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10695 Route 22, Hillsdale
$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

L30.4 Old Gale Hill Road, New Lebanon
$245,000
202627750 MLS
Peace, privacy, and natural beauty come together on this expansive parcel of nearly 32 acres in New Lebanon. Set along quiet Old Gale Hill Road, the property offers a serene country setting surrounded by woods, with a substantial cleared area already completed and ready to be incorporated into your plans. A driveway has been started, adding to the property's accessibility and potential. The combination of open space and wooded acreage creates a versatile landscape with room to explore, enjoy the outdoors, or envision a private retreat surrounded by nature. The quiet setting is truly the standout feature here—peaceful, private, and removed from the everyday hustle. Just minutes from Hand Hollow Conservation Area and within easy reach of the Berkshires, the property offers convenient access to outdoor recreation, dining, arts, culture, and year-round attractions while maintaining the tranquility of a rural Columbia County setting. A rare opportunity to secure substantial acreage in a beautiful and peaceful corner of Columbia County, with the space and flexibility to make it your own.

L30.4 Old Gale Hill Road, New Lebanon

1711 County Route 27, Taghkanic
$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

67 River Street, Chatham
$125,000
202625080 MLS
Beautiful 8.5-acre piece of land composed of 2 parcels with an exceptional location near the Village of Chatham. The property includes approximately 1.8 acres within the Village, with municipal water and sewer located just up the road, offering convenient access to utilities. The land features plenty of cleared, usable acreage with room to build your dream home, create a small farm, or enjoy your own private country setting--subject to town approvals. A perc test has already been completed, adding valuable peace of mind for future planning. Enjoy the best of both worlds: peaceful open space with the Village of Chatham close by, providing convenient access to local shops, restaurants, services, and community amenities. A wonderful opportunity to create your ideal home or homestead in a beautiful, convenient Chatham location. Listing contains 2 parcels: 56.-1-39 and 56.18-1-4.

67 River Street, Chatham

2620 New York 9H, Kinderhook
$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, Kinderhook

L9.111 US Route 20, New Lebanon
$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, New Lebanon

276 E Hill Road, Austerlitz
$950,000
202622286 MLS
Take in the feel of the Adirondacks right here in Columbia County! 75 acres of majestic hardwoods and evergreens set among running streams and rock outcrops. Total privacy and seclusion but minutes from Chatham, Hudson and all things Hudson Valley or Stockbridge, Tanglewood and all things Berkshires The preferred building site has been cleared and access from East Hill Road is in place. The drive traverses a tree-lined stream complete with ferns and boulders. And, a newly constructed steel and concrete bridge will effortlessly bring you across. Just down an incline from the building site, you'll find a rustic cabin with wood burning stove and pavilion. In addition to the natural beauty of this parcel, adjacent and with over 400 acres of preserved woodlands is land owned by New York state - forever wild. Additionally, and just to the north of the state-owned land is the Edna St. Vincent Millay Society, known as Steepletop. This parcel is over 200 acres and encompasses the poet's gardens and home. Open to the public Create a lifestyle immersed in the sound of running water and the warmth of dappled sunlight coming through the trees. A home connected to the outdoors and an outdoors connected to the beauty and serenity of nature.

276 E Hill Road, Austerlitz

189 Covenant Circle, New Lebanon
$85,000
202621732 MLS
If you're seeking privacy in the woods with stunning seasonal views, this property offers incredible potential. The proposed building site, sits halfway up the land and has already begun to be cleared, giving you a head start on creating your dream retreat. The beginnings of a roadway are in place, though a full driveway will need to be completed to access the site. With additional clearing, you can unlock breathtaking west-facing views--perfect for sunsets and long-range scenery. From this elevated vantage point, you'll enjoy complete seclusion, with no visible neighboring homes for miles. Ideally located just a short drive from the Berkshires, Albany, Chatham, and Hudson, this property combines peaceful rural living with convenient access to culture, dining, and outdoor recreation. An annual HOA fee of 850 covers road maintenance, snow plowing, and general upkeep. Bring your vision and transform this private woodland setting into something truly special.

189 Covenant Circle, New Lebanon

1780 County Route 22, Valatie
$140,000
202620328 MLS
Opportunity awaits on this beautiful 5.8-acre parcel loaded with potential! Already cleared and featuring a roughed-in driveway, existing slab, dug well, and two septic systems, much of the groundwork has been started for you. Whether you're dreaming of building a private country estate, creating a multi-generational family compound, or exploring other possibilities, this property offers the space and flexibility to make it happen. With plenty of room to spread out and a variety of potential future uses, this is a rare chance to own acreage that's ready for your vision. Bring your ideas and imagine the possibilities! Situated in a prime location just 10 minutes from Chatham, Kinderhook or Valatie! Located in the Chatham CSD.

1780 County Route 22, Valatie

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