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$475,000
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
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

$490,000
3 Beds 2 Baths 202621060 MLS
Welcome to lake living at its finest! Perfectly situated directly across from Kinderhook Lake, this lovingly maintained home offers breathtaking lake views from the living room and the lifestyle you've been dreaming of. Enjoy deeded lake access along with your own designated dock space, giving you the opportunity to install a dock and spend your days boating, fishing, kayaking, paddleboarding, or relaxing on the water. Cherished by the same family for 47 years, this 2,181 square foot home has been meticulously cared for and updated while maintaining its warmth and character. Situated on a generous lot with a detached two-car garage, there's plenty of room for vehicles, storage, hobbies, and outdoor entertaining. Major recent improvements provide peace of mind for years to come. In 2026, the home received new baseboard heaters, bathroom vent fans and six new light fixtures. In 2025, updates included a new electrical panel, resurfaced asphalt driveway, new front and rear exterior doors, upgraded upflush toilet system and a new garage door with opener. In 2024, the roof was replaced with new sheathing. Additional updates over the years include a professionally installed sump pump system, ThermalDry floating basement flooring, a beautifully updated kitchen featuring granite countertops, stainless steel appliances, and tile flooring, replacement windows, vinyl siding, a renovated lower level with recessed lighting, updated interior doors, and numerous other improvements that make this home truly move-in ready. Whether you're looking for a year-round residence, a weekend getaway, or the perfect place to create lasting memories, this property offers a rare combination of lake views, deeded lake access, private dock rights, extensive updates and decades of pride in ownership. Homes like this don't come along often. Don't miss your opportunity to own a special piece of Kinderhook Lake and start making memories that will last for generations.

28 Lakeview Drive

$799,000
3 Beds 1 Baths 202620821 MLS
Discover the perfect blend of privacy, space, and versatility with this custom-built 2,400 sq. ft. home nestled on 5.5 scenic acres. Featuring 3 bedrooms, 1 bath, and soaring cathedral ceilings, this one-of-a-kind property offers comfortable living with exceptional indoor and outdoor amenities. Step outside to your own private retreat, complete with an inground pool, pool house, greenhouse with a newer metal roof, basketball court, and beautifully landscaped grounds. Enjoy the beauty of mature plum, apple, pear, and mimosa trees, stunning Japanese maples, and a charming grape arbor that creates a peaceful setting for relaxing or entertaining. Ideal for car enthusiasts, hobbyists, or small business owners, the property includes an attached 4-car garage plus a separate insulated building with electric that accommodates up to three additional vehicles. The upper level offers a dedicated home office and a second finished room perfect for a gym, art studio, guest space, hobby room, or private retreat. Whether you're dreaming of a hobby farm, home-based business, workshop, studio, or simply a peaceful country escape with room to grow, this exceptional property offers endless possibilities. The combination of acreage, multiple outbuildings, abundant storage, recreation, and mature landscaping makes this a rare opportunity. Conveniently located while offering the privacy and tranquility of country living, this is more than a home--it's a lifestyle. Schedule your private showing today and experience everything this remarkable property has to offer. Virtual tour https://walkthruphoto.info/Public/25-Hawthorne-Hill-Rd-6-29-26/25-Hawthorne-Hill-Rd-6-29-26.mp4 3D tour https://youriguide.com/25-Hawthorne-Hill-Rd-6-29-26/

25 Hawthorne Hill Road

$525,000
3 Beds 2 Baths 202620781 MLS
Sweet, cozy, well maintained home on 4.5 acres of manicured rolling lawn. Three bedrooms, and an office/sitting room on the second floor. Walk in closet in main bedroom. Laundry on the second floor. Cozy living room fireplace on cold winter nights. Castle windows with a transferrable lifetime warranty. New roof with Helmut gutter system. Quaint country kitchen that is open to the living and dining rooms and looks out over the backyard. Sit on the back deck and be one with nature in your own Oasis with a creek to cool down in at the back of the yard. Easy access to The Berkshires, Chatham, Hudson, Albany. Move in ready. And a huge bonus, a giant size 2 car garage with a storage building/small business space/ retail shop attached, approx 65'x35' comes with this property. Endless opportunities here. Close to The Berkshires, Hudson, Chatham, TSP, I90, I87, Albany. Come experience it.

