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$475,000

Step back in time and discover the warmth of country living in this custom-built log home, perfectly situated on a sprawling, open lot. Located on a quiet country road where privacy abounds, this property is a rare find for those seeking peace without sacrificing convenience. **Interior Highlights:** Built in the 1980s and meticulously updated, the home welcomes you with soaring cathedral ceilings in the living room and beautiful tongue-and-groove pine throughout. Modern comforts blend seamlessly with rustic charm, featuring newer hardwood floors, updated windows, and a durable newer roof. The versatile layout includes: - **Main Level:** A primary bedroom, full bath, and a dedicated laundry room for easy one-floor living. - **Upper Level:** A second primary bedroom along with two additional bedrooms and another full bath. - **Lower Level:** A full, walk-out basement complete with its own bathroom--perfect for a workshop, gym, or recreation space. **Outdoor Living:** Relax and entertain on your choice of front or back decks, overlooking a serene landscape. Cozy up inside during cooler months with the charming gas wood stove. **Prime Location:** Enjoy the best of the region with close proximity to Hudson, Chatham, and the Berkshires. Commuting is a breeze with easy access to the TSP, I-90, and the NYS Thruway--all while being just 25 minutes from Albany. This home is truly move-in ready. Schedule your tour today to experience this private retreat for yourself!

4 Beds ⋅ 3 Baths ⋅ 202621757 MLS

Step back in time and discover the warmth of country living in this custom-built log home, perfectly situated on a sprawling, open lot. Located on a quiet country road where privacy abounds, this property is a rare find for those seeking peace without sacrificing convenience. **Interior Highlights:** Built in the 1980s and meticulously updated, the home welcomes you with soaring cathedral ceilings in the living room and beautiful tongue-and-groove pine throughout. Modern comforts blend seamlessly with rustic charm, featuring newer hardwood floors, updated windows, and a durable newer roof. The versatile layout includes: - **Main Level:** A primary bedroom, full bath, and a dedicated laundry room for easy one-floor living. - **Upper Level:** A second primary bedroom along with two additional bedrooms and another full bath. - **Lower Level:** A full, walk-out basement complete with its own bathroom--perfect for a workshop, gym, or recreation space. **Outdoor Living:** Relax and entertain on your choice of front or back decks, overlooking a serene landscape. Cozy up inside during cooler months with the charming gas wood stove. **Prime Location:** Enjoy the best of the region with close proximity to Hudson, Chatham, and the Berkshires. Commuting is a breeze with easy access to the TSP, I-90, and the NYS Thruway--all while being just 25 minutes from Albany. This home is truly move-in ready. Schedule your tour today to experience this private retreat for yourself!

122 Adams Crossing Road

$528,000

Charming Village Living in the Heart of Kinderhook. Welcome home to a quaint, characer-filled property tucked on a quiet street just steps from the village square. Open-concept living and undeniable charm greet you the moment you walk through the front door - into a bright living room featuring a propane fireplace, skylights and a second-floor balcony overlook. Gleaming bamboo floors flow into the kitchen, where stone countertops, modern cabinetry and new stainless-steel appliances come together for a fresh, functional space. The secluded dining area opens seamlessly to a three-season room at the rear of the home - with registered architectural plans aleady in place (and transferable to the new owners) for a full family room addition on this footprint. The home offers three bedrooms: two on the main floor and a private master suite with en-suite bath upstairs. Both levels include full bathrooms with walk-in showers and jacuzzi tub. Upstairs, an open balcony area awaits your personal touch - ideal as a home office, reading nook or game room. Move-in ready and thoughtfully updated throughout, this home is within walking distance of Kinderhook's restaurants, village square, library, and bookstore - offering the charm of a historic village with all the conveniences of daily life. Whether as a full-time residence or a weekend retreat, this is village living at its best. Homes like this don't last - schedule your showing today.

3 Beds ⋅ 2 Baths ⋅ 202621723 MLS

Charming Village Living in the Heart of Kinderhook. Welcome home to a quaint, characer-filled property tucked on a quiet street just steps from the village square. Open-concept living and undeniable charm greet you the moment you walk through the front door - into a bright living room featuring a propane fireplace, skylights and a second-floor balcony overlook. Gleaming bamboo floors flow into the kitchen, where stone countertops, modern cabinetry and new stainless-steel appliances come together for a fresh, functional space. The secluded dining area opens seamlessly to a three-season room at the rear of the home - with registered architectural plans aleady in place (and transferable to the new owners) for a full family room addition on this footprint. The home offers three bedrooms: two on the main floor and a private master suite with en-suite bath upstairs. Both levels include full bathrooms with walk-in showers and jacuzzi tub. Upstairs, an open balcony area awaits your personal touch - ideal as a home office, reading nook or game room. Move-in ready and thoughtfully updated throughout, this home is within walking distance of Kinderhook's restaurants, village square, library, and bookstore - offering the charm of a historic village with all the conveniences of daily life. Whether as a full-time residence or a weekend retreat, this is village living at its best. Homes like this don't last - schedule your showing today.

