yards, it leaves plenty of room for a pool or a big garden, all minutes from Oakdale Lake and the baths at Pocketbook Hudson.

3 Beds ⋅ 2 Baths ⋅ 202629451 MLS

Welcome to Rosette House, a charming 1925 home set on a triple lot within an easy walk of the shops, galleries, and restaurants of Warren Street. Tastefully restored and full of antique character, the house features raised ceilings and original wood floors that run through a bright, open main floor made for entertaining. Three bedrooms and two full baths fill 1,570 square feet. Out back, a broad, level lawn stretches beneath a towering evergreen and a grand old shade tree, framed by a wood fence and made for long outdoor dinners and lazy afternoons in Adirondack chairs. Far more expansive than neighboring yards, it leaves plenty of room for a pool or a big garden, all minutes from Oakdale Lake and the baths at Pocketbook Hudson.

16 Oakwood Boulevard, Hudson

$499,000

Spacious 4 bedroom, 2.5 bath, 2240 square foot Colonial sitting on just under an acre in the Bonnie Lea Estates neighborhood of Valatie. At the heart of the home is a large sunny renovated kitchen featuring butcher block countertops, an induction range and stainless appliances. A peninsula breakfast bar divides the kitchen and a cozy sitting room, anchored by a brick wood burning fireplace. This is exactly where everyone will want to gather. Glass door leads out to the patio where there's plenty of space for your grill and smoker plus a dining area under the gazebo. Beyond the patio is a large backyard with tall hedgerows on 2 sides providing privacy. Fenced garden, a fire pit circle and still plenty of space to add a pool. Back inside, a formal dining room sits on the other side of the kitchen which flows around to the spacious living room in the front of the house. Rounding out the main level is a foyer, laundry room with half bath, and an attached two car garage. Hardwood floors throughout plus central air. Upstairs, you'll find four spacious bedrooms, including a large primary suite with 3 large closets and an en-suite bath. Down the hall sit three additional bedrooms and a full bath with an updated vanity with double sinks providing plenty of space for family or guests. The full basement is unfinished but features full height ceilings and walk out stairs- this could easily be finished into a large recreation room or home gym. The sellers have to relocate for work and did not get a chance to finish all the projects they would have liked to. The entire house has been freshly painted, but there is some deferred maintenance. It's a great opportunity for the next owner to add their own touches and make it their own. Conveniently located— Golden Harvest, Hannaford, Ichabod Crane Schools are only minutes away. The villages of Valatie and Kinderhook are less than 10 minutes away for more local shops and restaurants. And commuting to Albany takes less than 25 minutes.

4 Beds ⋅ 3 Baths ⋅ 202629175 MLS

Spacious 4 bedroom, 2.5 bath, 2240 square foot Colonial sitting on just under an acre in the Bonnie Lea Estates neighborhood of Valatie. At the heart of the home is a large sunny renovated kitchen featuring butcher block countertops, an induction range and stainless appliances. A peninsula breakfast bar divides the kitchen and a cozy sitting room, anchored by a brick wood burning fireplace. This is exactly where everyone will want to gather. Glass door leads out to the patio where there's plenty of space for your grill and smoker plus a dining area under the gazebo. Beyond the patio is a large backyard with tall hedgerows on 2 sides providing privacy. Fenced garden, a fire pit circle and still plenty of space to add a pool. Back inside, a formal dining room sits on the other side of the kitchen which flows around to the spacious living room in the front of the house. Rounding out the main level is a foyer, laundry room with half bath, and an attached two car garage. Hardwood floors throughout plus central air. Upstairs, you'll find four spacious bedrooms, including a large primary suite with 3 large closets and an en-suite bath. Down the hall sit three additional bedrooms and a full bath with an updated vanity with double sinks providing plenty of space for family or guests. The full basement is unfinished but features full height ceilings and walk out stairs- this could easily be finished into a large recreation room or home gym. The sellers have to relocate for work and did not get a chance to finish all the projects they would have liked to. The entire house has been freshly painted, but there is some deferred maintenance. It's a great opportunity for the next owner to add their own touches and make it their own. Conveniently located— Golden Harvest, Hannaford, Ichabod Crane Schools are only minutes away. The villages of Valatie and Kinderhook are less than 10 minutes away for more local shops and restaurants. And commuting to Albany takes less than 25 minutes.

46 Hawthorne Drive, Kinderhook

$399,000

Ask anyone who knows Hudson: land this close to Warren Street doesn't exist - except here. 5 Harry Howard Avenue sits on nearly half an acre, fully fenced and manicured, and it's still inside the city limits, a five-minute walk from downtown, and just a short walk the other way to Oakdale Lake and Park, with its swimming beach, wooded trails, and a welcome patch of nature you don't expect to find inside city limits. The house keeps up its end of the deal. The kitchen's been renovated, the bathroom, renovated as well - has a walk-in shower, and the finished lower level gives you flex space for an office, a gym, or a guest room. Outside, a covered gazebo and new private hot tub are waiting for you. The practical upgrades are already done: new roofs on the house and detached 2-car garage, new fencing, new concrete walkways, and 200-amp electrical with EV charging in place. The garage itself is oversized enough for a workshop, studio, or serious storage - far more than a place to park (buyer to verify use and any required approvals). Three bedrooms. One bath. A generous amount of land in exactly the right spot, with history, galleries, antiques, restaurants on one side and the lake on the other... combine that all with the privacy and respite of your own backyard - the combination is a rare Hudson Valley trifecta.

3 Beds ⋅ 1 Baths ⋅ 202629099 MLS

Ask anyone who knows Hudson: land this close to Warren Street doesn't exist - except here. 5 Harry Howard Avenue sits on nearly half an acre, fully fenced and manicured, and it's still inside the city limits, a five-minute walk from downtown, and just a short walk the other way to Oakdale Lake and Park, with its swimming beach, wooded trails, and a welcome patch of nature you don't expect to find inside city limits. The house keeps up its end of the deal. The kitchen's been renovated, the bathroom, renovated as well - has a walk-in shower, and the finished lower level gives you flex space for an office, a gym, or a guest room. Outside, a covered gazebo and new private hot tub are waiting for you. The practical upgrades are already done: new roofs on the house and detached 2-car garage, new fencing, new concrete walkways, and 200-amp electrical with EV charging in place. The garage itself is oversized enough for a workshop, studio, or serious storage - far more than a place to park (buyer to verify use and any required approvals). Three bedrooms. One bath. A generous amount of land in exactly the right spot, with history, galleries, antiques, restaurants on one side and the lake on the other... combine that all with the privacy and respite of your own backyard - the combination is a rare Hudson Valley trifecta.