1188 U.S. 20

$285,000
3 Beds 2 Baths 202620740 MLS
Welcome to Milham Farmhouse, a circa 1860 Greek Revival center hall farmhouse set on a quiet country road just ten minutes from downtown Hudson, with pastoral farmland views, mature trees, and 1.3 acres offering ample room for gardens and a pool. Originally part of the Henry S. Milham and Cornelia Van Deusen farmstead, the property takes its name from a man described in period newspapers as one of Claverack's most respected citizens. Taken to the studs and ready for restoration, it offers the chance to bring a significant piece of Columbia County history back to its former glory. Many original details remain in place, including the handsome facade with original millwork, wood floors, clapboard siding, and a striking original exterior fieldstone chimney. Three bedrooms are framed; two bathrooms are roughed in, one with a sink and toilet in place. The electrical service has been updated with a modern panel, and an old carriage house on the grounds holds its own potential as a studio, workspace, or guest cabin. For the buyer ready to take on a restoration, Milham Farmhouse offers something increasingly hard to find: original character, substantial square footage, and a private setting that feels a world apart. Its nearest neighbors are old barns and working farms: Holmquest Farms and Greenhouse, MX Morningstar Farms, and Whistledown Farm, a landscape largely unchanged for generations. The eastern views reach toward Klocke Estate, five minutes down the road, where upscale dining and a distillery overlook the valley. Downtown Hudson, with restaurants, cafes, galleries, and the Amtrak station, is less than ten minutes away. Lake Taghkanic State Park, with a large lake and sandy beach, is fifteen minutes away. Few properties bring together this much history, this kind of landscape, and this proximity to Hudson. Finish it right, and Milham Farmhouse will be worth every bit of the effort.

295 Stone Mill Road

$694,000
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

$499,999
3 Beds 1 Baths 202620533 MLS
Welcome to your own private Hudson Valley retreat with breathtaking Hudson River and Catskill Mountain views. Exceptionally clean, well-maintained, and move-in ready, this home offers the perfect balance of comfort, scenery, and lifestyle. Enjoy peaceful mornings overlooking the river and relaxing evenings from the deck and hot tub surrounded by nature. Inside, the home features thoughtful updates, sun filled living spaces, and a warm, inviting layout designed for everyday living or weekend escapes. The walk-out basement is already plumbed and offers outstanding potential for additional finished living space, guest quarters, a home office, gym, recreation area, or possible in-law setup. A detached garage provides added storage, workshop possibilities, or future expansion opportunities. Perfectly positioned near the Stuyvesant Boat Launch, this property offers convenient access to kayaking, boating, fishing, and everything the Hudson Valley lifestyle has to offer. Whether you're searching for a full-time residence or a peaceful getaway, this property delivers privacy, views, and lasting value in one exceptional setting.

1169 NY-9J

$694,000
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

$1,599,000
6 Beds 5 Baths 202617663 MLS
Tucked away on 10 private acres in the heart of Chatham, this stunning country estate offers over 5,700+square feet of beautifully designed living space with the perfect balance of luxury, comfort, and privacy. Set far back from the road, the property welcomes you with peaceful surroundings, a scenic pond, and room to truly spread out and enjoy country living. Inside, the home features 6 spacious bedrooms and 5 bathrooms, including an ideal in-law suite or private apartment setup for extended family, guests, or potential additional living space. The heart of the home is the incredible chef's kitchen--thoughtfully designed with generous work space, high-end finishes, and the kind of layout any chef or aspiring cook would absolutely love. Step outside to enjoy the wrap around deck overlooking the built-in saltwater pool and serene grounds, creating the perfect setting for entertaining or simply relaxing into total privacy. A 3-car garage plus an additional garage beneath the residence provide plenty of room for tractor, hobbies, and storage. This one-of-a-kind Chatham retreat combines elegant country living with modern convenience, all just a short drive to the charming villages, restaurants, and culture the Hudson Valley is known for.

20 Stony Knoll

$599,000
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

$269,000
4 Beds 2 Baths 202615136 MLS
Tenants require 48hour notice to show and only after 10a.m. No Sunday showings preferred. All photos pre-occupancy. Easy living in this low-maintenance, fully renovated income home. Two two-bedroom apartments, each with refrigerator, range/oven, washer/dryer. Covered front porch with a second-floor veranda above. Bright, happy home. Cable/High-speed internet available. 3 miles to Chatham Village/schools, 9 to Hudson/Amtrak, and a stroll to town park w/tennis courts, Bartlett House cafe and Dairy Queen. A wonderful small-town feel while being minutes from shopping and popular attractions, including bustling Warren Street, Chatham's Main Street, Omi, Hawthorne Valley Farm Store/School, libraries, MacHaydn and Crandell Theaters. Shown by Appt Only. Tenants require a minimum of 48-72 hours' notice.

