Columbia County Real Estate

Welcome to Columbia County, New York—a hidden gem nestled in the heart of the Hudson Valley. Known for its breathtaking landscapes, rich history, and vibrant arts scene, Columbia County offers a unique blend of rural charm and modern amenities, making it an ideal place to call home.

Spanning across 645 square miles, Columbia County is characterized by rolling hills, lush farmlands, and picturesque rivers. The county is home to several charming towns and villages, including Hudson, Chatham, and Kinderhook, each boasting its own distinct character and community spirit. Hudson, once a bustling port city, now thrives as a cultural hub with its eclectic shops, art galleries, and farm-to-table restaurants.

For outdoor enthusiasts, Columbia County is a paradise. With ample opportunities for hiking, fishing, and boating, the scenic beauty of the Catskill Mountains and the Hudson River is always within reach. The county also hosts numerous parks and nature preserves, providing residents with endless opportunities to explore the great outdoors.

Culturally rich, Columbia County is home to a variety of events and festivals that celebrate local art, music, and cuisine. The county's commitment to preserving its historical landmarks is evident in its well-maintained architecture, from charming Victorian houses to historic barns.

Whether you're seeking a peaceful retreat or a vibrant community, Columbia County has something to offer everyone. Embrace the beauty, history, and warmth of this extraordinary region, and discover why so many choose to make Columbia County their home.

Newest Listings in Columbia County

$620,000

3 Beds ⋅ 3 Baths ⋅ 202629528 MLS

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

160 Dahlgren Road, Valatie

$18,000

202629489 MLS

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

0L County Route 13, Chatham

$565,000

3 Beds ⋅ 2 Baths ⋅ 202629451 MLS

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

16 Oakwood Boulevard, Hudson

$499,000

4 Beds ⋅ 3 Baths ⋅ 202629175 MLS

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

46 Hawthorne Drive, Kinderhook

$399,000

3 Beds ⋅ 1 Baths ⋅ 202629099 MLS

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

5 Harry Howard Avenue, Hudson

$3,495,000

10 Beds ⋅ 7 Baths ⋅ 202629089 MLS

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

38 Sigler Road, Pine Plains

$1,650,000

4 Baths ⋅ 202628963 MLS

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

47 Old Post Road, Ghent

$650,000

3 Beds ⋅ 1 Baths ⋅ 202628957 MLS

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

6550 Hill Street, Hudson

$275,000

3 Beds ⋅ 1 Baths ⋅ 202628788 MLS

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

184 The Concourse, Kinderhook

$695,000

3 Beds ⋅ 1 Baths ⋅ 202628649 MLS

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

25 Hawthorne Hill Road, New Lebanon

$249,000

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

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

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Columbia County Real Estate

Newest Listings in Columbia County

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