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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

$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

$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

$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

$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

$599,000

NEW PRICE -- The sellers of Hudson Haven have thoughtfully adjusted the price as they prepare for an out-of-state job relocation, creating an exciting opportunity to step into a turnkey retreat in the Town of Claverack. This isn't a rushed sale -- it's your moment to claim a beautifully transformed Hudson Valley home. There's a certain feeling you get the moment you arrive at Hudson Haven -- a sense that life here moves with more ease, more intention, and a deeper connection to Columbia County. Under 10 minutes to Hudson's vibrant Warren Street and the Amtrak station, and less than 20 minutes to Catamount Mountain Resort, the location offers exceptional convenience for full-time living, weekend escapes, or high-demand Airbnb potential. The lower level has been completely reimagined into a warm, inviting extension of the home. Natural light fills the entertainment room, highlighting a custom bar and open living area perfect for gatherings, movie nights, or quiet mornings with coffee. A guest bedroom, full bath, and windowed office nook create flexible spaces for hosting or remote work. A custom mudroom connecting to the attached two-car garage supports the Upstate lifestyle in every season. Spray-foam insulation, hydronic heating, upgraded electrical, new flooring, custom cabinetry, and a newly installed steel beam bring comfort and longevity. Upstairs, the home opens into a bright, airy living space with a semi-open kitchen, new appliances, a large dining area, and a living room overlooking lush landscaping. Three bedrooms with fresh paint and built-out closets round out the level. Outside, a new Trex deck overlooks the sparkling inground pool -- a summer centerpiece framed by new pavers, a refinished pool deck, and a brand-new safety cover and pump. Long afternoons floating under the sun or evenings dining alfresco make the backyard feel like a private haven.

3 Beds ⋅ 3 Baths ⋅ 202625325 MLS

NEW PRICE -- The sellers of Hudson Haven have thoughtfully adjusted the price as they prepare for an out-of-state job relocation, creating an exciting opportunity to step into a turnkey retreat in the Town of Claverack. This isn't a rushed sale -- it's your moment to claim a beautifully transformed Hudson Valley home. There's a certain feeling you get the moment you arrive at Hudson Haven -- a sense that life here moves with more ease, more intention, and a deeper connection to Columbia County. Under 10 minutes to Hudson's vibrant Warren Street and the Amtrak station, and less than 20 minutes to Catamount Mountain Resort, the location offers exceptional convenience for full-time living, weekend escapes, or high-demand Airbnb potential. The lower level has been completely reimagined into a warm, inviting extension of the home. Natural light fills the entertainment room, highlighting a custom bar and open living area perfect for gatherings, movie nights, or quiet mornings with coffee. A guest bedroom, full bath, and windowed office nook create flexible spaces for hosting or remote work. A custom mudroom connecting to the attached two-car garage supports the Upstate lifestyle in every season. Spray-foam insulation, hydronic heating, upgraded electrical, new flooring, custom cabinetry, and a newly installed steel beam bring comfort and longevity. Upstairs, the home opens into a bright, airy living space with a semi-open kitchen, new appliances, a large dining area, and a living room overlooking lush landscaping. Three bedrooms with fresh paint and built-out closets round out the level. Outside, a new Trex deck overlooks the sparkling inground pool -- a summer centerpiece framed by new pavers, a refinished pool deck, and a brand-new safety cover and pump. Long afternoons floating under the sun or evenings dining alfresco make the backyard feel like a private haven.

212 Route 9h, Claverack

$729,900

Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar--perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in closet and a freshly remodeled primary bath that boasts a luxurious soaking tub and a spacious walk-in shower, while the first floor also features a stylish half bath for guests. Upstairs discover two large bedrooms and a versatile room ideal for a storage area, home office, or playroom, along with a second full bath for added convenience. Step outside to a huge rear deck that wraps around the side of the house, offering a perfect space for entertaining against a backdrop of serene, wooded views, ensuring maximum privacy. Additional amenities include a generator, a three-car detached garage, and central air conditioning for year-round comfort. The full basement provides ample storage space and a dedicated area for a home gym, complete with a rubber floor for your workouts. Don't miss the opportunity to make this remarkable property your forever home. Schedule a viewing today and experience the tranquility and elegance it has to offer!

