Refine Search
Map
Sort by
$525,000
3 Beds ⋅ 2 Baths ⋅ 202620781 MLS
Welcome home to this sweet, impeccably maintained property nestled on 4.5 acres of beautifully manicured rolling lawns. Move-in ready and full of charm, this inviting home offers the perfect balance of comfort, privacy, and opportunity. The second floor features three spacious bedrooms, a versatile office or sitting room, convenient second-floor laundry, and a walk-in closet in the primary bedroom. On chilly winter evenings, gather around the cozy fireplace in the open living room. The quaint country kitchen opens seamlessly to the dining and living areas, creating an ideal space for entertaining while offering peaceful views of the backyard. Step outside onto the back deck and enjoy your own private oasis, where a gently flowing creek provides the perfect place to relax and cool off while surrounded by nature. Thoughtful updates include Castle Windows with a transferable lifetime warranty and a new roof with a LeafFilter gutter protection system, offering peace of mind for years to come. A truly exceptional bonus is the massive approximately 65' x 35' detached two-car garage with an attached storage building, workshop, retail space, or small business area. Whether you're an entrepreneur, hobbyist, collector, or simply need abundant storage, the possibilities are endless. Conveniently located with easy access to the Berkshires, Hudson, Chatham, Albany, the Taconic State Parkway, I-90, and I-87, this property combines peaceful country living with exceptional accessibility. Come experience everything this unique property has to offer--you may just find your forever home.

1188 U.S. 20
$245,000
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
$549,000
2 Beds ⋅ 1 Baths ⋅ 202620692 MLS
MLS Public Remarks: ''Our Little Oasis'' is how the owners describe this thoughtfully updated 1960s ranch in the heart of Hudson. Set back from Worth Avenue, the home offers a private backyard with subtle outdoor lighting, Catskill Mountain sunsets, and plenty of space for gardening and entertaining. Relax at the end of the day with a glass of wine in the hot tub and enjoy the peaceful surroundings. The interior features two bedrooms, a beautifully remodeled kitchen with granite countertops and new appliances, a renovated full bathroom with radiant heated flooring, refinished original hardwood floors, and a cozy wood-burning fireplace. The finished lower level offers flexible space for a home office, game room, guests, hobbies, or a potential third bedroom. EXTENSIVE RECENT IMPROVEMENTS INCLUDE: New roof; newly paved driveway; new stone retaining wall with staircase; new concrete front sidewalk and steps; new rear concrete patio; repointed chimney; new garage door; remodeled kitchen; renovated bathroom with radiant heated flooring; refinished hardwood floors; and a security system. Additional amenities include a three-season porch, hot tub, attached garage currently used as a workshop and storage area, natural gas, and public water and sewer. Located near the top of Warren Street, the home is within walking distance of Hudson's restaurants, galleries, shops, farmers markets, and cultural attractions. Approximately five minutes by car to the Hudson Amtrak station.

84 Worth Avenue
$470,000
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
$625,000
2 Beds ⋅ 3 Baths ⋅ 202620365 MLS
This isn't just a house, it's a destination and one that you'll never want to leave. Drive in the brand new circular paved driveway, and you'll be greeted by a totally upgraded, custom, airy and bright home complete with central air, vermont casting gas stove for cozy winter nights, 3 bedrooms, 2.5 baths, finished basement, gorgeous kitchen open to the dining and living rooms, then on to the spacious deck surrounded with ever blooming professionally designed perennial gardens and a fire pit. This one has it all. Fenced back yard with dog fence, 12x20 shed. Appliances are all newer. Conveniently located to shopping and all things Columbia County.

2 Sky View Lane
$279,900
3 Beds ⋅ 1 Baths ⋅ 202620053 MLS
Freshly painted and full of country charm, this inviting East Chatham home offers breathtaking long-range views, peaceful surroundings, and a quaint setting perfect for enjoying the beauty of Columbia County. Relax and take in the scenic countryside while still being conveniently located near shopping, dining, and everyday amenities. Enjoy easy access to outdoor recreation and local attractions, including Catamount Mountain Resort, The Fields Sculpture Park, Kaaterskill Falls, Hand Hollow State Forest, Ooms Conservation Area, and the charming villages of Chatham and Old Chatham. Conveniently located approximately 25 minutes to East Greenbush, 35 minutes to Troy, and 30 minutes to Albany, this property offers the perfect balance of rural tranquility and Capital Region accessibility. A wonderful opportunity to enjoy scenic country living with room to breathe!

