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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.

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.

1432 Rte 295, Canaan

$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

$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

$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

$285,000

A truly unique Upstate NY opportunity! Offered together, 27.14 total acres combine a 1,040 sq ft cabin (26x40, seller-confirmed) on 1.74 acres with an additional 25.40-acre parcel (153.-1.46), conveyed as one incredible package -- Set up game cameras, hang your tree stands, and gather your buddies for group hunting outings on land built for whitetail, turkey, and true four-season recreation. Well laid-out, easy-to-follow trails wind through the property to clearings, creeks, and beyond, with ATV and snowmobile access right out your back door. The cozy cabin offers an open-concept kitchen and living room plus a private sleeping quarters, full electric, and comes fully furnished -- including AC units and wood stove -- so it's ready to enjoy from day one. Several outbuildings provide ample storage for ATVs, snowmobiles, and all your gear. A portable toilet on-site keeps things simple; no other infrastructure needed. Just a short drive from Albany, Connecticut and within easy reach of New York City and New Jersey, this is a true wilderness destination for anyone craving an escape from the city without the long haul. Prefer to build instead? This sprawling acreage is also a fantastic new construction opportunity -- bring your builder and create the Upstate NY retreat or homestead you've always dreamed of. Properties combining this much acreage, bordering state land, with an existing cabin and power already in place don't come around often!

202626946 MLS

A truly unique Upstate NY opportunity! Offered together, 27.14 total acres combine a 1,040 sq ft cabin (26x40, seller-confirmed) on 1.74 acres with an additional 25.40-acre parcel (153.-1.46), conveyed as one incredible package -- Set up game cameras, hang your tree stands, and gather your buddies for group hunting outings on land built for whitetail, turkey, and true four-season recreation. Well laid-out, easy-to-follow trails wind through the property to clearings, creeks, and beyond, with ATV and snowmobile access right out your back door. The cozy cabin offers an open-concept kitchen and living room plus a private sleeping quarters, full electric, and comes fully furnished -- including AC units and wood stove -- so it's ready to enjoy from day one. Several outbuildings provide ample storage for ATVs, snowmobiles, and all your gear. A portable toilet on-site keeps things simple; no other infrastructure needed. Just a short drive from Albany, Connecticut and within easy reach of New York City and New Jersey, this is a true wilderness destination for anyone craving an escape from the city without the long haul. Prefer to build instead? This sprawling acreage is also a fantastic new construction opportunity -- bring your builder and create the Upstate NY retreat or homestead you've always dreamed of. Properties combining this much acreage, bordering state land, with an existing cabin and power already in place don't come around often!

1711 County Route 27, Taghkanic

$649,000

Nestled on 3.36 serene acres near the New York-Massachusetts line, this completely renovated ranch-style home is a stunning blend of modern elegance and rural charm. Spanning 1,600 square feet, the open floor plan invites you into a sleek kitchen that boasts contemporary cabinetry, a spacious center island, stainless steel appliances, and luxurious quartz countertops, making it a dream for any home chef. The bright and cheerful living room, adorned with an electric fireplace, offers a cozy atmosphere perfect for relaxation. This home features three well-appointed bedrooms, including a primary suite that boasts an ensuite three-quarter bath, ensuring both comfort and privacy. The full hall bath, alongside modern fixtures and cabinetry, showcases beautiful ceramic tile flooring, adding to the home's sophisticated appeal. A sunken family room/dining area provides an inviting space for gatherings, while luxury, easy-care flooring flows throughout the entire house. The full basement and attached two-car garage enhance practicality, while rolling countryside views create a picturesque backdrop. A charming babbling stream meanders through the back of the property, offering a tranquil escape. Additionally, the property includes a versatile barn, perfect for use as a workshop or extra garage, complete with a loft above for added storage or creative space. One of the standout features of this property is the preliminary approval obtained by the current owner for an additional dwelling unit, which can be placed privately and separate from the main house. This unique opportunity adds immense value and flexibility, making this ranch not just a home, but a lifestyle. Think guest house, Airbnb rental space, (with town approvals), or a home for extended family; preliminary information and plans available to interested parties. Don't miss your chance to embrace country living with modern amenities in this exquisite property!