3 Beds ⋅ 3 Baths ⋅ 202625294 MLS

Discover Your Dream Cape-Style Home: A Serene Escape on 2.1 Acres Nestled in a tranquil setting, this stunning Cape-style home offers the perfect blend of comfort and luxury, with 2.1 acres of nature at your doorstep. Imagine sipping your morning coffee on the spacious front porch while listening to the gentle rustle of leaves around you. Step inside to an inviting and dramatic living room, where vaulted ceilings and a cozy fireplace with a wood stove insert create a warm ambiance. The rich hardwood floors lead you seamlessly into an elegant dining room, also featuring vaulted ceilings and an abundance of natural light, enhanced by gorgeous cherry floors. The heart of the home is a Cook's kitchen, equipped with double wall ovens, a cooktop, a wine cooler, and a center island with a breakfast bar--perfect for family gatherings or entertaining friends. A convenient laundry room on the main level adds to the home's functional design. Retreat to the primary bedroom, complete with a walk-in closet and a freshly remodeled primary bath that boasts a luxurious soaking tub and a spacious walk-in shower, while the first floor also features a stylish half bath for guests. Upstairs discover two large bedrooms and a versatile room ideal for a storage area, home office, or playroom, along with a second full bath for added convenience. Step outside to a huge rear deck that wraps around the side of the house, offering a perfect space for entertaining against a backdrop of serene, wooded views, ensuring maximum privacy. Additional amenities include a generator, a three-car detached garage, and central air conditioning for year-round comfort. The full basement provides ample storage space and a dedicated area for a home gym, complete with a rubber floor for your workouts. Don't miss the opportunity to make this remarkable property your forever home. Schedule a viewing today and experience the tranquility and elegance it has to offer!

417 Overlook Drive, Hillsdale

$699,000

Tucked away at the end of a long approach and surrounded by 13.24 acres of pure Hudson Valley beauty, this exceptional A-frame retreat offers the ultimate escape for those seeking peace, privacy, and a connection to nature. Whether you're searching for a full-time residence or a weekend sanctuary, this property delivers the perfect blend of rustic charm and modern comfort. The dramatic great room is the heart of the home, featuring soaring cathedral ceilings, walls of glass that frame the changing seasons, and a stunning stone fireplace with a wood stove insert that creates the perfect gathering place after a day outdoors. The chef's kitchen is thoughtfully designed with a gas cooktop, built-in double ovens, Hi-Mac solid surface countertops, and generous workspace for entertaining. The adjoining dining area is surrounded by oversized picture windows, bringing the outdoors in with breathtaking woodland views. Convenient first-floor living includes a spacious bedroom, full bath, and laundry/mudroom--ideal after hiking your own trails or tending the property. Upstairs, a loft overlooking the great room makes an inspiring home office, reading retreat, or cozy TV lounge. The private primary suite features an en suite bath and a charming Romeo & Juliet balcony where your morning coffee comes with birdsong and uninterrupted views of nature. The finished walk-out lower level expands the living space with room for guests, recreation, or movie nights, complete with a built-in bar ready for serving craft cocktails after a day of exploring the countryside. Step outside to the expansive wrap-around deck and experience the true magic of this property. Watch deer wander through the trees, listen to the breeze rustle the leaves, and enjoy complete seclusion in every season. A whole-house generator provides peace of mind year-round, while the detached metal garage offers abundant space for vehicles, tractors, outdoor equipment, and hobbies. A must see!