5 Harry Howard Avenue, Hudson

$3,495,000

Welcome to Sigler Estate, nearly 40 acres of meadow, woodland, and stone-terraced gardens in Pine Plains. Four residences and a collection of historic outbuildings, including the original Silvernails railroad depot, share the land. Three of the houses have been renovated with a designer's eye: the restored vintage Post & Beam pairs hand-built oak beams with a floor-to-ceiling stone hearth, and the clapboard Cottage and Studio welcome family and guests. The circa 1930 Main House, with six fireplaces, awaits a new owner's vision. A heated 50-foot saltwater pool sits at the heart of the grounds. With the Post & Beam already earning income as a vacation rental, the estate is an exceptional opportunity for a private country compound, a creative retreat, or a country investment.

10 Beds ⋅ 7 Baths ⋅ 202629089 MLS

Welcome to Sigler Estate, nearly 40 acres of meadow, woodland, and stone-terraced gardens in Pine Plains. Four residences and a collection of historic outbuildings, including the original Silvernails railroad depot, share the land. Three of the houses have been renovated with a designer's eye: the restored vintage Post & Beam pairs hand-built oak beams with a floor-to-ceiling stone hearth, and the clapboard Cottage and Studio welcome family and guests. The circa 1930 Main House, with six fireplaces, awaits a new owner's vision. A heated 50-foot saltwater pool sits at the heart of the grounds. With the Post & Beam already earning income as a vacation rental, the estate is an exceptional opportunity for a private country compound, a creative retreat, or a country investment.

38 Sigler Road, Pine Plains

$1,650,000

Welcome to Shadow 66, an established restaurant and venue on two acres along a prime stretch of Old Post Road between Hudson and Kinderhook. Rebuilt in 2023 and most recently a beloved French-inspired bistro, it is offered turnkey. Behind antique industrial windows, a zinc-topped bar opens onto a dining room in the former four-bay garage, with a vintage diner car toward the rear, and a lit patio leads past the gazebo to a creek. The building suits a bakery and café, a catering headquarters, or a wedding or private event venue as readily as a restaurant. Art Omi sits just up the road, and Hudson's Warren Street, with its galleries and Hudson Hall, is fifteen minutes away. With Amtrak bringing New York City weekenders to Hudson, the property is positioned to draw a loyal following among locals and visitors alike.

4 Baths ⋅ 202628963 MLS

Welcome to Shadow 66, an established restaurant and venue on two acres along a prime stretch of Old Post Road between Hudson and Kinderhook. Rebuilt in 2023 and most recently a beloved French-inspired bistro, it is offered turnkey. Behind antique industrial windows, a zinc-topped bar opens onto a dining room in the former four-bay garage, with a vintage diner car toward the rear, and a lit patio leads past the gazebo to a creek. The building suits a bakery and café, a catering headquarters, or a wedding or private event venue as readily as a restaurant. Art Omi sits just up the road, and Hudson's Warren Street, with its galleries and Hudson Hall, is fifteen minutes away. With Amtrak bringing New York City weekenders to Hudson, the property is positioned to draw a loyal following among locals and visitors alike.

47 Old Post Road, Ghent

$650,000

Let us put you in this amazing home with a 6.5% interest rate, a beautifully maintained 4-bedroom, 4-bath farmhouse in the Town of Stockport. Expanded in 2006, the home nearly doubled in size while preserving its timeless character, featuring rich wood floors, wide moldings, and inviting light-filled spaces throughout. Ideally suited for someone needing a handicap-accommodating home, the property offers a first-floor bedroom, a handicap-accommodating full bathroom, and ramp access at the rear entrance, providing convenience for multi-generational living or those seeking single-level accessibility. The handicap-accommodating bathroom is noted to include a lowered sink, a shower with a seat, and grab bars by the toilet, enhancing ease of use and functionality. The versatile layout also presents excellent potential for an in-law suite, guest quarters, or private living space. The spacious floor plan offers comfortable gathering areas for everyday living and entertaining, while a stunning new primary suite completed in 2025 creates a private retreat upstairs. Large windows throughout the home bring in natural light and showcase the peaceful country setting. Step outside to the picturesque wraparound patio, perfect for outdoor dining, relaxing with family and friends, or simply enjoying the tranquil surroundings. Ideally located just 10-12 minutes from Hudson, Chatham & Kinderhook, you'll enjoy easy access to boutique shopping, acclaimed farm-to-table restaurants, art galleries, theaters, and year-round community events. Conveniently situated near local orchards, just 5 miles from Amtrak and approximately 1.5 miles from Columbia County Airport, this property offers exceptional accessibility for commuters and weekend visitors alike. With quick connections to the Taconic State Parkway and I-90, travel throughout the Capital Region, Berkshires, and New York City is effortless. with HSA Home Warranty.accessibility features, and flexible living options. Interest rate 10/26/26 Sellers will be giving a 3% credit to buy down the interest rate.

3 Beds ⋅ 1 Baths ⋅ 202628957 MLS

Let us put you in this amazing home with a 6.5% interest rate, a beautifully maintained 4-bedroom, 4-bath farmhouse in the Town of Stockport. Expanded in 2006, the home nearly doubled in size while preserving its timeless character, featuring rich wood floors, wide moldings, and inviting light-filled spaces throughout. Ideally suited for someone needing a handicap-accommodating home, the property offers a first-floor bedroom, a handicap-accommodating full bathroom, and ramp access at the rear entrance, providing convenience for multi-generational living or those seeking single-level accessibility. The handicap-accommodating bathroom is noted to include a lowered sink, a shower with a seat, and grab bars by the toilet, enhancing ease of use and functionality. The versatile layout also presents excellent potential for an in-law suite, guest quarters, or private living space. The spacious floor plan offers comfortable gathering areas for everyday living and entertaining, while a stunning new primary suite completed in 2025 creates a private retreat upstairs. Large windows throughout the home bring in natural light and showcase the peaceful country setting. Step outside to the picturesque wraparound patio, perfect for outdoor dining, relaxing with family and friends, or simply enjoying the tranquil surroundings. Ideally located just 10-12 minutes from Hudson, Chatham & Kinderhook, you'll enjoy easy access to boutique shopping, acclaimed farm-to-table restaurants, art galleries, theaters, and year-round community events. Conveniently situated near local orchards, just 5 miles from Amtrak and approximately 1.5 miles from Columbia County Airport, this property offers exceptional accessibility for commuters and weekend visitors alike. With quick connections to the Taconic State Parkway and I-90, travel throughout the Capital Region, Berkshires, and New York City is effortless. with HSA Home Warranty.accessibility features, and flexible living options. Interest rate 10/26/26 Sellers will be giving a 3% credit to buy down the interest rate.