2261 State Route 66

$825,000
4 Beds 3 Baths 202614998 MLS
This home is perfect for entertaining, with multiple indoor and outdoor spaces. The custom-designed kitchen, complete with an ice maker, two separate ovens, and a gas stove, is ideal for hosting large holiday gatherings. The open living room and kitchen layout make it easy for conversation to flow. Upstairs, you'll find three oversized bedrooms, including a master suite with a newly remodeled bath featuring a jetted tub, walk-in tiled shower, and a customized walk-in closet. The secondary upstairs bath has also been updated. The basement offers a cozy finished area, and with its high ceilings, there's great potential to expand the space further. Outside, the bluestone patio with a fire pit and the expansive yard offer endless possibilities. The long driveway provides the privacy and seclusion you desire yet just 30 minutes to the Wassaic train station or Hudson Amtrak. Extras include a whole house generator and covered front porch perfect for morning coffee. Photos have been virtually staged.

521 Hall Hill Road

$495,000
202614562 MLS
Prime development opportunity in the heart of Hudson, NY, just a block from Warren Street and neighboring the beautifully restored Cannonball Factory. Three interconnected structures offer 4,400 square feet of versatile space: a historic brick building and two warehouse bays with wood frame truss construction, soaring ceilings, and an open, adaptable layout suited for office, retail, mixed-use, and beyond. Since last coming to market, the property has been advanced with structural stabilization, a full asbestos survey with clean results, and a new 400-amp electrical service, giving the next owner a meaningful head start. Located in an Opportunity Zone with significant capital gains tax incentives, this is a shovel-ready investment with the bones, location, and groundwork already in place. *Some photos have been virtually staged.

357 Columbia Street

$475,000
3 Beds 2 Baths 202613968 MLS
Lucrative income property in the center of a New England hamlet's business district. Minutes to Taconic State Parkway/ I90/ Berkshire Spur, 15 minutes to Lenox/ Tanglewood, 30 minutes Albany/ Capital Region. 3 buildings fully occupied incl 2BR/1.5BATH center hall 1930's home w/LG foyer staircase flanked by LG common RMS incl LR w/wood fireplace opposite spacious DR. Wood flrs throughout and leased for 2,300 dollars/MTH til 8/31/26. 2nd bldg is East Chatham Wine & Spirits store w/half-bath currently 1541 dollars/MTH-to-mth. 3rd bldg currently a funeral parlor/office w/half-bath 850 dollars/MTH til 4/30/26 All photos pre-occupancy. All units occupied. No interior liquor store photos. Tenants must approve all showings and provide access. 48HR notice minimum.

1129 New York 295

$299,000
2 Baths 202613557 MLS
1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

1135 NY-295

$299,000
3 Beds 2 Baths 202613554 MLS
1800's Hamlet icon. 1st floor retail, 2nd floor 3BR Apt. 3000sqft total incl 50x25' open retail space w/ 3/4 bath (incl shower), 2 storage rms and walkout to rear yard. 2nd flr features residential apt w/50' great rm LR/DR/Kitchen, 3 BRS, full bath. Detached 1.5-car garage plus parking on site and across the street. 8 miles to Berkshires, 5 to Chatham Village and I90/Taconic Parkway. High visibility on main NY-MA artery. Fantastic location for studio or professional spaces incl massage, acupuncture, attorney, chiropractor, accountant. Centrally located Columbia/Albany/Berkshire counties. Fully rented: 1st flr tenant 1100 dollars/mth; 2nd flr tenant 1750 dollars/mth. 24-48hr notice required to show. As a matter of brkrage policy, any co-op brokr comm, if offered, is payable solely and exclusively to a lic re brkr/brkrage company.