3 Beds ⋅ 2 Baths ⋅ 202626533 MLS

Nestled on 3.36 serene acres near the New York-Massachusetts line, this completely renovated ranch-style home is a stunning blend of modern elegance and rural charm. Spanning 1,600 square feet, the open floor plan invites you into a sleek kitchen that boasts contemporary cabinetry, a spacious center island, stainless steel appliances, and luxurious quartz countertops, making it a dream for any home chef. The bright and cheerful living room, adorned with an electric fireplace, offers a cozy atmosphere perfect for relaxation. This home features three well-appointed bedrooms, including a primary suite that boasts an ensuite three-quarter bath, ensuring both comfort and privacy. The full hall bath, alongside modern fixtures and cabinetry, showcases beautiful ceramic tile flooring, adding to the home's sophisticated appeal. A sunken family room/dining area provides an inviting space for gatherings, while luxury, easy-care flooring flows throughout the entire house. The full basement and attached two-car garage enhance practicality, while rolling countryside views create a picturesque backdrop. A charming babbling stream meanders through the back of the property, offering a tranquil escape. Additionally, the property includes a versatile barn, perfect for use as a workshop or extra garage, complete with a loft above for added storage or creative space. One of the standout features of this property is the preliminary approval obtained by the current owner for an additional dwelling unit, which can be placed privately and separate from the main house. This unique opportunity adds immense value and flexibility, making this ranch not just a home, but a lifestyle. Think guest house, Airbnb rental space, (with town approvals), or a home for extended family; preliminary information and plans available to interested parties. Don't miss your chance to embrace country living with modern amenities in this exquisite property!

261 Yonderview Road, Copake

$285,000

A truly unique Upstate NY opportunity! Offered together, 27.14 total acres combine a 1,040 sq ft cabin (26x40, seller-confirmed) on 1.74 acres with an additional 25.40-acre parcel (153.-1.46), conveyed as one incredible package -- Set up game cameras, hang your tree stands, and gather your buddies for group hunting outings on land built for whitetail, turkey, and true four-season recreation. Well laid-out, easy-to-follow trails wind through the property to clearings, creeks, and beyond, with ATV and snowmobile access right out your back door. The cozy cabin offers an open-concept kitchen and living room plus a private sleeping quarters, full electric, and comes fully furnished -- including AC units and wood stove -- so it's ready to enjoy from day one. Several outbuildings provide ample storage for ATVs, snowmobiles, and all your gear. A portable toilet on-site keeps things simple; no other infrastructure needed. Just a short drive from Albany, Connecticut and within easy reach of New York City and New Jersey, this is a true wilderness destination for anyone craving an escape from the city without the long haul. Prefer to build instead? This sprawling acreage is also a fantastic new construction opportunity -- bring your builder and create the Upstate NY retreat or homestead you've always dreamed of. Properties combining this much acreage, bordering state land, with an existing cabin and power already in place don't come around often!

1 Beds ⋅ 202626069 MLS

A truly unique Upstate NY opportunity! Offered together, 27.14 total acres combine a 1,040 sq ft cabin (26x40, seller-confirmed) on 1.74 acres with an additional 25.40-acre parcel (153.-1.46), conveyed as one incredible package -- Set up game cameras, hang your tree stands, and gather your buddies for group hunting outings on land built for whitetail, turkey, and true four-season recreation. Well laid-out, easy-to-follow trails wind through the property to clearings, creeks, and beyond, with ATV and snowmobile access right out your back door. The cozy cabin offers an open-concept kitchen and living room plus a private sleeping quarters, full electric, and comes fully furnished -- including AC units and wood stove -- so it's ready to enjoy from day one. Several outbuildings provide ample storage for ATVs, snowmobiles, and all your gear. A portable toilet on-site keeps things simple; no other infrastructure needed. Just a short drive from Albany, Connecticut and within easy reach of New York City and New Jersey, this is a true wilderness destination for anyone craving an escape from the city without the long haul. Prefer to build instead? This sprawling acreage is also a fantastic new construction opportunity -- bring your builder and create the Upstate NY retreat or homestead you've always dreamed of. Properties combining this much acreage, bordering state land, with an existing cabin and power already in place don't come around often!

