Millerton Classified Ad Listings

5 Magnolia St. Charming In-Town Cape on a Spacious Lot with Inground Pool. Located in a delightful neighborhood close to town. This inviting home built in 1951 offers 5 bedrooms and 2 full baths. Inside, the residence seamlessly balances ample room to spread out with warm, light-filled spaces tailored for everyday living and entertaining. Timeless architectural details throughout bring characte...

226 Grove St. Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic an...

3 Lake Buel Rd. Tucked into the rolling hills of Great Barrington just minutes from downtown and the slopes of Ski Butternut, The Turning Point is a storied 3,600-square-foot Berkshire landmark operating as an active short-term rental. Steeped in history dating back to its 1800s stagecoach tavern roots, the property showcases an enduring dual-facade of classic New England brick and weathered cl...

200 Sharon Mountain Rd. Effortless elegance on seven acres directly across from protected conservation land. A dappled willow hedge and a classic pea stone driveway lead to this fully reimagined four-bedroom, three-and-a-half-bath retreat. Interiors are by Ellsworth Home, the New York and New England design studio behind the 2024 renovation - featured recently in Litchfield Magazine. Classic mo...

8 Holdsworth Road. Single Family Home for sale in Preston, CT for $434,900 with 4 bedrooms and 2 full baths. This 2,330 square foot home was built in 1977 on a lot size of 0.66.. Well-maintained 3-4 bedroom, two-full-bath raised ranch on an oversized, level lot on a quiet dead-end street in Happy Land. Living room and dining room with hardwood floors, open to the kitchen and sunroom that leads ...

5 Birch Hill Road. Lots and Land for sale in Craryville, NY for $295. The lot size is 6.8.. Build 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 6+ acre prime vacant lot (Lot 5) is BOHA approved and offers serene natural surroundings with utilities available. Lot 5 is at the end of a ...

108 Route 344. Multi-Family Home for sale in Copake, NY for $495,000. 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. The 5,512-square-foot main building holds a c...

70 Gay St. Welcome to 70 Gay St! Just minutes from Sharon's town center, this 1947, two-story charmer exudes peaceful and sun-filled vibes! Well sited on a beautiful, large 3.8-acre lot with equal parts wildflowers and lawn, the home is nicely nestled among mature trees, with just the right balance of sun and shade. And if you're an investor or developer, this property affords an excellent subd...

18 Butternut Dr. Tucked away on an peaceful cul-de-sac off Lake Buel Road, this spacious, well-built, multi-level 3 bedroom, 2 full-bath home is priced approximately $200,000 below its current assessment, which supplies more than enough room for the interior renovation it needs and deserves. Originally built in 1997 and surrounded by 2.65 acres of wooded privacy, it was thoughtfully designed wi...

21 And 15 Still Meadow Rd. Rare opportunity to own two homes on separate parcels, offering endless possibilities for multi-generational living, rental income, or investment. The main residence is a charming ranch-style home featuring a 2-car garage, beautiful hardwood floors, 2 cozy fireplaces, and a welcoming porch with scenic views, all situated on 1.52 acres. Also included in the sale is a r...

8 Equestrian Dr. Here's your chance to enjoy Woodridge Lake living in this spacious, unfurnished three-bedroom home set on a private, wooded 2.5-acre lot. The home features vaulted ceilings, three bedrooms, and an additional first-floor room ideal for a home office. Renters have access to Woodridge Lake and the clubhouse offering tennis, pickle-ball, boating, beach, and pool. Conveniently locat...

25 Maple St Unit A. Immerse yourself in the charm and history of New England with this unique 2 bedroom, 1 bath apartment in Kent, Connecticut. For $1,850 per month, this duplex apartment offers a blend of historical elegance and modern amenities, making it an ideal home for those who appreciate the finer aspects of village living. Elegant Living with a Modern Twist: * Historical Charm: Celebra...

153 State Rd. Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outsi...

77 Paxton Ct. Experience the pinnacle of modern elegance in this sun-soaked new construction masterpiece, privately positioned at the end of a quiet cul-de-sac in the prestigious Woodridge Lake community just two hours from NYC. Unlike most homes in the community, this location offers a rare combination: serene seclusion with a babbling brook audible from the back deck, yet just minutes from ev...

5 E Mountain Rd. Come enjoy the outskirts of Great Barrington just 1 mile off of Rte23/7 intersection, this 7 acre lot on a dead end private way. Just off of Route 23 this land abuts a Commonly owned lot of the East Mountain Estates community adding a buffer between you and Route 23 also a view of a pond. Watch the area wildlife come to the pond while enjoying the outdoors on your future deck/p...

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...

32 Calkinstown Rd. Enchanting circa-1850 cedar-shingled cottage tucked into a lush, beautifully landscaped setting along one of Sharon's picturesque country roads. Surrounded by mature specimen trees, layered perennial gardens, stone walls and pathways, and a meandering brook, the property offers a wonderful sense of privacy and the feeling of a secluded garden retreat. Inside, the home is warm...

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...

9B Beardsley Road. Property for Rent in Kent, CT for $5,000 with 2 bedrooms and 3 full baths. This 2,753 square foot property was built in 1986 on a lot size of 17.. A charming and completely private country retreat within easy reach of NYC located in a beautiful, quiet, rural setting in South Kent near Lake Waramaug. Enjoy golf, fishing, swimming and kayaking near by. Recently renovated top to...

48 Old Middle St Unit 1. Experience the ultimate in Litchfield Hills living with this gorgeous, fully furnished rental at 48 Old Middle Street, Unit 1, in Goshen, CT. Steeped in historic pedigree, this impressive residence built in 1800 beautifully showcases classic architectural details, including stunning wide-board flooring, original exposed beams, and a cozy fireplace. Offering 2,088 square...