3 Beds ⋅ 3 Baths ⋅ 202623239 MLS

Tucked away at the end of a long approach and surrounded by 13.24 acres of pure Hudson Valley beauty, this exceptional A-frame retreat offers the ultimate escape for those seeking peace, privacy, and a connection to nature. Whether you're searching for a full-time residence or a weekend sanctuary, this property delivers the perfect blend of rustic charm and modern comfort. The dramatic great room is the heart of the home, featuring soaring cathedral ceilings, walls of glass that frame the changing seasons, and a stunning stone fireplace with a wood stove insert that creates the perfect gathering place after a day outdoors. The chef's kitchen is thoughtfully designed with a gas cooktop, built-in double ovens, Hi-Mac solid surface countertops, and generous workspace for entertaining. The adjoining dining area is surrounded by oversized picture windows, bringing the outdoors in with breathtaking woodland views. Convenient first-floor living includes a spacious bedroom, full bath, and laundry/mudroom--ideal after hiking your own trails or tending the property. Upstairs, a loft overlooking the great room makes an inspiring home office, reading retreat, or cozy TV lounge. The private primary suite features an en suite bath and a charming Romeo & Juliet balcony where your morning coffee comes with birdsong and uninterrupted views of nature. The finished walk-out lower level expands the living space with room for guests, recreation, or movie nights, complete with a built-in bar ready for serving craft cocktails after a day of exploring the countryside. Step outside to the expansive wrap-around deck and experience the true magic of this property. Watch deer wander through the trees, listen to the breeze rustle the leaves, and enjoy complete seclusion in every season. A whole-house generator provides peace of mind year-round, while the detached metal garage offers abundant space for vehicles, tractors, outdoor equipment, and hobbies. A must see!

2640 New York 203 Stop 1, Kinderhook

$349,000

Recently renovated, this four-bedroom, two full bath home is ''move-in'' ready and waiting only for one's final touches. The level and grassed half-acre of land is sun drenched and sits nearby to 550+ acres of state-owned land - The Brickyard Preserve. Furnace, A/C, water heater, appliances and septic system are all under five years old. The walls of the full walkout basement are spray foamed, for added insulation, and the basement can be finished for added living space. The home has been updated by the previous owner to include a vaulted great room adding to the already comfortable first floor living space. There is also a first floor, generously sized and tiled full bath. Off the kitchen is a covered deck with open views to the very private rear yard. And the second floor has four spacious bedrooms centered around a second beautifully tiled full bath. Only ten minutes to Hudson or Kinderhook and surrounded by some of Columbia Country's finest meat, egg and produce farms and farm markets. Come and enjoy all the comforts and conveniences of this recently upgraded home.

4 Beds ⋅ 2 Baths ⋅ 202623225 MLS

Recently renovated, this four-bedroom, two full bath home is ''move-in'' ready and waiting only for one's final touches. The level and grassed half-acre of land is sun drenched and sits nearby to 550+ acres of state-owned land - The Brickyard Preserve. Furnace, A/C, water heater, appliances and septic system are all under five years old. The walls of the full walkout basement are spray foamed, for added insulation, and the basement can be finished for added living space. The home has been updated by the previous owner to include a vaulted great room adding to the already comfortable first floor living space. There is also a first floor, generously sized and tiled full bath. Off the kitchen is a covered deck with open views to the very private rear yard. And the second floor has four spacious bedrooms centered around a second beautifully tiled full bath. Only ten minutes to Hudson or Kinderhook and surrounded by some of Columbia Country's finest meat, egg and produce farms and farm markets. Come and enjoy all the comforts and conveniences of this recently upgraded home.

