Millerton Classified Ad Listings

0 Woodward Hill, Hicks Hill, Roads. Lots and Land for sale in Pine Plains, NY for $36,000,000. The lot size is 1946.. Premium land. Striking vistas. Endless opportunity. This exceptional 1,945-acre property in Milan and Pine Plains is one of the Hudson Valley's most impressive offerings--an expansive sanctuary designed for those seeking privacy, scale, and possibility. Whether your vision inclu...

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...

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

559 Shunpike. Charming cottage for rent in Millbrook. The light-filled interior features beautiful hardwood floors. A lovely kitchen, dining room, spacious living room, and a powder room complete the first floor. Upstairs, there are three bedrooms and a full bath. The front covered porch overlooks the beautiful yard and pond. The house is set well off the road and offers privacy. The tenant is ...

275 Division St. Located in a ''hidden'' neighborhood behind a stonewall entrance, this newly built home offers tranquil living just 5 minutes from the heart of Great Barrington. The spacious farmhouse front porch is the perfect spot to enjoy quiet mornings or gather in evenings with family and friends. Light-filled and open, the main level features an elegant living and dining area framed by F...

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...

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...

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...

5 Crimson Ln. Set in a lovely neighborhood just outside downtown Great Barrington, this center-hall Colonial with contemporary flair offers a wonderful combination of space, light, and easy Berkshire living. The sunny, south-facing open floor plan brings together the kitchen, breakfast area, and family room, with granite counters, a center island, uand a see-through fireplace connecting to the ...

4 Gilmore Ave. Set on two-thirds of an acre in a residential area, walkable to all Great Barrington has to offer, this versatile home offers 4+ bedrooms and 3 bathrooms. The main floor boasts two bedrooms, a dedicated office or guest space, one and a half baths, laundry, as well as the main living, dining, and kitchen areas. Upstairs you will find 2 additional bedrooms and another half bath. Wo...

92 Amenia Rd. Absolutely turn-key, this beautifully updated home blends old world charm with modern day convenience, featuring the most gorgeous wide-plank hardwood floors and a bright, move-in-ready feel throughout! A large welcoming entryway leads into an expansive main-level living room with cathedral ceilings, new flooring, abundant natural light and fireplace with new wood stove insert. A ...

104 Lambert Rd. Welcome to this beautifully maintained custom-built home tucked away in a peaceful, private setting surrounded by mature trees and wide open lawn space in Litchfield County. This charming Cape Cod-style home features striking blue-gray siding, crisp white trim, dormer windows and a 3 bay garage, offering a possible in-law apartment above. The interior offers nicely kept hardwood...

102 Westwoods Rd Unit 1. November-May, $4,500/month. Uber Stylish Furnished 4 Bed/3.5 Bath Cabin. Quiet and Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace and Vaulted Ceiling. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch. 3 Min to Village; 12 Min to M...

36 Arrow Point Rd. Private Lake Waramaug compound with rare panoramic western sunset views, 100 feet of direct lake frontage, floating dock, separate guest cottage, and beautifully landscaped grounds. Fully renovated, this five-bedroom property offers an exceptional setting for year-round living or a seasonal retreat. The 3,500-square-foot custom-built main house is designed for relaxed family ...

80 Taconic Ave Apt 8. Enjoy the best of Great Barrington from this beautifully updated ground-level condominium in On the Hill. Offering easy one-level living, this inviting home features an updated kitchen with abundant storage, new appliances, and bar seating, plus a spacious dining area perfect for gathering with family and friends. The sunken living room boasts a wood-burning fireplace and ...

9 Birch Hill Road. Lots and Land for sale in Craryville, NY for $225. The lot size is 2.16.. 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 2+ acre prime vacant lot (Lot 9 ) is BOHA approved and offers serene natural surroundings with utilities available. Perfect for nature enth...

60 Cottage St. Positioned within walking distance to the vibrant downtown of Great Barrington, this property offers a unique opportunity for Homeowners, investors, non-profits, or developers seeking flexibility and future upside. Previously utilized as professional offices for mental health services, with vision, this could be converted into a 1 or 2 family home. Significant capital improvement...

54 Lime Rock Sta. Direct Housatonic River views set the backdrop for this beautifully updated cottage, quietly tucked away near the end of a private drive. Thoughtful renovations complement classic charm throughout, highlighted by warm wood floors, three wood-burning fireplaces, and the river just beyond the backyard. The main level features a welcoming living room with a hearth and bay window ...

36 Great Elm Dr. Country Club Lifestyle with Outstanding Western Views of the Catskills from this exceptional 4/5 bedroom contemporary home at the top of the much desired and private Great Elm Estate in Sharon, CT. Enjoy the recently renovated facilities which include an oversized Gunite Pool, Tennis Court, Paddle Court, Pickleball Court and impeccably maintained grounds. 36 Great Elm offers ma...

66 Westwoods Rd # 2. Available from September 15 - May 15 2027 for $8k per month. Gorgeous Barn Style Home that is both stylishly decorated and cozy. Metro North Wassaic train station is just 15 minutes away for great access to NYC! Quiet and private 10 acre setting with heated gunite pool, level land for play, just minutes from both Kent and Sharon Centers in the highly desirable Ellsworth are...