6550 Hill Street, Hudson

$275,000

Welcome to 184 The Concourse in the Town of Kinderhook! Situated on a 0.29-acre lot within the Ichabod Crane Central School District, this 3-bedroom, 1-bath ranch offers approximately 1,818 sq. ft. of living space. Inside, you'll find spacious living areas, a generously sized kitchen with ample countertop space, two pellet stoves, and electric heat. Just off the kitchen, a spacious deck overlooks the fenced backyard, perfect for relaxing or entertaining. Additional highlights include cedar siding, a beautiful U-shaped driveway, a fiberglass shingle roof installed approximately five years ago with an estimated five years remaining on its 10-year transferable warranty, private well, and septic system. Don't miss the opportunity to explore all this property has to offer—schedule your showing today!

3 Beds ⋅ 1 Baths ⋅ 202628788 MLS

Welcome to 184 The Concourse in the Town of Kinderhook! Situated on a 0.29-acre lot within the Ichabod Crane Central School District, this 3-bedroom, 1-bath ranch offers approximately 1,818 sq. ft. of living space. Inside, you'll find spacious living areas, a generously sized kitchen with ample countertop space, two pellet stoves, and electric heat. Just off the kitchen, a spacious deck overlooks the fenced backyard, perfect for relaxing or entertaining. Additional highlights include cedar siding, a beautiful U-shaped driveway, a fiberglass shingle roof installed approximately five years ago with an estimated five years remaining on its 10-year transferable warranty, private well, and septic system. Don't miss the opportunity to explore all this property has to offer—schedule your showing today!

184 The Concourse, Kinderhook

$695,000

Seven vehicle spaces, over five acres, and your own private retreat: Car enthusiasts, hobbyists, and anyone craving room to spread out, this unique property deserves a closer look! Set on approximately 5.3 picturesque acres, this one-of-a-kind property offers a rare combination of garage space, flexible living areas, and outdoor amenities that make everyday living feel like a getaway! The standout feature? Exceptional vehicle capacity, including an attached garage and a substantial detached, insulated garage with electricity, ideal for those who need space for vehicles, equipment, projects, or hobbies! And there's so much more... Enjoy summer days by the inground pool, entertain poolside, or simply unwind surrounded by beautiful, mature landscaping. The grounds feature a greenhouse, fruit trees, grape arbor, pool house, and basketball court, offering plenty of room to enjoy the outdoors. Inside, cathedral ceilings and flexible living spaces offer room to work, create, relax, and make the property your own. Whether you're searching for a country escape, a property that accommodates your automotive passions, or a place where you can spread out and enjoy a little more freedom, the possibilities here are worth exploring! If you've been searching for garage space that's hard to find, room for your hobbies, and a property that offers more than the ordinary, this could be the one- Come see the possibilities for yourself!

3 Beds ⋅ 1 Baths ⋅ 202628649 MLS

Seven vehicle spaces, over five acres, and your own private retreat: Car enthusiasts, hobbyists, and anyone craving room to spread out, this unique property deserves a closer look! Set on approximately 5.3 picturesque acres, this one-of-a-kind property offers a rare combination of garage space, flexible living areas, and outdoor amenities that make everyday living feel like a getaway! The standout feature? Exceptional vehicle capacity, including an attached garage and a substantial detached, insulated garage with electricity, ideal for those who need space for vehicles, equipment, projects, or hobbies! And there's so much more... Enjoy summer days by the inground pool, entertain poolside, or simply unwind surrounded by beautiful, mature landscaping. The grounds feature a greenhouse, fruit trees, grape arbor, pool house, and basketball court, offering plenty of room to enjoy the outdoors. Inside, cathedral ceilings and flexible living spaces offer room to work, create, relax, and make the property your own. Whether you're searching for a country escape, a property that accommodates your automotive passions, or a place where you can spread out and enjoy a little more freedom, the possibilities here are worth exploring! If you've been searching for garage space that's hard to find, room for your hobbies, and a property that offers more than the ordinary, this could be the one- Come see the possibilities for yourself!

25 Hawthorne Hill Road, New Lebanon

$249,000

Welcome to this charming 1850 post-and-beam country retreat set on 5 peaceful acres in the heart of East Chatham. Rich with character and surrounded by nature, this inviting 2-bedroom home blends historic warmth with flexible modern living--perfect for full-time residents, weekenders, and anyone seeking a creative escape minutes from the Berkshires. Inside, exposed beams, wide plank floors, and sunlit rooms create an atmosphere that feels instantly grounding. The layout offers comfortable everyday living with opportunities to personalize through light cosmetic updates, allowing buyers to add their own style without taking on major renovation projects. A standout feature of this property is the detached, heated ''bungalow/flex space'', equipped with 50-amp service and electric baseboard heat. This versatile building is ideal for an art studio, private office, home gym, wellness space, or a remote-work retreat--a rare amenity that expands how you live, create, and work. Outside, the acreage offers privacy, wooded buffers, and room to explore, garden, or simply enjoy the quiet rhythm of country life. Located along scenic Route 295, you're minutes to Queechy Lake, the Taconic, I-90, and the cultural and outdoor experiences of the Berkshires. A character-rich home with land, lifestyle appeal, and a multi-purpose heated space--this is a special opportunity in one of Columbia County's most sought-after rural corridors. Close to the Berkshires Ski Resorts, Taconic Parkway, I-90. Come see!

