Columbia County Homes with Wooded Lot Description

Welcome to Columbia County, New York – a hidden gem nestled in the heart of the Hudson Valley. Known for its stunning natural landscapes, rich history, and vibrant communities, Columbia County offers an idyllic setting for those seeking a peaceful retreat from the hustle and bustle of city life. With rolling hills, picturesque farms, and charming small towns, this area is perfect for nature enthusiasts and families alike.

One of the standout features of Columbia County is its diverse range of homes, particularly those situated on wooded lots. Imagine waking up to the gentle sounds of nature, surrounded by towering trees and lush greenery. Homes with wooded lots in this region provide not just privacy, but also a sense of tranquility that is hard to find elsewhere. These properties often come with ample outdoor space, ideal for gardening, entertaining, or simply enjoying the serene environment.

Whether you’re looking for a cozy cottage or a spacious family home, Columbia County has something to suit every taste and lifestyle. The local real estate market is vibrant, offering a variety of options that capture the essence of rural living while still being conveniently located near modern amenities and cultural attractions.

With its stunning natural beauty, welcoming communities, and homes that blend seamlessly with the landscape, Columbia County is not just a place to live – it’s a place to thrive. Explore the possibilities of calling this enchanting region home, where your dream of a wooded retreat awaits!

Newest Columbia County Homes with Wooded Lot Description

$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

$155,000

202628205 MLS

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

L76.3 Avery Hand Road, New Lebanon

$248,000

202628023 MLS

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

10695 Route 22, Hillsdale

$489,000

4 Beds ⋅ 3 Baths ⋅ 202627971 MLS

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

19 Terrace Drive, New Lebanon

$285,000

202626946 MLS

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

1711 County Route 27, Taghkanic

$599,000

3 Beds ⋅ 2 Baths ⋅ 202626588 MLS

Beautifully Renovated Home on 1.56 Private Acres in Claverack, NY Welcome to your new home in beautiful Columbia County! Nestled on a peaceful cul-de-sac in Claverack, this beautifully renovated property offers the perfect blend of modern updates, comfortable living, and tranquil country surroundings. Step inside and discover a newly renovated kitchen featuring custom-made Shaker-style cabinetry, granite countertops, and new stainless-steel appliances. The adjoining dinette area flows naturally into a charming three-season sunroom, the perfect place to enjoy your morning coffee, unwind with a good book, or simply take in the serenity and quiet of the private backyard. The upper level features three bedrooms and a full bathroom, while the lower level offers additional living space with a welcoming family room centered around a stone, wood-burning fireplace -- a wonderful gathering spot on chilly evenings. An updated shower and second bathroom on the lower level add convenience and functionality. Throughout the home, you'll find hardwood floors, crown molding, and ceramic tile in both bathrooms, creating a warm and thoughtfully finished interior. Outside, the property sits on 1.56 acres with plenty of privacy and room to enjoy the outdoors. A one-car heated garage provides comfortable parking and additional storage, while two outdoor sheds offer even more space for tools, equipment, hobbies, or gardening. Additional features include a 1,000-gallon septic tank and a 141-foot-deep well. The home is located within the Taconic Hills School District. If you're looking for a renovated home with privacy, character, and peaceful Columbia County surroundings, this Claverack property is one to see!

313 Pine Circle, Claverack

$680,000

4 Beds ⋅ 2 Baths ⋅ 202626139 MLS

Welcome to Wynt Farmhouse. Set on nearly 13 pastoral acres, this circa 1850 clapboard farmhouse looks out over rolling meadows and far-reaching Taconic foothills and Berkshire views, just three miles from Hudson's Warren Street. Original moldings, door surrounds, and transom entry are preserved, alongside renovated bathrooms and period-correct wide plank floors. Zoned residential/commercial with 860 feet of frontage on a well-traveled route connecting Hudson, Ghent, Kinderhook, and Chatham, the property presents a live-work opportunity. An original dairy barn adds further potential as a studio, garage, workshop, storage or creative space. Currently a successful short-term rental, just ten minutes to the Hudson Amtrak station with service to NYC.

725 New York 66, Hudson

$285,000

1 Beds ⋅ 202626069 MLS

1711 County Route 27, Taghkanic

$1,300,000

4 Beds ⋅ 4 Baths ⋅ 202625723 MLS

Welcome to Bons Reves House, a beautifully designed escape on nearly seven acres in the Austerlitz hills. Built in 1985 and meticulously renovated and expanded in 2012 and 2025, this 4-bedroom, 3.5-bath contemporary feels like a luxury treehouse hidden among mature hardwoods. Custom millwork, natural stone and wood surfaces, bespoke plaster treatments, and a true country kitchen give the gracious, flowing layout real character. A four-season sunroom, wraparound Trex deck, and professionally landscaped grounds extend living outdoors. Just 15 minutes from Chatham, 20 to Great Barrington, MA, and 35 minutes to Hudson, this is a home built as much for weekend entertaining as it is for quiet days spent resting and recharging.

351 Dugway Road, Austerlitz

$729,900

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

$499,000

3 Beds ⋅ 2 Baths ⋅ 202625134 MLS

Open House Sat. 10/24 & Sun. 10/25- 11-1pm. Welcome to this meticulous and inviting home that has been cared for by the same owners for 30 years! This is a must see property with plenty of space. 1889 sq. feet plus a full basement. Two car attached garage that has additional overhead storage. The spacious eat in kitchen opens up to a step down family room overlooking the private back yard. There is also a formal living room, dining room and half bath all on the first floor. Outdoors you can enjoy the beautifully landscaped 1.6 acres during any season. There is plenty of room to store your recreational equipment and still have space for gatherings of any size. The spacious two story outbuilding with electrical gives you multiple options: Workshop, studio, home business or just an abundance of extra storage. You will love the location of this tree lined cul-de-sac neighborhood. Explore the vast history & activities surrounding this area. Access to the Albany-Hudson Electric Trail is right around the corner. Tis the season for all your fall events and this is the area to take advantage of every one! Stunning fall foliage, apple orchards and multiple local village festivities. If you are a commuter this location is great, 25 minutes to East Greenbush, Rensselaer or Albany, 30 to Troy or Hudson & 45 to Pittsfield Mass. Pride in ownership shines through. If you need a home that is spotless and move-in condition....You're Welcome! Some room photos are virtually staged.

40 Knollwood Drive, Valatie

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Columbia County Homes with Wooded Lot Description

Newest Columbia County Homes with Wooded Lot Description

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