187 New York 9J, Stockport

$400,000

History, modern upgrades, and convenience all await you in this well maintained and loved home. Just 20 minutes from Albany, this updated 1763 farmhouse offers rare historic character with none of the guesswork - a new roof, new heat pump, new spray foam insulation, new gutters, newly fenced in yard and foundation parging mean the big-ticket items are already done. Set in the town of Valatie, this move-in-ready home combines small town convenience with an easy commute, making it a practical choice for anyone looking for space, character, and value close to the Capital Region. The thoughtfully designed floor plan makes everyday living effortless. The beautifully appointed kitchen sits at the heart of the home. A classic front porch opens into a gracious interior where the living and dining areas flow together, anchored by a cozy gas fireplace. Upstairs, the layout features a vaulted primary suite, complete with a walk-in closet and a spa-inspired en-suite bath featuring radiant heated floors and a soaking tub. Two additional spacious bedrooms share a beautifully updated full bath, and second-floor laundry adds everyday convenience. One of the best parts of living here is the lifestyle. Local favorites include The Aviary, Morningbird, Isola Wine & Tapas, and the beloved Samascott Garden Market and Orchards in Valatie or enjoy the easy access to Kinderhook with the Albany-Hudson Electric Trail. History, modern upgrades, and convenience all await you in this well maintained and loved home.

3 Beds ⋅ 3 Baths ⋅ 202622860 MLS

History, modern upgrades, and convenience all await you in this well maintained and loved home. Just 20 minutes from Albany, this updated 1763 farmhouse offers rare historic character with none of the guesswork - a new roof, new heat pump, new spray foam insulation, new gutters, newly fenced in yard and foundation parging mean the big-ticket items are already done. Set in the town of Valatie, this move-in-ready home combines small town convenience with an easy commute, making it a practical choice for anyone looking for space, character, and value close to the Capital Region. The thoughtfully designed floor plan makes everyday living effortless. The beautifully appointed kitchen sits at the heart of the home. A classic front porch opens into a gracious interior where the living and dining areas flow together, anchored by a cozy gas fireplace. Upstairs, the layout features a vaulted primary suite, complete with a walk-in closet and a spa-inspired en-suite bath featuring radiant heated floors and a soaking tub. Two additional spacious bedrooms share a beautifully updated full bath, and second-floor laundry adds everyday convenience. One of the best parts of living here is the lifestyle. Local favorites include The Aviary, Morningbird, Isola Wine & Tapas, and the beloved Samascott Garden Market and Orchards in Valatie or enjoy the easy access to Kinderhook with the Albany-Hudson Electric Trail. History, modern upgrades, and convenience all await you in this well maintained and loved home.

1400 Albany Avenue, Valatie

$937,000

Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 Fully Furnished Family Home/Turnkey Airbnb Investment. Panoramic views and exceptional space for large families, group getaways, or a turnkey short-term rental investment. Move-in ready. The light-filled main living area features a dramatic wall of windows showcasing the mountain views, a soaring stone fireplace, an open-concept floor plan perfect for entertaining. The kitchen is equipped with granite countertops, custom cherry cabinetry, newer appliances, & a large dining area where everyone can gather. The first-floor primary suite offers comfort and privacy with an oversized bathroom featuring a soaking tub, walk-in shower, bidet, and walk-in closets. An additional first-floor bedroom/office includes a closet, full bath, and sleeper couch. Upstairs you'll find two generous bedrooms with a shared bath, along with an open balcony overlooking the living and dining area below. The finished lower level boasts impressive 12-foot ceilings, two additional bedrooms, two full bathrooms, a large family room, and a recreation area-ideal for guests or extended family. Step outside onto the expansive trex deck and enjoy stunning Berkshire sunsets, entertain around the outdoor fire pit, or take advantage of the large cleared backyard with plenty of room for a future tennis court or in-ground pool. This home is being sold fully furnished and includes numerous extras: Backup generator Two game rooms with handcrafted checkers table, and backgammon, for the adults. And a second room for the kids with basketball shooting and a foosball table among other games. All with a private bathroom. Garage with extra refrigerator, mini refrigerator, air comp portable power tools, radial arm saw, and more. 220-volt outlet for convenient EV. Located just minutes from Queechy Lake, with lake access, excellent restaurants, Tanglewood, Lenox, Stockbridge, Chatham, Williamstown, Hudson & TSP, I90