1135 New York 295

$395,000
3 Beds 1 Baths 202611576 MLS
Welcome to Queechy Lake Cottage, a vintage Hudson Valley retreat in a private community in Northern Columbia County. Built in the 1930s and renovated in 2017/18, this charming three bedroom cottage offers indoor-outdoor living perfect for a family with a large deck, screened-in porch, fire pit, and rare beach lake access. The open living area has vaulted ceilings and the large, lovely screened porch with mahogany wood floors extends the living area. Outside is a spacious deck for bbqing, entertaining or unwinding after a day at the lake. As a member of the Queechy Shores Association, this three-season cottage includes access to a private beach just a five-minute walk away, plus pontoon boat docking and mooring rights. Less than 2.5 hours from New York City, homes in this community are often passed down through generations.

127 Queechy Shores

$599,000
202611347 MLS
Rare opportunity to acquire 144+ acres of exceptional countryside spanning the Columbia-Rensselaer County border within the Townships of Stuyvesant and Schodack Landing. Offered as a combined purchase of the Ridge Road (93+ acres) and River Road (50+ acres) listings, this expansive property features extensive road frontage, mountain views, open farmland, wooded privacy, and a scenic meandering stream—creating a truly versatile land offering. The Ridge Road parcels include approximately 93+ acres across four parcels, with about 62 acres of actively cultivated hay fields benefiting from an agricultural tax exemption, along with wooded areas and a stream ideal for recreation and wildlife. The River Road parcels comprise approximately 50+ acres across two parcels, highlighted by a 2.2-acre building lot with 816 feet of road frontage and access to municipal sewer, plus an 80-foot private right-of-way over the rail tracks leading to the remaining acreage. Approximately 20 acres are currently farmed for hay, with a mix of open and wooded land beyond. Whether envisioned as a private estate, multi-home development, working farm, equestrian or livestock property, recreational or hunting retreat, or long-term investment, this combined offering provides rare scale, flexibility, and infrastructure in a peaceful rural setting. Ideally located just 15 minutes to downtown Albany, 40 minutes to Hudson, and approximately 2.5 hours from NYC, this is a unique opportunity to secure a large contiguous acreage with both privacy and accessibility.

L29A Ridge Road

$3,595,000
6 Beds 5 Baths 202528709 MLS
A rare offering of scale, privacy, and refinement, Bellavista Country Estate is a magnificent 12,000-square-foot Georgian brick residence set on over 25 secluded acres in the foothills of the Berkshires, perfectly positioned between the Hudson River Valley and the Berkshires. Designed for elegant country living at the highest level, the estate offers six to nine beautifully appointed bedrooms, including three full suites, five bathrooms, multiple fireplaces, a fully equipped eat-in kitchen, and a gracious formal dining room—an exceptional blend of timeless architecture and modern luxury. The grounds are equally compelling, featuring a spacious in-ground pool, a tranquil pond, and direct access to miles of hiking and snowshoeing trails, including those of the Old Chatham Hunt Club. Indoors, amenities rival those of a private resort, with a full gym, game and entertainment room, home theater, and a refined library creating an environment of comfort, recreation, and retreat. A finished attic and an impressive 4,500-square-foot barn with foosball and ping pong provide additional flexible space for leisure and gathering. Fiber-optic internet and a full-house generator ensure seamless modern living, while the estate's thoughtful infrastructure and meticulous maintenance support effortless year-round ownership. Bellavista stands as a premier private estate, offering a rare combination of total privacy, exceptional amenities, and enduring quality. Just minutes from Chatham, Hudson, and Kinderhook—and a short drive to Lenox, Stockbridge, and Great Barrington—the property is surrounded by acclaimed farm-to-table dining, art galleries, organic markets, and the historic Crandell Theater. Easily accessible via the Taconic Parkway or I-87 from New York City, I-90 from Boston, Amtrak to Penn Station, and Albany International Airport, Bellavista is as convenient as it is extraordinary.

147 Rock City Road

$109,888
3 Beds 2 Baths 202526860 MLS
Step back in time with this historic colonial home built in 1857, a rare opportunity to own a true piece of American history predating the Civil War. Rich with character and original charm, this property offers the perfect canvas for someone who appreciates historic homes and their timeless craftsmanship With thoughtful rehabilitation, this property presents significant upside potential, with an estimated after-repair value much, much higher. Conveniently located just minutes from the rail station, it combines historic charm with modern accessibility for commuters. Inside, you'll find three bedrooms and two baths, along with beautiful wood floors and two classic fireplaces that evoke the warmth and elegance of another era. The home also features a traditional summer kitchen, a charming reminder of 19th-century living that adds both historical significance and unique character.

45 County Route 26A

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