43 Frisbee Street
$475,000
4 Beds ⋅ 3 Baths ⋅ 202620014 MLS
Welcome to your private retreat at 28 Covenant Circle in East Nassau. Nestled on 5 peaceful acres, this beautifully updated 4-bedroom, 2.5-bath home offers the perfect blend of modern comfort and country tranquility. The inside features many updates including: the entire home has been freshly painted, the gorgeous farmhouse wood floors have just been redone, the bathrooms have modern vanities and fixtures, and at the center of it all is the showstopping gourmet kitchen. Designed for both everyday living and entertaining, the expansive wraparound porch offers the perfect space to host gatherings, enjoy your morning coffee, or simply relax while taking in the privacy and natural surroundings. During the warmer months, the above-ground pool is the ideal place to cool off and enjoy the outdoors. The spacious basement offers abundant storage and the opportunity to create additional finished living space, whether you envision a recreation room, home gym, office, or guest suite. If you're looking for modern updates, generous space, and a quiet, private setting just a short drive from everyday conveniences, this exceptional property is one you won't want to miss. This home is USDA Loan Eligible, and the sellers are offering negotiable closing costs.

28 Covenant Circle
$2,299,000
3 Beds ⋅ 3 Baths ⋅ 202619801 MLS
Dual waterfront dock rights, the only house that has it on Copake Lake and Zekys Pond! Welcome to The Barn of Copake Lake, a rare and striking blend of historic charm and modern luxury set in one of the Hudson Valley's most desirable lake communities. Originally constructed in the 1800s and thoughtfully reimagined in 2012, this 3,000-square-foot barn conversion preserves its authentic character while embracing a clean, contemporary design. The result is a one-of-a-kind residence featuring soaring ceilings, oversized windows that flood the space with natural light, and a seamless open-concept layout ideal for both entertaining and everyday living. Inside, the home offers 3 spacious bedrooms and 3 full bathrooms, anchored by an expansive kitchen, living, dining, and family room. Modern finishes such as concrete countertops, a statement fireplace, and wide-plank flooring complement the barn's original architectural elements. Large sliding barn doors open to a generous deck, creating a seamless indoor-outdoor experience, perfect for relaxing or hosting. A hot tub, outdoor shower, spacious yard, and additional basement storage complete the property's versatile lifestyle offering. What truly sets this property apart is its unmatched waterfront access. It is the only home to offer frontage on Zeky's Pond and dock rights on Copake Lake, a combination that simply does not exist elsewhere in the area. Ideally located, The Barn is just a short walk to Copake Country Club, minutes from local skiing, and under 30 minutes to the Amtrak station in Hudson, offering easy access to New York City. With a proven rental history and standout design, The Barn of Copake Lake presents a compelling opportunity as a primary residence, weekend retreat, or investment property.

192 Lakeview Road
$469,000
3 Beds ⋅ 2 Baths ⋅ 202619674 MLS
Surrounded by nature with 21 acres of private trails to roam. This architecturally striking 3BR/2BA home features a soaring cathedral-ceiling great room opening to a wrap deck, plus a lower-level hangout space perfect after a day outdoors. Central air, efficient propane systems, and an oversized 2-car garage make it easy to enjoy in every season. Minutes to Queechy Lake, Chatham, Hudson, the Berkshires, and skiing just 15 miles away. A private retreat with huge redecorating potential -- ideal for year-round adventure or a high-demand AirBnB escape. Short notice showings possible. Fiber optic high speed internet. 35-year architectural shingle guarantee (6-10yrs left). Decks 4-5yrs old. Mailbox end of driveway.

3620 County Route 9
$1,499,000
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
$430,000
3 Beds ⋅ 1 Baths ⋅ 202617293 MLS
New price reduction! This charming Hudson Home featuring 3 bedrooms and 1 bath is full of timeless character and thoughtful updates. Its original craftsmanship, abundant natural light and ideal location, being just minutes from vibrant Warren Street with all that Hudson has to offer, is just waiting for you to move right in. Inside, you'll find beautiful original woodwork, hardwood floors, and classic windows that preserve the home's historic charm. Sunlight fills the living spaces throughout the day, creating a warm and inviting atmosphere. The living and dining rooms have been recently painted, and the exterior of the home has also been freshly painted for excellent curb appeal. Recent updates include new furnace and hot water heater, new front and back storm doors and finished basement space. Outdoor features include a welcoming covered front porch and a partially fenced backyard perfect for relaxing, gardening, or entertaining. Conveniently located just a 5-minute drive to the Hudson Amtrak Station, making travel to New York City and beyond easy and accessible. A wonderful opportunity to own a character-filled home in one of the Hudson Valley's most desirable communities. Call today for your private showing.