2 Beds ⋅ 1 Baths ⋅ 202628630 MLS

Welcome to this charming 1850 post-and-beam country retreat set on 5 peaceful acres in the heart of East Chatham. Rich with character and surrounded by nature, this inviting 2-bedroom home blends historic warmth with flexible modern living--perfect for full-time residents, weekenders, and anyone seeking a creative escape minutes from the Berkshires. Inside, exposed beams, wide plank floors, and sunlit rooms create an atmosphere that feels instantly grounding. The layout offers comfortable everyday living with opportunities to personalize through light cosmetic updates, allowing buyers to add their own style without taking on major renovation projects. A standout feature of this property is the detached, heated ''bungalow/flex space'', equipped with 50-amp service and electric baseboard heat. This versatile building is ideal for an art studio, private office, home gym, wellness space, or a remote-work retreat--a rare amenity that expands how you live, create, and work. Outside, the acreage offers privacy, wooded buffers, and room to explore, garden, or simply enjoy the quiet rhythm of country life. Located along scenic Route 295, you're minutes to Queechy Lake, the Taconic, I-90, and the cultural and outdoor experiences of the Berkshires. A character-rich home with land, lifestyle appeal, and a multi-purpose heated space--this is a special opportunity in one of Columbia County's most sought-after rural corridors. Close to the Berkshires Ski Resorts, Taconic Parkway, I-90. Come see!

1432 Rte 295, Canaan

$519,000

Modest and unassuming from the front but bright and expansive in the rear, this old mill home dating back to 1878 offers a surprising amount of space across 1800 square feet. Like many old mill homes in the area, this one has been expanded several times over the past 150 years and is now a bright, light filled home with 3 bedrooms, 1 bath, hardwood floors, open kitchen, 1st floor den/office, and 2nd floor flex room. Although there is currently only 1 large bathroom, there is space to add a 2nd bath on the 2nd floor. This home has been meticulously cared for by the same family since 1974 and is ready for its next chapter. You'll enter thru the 3 season porch off the driveway and come into a large tiled foyer/mudroom before stepping down into the open kitchen, dining and living area. An entire corner of windows and skylights fill this space with light. Step out onto the large party deck right off the kitchen and dining room and enjoy the expanded living space in the summer months for dinner parties, BBQs, and stargazing at night. The back yard is private, spacious, mostly level, and gets lots of sun. Plenty of space for a garden and/or a pool. Across the yard, you'll see the large 2 bay garage and 2 story converted barn sitting at the rear of the 1 acre property. This building is insulated, has propane heat and power and was previously used as a workshop but could easily be finished for an office or art studio or even additional living space. An antique outhouse sits behind it. The rear of the property abuts the rail line, but don't let that deter you. There are no crossing nearby, so horns are rare and the trains have to move pretty slowly as they approach the bridge over Pond Hill Rd. Only 1.5 miles to Main Street Chatham with its charming shops, restaurants, Crandell Theatre, the future Shaker Museum and only a 3 minute drive to The Chatham Berry Farm and Greenhouse Cidery in the other direction. 27 minutes to Hudson Amtrak station and 30 minutes to Albany.

3 Beds ⋅ 1 Baths ⋅ 202628567 MLS

Modest and unassuming from the front but bright and expansive in the rear, this old mill home dating back to 1878 offers a surprising amount of space across 1800 square feet. Like many old mill homes in the area, this one has been expanded several times over the past 150 years and is now a bright, light filled home with 3 bedrooms, 1 bath, hardwood floors, open kitchen, 1st floor den/office, and 2nd floor flex room. Although there is currently only 1 large bathroom, there is space to add a 2nd bath on the 2nd floor. This home has been meticulously cared for by the same family since 1974 and is ready for its next chapter. You'll enter thru the 3 season porch off the driveway and come into a large tiled foyer/mudroom before stepping down into the open kitchen, dining and living area. An entire corner of windows and skylights fill this space with light. Step out onto the large party deck right off the kitchen and dining room and enjoy the expanded living space in the summer months for dinner parties, BBQs, and stargazing at night. The back yard is private, spacious, mostly level, and gets lots of sun. Plenty of space for a garden and/or a pool. Across the yard, you'll see the large 2 bay garage and 2 story converted barn sitting at the rear of the 1 acre property. This building is insulated, has propane heat and power and was previously used as a workshop but could easily be finished for an office or art studio or even additional living space. An antique outhouse sits behind it. The rear of the property abuts the rail line, but don't let that deter you. There are no crossing nearby, so horns are rare and the trains have to move pretty slowly as they approach the bridge over Pond Hill Rd. Only 1.5 miles to Main Street Chatham with its charming shops, restaurants, Crandell Theatre, the future Shaker Museum and only a 3 minute drive to The Chatham Berry Farm and Greenhouse Cidery in the other direction. 27 minutes to Hudson Amtrak station and 30 minutes to Albany.

42 White Mills Road, Chatham

$735,000

Welcome to Wilbor Farmhouse, a circa 1875 Victorian on 1.4 acres in the historic hamlet of Old Chatham. A wraparound covered porch, decorative wood brackets, and custom shutters give the house its period charm, and original wide-plank pine floors carry that history inside. Fully restored from top to bottom, it offers three bedrooms, 2.5 baths, and a large yard. A wood stove warms the sitting room, and the all-new kitchen, with energy-efficient appliances and custom solid wood cabinetry, opens to a deck for summer dinners. Once a bed and breakfast, the house is a short walk from the Old Chatham Country Store, ten minutes from Chatham's thriving arts scene, and thirty minutes from vibrant Hudson, with Amtrak service to New York City.

3 Beds ⋅ 3 Baths ⋅ 202628565 MLS

Welcome to Wilbor Farmhouse, a circa 1875 Victorian on 1.4 acres in the historic hamlet of Old Chatham. A wraparound covered porch, decorative wood brackets, and custom shutters give the house its period charm, and original wide-plank pine floors carry that history inside. Fully restored from top to bottom, it offers three bedrooms, 2.5 baths, and a large yard. A wood stove warms the sitting room, and the all-new kitchen, with energy-efficient appliances and custom solid wood cabinetry, opens to a deck for summer dinners. Once a bed and breakfast, the house is a short walk from the Old Chatham Country Store, ten minutes from Chatham's thriving arts scene, and thirty minutes from vibrant Hudson, with Amtrak service to New York City.

