Great Barrington Classified Ad Listings

9 Fairwynds Dr. Move-in ready and beautifully upgraded, freestanding home offers the ease of one-level living paired with over 4,600 sf over three finished levels. Four br, 4.5 bat and a walkout lower level. Live at the desirable Miraval golf/resort campus. Hardwood floors flow throughout the main living area, anchored by a striking double-sided fireplace wi stone hearth connecting the living a...

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 ...

125 Town Hill Rd. Privacy, space, and the beauty of the Berkshires come together at 125 Town Hill Road. Set on nearly 3 wooded acres in the peaceful town of Sandisfield, this 4-bedroom, 3-bath contemporary offers a private retreat surrounded by nature. The home features comfortable living spaces, a screened porch, spacious deck, finished walk-out lower level, and a private tennis court. Enjoy t...

14 Roosterville Rd. At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch of the Farmington River, a federally protected, free-flowing trout river. Four bedrooms. Two full baths plus a half. 2,516 sq ft. 4.61 acres. Beautifully transformed interior: a granite-island kitchen rebuilt from the ground u...

21 Ensign Ave. Single Family Home for sale in Pittsfield, MA for $369,900 with 3 bedrooms and 2 full baths. This 1,600 square foot home was built in 1930 on a lot size of 0.12.. Welcome home! This beautifully renovated, move-in-ready property has so much to offer! Step inside and fall in love with the stunning new kitchen featuring quartz countertops, stainless steel appliances, a spacious isla...

90 Jones Ave. Looking for land in West Pittsfield for your new build? This vacant lot is one of three contiguous lots located on Jones and Stearns Ave. All have public water and sewer available. The lots are zoned residential. Listed below assessed value!

74 North Lake Av. Single Family Home for sale in Otis, MA for $575,000 with 2 bedrooms and 1 full bath. This 899 square foot home was built in 1951 on a lot size of 0.27.. Built in 1951 this charming 2-bedroom, 1-bath cottage offers the perfect opportunity to enjoy all that Otis Reservoir has to offer. Located at the end of a quiet dead-end street, this property sits on a larger lot with plenty...

10 Club Cir. Offered for the first time by its original owner, this is a rare opportunity to own an exceptional Pontoosuc Lake property and make it entirely your own. With 115 feet of direct water frontage, the property offers a generous setting to enjoy life on the lake. Designed for gathering and entertaining, this spacious lakefront home features a fireplaced living area, original walnut woo...

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...

802 State Rd. Nestled in the heart of the Berkshires, this historic Richmond compound presents a rare blend of colonial charm and equestrian excellence. Spanning 27.3+ bucolic acres with sweeping pastoral views, the legendary c1776 estate boasts a meticulously maintained main residence/Inn, three enchanting cottages, and the potential to include the region's premier full-service equestrian faci...

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...

47 Maple Avenue. Single Family Home for sale in Norfolk, CT for $545,000 with 3 bedrooms and 2 full baths. This 1,744 square foot home was built in 1900 on a lot size of 0.35.. This charming home sits on a 0.035-acre lot in the historic center of town. A 1900s colonial with 2 full baths, skylights, and refinished wood floors.Featuring an open layout with a spacious kitchen and dining room. All ...

8 Velma Ave. Welcome home to this well-maintained ranch offering the ease and convenience of one-level living! Inside, you'll find beautiful hardwood floors and a large dining room that's perfect for entertaining. The kitchen and two of the 3 bedrooms are enhanced by skylights, which fill the spaces with abundant natural light. The first floor also features a stackable washer and dryer and ceda...

312 Park St. This inviting, move-in-ready Colonial blends classic New England character with comfortable everyday living. Nine-foot ceilings, western exposure, and abundant natural light complement beautiful backyard. The main level features an open kitchen and dining area with stainless steel appliances, plus a cozy living room and family room perfect for entertaining. Enjoy the landscaped yar...

206 Stevens Glen Rd. The offered property comprises 52.35+/- acres in Richmond, Massachusetts, featuring a varied landscape of wooded acreage and a small open field near the northern portion of the property that provides scenic views to the south and west. The surrounding woodland creates a private setting adjoining the Berkshire Natural Resources Council's Stevens Glen Reserve, known for its m...

110 Elizabeth St. Three-family fixer-upper with strong income potential in a convenient central location. Features include replacement windows, hardwood floors, a two-car garage, off-street parking, a full unfinished basement, laundry hookups in two units, three electric meters, two above-ground oil tanks, and a roof replaced in 2018. Property needs significant renovation and is being offered a...

120 Danforth Ave. Looking for an affordable home? This 2 bedroom home is move in ready. Freshly painted, new flooring, in the kitchen and bath. It has an eat in kitchen with laundry off the kitchen. Dining room and livingroom complete the first floor. 2 bedrooms with newly installed carpet on the 2cnd floor. There is an extra room upstairs that can be used as a play room, office or extra storag...

220 Antelope Dr. This log home in Leisure Lee offers two bedrooms and one bathroom in a woodland setting with authentic character. Built with natural woodwork throughout, the property provides a retreat for those seeking genuine timber construction with established community appeal. Inside, the kitchen anchors the dining room, with a rear addition for a family room. While a loft adds functional...

17 Main St. Rare opportunity to own a beautifully restored Berkshire cottage at 17 Main Street, perfectly situated in the vibrant heart of downtown Lenox. This remarkable property, originally built in 1883 and once the residence of Gilded Age shipping magnate John Schermerhorn, combines historic elegance with modern comfort. The home underwent a comprehensive renovation between 2021 and 2025, i...

10 Birch Hill Road. Lots and Land for sale in Craryville, NY for $195. The lot size is 2.54.. 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. Lot 10 is BOHA approved and offers serene natural surroundings with utilities available. Perfect for nature enthusiasts seeking a peaceful retr...