957 Columbia Street
$1,585,000
3 Beds ⋅ 2 Baths ⋅ 202617064 MLS
Welcome to Chicory Hill House, a unique designer home set at the end of a long private driveway on 20 beautiful acres located in Columbia County, prime Hudson Valley. The property features pastoral views, a year-round creek, and a small waterfall woven into the landscape. Following an extensive high-end renovation and infrastructure overhaul, the original 1985 contemporary has been transformed with remarkable craftsmanship and modern systems. The home features wide plank white oak floors, a floor-to-ceiling fluted marble wood-burning fireplace, stone countertops, handcrafted Zellige tile, and spa-like baths. An expansive cedar deck, hot tub, outdoor shower, solar panels, and a flexible lower level with a wood-burning stove and room for additional bedrooms complete the property. Just five minutes to Chatham, under twenty to Hudson's Warren Street, and a little over two hours to New York City.

41 Chicory Lane
$325,000
3 Beds ⋅ 2 Baths ⋅ 202616964 MLS
Welcome to Hawthorne Cottage, a circa 1900 updated residence on Main Street in the heart of Philmont's historic district, set on a sloping lot with a stone wall and partial woodland in one of Columbia County's most authentic small villages. The home has been fully renovated. Open shelving and curated details create inviting living spaces full of warmth and character. The kitchen includes butcher block counters, a herringbone tile backsplash, stainless steel appliances, and striking navy cabinetry accented by brushed brass hardware. New laminate floors run through every room and bathrooms have been updated. The cozy layout spans 1,392 square feet, with a half bath on the first floor and three bedrooms and a full bath above. The unfinished walk-out basement adds approximately 360 square feet of flexible additional space, and is ready to be finished to your own specifications. Ideal as a home office, guest quarters, home gym, or creative studio. A brand new heating system completes a renovation that leaves little to do but move in. Philmont is a small Columbia County village with a growing creative community and a genuine historic fabric. Hawthorne Valley School and its beloved farm store are nearby, as is the High Falls Conservation Area, where trails wind through hemlock ravines to Columbia County's highest waterfall. Local 111 and other village favorites are close at hand for dining. Hudson's Warren Street galleries, restaurants, and Amtrak station are eighteen minutes away, Chatham is fifteen minutes, and New York City is two and a half hours by car. The farm stands, hiking trails, and country roads that define life in this part of the valley are all within easy reach.

152 Main Street
$495,000
3 Beds ⋅ 2 Baths ⋅ 202616272 MLS
Discover the Charm of Country Living Escape to this authentic 3-bedroom, 2-bath log home tucked away on a peaceful private road in Ancram. Set on 5 acres, the property also includes a separate 3-acre buildable lot across the lane-perfect for maintaining privacy, creating a guest house or studio, or simply preserving your view and open space. Start your day with coffee on the front porch, or soak up the sunshine from the back deck. After a crisp autumn afternoon, unwind with a hot drink by the fire. With high-speed, fiber optic internet, you can stream your favorite shows or work remotely while surrounded by nature. Whether your passions lean toward the outdoors, local arts, farm-to-table dining, or simply quiet moments in the beauty of the Taconic Valley, this home offers the best of upstate living-serenity, character, and endless possibilities.

284 Hall Hill STOP 18
$259,000
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
$12,750,000
4 Beds ⋅ 6 Baths ⋅ 202614668 MLS
DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep ''southern-style'' covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator.

199 Eichybush Road
$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
$599,000
3 Beds ⋅ 2 Baths ⋅ 202613626 MLS
A 1780 Colonial farmhouse in the heart of Columbia County! updated mechanicals, character and charm throughout, zoned mix use on an over 1 acre corner lot with a 20X12 and a 16X12 outbuildings ideal for an antique shop, art gallery or home business. Main house is 3 bedrooms, 2 full baths, updated kitchen, sun room, roof deck, patio, the landscaping is amazing with a little tlc after a harsh winter- koi pond, waterfall, gazebo. A must see charm and character throughout.

46 State Route 23
$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
$550,000
4 Beds ⋅ 3 Baths ⋅ 202613439 MLS
A peaceful, private retreat bordering protected land with no homes in sight. Enjoy a sparkling swimming pool, a dramatic 20' cathedral-ceiling great room, and seamless access to a deck overlooking the grounds and pool. Total quiet, total privacy, and minutes to the Berkshires for culture, dining, and farm-to-table markets. Includes coveted Queechy Lake rights. Principal en-suite and 3 other generously sized bedrooms - 3 baths - 8 person SAUNA -- must see Owner-occupied. Please allow 24-48 hours' notice.