23 Frog Alley, Chatham

$429,000

An open floor plan, versatile finished lower level, and spacious backyard are among the highlights of this raised ranch in Valatie. The main level features a kitchen and dining area that open to the living room, creating a comfortable, connected space for everyday living and gathering. Down the hallway are three bedrooms and a full bathroom, providing separation from the main living areas. The finished lower level features a spacious fourth bedroom with a pellet stove, offering flexibility for use as a family room, den, home office, or exercise space. A separate full bathroom with laundry completes this level. Both full bathrooms have been recently refreshed with new vanities, flooring, and fixtures, while all four bedrooms have been freshly painted. Outside, the deep backyard offers plenty of room to enjoy the outdoors, with fencing along three sides providing a sense of privacy within the neighborhood setting. A freshly painted rear deck overlooks the yard, offering another place to relax or gather, while a freshly painted front deck adds to the home's welcoming entrance. Located near the Village of Valatie, with its local shops and restaurants, this home combines an established neighborhood setting with convenient access to the Village.

4 Beds ⋅ 2 Baths ⋅ 202628558 MLS

An open floor plan, versatile finished lower level, and spacious backyard are among the highlights of this raised ranch in Valatie. The main level features a kitchen and dining area that open to the living room, creating a comfortable, connected space for everyday living and gathering. Down the hallway are three bedrooms and a full bathroom, providing separation from the main living areas. The finished lower level features a spacious fourth bedroom with a pellet stove, offering flexibility for use as a family room, den, home office, or exercise space. A separate full bathroom with laundry completes this level. Both full bathrooms have been recently refreshed with new vanities, flooring, and fixtures, while all four bedrooms have been freshly painted. Outside, the deep backyard offers plenty of room to enjoy the outdoors, with fencing along three sides providing a sense of privacy within the neighborhood setting. A freshly painted rear deck overlooks the yard, offering another place to relax or gather, while a freshly painted front deck adds to the home's welcoming entrance. Located near the Village of Valatie, with its local shops and restaurants, this home combines an established neighborhood setting with convenient access to the Village.

6020 Marion Boulevard, Valatie

$857,000

Sitting on Fog Hill Road in Austerlitz is this 149.9 untouched acres of thick forest. 2 parcels with 100 acres in Austerlitz and 49.9 in Canaan. Great private spot to build your dream home or family compound. Love to hunt?? It doesn't get better than this. Wonderful mountain top views. 1,000 ft frontage with gate and trail system in place. Two tax id # - 69.-1-17 is 100 acres and 70.-1-23 is Caanan. Zoning is R2 and R4. This property is also eligible for NYS 480a Forest Program. Property is priced at latest appraisal. Electric at road.

202628486 MLS

Sitting on Fog Hill Road in Austerlitz is this 149.9 untouched acres of thick forest. 2 parcels with 100 acres in Austerlitz and 49.9 in Canaan. Great private spot to build your dream home or family compound. Love to hunt?? It doesn't get better than this. Wonderful mountain top views. 1,000 ft frontage with gate and trail system in place. Two tax id # - 69.-1-17 is 100 acres and 70.-1-23 is Caanan. Zoning is R2 and R4. This property is also eligible for NYS 480a Forest Program. Property is priced at latest appraisal. Electric at road.

L17 Fog Hill Road, Austerlitz

$257,000

Don't miss this bright and versatile two-family home! Filled with natural light and full of character, this well-maintained property offers endless possibilities. Each apartment features three bedrooms, a full bath, kitchen, living room, and dining room, along with a charming three-season room highlighted by a wall of glass that welcomes abundant sunlight. Original woodwork throughout adds warmth and timeless appeal, while two electric meters and two boilers provide convenience and flexibility. Both units are move-in ready and awaiting your personal touches and updates. Whether you're looking for an owner-occupied investment, a multi-generational living arrangement, or the opportunity to convert the property into a spacious single-family home, this property delivers. Ideally situated on a quiet country road just minutes from town, you'll enjoy easy access to the Berkshires, Chatham, Hudson, the Taconic State Parkway, and I-87. Albany is less than 30 minutes away, making this an excellent location for both convenience and country living.

6 Beds ⋅ 2 Baths ⋅ 202628378 MLS

Don't miss this bright and versatile two-family home! Filled with natural light and full of character, this well-maintained property offers endless possibilities. Each apartment features three bedrooms, a full bath, kitchen, living room, and dining room, along with a charming three-season room highlighted by a wall of glass that welcomes abundant sunlight. Original woodwork throughout adds warmth and timeless appeal, while two electric meters and two boilers provide convenience and flexibility. Both units are move-in ready and awaiting your personal touches and updates. Whether you're looking for an owner-occupied investment, a multi-generational living arrangement, or the opportunity to convert the property into a spacious single-family home, this property delivers. Ideally situated on a quiet country road just minutes from town, you'll enjoy easy access to the Berkshires, Chatham, Hudson, the Taconic State Parkway, and I-87. Albany is less than 30 minutes away, making this an excellent location for both convenience and country living.

32 Lovers Lane, New Lebanon

$339,800

1st Open House Sunday October 18 1-3PM!! East Chatham (Canaan) Starter Home with all the I wants! Sop Close to the Berkshires Ski Resorts, Takonic PKWY Lee Ma, Remodeled 3 Bedrooms 1.5 Baths w/ Open Bright Spacious Living Space, Enclosed Heated Rear Porch w/Laundry Washer & Dryer All New Appliances, Beautiful Lighting, Full Basement New Roof Windows, Electrical Box, Septic System, Bathrooms & Kitchen, Come Home Relax on this Country Style Front Porch!!! Enjoy Life!! 22 Mins to Albany & 23 mins to Lee Mass 1st Exit Off Taconic in Canaan NY Enjoy this Country Charmer for many years.

3 Beds ⋅ 2 Baths ⋅ 202628228 MLS

1st Open House Sunday October 18 1-3PM!! East Chatham (Canaan) Starter Home with all the I wants! Sop Close to the Berkshires Ski Resorts, Takonic PKWY Lee Ma, Remodeled 3 Bedrooms 1.5 Baths w/ Open Bright Spacious Living Space, Enclosed Heated Rear Porch w/Laundry Washer & Dryer All New Appliances, Beautiful Lighting, Full Basement New Roof Windows, Electrical Box, Septic System, Bathrooms & Kitchen, Come Home Relax on this Country Style Front Porch!!! Enjoy Life!! 22 Mins to Albany & 23 mins to Lee Mass 1st Exit Off Taconic in Canaan NY Enjoy this Country Charmer for many years.