1711 County Route 27, Taghkanic

$323,500

PRICE REDUCTION!! Welcome home to your year-round vacation. The moment you step inside this newly remodeled double-wide, you'll feel the care and craftsmanship that went into every detail. Hardwood floors greet you, ceramic tile with a beautiful medallion anchors the mudroom, and tongue-and-groove pine boards glow in the living and dining rooms. The kitchen is stocked with new and newer appliances, including a standout refrigerator. Your main bedroom suite is a retreat all its own--Pergo flooring, a spacious closet, a bidet, and a luxurious shower with multiple heads and a rainfall feature. The living/dining area stretches wide, filled with natural light and warmed by a gas fireplace. Look out the patio doors and you'll see the backyard that makes this home truly special. Step outside to a full outdoor cooking setup--massive grill, storage cabinets, outdoor kitchen space--and a modular pool house and sunroom for shade, rain, or gathering with friends and family. With two additional bedrooms or office spaces, a full bath, custom closets, and thoughtful built-ins throughout, this home offers comfort and convenience at every turn. Outside fridge does not convey. Set on 0.58 acres with a metal roof, underground electric, a shed, a small garage, Veranda decking, new oil tank, water softener, solar lighting, solid interior doors, Welborne cabinetry, and fresh paint, it's move-in ready and close to everything: The Berkshires, Hudson, Chatham, I-90, TSP, the Thruway, and Albany. Don't wait--homes like this disappear fast.

3 Beds ⋅ 2 Baths ⋅ 202623873 MLS

PRICE REDUCTION!! Welcome home to your year-round vacation. The moment you step inside this newly remodeled double-wide, you'll feel the care and craftsmanship that went into every detail. Hardwood floors greet you, ceramic tile with a beautiful medallion anchors the mudroom, and tongue-and-groove pine boards glow in the living and dining rooms. The kitchen is stocked with new and newer appliances, including a standout refrigerator. Your main bedroom suite is a retreat all its own--Pergo flooring, a spacious closet, a bidet, and a luxurious shower with multiple heads and a rainfall feature. The living/dining area stretches wide, filled with natural light and warmed by a gas fireplace. Look out the patio doors and you'll see the backyard that makes this home truly special. Step outside to a full outdoor cooking setup--massive grill, storage cabinets, outdoor kitchen space--and a modular pool house and sunroom for shade, rain, or gathering with friends and family. With two additional bedrooms or office spaces, a full bath, custom closets, and thoughtful built-ins throughout, this home offers comfort and convenience at every turn. Outside fridge does not convey. Set on 0.58 acres with a metal roof, underground electric, a shed, a small garage, Veranda decking, new oil tank, water softener, solar lighting, solid interior doors, Welborne cabinetry, and fresh paint, it's move-in ready and close to everything: The Berkshires, Hudson, Chatham, I-90, TSP, the Thruway, and Albany. Don't wait--homes like this disappear fast.

1505 U.S. 20, New Lebanon

$369,000

Nice three bedroom raised ranch in a country setting minutes from Hudson, Kinderhook and Chatham. Two car detached garage. Over one acre of lawn and trees.

3 Beds ⋅ 2 Baths ⋅ 202622970 MLS

Nice three bedroom raised ranch in a country setting minutes from Hudson, Kinderhook and Chatham. Two car detached garage. Over one acre of lawn and trees.

1042 Co Rte 22, Ghent

$699,000

Imagine serving dinners lakeside or welcoming boaters to one of the docks for a refreshing lemonade!! This is the amazing opportunity that awaits one's vision in reviving the nostalgic Backwater Grill restaurant on beautiful Queechy Lake - one of the most pristine lakes in New York state. Here sits an opportunity to cater to the residents surrounding Queechy Lake or visitors to the Hudson Valley and Berkshires. Architectural drawings are in place showcasing the layout of the kitchen, dining area and lounge. A second-floor space includes additional room for storage and an office. The gem of the design, however, is the outdoor dining deck poised on the edge of the lake. Careful work has been done to design a septic system to handle the needs of the restaurant with special consideration given to the sensitivity of being on the lake. Both DEC and the Columbia County Board of Health have approved the design with estimates for installation in place. With so much of the planning work already completed, it's time to put ''hammer to nail'' and bring an all new Backwater Grill back to the anticipating public. It's also an opportunity to compliment the work and vision taking place up the road at the former Queechy Lake Motel. What a dynamic duo for Canaan and the visiting public has never been so fortunate!

