Columbia 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 Homes with Wooded Lot Description

$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

$346,500

3 Beds ⋅ 1 Baths ⋅ 202625589 MLS

A true sanctuary for animal lovers, homesteaders, or anyone seeking open land and timeless charm. Built in 1865, this classic farmhouse has stood the test of time, lovingly cared for by the same owner for over 60 years. The home features two bedrooms plus an office/third bedroom, living room and family room with a wall of windows overlooking sweeping fields, country kitchen with an adjacent sunroom offering panoramic views, one bath, UV water filtration system, whole house generator for peace of mind, well maintained mechanicals throughout. This home blends historic character with practical updates, offering comfort, warmth and endless views of nature. Set on 12 acres, much of it is cleared and ready for horses, cows, hobby farming, expansive gardens or simply enjoying the tranquil rural setting. Perennial gardens and fruit trees surround the home, creating a true oasis. A remarkable three-story English Gunstock barn, upgraded and renovated in 1999, featuring a metal roof, 200 amp service, partially insulated with extraordinary craftsmanship and history. This barn is a rare find, ideal for animals, storage, workshops or creative use. Additional outbuildings include a heated, insulated cedar chicken/small animal coop with lights. A 4 car garage with a newer roof, underground power and a wood stove, perfect for the car enthusiast. A greenhouse or multi use structure (owner was a license wildlife rehabilitator and used it for a Turtle Enclosure), built to last, and a small pavilion for gatherings or quiet moments outdoors. A historic homestead with modern comforts, this property offers unmatched potential and a setting that's hard to find. Country but close to NYS thruway, the Berkshires for skiing and culture, Hudson, Chatham, and only a bit more than 2.5 hours to NYC or Boston. Call the listing agent to make an appointment to see this one.

199 Flints Crossing

$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

$524,900

3 Beds ⋅ 2 Baths ⋅ 202625134 MLS

Welcome to this stunning home that has been cared for by the same owners for 30 years! If you have been waiting for a move-in-condition 3 bed. 1 1/2 bath. 1800+ sq. foot home on a beautiful 1.6 acre private lot- then you must see this one. There is plenty of space inside & out to enjoy this property during any season. Relax in the cozy family room with a fire in the propane stove and view of the back yard. The spacious two story outbuilding with it's own electrical gives you multiple options: Workshop, Hobby space, gym or just an abundance of storage. Knollwood is a cul-de-sac street & one of Valatie/Kinderhook's most sought after neighborhoods. There is an abundance of history & activities surrounding this area, if you like to take scenic bike rides or walks access to the Albany-Hudson Electric Trail is right around the corner. Commuting from this location is also a bonus- 25 minute drive to Albany, 35 to Troy, 30 to Hudson & 45 to Pittsfield Mass. Many updates have been done throughout the years. Home is wired for a generator. Schedule your showing today, this one is special!

40 Knollwood Drive

$549,000

2 Beds ⋅ 2 Baths ⋅ 202624945 MLS

Blacksmith House was born ''The Town Ax'', a Ghent farmhouse rebuilt and renovated so its history comes with modern ease. Roughhewn beams from the original structure run through every room. A wood stove sits in the original stone hearth, anchoring the living room. The eat-in kitchen mixes knotty pine, granite, and stainless steel. The main floor bath keeps a clawfoot tub. Upstairs are two bedrooms, and a bath. The primary suite boasts its own private balcony. A skylit third floor flexes as guest space, studio, or office. Period antiques and primitive Americana throughout are available for purchase. Outside enjoy two-plus private, wooded acres from the vantage of a full-width front porch overlooking a grand stone staircase, wildflower plantings, and a four-person barrel sauna. Art Omi and Ten Barn Farm are minutes away. New York City is two and a half hours by car -- or take Amtrak to Hudson, a short drive from the door

5 Link Road

$450,000

2 Beds ⋅ 3 Baths ⋅ 202624527 MLS

This property is full of potential. It offers 2 units with one bedroom each. The home is an old pole barn and comes with a ton of history and a unique layout. With an abundance of garage space and land, there are endless possibilities for workshops, vehicles or creative projects. The home does need a new roof - priced accordingly.