1169 NY-295, Canaan

$155,000

Discover the perfect setting for your dream home on 5.2 acres of improved land tucked away along a quiet country road. Surrounded by peaceful woodlands, this private and secluded property features an open clearing ready for your vision. A driveway and underground electric are already in place, along with a 200 foot drilled well producing 10 gallons per minute. Enjoy southern exposure, abundant natural light, and potential mountain views. A rare opportunity to create the home and lifestyle you've always envisioned.

202628205 MLS

Discover the perfect setting for your dream home on 5.2 acres of improved land tucked away along a quiet country road. Surrounded by peaceful woodlands, this private and secluded property features an open clearing ready for your vision. A driveway and underground electric are already in place, along with a 200 foot drilled well producing 10 gallons per minute. Enjoy southern exposure, abundant natural light, and potential mountain views. A rare opportunity to create the home and lifestyle you've always envisioned.

L76.3 Avery Hand Road, New Lebanon

$495,000

Welcome to the Taconic Wayside Inn, a roadside tavern and boarding house dating to 1856, set on 1.2 acres in Copake Falls at the edge of Taconic State Park. The 5,512-square-foot main building holds a commercial kitchen, a tavern with a wraparound bar, 3 dining rooms, 5 guest rooms, and 3 apartments, with a large pole barn and additional outbuildings. Babe Ruth was a regular here, and for more than fifty years, under one family's care, the inn played host to weddings, reunions, and local bands. Commercial, agricultural, and residential zoning supports a restaurant, boutique inn, mixed-use investment, or private residence. The Taconic Wayside Inn stands ready to become the gathering place of Copake Falls once again, and a destination for the whole region.

6 Baths ⋅ 202628204 MLS

Welcome to the Taconic Wayside Inn, a roadside tavern and boarding house dating to 1856, set on 1.2 acres in Copake Falls at the edge of Taconic State Park. The 5,512-square-foot main building holds a commercial kitchen, a tavern with a wraparound bar, 3 dining rooms, 5 guest rooms, and 3 apartments, with a large pole barn and additional outbuildings. Babe Ruth was a regular here, and for more than fifty years, under one family's care, the inn played host to weddings, reunions, and local bands. Commercial, agricultural, and residential zoning supports a restaurant, boutique inn, mixed-use investment, or private residence. The Taconic Wayside Inn stands ready to become the gathering place of Copake Falls once again, and a destination for the whole region.

108 NY-344, Copake

$3,595,000

A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room--an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook--and a short drive to Lenox, Stockbridge, and Great Barrington--the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

6 Beds ⋅ 5 Baths ⋅ 202628091 MLS

A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room--an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook--and a short drive to Lenox, Stockbridge, and Great Barrington--the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

147 Rock City Road, Chatham

$248,000

Discover an extraordinary opportunity to create your dream home or private country retreat on this beautiful 15.8-acre parcel located within the Hudson Valley of Columbia County on the western edge of the Berkshire Mountains. Potential home site can put you well away from the road for exceptional privacy overlooking a picturesque, one+- acre spring-fed pond. Imagine waking each morning to tranquil water views, surrounded by the natural beauty of a mature woodland with the perfect blend of maple, oak, ash, beech, etc. Whether envisioned as a year-round primary residence or a peaceful weekend escape, this special setting offers an appealing blend of seclusion, scenery, and the best of nature. Enjoy the serenity of a private country setting while remaining conveniently located just 10 minutes from Great Barrington where you can enjoy a mix of outdoor adventures, cultural landmarks, local shopping, distinctive shops, farm-to-table dining and more. Only two hours south of New York City, this is a rare opportunity to create a personal sanctuary in one of the Northeast's most desirable destinations.

202628023 MLS

Discover an extraordinary opportunity to create your dream home or private country retreat on this beautiful 15.8-acre parcel located within the Hudson Valley of Columbia County on the western edge of the Berkshire Mountains. Potential home site can put you well away from the road for exceptional privacy overlooking a picturesque, one+- acre spring-fed pond. Imagine waking each morning to tranquil water views, surrounded by the natural beauty of a mature woodland with the perfect blend of maple, oak, ash, beech, etc. Whether envisioned as a year-round primary residence or a peaceful weekend escape, this special setting offers an appealing blend of seclusion, scenery, and the best of nature. Enjoy the serenity of a private country setting while remaining conveniently located just 10 minutes from Great Barrington where you can enjoy a mix of outdoor adventures, cultural landmarks, local shopping, distinctive shops, farm-to-table dining and more. Only two hours south of New York City, this is a rare opportunity to create a personal sanctuary in one of the Northeast's most desirable destinations.

10695 Route 22, Hillsdale

$479,000

Enjoy space, scenery, and a peaceful setting! Set on 1.78 acres with an expansive lawn and wooded surroundings, this inviting Colonial offers 4 bedrooms, 2 full bathrooms, and 1 half bathroom. Built in 2004, the home features 2,464 square feet above grade, plus an additional 500 square feet of finished space below. Large windows fill the living areas with natural light, while the kitchen offers rich wood cabinetry, stainless steel appliances, and a breakfast bar that opens to the dining area. Sliding doors lead to a spacious deck overlooking the grounds—an ideal spot for morning coffee or outdoor gatherings. An above-ground pool adds to the outdoor enjoyment, offering a refreshing retreat on warm summer days. The primary suite includes a private bathroom and walk-in closet, while upper-level laundry adds everyday convenience. A walkout lower level provides flexible space, and attached and detached garages offer room for vehicles, storage, or hobbies. Discover room to relax, entertain, and make yourself at home.

4 Beds ⋅ 3 Baths ⋅ 202627971 MLS

Enjoy space, scenery, and a peaceful setting! Set on 1.78 acres with an expansive lawn and wooded surroundings, this inviting Colonial offers 4 bedrooms, 2 full bathrooms, and 1 half bathroom. Built in 2004, the home features 2,464 square feet above grade, plus an additional 500 square feet of finished space below. Large windows fill the living areas with natural light, while the kitchen offers rich wood cabinetry, stainless steel appliances, and a breakfast bar that opens to the dining area. Sliding doors lead to a spacious deck overlooking the grounds—an ideal spot for morning coffee or outdoor gatherings. An above-ground pool adds to the outdoor enjoyment, offering a refreshing retreat on warm summer days. The primary suite includes a private bathroom and walk-in closet, while upper-level laundry adds everyday convenience. A walkout lower level provides flexible space, and attached and detached garages offer room for vehicles, storage, or hobbies. Discover room to relax, entertain, and make yourself at home.