202622779 MLS

Imagine serving dinners lakeside or welcoming boaters to one of the docks for a refreshing lemonade!! This is the amazing opportunity that awaits one's vision in reviving the nostalgic Backwater Grill restaurant on beautiful Queechy Lake - one of the most pristine lakes in New York state. Here sits an opportunity to cater to the residents surrounding Queechy Lake or visitors to the Hudson Valley and Berkshires. Architectural drawings are in place showcasing the layout of the kitchen, dining area and lounge. A second-floor space includes additional room for storage and an office. The gem of the design, however, is the outdoor dining deck poised on the edge of the lake. Careful work has been done to design a septic system to handle the needs of the restaurant with special consideration given to the sensitivity of being on the lake. Both DEC and the Columbia County Board of Health have approved the design with estimates for installation in place. With so much of the planning work already completed, it's time to put ''hammer to nail'' and bring an all new Backwater Grill back to the anticipating public. It's also an opportunity to compliment the work and vision taking place up the road at the former Queechy Lake Motel. What a dynamic duo for Canaan and the visiting public has never been so fortunate!

42 Queechy Lake Drive, Canaan

$529,988

NOW PRICED TO SELL! REBUILT IN 2026. TWO BEDROOM SUITES. WALK TO HUDSON. Your full-time home, Hudson Valley weekend escape, or potential vacation rental—with the work already done! Located in Greenport with a Hudson mailing address, minutes from Warren Street's shops, restaurants, galleries, and Amtrak. • TWO BEDROOM SUITES—First-floor suite with a walk-in closet and private bath with walk-in shower. Upstairs suite features white shiplap walls and ceilings, custom closet shelving, and a stylish full bath. • BEAUTIFUL KITCHEN & OPEN LIVING—White shaker cabinetry, granite countertops, stainless steel appliances, red oak hardwood floors, recessed lighting, and inviting spaces to gather. • EXTENSIVE 2026 UPDATES—New roof, Pella windows and doors, plumbing, electrical, flooring, fixtures, and appliances. Energy-efficient heat pumps provide heating and air conditioning. • ROOM TO EXPAND—Unfinished basement offers potential for additional finished space, subject to permits and approvals. • INVITING OUTDOOR SPACE—Rear deck with modern pergola overlooks the landscaped backyard. Add a fire pit and barbecue for outdoor entertaining. Newly planted trees will provide greater screening and privacy as they mature. • QUALITY FINISHES—Custom trim, Hardie® shingle siding, welcoming front porch, and newly paved driveway. • VACATION RENTAL POTENTIAL—Two private suites, updated systems, and proximity to Hudson offer appeal for a potential Airbnb or weekend rental. Buyers must verify Town of Greenport short-term rental regulations, permits, and property eligibility. Rental approval and income are not guaranteed. Move right in and start enjoying the Hudson Valley!

