Millerton Classified Ad Listings

6 Birch Hill Road. Lots and Land for sale in Craryville, NY for $350,000. The lot size is 5.02.. Discover your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip. This 5+ acre prime vacant lot (Lot 6) is BOHA approved and offers serene natural surroundings with utilities available. An owners favorit...

36 Route 2A. Single Family Home for sale in Preston, CT for $299,900 with 2 bedrooms and 1 full bath, 1 half bath. This 1,498 square foot home was built in 2004 on a lot size of 0.58.. Updated throughout, this two-bedroom, one-and-a-half-bath Cape offers 1,498 square feet of living space on a 0.58-acre lot in Preston. The interior features luxury vinyl plank flooring, white kitchen cabinetry, s...

27 Morey Rd. Set along a quiet, dead-end road in the Ellsworth section of Sharon, this newly constructed shed-roof home was designed for simple, efficient living with a strong connection to the Earth. Solar panels and a heat pump system keep utility costs remarkably low, while expansive windows capture natural light and western sunset views. Thoughtful details include Bosch appliances, copper l...

Lake Buel Rd. Beautiful level lot with woods and meadow. Mountain views. Minutes to downtown Great Barrington and Butternut Ski Basin. Perced. See attached documents. Build your dream retreat in the Berkshires!

108 NY-344. Commercial Property for sale in Copake Falls, NY for $495,000 with 6 full baths. The lot size is 1.2.. Welcome to the Taconic Wayside Inn, a roadside tavern and boarding house dating to 1856, set on 1.2 acres in Copake Falls at the edge of Taconic State Park. The 5,512-square-foot main building holds a commercial kitchen, a tavern with a wraparound bar, 3 dining rooms, 5 guest rooms...

860 Hunns Lake Rd. Peaceful, private 3 bedroom, 3 bath home set in the woods on a mountaintop with a 3/4 deck surrounding the back where you can relax and watch the hawks soar. The inside has an open plan anchored by a double sided fire place that blazes in both the kitchen and living area. Access to the deck is through either the living room for entertaining or kitchen area for grilling. Downs...

360 W Side Rd. Meticulously renovated less than five years ago, this breathtaking waterfront home is absolute perfection. Nestled on 1.19 professionally landscaped acres, the property is thoughtfully designed to maximize its stunning natural setting. Upon entering, your gaze is immediately drawn through the open floor plan to a dramatic wall of windows framing panoramic water views. A striking ...

16 Anderson Acres Rd. Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space ...

392-394 Park St. Rare, renovated Berkshire investment compound on 0.59 acres in walkable Housatonic. This turnkey property features two separate legal duplexes (4 units total) offering stellar cash flow. The front home (392 Park St) features a 5BR/2BA unit, a sleek 2BR flat, and a prominent street-front walk-out lower level with incredible commercial/addition potential. The rear Swiss-Gothic ho...

108 New York 344. Single Family Home for sale in Copake Falls, NY for $495,000 with 9 bedrooms and 6 full baths. This 5,512 square foot home was built in 1856 on a lot size of 1.2.. Welcome to the Taconic Wayside Inn, a roadside tavern and boarding house dating to 1856, set on 1.2 acres in the hamlet of Copake Falls at the edge of Taconic State Park and just a few miles from Bash Bish Falls. Th...

651 Hayes Hill Rd. OFFERED FULLY FURNISHED AND TURNKEY. Built in 1964, this Berkshires compound comprised of three homes set on over fifty acres with panoramic southerly views. The main home, a modernist design collaboration between Bauhaus designer George Giusti and architect Crane De Camp, is a two-bedroom, three-and-a-half-bath masterpiece that features a gym, sauna, and gardens designed by ...

110 Geer Mountain Rd. FURNISHED RENTAL AVAILABLE for October 2026@$6,500k/month. Modern Country home filled with stylish designer furniture and art. Fabulous AAA South Kent location with expansive lawn and western exposures. 4-5 bedrooms, fabulous outdoor entertainment areas, pond and brook. Close to Lake Waramaug, Appalachian Trail, Mohawk Mtn skiing, Kent and New Preston. Not far from NYC met...

103 Seekonk Cross Rd. Custom built contemporary home on over 2 acres, 5 minutes to Great Barrington center. Large open first floor with vaulted ceilings and lovely gathering space. Kitchen is dreamy w/large island, coffee bar, ample storage and tons of working space. Open to dining area as well as the living room with propane fireplace. Large screened in porch flanks the east side of the home e...

37 Woodruff Ln. Situated along a picturesque country lane, this private 4 BDR home is a light-filled sanctuary offering the perfect blend of gracious and serene country living. A welcoming front porch invites you into a spacious foyer, flanked by a quiet home study on one side and a large, sun-drenched living room anchored by a cozy fireplace on the other. A bright kitchen effortlessly connects...

497 Cornwall Bridge Rd. YOUR PRIVATE RETREAT AWAITS - RENOVATED, MOVE-IN READY and COMPLETE WITH AN ABOVE GROUND POOL! Welcome to this beautifully renovated 3 bedroom, 2.5 bath home offering the perfect combination of modern updates, comfort, and outdoor living. From the moment you arrive, you'll appreciate the fresh new siding and the attention given to updating this property throughout. Step ...

39 South St. SET ON A GENEROUS IN -TOWN PARCEL THIS 1850 VICTORIAN IS POISED FOR A MODERN TRANSFORMATION. THE RESIDENCE BEAUTIFULLY RETAINS ITS ORIGINAL STAIRCASE AND PERIOD DETAILS THROUGHOUT. HIGH CEILINGS AND EXPANSIVE WINDOWS ILLUMINATE THE MAIN ENTRY, LIVING AND DINING ROOMS, WHILE THREE FIREPLACES AND MULTIPLE PORCHES ADD TO THE TIMELESS CHARM. UPSTAIRS, THE SECOND FLOOR FEATURES FIVE BED...

40 Calkinstown Rd. This 3 bedroom,3 full bath home has a 2 car garage. There is a modern kitchen with quartz counter tops. All of the bathrooms have been updated. The septic system has also been updated with a new 4 bedroom tank. There is a private backyard bordering a stream with perennial gardens. Just a short stroll to the Market. Owner is an agent.. 3 Bedrooms. 3 Bathroom. 1404 ft

39 Castle St. THE BEST OF GREAT BARRINGTON RIGHT OUTSIDE YOUR DOOR! Set high up on a knoll, this home boasts good, solid construction, wood floors, brick fireplace, a year round sunroom and a detached garage. The mature trees and perennials give the lot wonderful privacy. Easy manageable living, a block from the NYC bus this classic Berkshire house with the luxury of leaving your car behind.. 2...

8 Birch Hill Road. Lots and Land for sale in Craryville, NY for $195,000. The lot size is 2.39.. Prime vacant land at Stonegate, a tranquil exclusive subdivision at Copake lake to build your dream home. Lot 8 is BOHA approved and offers serene natural surroundings with utilities available.Perfect for Lake enthusiasts and all that nature has to offer.Enjoy convenient access to amenities and near...

55-57 Brinton Hill Rd. Renegade Farm is a breathtaking 85+ acre luxury countryside estate where the romance of farm-to-table living meets the indulgence of a private resort. The sprawling grounds feature a beautifully appointed 4-bedroom main house(4,504 sq ft) and a completely separate, spacious 4-bedroom guest house(4,074 sq.ft) making it an unmatched haven for multi-generational gatherings a...