6 Beds ⋅ 6 Baths ⋅ 202621701 MLS

Spacious 3-Story Berkshire Mountain Retreat Sleeps 16 Fully Furnished Family Home/Turnkey Airbnb Investment. Panoramic views and exceptional space for large families, group getaways, or a turnkey short-term rental investment. Move-in ready. The light-filled main living area features a dramatic wall of windows showcasing the mountain views, a soaring stone fireplace, an open-concept floor plan perfect for entertaining. The kitchen is equipped with granite countertops, custom cherry cabinetry, newer appliances, & a large dining area where everyone can gather. The first-floor primary suite offers comfort and privacy with an oversized bathroom featuring a soaking tub, walk-in shower, bidet, and walk-in closets. An additional first-floor bedroom/office includes a closet, full bath, and sleeper couch. Upstairs you'll find two generous bedrooms with a shared bath, along with an open balcony overlooking the living and dining area below. The finished lower level boasts impressive 12-foot ceilings, two additional bedrooms, two full bathrooms, a large family room, and a recreation area-ideal for guests or extended family. Step outside onto the expansive trex deck and enjoy stunning Berkshire sunsets, entertain around the outdoor fire pit, or take advantage of the large cleared backyard with plenty of room for a future tennis court or in-ground pool. This home is being sold fully furnished and includes numerous extras: Backup generator Two game rooms with handcrafted checkers table, and backgammon, for the adults. And a second room for the kids with basketball shooting and a foosball table among other games. All with a private bathroom. Garage with extra refrigerator, mini refrigerator, air comp portable power tools, radial arm saw, and more. 220-volt outlet for convenient EV. Located just minutes from Queechy Lake, with lake access, excellent restaurants, Tanglewood, Lenox, Stockbridge, Chatham, Williamstown, Hudson & TSP, I90

35 Whitetail Trace, Canaan

$2,299,000

Dual waterfront dock rights, the only house that has it on Copake Lake and Zekys Pond! Welcome to The Barn of Copake Lake, a rare and striking blend of historic charm and modern luxury set in one of the Hudson Valley's most desirable lake communities. Originally constructed in the 1800s and thoughtfully reimagined in 2012, this 3,000-square-foot barn conversion preserves its authentic character while embracing a clean, contemporary design. The result is a one-of-a-kind residence featuring soaring ceilings, oversized windows that flood the space with natural light, and a seamless open-concept layout ideal for both entertaining and everyday living. Inside, the home offers 3 spacious bedrooms and 3 full bathrooms, anchored by an expansive kitchen, living, dining, and family room. Modern finishes such as concrete countertops, a statement fireplace, and wide-plank flooring complement the barn's original architectural elements. Large sliding barn doors open to a generous deck, creating a seamless indoor-outdoor experience, perfect for relaxing or hosting. A hot tub, outdoor shower, spacious yard, and additional basement storage complete the property's versatile lifestyle offering. What truly sets this property apart is its unmatched waterfront access. It is the only home to offer frontage on Zeky's Pond and dock rights on Copake Lake, a combination that simply does not exist elsewhere in the area. Ideally located, The Barn is just a short walk to Copake Country Club, minutes from local skiing, and under 30 minutes to the Amtrak station in Hudson, offering easy access to New York City. With a proven rental history and standout design, The Barn of Copake Lake presents a compelling opportunity as a primary residence, weekend retreat, or investment property.