2 Beds ⋅ 2 Baths ⋅ 202622433 MLS

NOW PRICED TO SELL! REBUILT IN 2026. TWO BEDROOM SUITES. WALK TO HUDSON. Your full-time home, Hudson Valley weekend escape, or potential vacation rental—with the work already done! Located in Greenport with a Hudson mailing address, minutes from Warren Street's shops, restaurants, galleries, and Amtrak. • TWO BEDROOM SUITES—First-floor suite with a walk-in closet and private bath with walk-in shower. Upstairs suite features white shiplap walls and ceilings, custom closet shelving, and a stylish full bath. • BEAUTIFUL KITCHEN & OPEN LIVING—White shaker cabinetry, granite countertops, stainless steel appliances, red oak hardwood floors, recessed lighting, and inviting spaces to gather. • EXTENSIVE 2026 UPDATES—New roof, Pella windows and doors, plumbing, electrical, flooring, fixtures, and appliances. Energy-efficient heat pumps provide heating and air conditioning. • ROOM TO EXPAND—Unfinished basement offers potential for additional finished space, subject to permits and approvals. • INVITING OUTDOOR SPACE—Rear deck with modern pergola overlooks the landscaped backyard. Add a fire pit and barbecue for outdoor entertaining. Newly planted trees will provide greater screening and privacy as they mature. • QUALITY FINISHES—Custom trim, Hardie® shingle siding, welcoming front porch, and newly paved driveway. • VACATION RENTAL POTENTIAL—Two private suites, updated systems, and proximity to Hudson offer appeal for a potential Airbnb or weekend rental. Buyers must verify Town of Greenport short-term rental regulations, permits, and property eligibility. Rental approval and income are not guaranteed. Move right in and start enjoying the Hudson Valley!

3 Milo Street, Greenport

$950,000

Take in the feel of the Adirondacks right here in Columbia County! 75 acres of majestic hardwoods and evergreens set among running streams and rock outcrops. Total privacy and seclusion but minutes from Chatham, Hudson and all things Hudson Valley or Stockbridge, Tanglewood and all things Berkshires The preferred building site has been cleared and access from East Hill Road is in place. The drive traverses a tree-lined stream complete with ferns and boulders. And, a newly constructed steel and concrete bridge will effortlessly bring you across. Just down an incline from the building site, you'll find a rustic cabin with wood burning stove and pavilion. In addition to the natural beauty of this parcel, adjacent and with over 400 acres of preserved woodlands is land owned by New York state - forever wild. Additionally, and just to the north of the state-owned land is the Edna St. Vincent Millay Society, known as Steepletop. This parcel is over 200 acres and encompasses the poet's gardens and home. Open to the public Create a lifestyle immersed in the sound of running water and the warmth of dappled sunlight coming through the trees. A home connected to the outdoors and an outdoors connected to the beauty and serenity of nature.

202622286 MLS

Take in the feel of the Adirondacks right here in Columbia County! 75 acres of majestic hardwoods and evergreens set among running streams and rock outcrops. Total privacy and seclusion but minutes from Chatham, Hudson and all things Hudson Valley or Stockbridge, Tanglewood and all things Berkshires The preferred building site has been cleared and access from East Hill Road is in place. The drive traverses a tree-lined stream complete with ferns and boulders. And, a newly constructed steel and concrete bridge will effortlessly bring you across. Just down an incline from the building site, you'll find a rustic cabin with wood burning stove and pavilion. In addition to the natural beauty of this parcel, adjacent and with over 400 acres of preserved woodlands is land owned by New York state - forever wild. Additionally, and just to the north of the state-owned land is the Edna St. Vincent Millay Society, known as Steepletop. This parcel is over 200 acres and encompasses the poet's gardens and home. Open to the public Create a lifestyle immersed in the sound of running water and the warmth of dappled sunlight coming through the trees. A home connected to the outdoors and an outdoors connected to the beauty and serenity of nature.

276 E Hill Road, Austerlitz

$475,000

PRICED TO SELL!!! Welcome home to this sweet, impeccably maintained property nestled on 4.5 acres of beautifully manicured rolling lawns. Move-in ready and full of charm, this inviting home offers the perfect balance of comfort, privacy, and opportunity. The second floor features three spacious bedrooms, a versatile office or sitting room, convenient second-floor laundry, and a walk-in closet in the primary bedroom. On chilly winter evenings, gather around the cozy fireplace in the open living room. The quaint country kitchen opens seamlessly to the dining and living areas, creating an ideal space for entertaining while offering peaceful views of the backyard. Step outside onto the back deck and enjoy your own private oasis, where a gently flowing creek provides the perfect place to relax and cool off while surrounded by nature. Thoughtful updates include Castle Windows with a transferable lifetime warranty and a new roof with a LeafFilter gutter protection system, offering peace of mind for years to come. A truly exceptional bonus is the massive approximately 65' x 35' detached two-car garage with an attached storage building, workshop, retail space, or small business area. Whether you're an entrepreneur, hobbyist, collector, or simply need abundant storage, the possibilities are endless.