43 William Street

$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

$694,000

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

3 Beds ⋅ 2 Baths ⋅ 202620622 MLS

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$694,000

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

4 Beds ⋅ 3 Baths ⋅ 202620368 MLS

Escape to your own private retreat! Nestled on 22.2 scenic acres and backing directly to Hand Hollow State Forest, this unique property offers the perfect blend of country living, recreation, and convenience.The charming 2,000-square-foot Cape features 3 bedrooms, 2 full baths, a dedicated home office, and a sun-filled sunroom where you can relax and enjoy peaceful Mountain views and surrounding landscape. A standout feature of the property is the impressive 28' x 36' heated garage and workshop, complete with abundant storage space for vehicles, equipment, and all your recreational toys. Above the garage, you'll find a separate 960-square-foot apartment with its own septic system--ideal for guests, extended family, rental income, or a private home office. Outdoor enthusiasts will love the direct access to nature and the property's prime location. Enjoy hiking &, snowmobiling and exploring right from your backyard. Conveniently located just 20 minutes from Jiminy Peak, 30 minutes from Albany, 5 minutes from Lebanon Valley Speedway, and a short drive to both Chatham and the Berkshires, you'll have easy access to year-round recreation, dining, shopping, and entertainment.Whether you're looking for a full-time residence, multi-generational living opportunity, hobby farm potential, or the ultimate weekend getaway, this one-of-a-kind property offers endless possibilities.

2439 County Route 5

$625,000

This isn't just a house, it's a destination and one that you'll never want to leave. Drive in the brand new circular paved driveway, and you'll be greeted by a totally upgraded, custom, airy and bright home complete with central air, vermont casting gas stove for cozy winter nights, 3 bedrooms, 2.5 baths, finished basement, gorgeous kitchen open to the dining and living rooms, then on to the spacious deck surrounded with ever blooming professionally designed perennial gardens and a fire pit. This one has it all. Fenced back yard with dog fence, 12x20 shed. Appliances are all newer. Conveniently located to shopping and all things Columbia County.

2 Beds ⋅ 3 Baths ⋅ 202620365 MLS

This isn't just a house, it's a destination and one that you'll never want to leave. Drive in the brand new circular paved driveway, and you'll be greeted by a totally upgraded, custom, airy and bright home complete with central air, vermont casting gas stove for cozy winter nights, 3 bedrooms, 2.5 baths, finished basement, gorgeous kitchen open to the dining and living rooms, then on to the spacious deck surrounded with ever blooming professionally designed perennial gardens and a fire pit. This one has it all. Fenced back yard with dog fence, 12x20 shed. Appliances are all newer. Conveniently located to shopping and all things Columbia County.

2 Sky View Lane

$599,000

Move right in! Enjoy the best of both worlds at 22 Van Winkle Road -- a sophisticated retreat tucked away in the serene ''Silent Zone'' of Hudson's sought-after Academy Hill community. This spacious 4-bedroom plus den, 3 full bath townhome offers stunning Hudson River and mountain views, blending peaceful suburban privacy with convenient access to the vibrant energy of nearby Warren Street's acclaimed dining, breweries, art galleries, and boutiques. Bring your own vision and personal touches to this generously sized home featuring two fireplaces, a relaxing jet bath, finished basement and two private balconies and deck overlooking the Catskill and Berkshire mountains. A scenic walking path with breathtaking views adds to the tranquil setting. Whether you are seeking a stylish primary residence, weekend escape, or investment opportunity, the low-maintenance lifestyle allows more time to enjoy the nearby Greenport Conservation area or hop on Amtrak for an easy trip to NYC. Discover modern convenience, natural beauty, and Hudson Valley charm in a community that truly offers it all.

4 Beds ⋅ 3 Baths ⋅ 202615994 MLS

Move right in! Enjoy the best of both worlds at 22 Van Winkle Road -- a sophisticated retreat tucked away in the serene ''Silent Zone'' of Hudson's sought-after Academy Hill community. This spacious 4-bedroom plus den, 3 full bath townhome offers stunning Hudson River and mountain views, blending peaceful suburban privacy with convenient access to the vibrant energy of nearby Warren Street's acclaimed dining, breweries, art galleries, and boutiques. Bring your own vision and personal touches to this generously sized home featuring two fireplaces, a relaxing jet bath, finished basement and two private balconies and deck overlooking the Catskill and Berkshire mountains. A scenic walking path with breathtaking views adds to the tranquil setting. Whether you are seeking a stylish primary residence, weekend escape, or investment opportunity, the low-maintenance lifestyle allows more time to enjoy the nearby Greenport Conservation area or hop on Amtrak for an easy trip to NYC. Discover modern convenience, natural beauty, and Hudson Valley charm in a community that truly offers it all.

22 Van Winkle Road

$12,750,000

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

$625,000

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