614 Salls Road
$1,650,000
3 Beds ⋅ 3 Baths ⋅ 202612013 MLS
Spectacularly renovated and offered for the first time since its complete transformation, this exceptional pondfront residence overlooks Maiden Lake in the highly sought-after Fern Hill community. Designed for refined living with privacy and effortless indoor-outdoor flow, the home is clad in warm natural cedar siding that blends seamlessly with the surrounding landscape. Maiden Lake is a shared pond maintained by the Fern Hill HOA with private swimming access. Set on a quiet country road just outside the Hawthorne Valley hamlet, the property is minutes to Great Barrington, close to respected private schools, and offers easy access to the Taconic Parkway and Albany International Airport. The thoughtfully designed interior features multiple private bedroom suites, lofted ceilings, and expansive light-filled living spaces. High-quality natural materials and craftsmanship are showcased throughout, including white oak flooring, cherry cabinetry, soapstone kitchen countertops, French oak stairs, and a custom single-stringer staircase with black steel detailing. Bedrooms feature maple flooring, while the loft or studio offers wide-board pine floors. The open main living area centers on a chef's kitchen with an oversized island and premium appliances by Bosch, Thermador, Fisher & Paykel, KitchenAid, and Zephyr. Bathrooms feature classic subway tile, marble countertops, and rain and hand-shower fixtures. Comfort and efficiency include Marvin triple-pane windows, automated skylights, radiant heated floors, heat pump heating and cooling, gas fireplace, whole-house generator, 400-amp service, updated systems, and ethernet throughout. A cherry-appointed laundry room and sun-filled mudroom add function and charm. The landscaped grounds include perennial gardens, bluestone walkways, raised beds, selective fencing, a charming barn with luxury sauna, wraparound Brazilian walnut deck, gazebo, additional pond-facing deck, and private dock. Nearby are Hudson cultural destinations.

119 Fern Hill Road
$840,000
4 Beds ⋅ 3 Baths ⋅ 202610083 MLS
Discover your own private sanctuary nestled in the woods, with a breathtaking Queechy Lake view from every level of the home. Fully furnished, move in ready. Relax or entertain on expansive multi-level decks that overlook the water, perfect for a weekend retreat or full-time lakeview living. The open floor plan and walls of windows flood the main living area with natural light and stunning views in every season. The home offers three comfortable bedrooms and a full bath on the lower level, plus a private main bedroom en-suite on the top floor, along with an additional office or reading room ideal for work or quiet relaxation. An outdoor shower on the deck adds a special touch, allowing you to rinse off while taking in the lake scenery. A one-car garage with an attached workout or yoga room provides even more flexible space for hobbies and wellness. This custom-built 1980s home sits in a wooded compound that includes access to a tennis court and is just a short drive to premier Berkshire skiing and the rich cultural attractions of the region, including theaters, music, and museums

308 Shaker Ridge Drive
$290,000
3 Beds ⋅ 1 Baths ⋅ 202530043 MLS
Price has been dropped to a saleable price

4649 County Route 9
$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
$719,000
5 Beds ⋅ 4 Baths ⋅ 202518112 MLS
Welcome to your private retreat in the Taconic Hills School District! Set on 8 serene acres, this beautifully renovated home offers the perfect balance of comfort, style, and versatility. With 5 bedrooms and 4 full baths, there's plenty of space for family, friends, or guests. The sun-drenched great room is the heart of the home, featuring vaulted ceilings and dual stone fireplaces that create a warm, inviting atmosphere. The updated kitchen is both functional and stylish, complete with new cabinetry, butcher block countertops, and a spacious walk-in pantry. The finished lower level offers 2 additional bedrooms, a full bath, a family room, and a walkout, making it an ideal setup for guests, in-laws, or even rental potential. An oversized 2-car garage provides ample storage, while the open, peaceful grounds invite you to enjoy nature and outdoor living. Perfectly located—just 20 minutes to Catamount Ski Resort, Hudson, and Lake Taghkanic, and only an hour to Hunter and Windham—this property is ideal as a primary residence, weekend escape, or a high-potential short-term rental. Don't miss the chance to make this versatile and beautifully updated property yours!

100 Schnackenberg Road

©2019 Global Multiple Listing Service, Inc. The data relating to real estate on this website comes in part from the Internet Data Exchange program of the GMLS. All information is deemed reliable but not guaranteed and should be independently verified. All properties subject to prior sale, change, or withdrawal. Neither listing broker(s), GMLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless from any damages arising from reliance upon these data. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties they may be interested in purchasing. Data last updated