3 Beds ⋅ 2 Baths ⋅ 202620781 MLS

PRICED TO SELL!!! Welcome home to this sweet, impeccably maintained property nestled on 4.5 acres of beautifully manicured rolling lawns. Move-in ready and full of charm, this inviting home offers the perfect balance of comfort, privacy, and opportunity. The second floor features three spacious bedrooms, a versatile office or sitting room, convenient second-floor laundry, and a walk-in closet in the primary bedroom. On chilly winter evenings, gather around the cozy fireplace in the open living room. The quaint country kitchen opens seamlessly to the dining and living areas, creating an ideal space for entertaining while offering peaceful views of the backyard. Step outside onto the back deck and enjoy your own private oasis, where a gently flowing creek provides the perfect place to relax and cool off while surrounded by nature. Thoughtful updates include Castle Windows with a transferable lifetime warranty and a new roof with a LeafFilter gutter protection system, offering peace of mind for years to come. A truly exceptional bonus is the massive approximately 65' x 35' detached two-car garage with an attached storage building, workshop, retail space, or small business area. Whether you're an entrepreneur, hobbyist, collector, or simply need abundant storage, the possibilities are endless.

1188 U.S. 20, New Lebanon

$1,250,000

Conveniently located just three miles from the City of Hudson and two hours north of New York City this iconic multi-generational restaurant has been operating since the1930's. With its rich history and warm ambiance Kozels has served as a gathering place for friends and families alike. Located on 3.66 acres property has a 9000 sq ft restaurant with three dining rooms, large kitchens , a tavern room and a 24 seat horseshoe bar. A turnkey restaurant with everything included. The sale includes the business, a two story 5 room house, a red barn, 120 paved parking spaces and 270 ft of main road frontage. Ideal for a variety of uses included a banquet facility, farm to table dining experience, outdoor event space, a catering facility even a brewery. This versatile space is great opportunity

5 Baths ⋅ 202620750 MLS

Conveniently located just three miles from the City of Hudson and two hours north of New York City this iconic multi-generational restaurant has been operating since the1930's. With its rich history and warm ambiance Kozels has served as a gathering place for friends and families alike. Located on 3.66 acres property has a 9000 sq ft restaurant with three dining rooms, large kitchens , a tavern room and a 24 seat horseshoe bar. A turnkey restaurant with everything included. The sale includes the business, a two story 5 room house, a red barn, 120 paved parking spaces and 270 ft of main road frontage. Ideal for a variety of uses included a banquet facility, farm to table dining experience, outdoor event space, a catering facility even a brewery. This versatile space is great opportunity

1006 State Route 9H, Ghent

$645,000

Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

3 Beds ⋅ 2 Baths ⋅ 202620622 MLS

Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

2439 County Route 5, New Lebanon

$645,000

Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, 4 Season Room, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

4 Beds ⋅ 3 Baths ⋅ 202620368 MLS

Explore the possibilities with this 22 acre property featuring a 2,000-square-foot Cape with 3 bedrooms, 2 full baths, hardwood floors, 4 Season Room, and an attached 2-car garage. A separate 28′ x 36′ heated garage provides generous space for vehicles, hobbies, or a workshop, plus a 960-square-foot, 1-bedroom apartment above with its own septic system. Live in one residence and rent the other, accommodate guests, or explore potential Airbnb use, subject to local requirements. Enjoy country living within approximately 3 hours of NYC and just 20 minutes from skiing at Jiminy Peak. Explore nearby Chatham and the Berkshires, with the Catskills offering additional options for day trips and outdoor adventures. Whether you're seeking a full-time home or a weekend escape, this property offers space, privacy, and the flexibility to live in one residence while renting the other.

2439 County Route 5, New Lebanon

$496,000

Buyers don't miss out on this one. If looking to build your dream home or a hunting enthusiast , you have found a private country property located near a quiet historic community . Just minutes to the N.Y.S Thruway & Taconic State Parkway and an easy drive to NYC or a short drive to the Berkshires for all seasonal activities. After storing the recreational vehicles, enjoy the wildlife along side a quiet stream. Both of these tax parcels 102689 47-1-8 ( 43.1 ) & 102689 47-1-9 ( 20 acres ) are to be sold together.