3 Beds ⋅ 3 Baths ⋅ 202619801 MLS

Dual waterfront dock rights, the only house that has it on Copake Lake and Zekys Pond! Welcome to The Barn of Copake Lake, a rare and striking blend of historic charm and modern luxury set in one of the Hudson Valley's most desirable lake communities. Originally constructed in the 1800s and thoughtfully reimagined in 2012, this 3,000-square-foot barn conversion preserves its authentic character while embracing a clean, contemporary design. The result is a one-of-a-kind residence featuring soaring ceilings, oversized windows that flood the space with natural light, and a seamless open-concept layout ideal for both entertaining and everyday living. Inside, the home offers 3 spacious bedrooms and 3 full bathrooms, anchored by an expansive kitchen, living, dining, and family room. Modern finishes such as concrete countertops, a statement fireplace, and wide-plank flooring complement the barn's original architectural elements. Large sliding barn doors open to a generous deck, creating a seamless indoor-outdoor experience, perfect for relaxing or hosting. A hot tub, outdoor shower, spacious yard, and additional basement storage complete the property's versatile lifestyle offering. What truly sets this property apart is its unmatched waterfront access. It is the only home to offer frontage on Zeky's Pond and dock rights on Copake Lake, a combination that simply does not exist elsewhere in the area. Ideally located, The Barn is just a short walk to Copake Country Club, minutes from local skiing, and under 30 minutes to the Amtrak station in Hudson, offering easy access to New York City. With a proven rental history and standout design, The Barn of Copake Lake presents a compelling opportunity as a primary residence, weekend retreat, or investment property.

192 Lakeview Road, Copake

$1,499,000

Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious bedrooms and 5 bathrooms, including an ideal in-law suite or private apartment setup for extended family, guests, or potential additional living space. The heart of the home is the incredible chef's kitchen--thoughtfully designed with generous work space, high-end finishes, and the kind of layout any chef or aspiring cook would absolutely love. Step outside to enjoy the wrap around deck overlooking the built-in saltwater pool and serene grounds, creating the perfect setting for entertaining or simply relaxing into total privacy. A 3-car garage plus an additional garage beneath the residence provide plenty of room for tractor, hobbies, and storage. This one-of-a-kind Chatham retreat combines elegant country living with modern convenience, all just a short drive to the charming villages, restaurants, and culture the Hudson Valley is known for.

6 Beds ⋅ 5 Baths ⋅ 202617663 MLS

Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious bedrooms and 5 bathrooms, including an ideal in-law suite or private apartment setup for extended family, guests, or potential additional living space. The heart of the home is the incredible chef's kitchen--thoughtfully designed with generous work space, high-end finishes, and the kind of layout any chef or aspiring cook would absolutely love. Step outside to enjoy the wrap around deck overlooking the built-in saltwater pool and serene grounds, creating the perfect setting for entertaining or simply relaxing into total privacy. A 3-car garage plus an additional garage beneath the residence provide plenty of room for tractor, hobbies, and storage. This one-of-a-kind Chatham retreat combines elegant country living with modern convenience, all just a short drive to the charming villages, restaurants, and culture the Hudson Valley is known for.

20 Stony Knoll, Chatham

$295,000

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

3 Beds ⋅ 2 Baths ⋅ 202616964 MLS

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

152 Main Street, Philmont

$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

$840,000

Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views in every season. The home offers three comfortable bedrooms and a full bath on the lower level, plus a private main bedroom en-suite on the top floor, along with an additional office or reading room ideal for work or quiet relaxation. An outdoor shower on the deck adds a special touch, allowing you to rinse off while taking in the lake scenery. A one-car garage with an attached workout or yoga room provides even more flexible space for hobbies and wellness. This custom-built 1980s home sits in a wooded compound that includes access to a tennis court and is just a short drive to premier Berkshire skiing and the rich cultural attractions of the region, including theaters, music, and museums

4 Beds ⋅ 3 Baths ⋅ 202610083 MLS

Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views in every season. The home offers three comfortable bedrooms and a full bath on the lower level, plus a private main bedroom en-suite on the top floor, along with an additional office or reading room ideal for work or quiet relaxation. An outdoor shower on the deck adds a special touch, allowing you to rinse off while taking in the lake scenery. A one-car garage with an attached workout or yoga room provides even more flexible space for hobbies and wellness. This custom-built 1980s home sits in a wooded compound that includes access to a tennis court and is just a short drive to premier Berkshire skiing and the rich cultural attractions of the region, including theaters, music, and museums

308 Shaker Ridge Drive, Canaan

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