3648 Horseshoe Drive

$930,000

202623958 MLS

A rare opportunity to own 61.84 acres of farmland in historic Kinderhook, where the landscape and agricultural tradition have been intertwined for centuries. Ideally situated approximately 1.5 miles from the Martin Van Buren National Historic Site and less than five minutes from the Village of Kinderhook, this expansive tract offers the opportunity to become part of an enduring Hudson Valley farming legacy while envisioning its next chapter With frontage along both Mile Hill Road and Route 9H, the property offers exceptional accessibility and versatility across more than 61 acres of open country. An existing well utilized for irrigation and an on-site 100 SF storage garage add valuable infrastructure for continued use. Preserve and cultivate the land, or explore the possibilities to subdivide, creating a remarkable private country estate surrounded by the pastoral beauty for which Columbia County is known. Just minutes away, historic Kinderhook offers an impressive blend of art, culture, history, dining and village life, highlighted by The School: Jack Shainman Gallery, a major contemporary art destination, along with charming local shops and restaurants, and Samascott Orchards. Kinderhook's story has long been connected to the land. Its early settlers established farms throughout the area, creating an agricultural heritage that remains an integral part of the community's character today. Opportunities of this scale and character are increasingly difficult to replicate. Bring your vision to Kinderhook.

2620 New York 9H

$160,000

202623883 MLS

Seller financing is available! This picturesque property offers a beautiful creek, mature timber, abundant wildlife, and exceptional privacy, making it an ideal investment or private retreat. With versatile mixed-use zoning, the possibilities are wide open; build a cabin or future homesite, create your own hunting or recreational getaway, hold the property as a long-term land and timber investment, or bring a business, farm, or other creative vision to life. An up-to-date survey is available from the seller and will be provided to the buyer, offering valuable information for planning and evaluating the property. The property features a flowing creek highlighted in the newly updated photos, rolling natural terrain, plenty of room to explore or build, and rare development flexibility for a parcel of this size in New Lebanon. With attractive pricing and seller financing available, this is a great opportunity to secure your own Upstate getaway while investing in land with long-term potential. Schedule a private showing and come walk the creek before this opportunity is gone!

L9.111 US Route 20

$895,000

4 Beds ⋅ 4 Baths ⋅ 202623738 MLS

Hidden along a quiet country road and on over 6 private acres surrounded by beautifully maintained forest and winding trails, the property offers a lifestyle where comfort, efficiency, and nature coexist in harmony. Spanning 3,396 square feet, the residence has been thoughtfully designed, meticulously maintained, and was constructed using Insulated Concrete Forms (ICF) from the foundation to the roof--an advanced building method seldom found in residential construction. Renowned for superior strength, remarkable energy efficiency, exceptional sound insulation, and lasting durability. Modern comforts include central air conditioning, central vacuum, and high-efficiency mechanical systems, complementing the home's advanced construction and remarkably low operating costs. On the main level, an open-concept floor plan is filled with natural light and framed by peaceful woodland views. Rich bamboo flooring throughout creates a warm and sophisticated atmosphere. The chef's kitchen features a commercial-grade range, solid wood cabinetry with pull-out storage, and generous workspace. Two spacious primary suites with private baths finish this level, offering exceptional flexibility for owners and guests alike. The ground level includes radiant heated tile floors, impressive 9-foot ceilings, a spacious family room, a third bedroom suite with a full bath, a fourth bedroom/office, a convenient half bath, and a well-appointed utility and mudroom. Outside, a welcoming front porch overlooks the peaceful landscape, while maintained woodland trails invite morning walks or afternoon adventures. The setting is exceptionally private, while remaining close to the charming villages of Germantown, Hudson, Rhinebeck, Red Hook, and Tivoli, offering the very best of Hudson Valley living.