202620005 MLS

Buyers don't miss out on this one. If looking to build your dream home or a hunting enthusiast , you have found a private country property located near a quiet historic community . Just minutes to the N.Y.S Thruway & Taconic State Parkway and an easy drive to NYC or a short drive to the Berkshires for all seasonal activities. After storing the recreational vehicles, enjoy the wildlife along side a quiet stream. Both of these tax parcels 102689 47-1-8 ( 43.1 ) & 102689 47-1-9 ( 20 acres ) are to be sold together.

L8 Lower Cady Road, Chatham

$599,000

55 acres on Orchard Road in Town of Ghent NY. Pastoral acreage minutes from Hudson rail station and charming town of Chatham. Gorgeous property, build your dream home here and farm the rest, plenty of level land and treed woods for farming and or hunting Approximately 2,000 feet of frontage on Orchard Road. Property has been deeded for potential subdivision into three parcels.

202619043 MLS

55 acres on Orchard Road in Town of Ghent NY. Pastoral acreage minutes from Hudson rail station and charming town of Chatham. Gorgeous property, build your dream home here and farm the rest, plenty of level land and treed woods for farming and or hunting Approximately 2,000 feet of frontage on Orchard Road. Property has been deeded for potential subdivision into three parcels.

171 Orchard Road, Ghent

$329,000

Commercial use POSSIBLE upon review by local zoning and planning boards. Buyers are responsible for getting approvals. Being sold ''as is''. Over three thousand square foot building with overhead doors. Fenced in garages and shed. The property is in a residential zone area.

2 Baths ⋅ 202616889 MLS

Commercial use POSSIBLE upon review by local zoning and planning boards. Buyers are responsible for getting approvals. Being sold ''as is''. Over three thousand square foot building with overhead doors. Fenced in garages and shed. The property is in a residential zone area.

4030 Chatham Street, Valatie

$10,995,000

DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator.

4 Beds ⋅ 6 Baths ⋅ 202614668 MLS

DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator.

199 Eichybush Road, Kinderhook

$599,000

A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh winter- koi pond, waterfall, gazebo. A must see charm and character throughout.

3 Beds ⋅ 2 Baths ⋅ 202613626 MLS

A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh winter- koi pond, waterfall, gazebo. A must see charm and character throughout.

46 State Route 23, Claverack

$599,000

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for both properties. Photos incl Ranch house and 2 apartments pre-occupancy. 48hour notice required to show. Buyer/Coop brokers must attend all appointments. Thank you for your interest. Tenants must approve and provide access.

9 Beds ⋅ 6 Baths ⋅ 202610680 MLS

2-Story/5-Apartment/9BR/6BA building PLUS 2BR/1BA Ranch home on about a half acre. Fully occupied, leases, both structures fully up to date and move-in condition. Tenants pay all utils. Landlord provides maintenance, snow/trash removal, water/sewer, off-street parking, fridge/stove each unit. 2 SBL lot numbers - properties not sold separately. Assessment/tax figures herein reflect total due for both properties. Photos incl Ranch house and 2 apartments pre-occupancy. 48hour notice required to show. Buyer/Coop brokers must attend all appointments. Thank you for your interest. Tenants must approve and provide access.

1121-1123 New York 295, Chatham

$1,590,000

Seller will enter into a long-term ground lease. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts! Directly across the street from Lowes, Wal-Mart and Kohls, just to name a few anchors in the neighborhood. Sale includes 2 parcels, 1.57 acres & .23 acre parcel. Taxes and assessments reflected with BOTH parcels. Current auto sales/detailing business is NOT for sale- selling the real estate and improvements. 1 bedroom apt on the 2nd floor. Call today for your own private showing. Will need to see proof of funds or a bank letter prior to any showings.