19 Terrace Drive, New Lebanon

$549,000

Set on 5 serene acres, this bright 3 bedroom, 3 bath residence offers generous room sizes and a peaceful, private setting within a short bike ride of town. The home features a woodstove fireplace in the dining area and a 3 flue chimney ready for a second fireplace. A full length deck spans the entire home, inviting outdoor living and quiet enjoyment. The substantial 34x24 detached building provides exceptional potential for a studio or additional workspace. A property with light, privacy, and versatile amenities. Presently the young grand daughter is in process of moving .. be ready to see boxes and the like - otherwise an exceptionally beautiful home. Occupants require 24-48 hour notice minimum. Note actual vs AI Enhanced photos. Central A/C and automatic whole-house generator among amenities.

3 Beds ⋅ 3 Baths ⋅ 202627870 MLS

Set on 5 serene acres, this bright 3 bedroom, 3 bath residence offers generous room sizes and a peaceful, private setting within a short bike ride of town. The home features a woodstove fireplace in the dining area and a 3 flue chimney ready for a second fireplace. A full length deck spans the entire home, inviting outdoor living and quiet enjoyment. The substantial 34x24 detached building provides exceptional potential for a studio or additional workspace. A property with light, privacy, and versatile amenities. Presently the young grand daughter is in process of moving .. be ready to see boxes and the like - otherwise an exceptionally beautiful home. Occupants require 24-48 hour notice minimum. Note actual vs AI Enhanced photos. Central A/C and automatic whole-house generator among amenities.

341 White Mills Road, Valatie

$399,000

Move-in ready with a fully renovated interior for under $400K! This beautiful three-bedroom, two-bath ranch on a one-acre lot delivers exceptional value. The interior is completely updated, featuring a bright, modern kitchen with quartz countertops and all-new stainless-steel appliances, plus the everyday convenience of main-floor laundry with a brand-new washer and dryer. Downstairs, an enormous unfinished walkout basement pairs perfectly with the attached oversized two-car garage-both offering incredible storage and potential. Nestled in a highly convenient corridor, this turn-key home is just 10 minutes from the Taconic State Parkway, 15 minutes from downtown Hudson and the Amtrak station, and an easy commute to Albany and the Berkshires. Enjoy the very best of local culture right around the corner. Spend your weekends exploring Art Omi, catching a show at the Ghent Playhouse, or visiting the Hudson-Chatham Winery. Grab morning coffee and fresh scones at the historic Bartlett House, or pick up local goods at the Liberty Farms Organic Farm Store. With the diverse dining and shopping of both Hudson and Chatham just 10 to 15 minutes away, you get the perfect balance of country peace and vibrant town life. Enjoy the peace of mind of an updated home with endless potential and unmatched convenience. All you have to do is move in!

3 Beds ⋅ 2 Baths ⋅ 202627783 MLS

Move-in ready with a fully renovated interior for under $400K! This beautiful three-bedroom, two-bath ranch on a one-acre lot delivers exceptional value. The interior is completely updated, featuring a bright, modern kitchen with quartz countertops and all-new stainless-steel appliances, plus the everyday convenience of main-floor laundry with a brand-new washer and dryer. Downstairs, an enormous unfinished walkout basement pairs perfectly with the attached oversized two-car garage-both offering incredible storage and potential. Nestled in a highly convenient corridor, this turn-key home is just 10 minutes from the Taconic State Parkway, 15 minutes from downtown Hudson and the Amtrak station, and an easy commute to Albany and the Berkshires. Enjoy the very best of local culture right around the corner. Spend your weekends exploring Art Omi, catching a show at the Ghent Playhouse, or visiting the Hudson-Chatham Winery. Grab morning coffee and fresh scones at the historic Bartlett House, or pick up local goods at the Liberty Farms Organic Farm Store. With the diverse dining and shopping of both Hudson and Chatham just 10 to 15 minutes away, you get the perfect balance of country peace and vibrant town life. Enjoy the peace of mind of an updated home with endless potential and unmatched convenience. All you have to do is move in!

1941 State Route 66, Ghent

$245,000

Peace, privacy, and natural beauty come together on this expansive parcel of nearly 32 acres in New Lebanon. Set along quiet Old Gale Hill Road, the property offers a serene country setting surrounded by woods, with a substantial cleared area already completed and ready to be incorporated into your plans. A driveway has been started, adding to the property's accessibility and potential. The combination of open space and wooded acreage creates a versatile landscape with room to explore, enjoy the outdoors, or envision a private retreat surrounded by nature. The quiet setting is truly the standout feature here—peaceful, private, and removed from the everyday hustle. Just minutes from Hand Hollow Conservation Area and within easy reach of the Berkshires, the property offers convenient access to outdoor recreation, dining, arts, culture, and year-round attractions while maintaining the tranquility of a rural Columbia County setting. A rare opportunity to secure substantial acreage in a beautiful and peaceful corner of Columbia County, with the space and flexibility to make it your own.

202627750 MLS

Peace, privacy, and natural beauty come together on this expansive parcel of nearly 32 acres in New Lebanon. Set along quiet Old Gale Hill Road, the property offers a serene country setting surrounded by woods, with a substantial cleared area already completed and ready to be incorporated into your plans. A driveway has been started, adding to the property's accessibility and potential. The combination of open space and wooded acreage creates a versatile landscape with room to explore, enjoy the outdoors, or envision a private retreat surrounded by nature. The quiet setting is truly the standout feature here—peaceful, private, and removed from the everyday hustle. Just minutes from Hand Hollow Conservation Area and within easy reach of the Berkshires, the property offers convenient access to outdoor recreation, dining, arts, culture, and year-round attractions while maintaining the tranquility of a rural Columbia County setting. A rare opportunity to secure substantial acreage in a beautiful and peaceful corner of Columbia County, with the space and flexibility to make it your own.