404 Church Avenue

$1,950,000

4 Beds ⋅ 3 Baths ⋅ 202623153 MLS

Commanding one of the highest residential elevations in the Hudson Valley, this extraordinary custom home captures breathtaking, uninterrupted views of the Catskill Mountains and Hudson Valley, with spectacular sunsets, endless skies, and exceptional stargazing. Designed for luxurious everyday living and effortless entertaining, the home features a chef's kitchen with premium Bosch, Sub-Zero, and other high-end stainless steel appliances, a gas cooktop, butler's bar, and custom cabinetry by renowned Vormer Cabinetry of Hillsdale. High-performance Pella windows frame the panoramic views, while a dramatic stone fireplace with a reclaimed wood mantel anchors the great room. A marble gas fireplace adds warmth to the den. The primary suite enjoys stunning views and includes a spa-inspired bath, laundry, and generous closet space. A spacious two-car garage offers abundant storage for outdoor gear, perfectly complementing the property's proximity to Queechy Lake, Stockbridge Bowl, and year-round recreation. Smart home features include app-controlled security cameras and HVAC. Expansive decks and patios overlook the mountains, complemented by multiple fire pit and grilling areas, a heated saltwater pool, and a charming pool house with its own outdoor kitchen patio. The walkout lower level opens to an additional stone patio and fire pit. Raised garden beds, ornamental gardens, and fenced vegetable gardens with programmable drip irrigation complete the landscape. Flexible living space provides additional guest accommodations, and a whole-house generator offers year-round peace of mind. An additional five-acre parcel is included, offering the opportunity to build a guest house, studio, or office (subject to approvals). Located on privately maintained roads, this exceptional retreat offers privacy just minutes from Chatham, Hudson, and the Berkshires, with easy access to acclaimed dining, shopping, cultural destinations including Tanglewood and Jacob's Pillow, the TSP and NYC.

116 Ridge Road

$529,000

3 Beds ⋅ 3 Baths ⋅ 202622940 MLS

NEW PRICE!! Welcome to this pristine country chalet, perfectly situated on a quiet country road and offering the ideal blend of rustic charm and modern comfort. Whether you're searching for a full-time residence, weekend retreat, or investment property, this home checks every box. The spacious main level features a primary bedroom with an ensuite bath, along with a second bedroom and convenient half bath. Beautiful pine floors and tongue-and-groove knotty pine extend throughout the hallway, living room, kitchen, and dining area, creating a warm, inviting atmosphere. A soaring cathedral ceiling with dramatic trapezoid windows fills the home with natural light, while sliding glass doors open to a brand-new Trex wraparound deck overlooking a private wooded setting--perfect for relaxing on cool summer evenings. The upper-level loft offers a private balcony overlooking the main living area and includes a bedroom, full bath, and sitting area, making it ideal for guests or a peaceful retreat. The full basement features 10-foot ceilings, a patio door, and a separate exterior entrance, providing endless possibilities for storage, a workshop, recreation space, or future finishing. Oversized, heated garage makes a perfect spot for car enthusiasts or a place for all the toys. Recent improvements and features include a new UV water treatment system, splits system, Buderus boiler, radon mitigation system, and 200-amp electrical service. Perfect as a country vacation home, Airbnb, or year-round residence. Ideally located just minutes from the Taconic State Parkway, I-90, and the New York State Thruway, with easy access to the Berkshires, Hudson, and the charming Village of Chatham. Albany is less than 30 minutes away, offering the perfect balance of peaceful country living and convenient access to shopping, dining, arts, and entertainment.

255 Old Gale Hill Road

$475,000

4 Beds ⋅ 3 Baths ⋅ 202621757 MLS

Back on the market buyers interest changed. 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

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