2 Baths ⋅ 202610305 MLS

Seller will enter into a long-term ground lease. Prime Commercial Property in Hudson, NY with frontage on 2 roads plus traffic light, Fairview Ave and Joslen Blvd, with high visibility. Flat, 1.83 acres zoned for commercial use and is ready to build. 2 curb cuts for easy access. Ideal for gas station, convenience store, or any other retail business that LOVES high traffic counts! Directly across the street from Lowes, Wal-Mart and Kohls, just to name a few anchors in the neighborhood. Sale includes 2 parcels, 1.57 acres & .23 acre parcel. Taxes and assessments reflected with BOTH parcels. Current auto sales/detailing business is NOT for sale- selling the real estate and improvements. 1 bedroom apt on the 2nd floor. Call today for your own private showing. Will need to see proof of funds or a bank letter prior to any showings.

469 Fairview Avenue, Hudson

$495,000

PRICE CHANGE!!! Newly remodeled from top to bottom. Well known area top builder is the owner. Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything. Skiing, Berkshires, TSP, I90.

3 Beds ⋅ 2 Baths ⋅ 202530207 MLS

PRICE CHANGE!!! Newly remodeled from top to bottom. Well known area top builder is the owner. Beautiful flat lot, protected on one side by a conservancy. Move in and live maintenance free for many years. 3 beds, 2 full baths. One bed and bath on the first floor. Light and bright in every room. Basement fully insulated, whole house is energy efficient. Semi private but close to everything. Skiing, Berkshires, TSP, I90.

263 Old Hudson Turnpike, Canaan

$290,000

Price has been dropped to a saleable price

3 Beds ⋅ 1 Baths ⋅ 202530043 MLS

Price has been dropped to a saleable price

4649 County Route 9, New Lebanon

$220,000

PRICE IMPROVED!!! Former long established appliance store/plumbing business with apartment. Here's your chance to have a commercial business, with a showroom, or any other business opportunity in this highly visible, state highway location. The apartment is currently leased for immediate income. Besides the all windowed showroom, there are offices, warehouse space, two bathrooms and additional space for other offices or storage as well. Lots of options in this one. ''AS IS- Where IS'' with no representations or warranties. Right on the NY/MA corridor. Perfect spot.

202524041 MLS

PRICE IMPROVED!!! Former long established appliance store/plumbing business with apartment. Here's your chance to have a commercial business, with a showroom, or any other business opportunity in this highly visible, state highway location. The apartment is currently leased for immediate income. Besides the all windowed showroom, there are offices, warehouse space, two bathrooms and additional space for other offices or storage as well. Lots of options in this one. ''AS IS- Where IS'' with no representations or warranties. Right on the NY/MA corridor. Perfect spot.

614 US Route 20, New Lebanon

$699,000

Welcome to your private retreat in the Taconic Hills School District! Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there's plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create a warm, inviting atmosphere. The updated kitchen is both functional and stylish, complete with new cabinetry, butcher block countertops, and a spacious walk-in pantry. The finished lower level offers 2 additional bedrooms, a full bath, a family room, and a walkout, making it an ideal setup for guests, in-laws, or even rental potential. An oversized 2-car garage provides ample storage, while the open, peaceful grounds invite you to enjoy nature and outdoor living. Perfectly located—just 20 minutes to Catamount Ski Resort, Hudson, and Lake Taghkanic, and only an hour to Hunter and Windham—this property is ideal as a primary residence, weekend escape, or a high-potential short-term rental. Don't miss the chance to make this versatile and beautifully updated property yours!

5 Beds ⋅ 4 Baths ⋅ 202518112 MLS

Welcome to your private retreat in the Taconic Hills School District! Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there's plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create a warm, inviting atmosphere. The updated kitchen is both functional and stylish, complete with new cabinetry, butcher block countertops, and a spacious walk-in pantry. The finished lower level offers 2 additional bedrooms, a full bath, a family room, and a walkout, making it an ideal setup for guests, in-laws, or even rental potential. An oversized 2-car garage provides ample storage, while the open, peaceful grounds invite you to enjoy nature and outdoor living. Perfectly located—just 20 minutes to Catamount Ski Resort, Hudson, and Lake Taghkanic, and only an hour to Hunter and Windham—this property is ideal as a primary residence, weekend escape, or a high-potential short-term rental. Don't miss the chance to make this versatile and beautifully updated property yours!

100 Schnackenberg Road, Ghent

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