L30.4 Old Gale Hill Road, New Lebanon

$739,000

Exceptional opportunity to own a three-unit multi-family property in the heart of Hudson's vibrant Warren Street, the city's premier destination for shopping, dining, galleries, and entertainment. This versatile property offers a rare combination of investment potential, income-producing possibilities, and prime downtown location. The property has an established history as a successful short-term rental, providing an attractive opportunity for an investor looking to continue its existing rental model. Alternatively, the three-unit configuration lends itself well to traditional long-term tenancy, offering the potential for consistent full-time rental income. If desired, the main floor also presents an exciting opportunity for conversion into a mixed-use space, ideal for a combination of residential and commercial use along one of Hudson's most desirable and walkable commercial corridors. With three distinct units and a location just steps from some of Hudson's top restaurants, galleries, boutiques, and shops, the possibilities are extensive. Whether continuing as a short-term rental, transitioning to full-time tenants, or creating a mixed-use property on Warren Street, this is a compelling opportunity to own a versatile asset in one of the Hudson Valley's most sought-after destinations.

5 Beds ⋅ 4 Baths ⋅ 202627562 MLS

Exceptional opportunity to own a three-unit multi-family property in the heart of Hudson's vibrant Warren Street, the city's premier destination for shopping, dining, galleries, and entertainment. This versatile property offers a rare combination of investment potential, income-producing possibilities, and prime downtown location. The property has an established history as a successful short-term rental, providing an attractive opportunity for an investor looking to continue its existing rental model. Alternatively, the three-unit configuration lends itself well to traditional long-term tenancy, offering the potential for consistent full-time rental income. If desired, the main floor also presents an exciting opportunity for conversion into a mixed-use space, ideal for a combination of residential and commercial use along one of Hudson's most desirable and walkable commercial corridors. With three distinct units and a location just steps from some of Hudson's top restaurants, galleries, boutiques, and shops, the possibilities are extensive. Whether continuing as a short-term rental, transitioning to full-time tenants, or creating a mixed-use property on Warren Street, this is a compelling opportunity to own a versatile asset in one of the Hudson Valley's most sought-after destinations.

823 Warren Street, Hudson

$525,000

Historic Charm, Flexible Opportunity in North Chatham! Discover the character and possibilities of this charming three-bedroom, two-bath home, dating to approximately 1830 and set on a little over two acres in the picturesque hamlet of North Chatham, NY. Offering a unique blend of historic appeal, usable land, and flexible space, this property presents an opportunity for both residential living and income potential. Currently, approximately 200 square feet is leased to the U.S. Post Office, creating an established rental income while leaving the main three-bedroom residence available for rental or personal use. For those seeking a full-time residence, there is also the opportunity to reimagine the entire property as a private primary home, subject to any applicable approvals. Whether you're looking for an investment property, a home with supplemental income, or a distinctive country residence with room to make it your own, this North Chatham property offers a rare combination of history, land, and versatility in a charming community setting.

3 Beds ⋅ 2 Baths ⋅ 202627561 MLS

Historic Charm, Flexible Opportunity in North Chatham! Discover the character and possibilities of this charming three-bedroom, two-bath home, dating to approximately 1830 and set on a little over two acres in the picturesque hamlet of North Chatham, NY. Offering a unique blend of historic appeal, usable land, and flexible space, this property presents an opportunity for both residential living and income potential. Currently, approximately 200 square feet is leased to the U.S. Post Office, creating an established rental income while leaving the main three-bedroom residence available for rental or personal use. For those seeking a full-time residence, there is also the opportunity to reimagine the entire property as a private primary home, subject to any applicable approvals. Whether you're looking for an investment property, a home with supplemental income, or a distinctive country residence with room to make it your own, this North Chatham property offers a rare combination of history, land, and versatility in a charming community setting.

4241 NY-203, Chatham

$445,000

Welcome to 88 County Route 26A, a timeless Stuyvesant retreat where classic charm meets comfortable country living. This beautifully maintained home is in mint condition and truly move in ready, offering a peaceful sense of space and privacy while remaining conveniently connected to the surrounding area. Ideally located just 10 minutes from Kinderhook Shopping Center and within easy reach of Schodack Island State Park, you can enjoy the best of both convenience and nature. Featuring new appliances and three additional bonus rooms, this home offers endless possibilities to create spaces tailored to your lifestyle. Whether you envision a home office, studio, gym, guest space, hobby room, or something entirely your own, these versatile rooms give you the freedom to make the home uniquely yours. With its timeless appeal, flexible layout, and tranquil setting, 88 County Route 26A is a rare opportunity to enjoy comfortable country living in a home that is ready for you to move in and make your own.

3 Beds ⋅ 3 Baths ⋅ 202627553 MLS

Welcome to 88 County Route 26A, a timeless Stuyvesant retreat where classic charm meets comfortable country living. This beautifully maintained home is in mint condition and truly move in ready, offering a peaceful sense of space and privacy while remaining conveniently connected to the surrounding area. Ideally located just 10 minutes from Kinderhook Shopping Center and within easy reach of Schodack Island State Park, you can enjoy the best of both convenience and nature. Featuring new appliances and three additional bonus rooms, this home offers endless possibilities to create spaces tailored to your lifestyle. Whether you envision a home office, studio, gym, guest space, hobby room, or something entirely your own, these versatile rooms give you the freedom to make the home uniquely yours. With its timeless appeal, flexible layout, and tranquil setting, 88 County Route 26A is a rare opportunity to enjoy comfortable country living in a home that is ready for you to move in and make your own.

88 County Route 26A, Stuyvesant

$1,300,000

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

3 Beds ⋅ 2 Baths ⋅ 202627484 MLS

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

1100 Harlemville Road, Ghent

$259,500

Opportunity awaits as this super cozy year-round unique 3bedroom 1.5 bath traditional retreat with an awesome huge deck which overlooks the High Falls State Conservation Area and Ogowamuck creak hits the market! This home features a large cozy family with hardwood floors, large eat in kitchen, huge 3 season sun porch, living room with custom bar, laundry room, den! Centrally located to everything including the Conservation area features hiking trails, trout fishing and Waterfall! A must see!

3 Beds ⋅ 2 Baths ⋅ 202627397 MLS

Opportunity awaits as this super cozy year-round unique 3bedroom 1.5 bath traditional retreat with an awesome huge deck which overlooks the High Falls State Conservation Area and Ogowamuck creak hits the market! This home features a large cozy family with hardwood floors, large eat in kitchen, huge 3 season sun porch, living room with custom bar, laundry room, den! Centrally located to everything including the Conservation area features hiking trails, trout fishing and Waterfall! A must see!

57 Main Street, Philmont

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