Stockbridge, MA Homes for Sale

Two Dwellings on almost four acres.Just a very special property. Located between the Rockwell Museum and the Botanical Garden. You are moments from Tanglewood. Equidistant from Lenox and Great Barrington providing easy access to the Berkshires wonderful restaurants. The main house has four bedrooms and two baths , while the guest cottage adds another bedroom, bath, and large living room. The

Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

Set on 6.4 scenic acres, this classic New England farmhouse captures the timeless spirit of Stockbridge, a town beloved for its rich history and cultural legacy. This 2-bed 2-bath home offers authentic charm, featuring beautiful hardwood floors, a spacious kitchen, family room + 1st floor full bath, and a welcoming front porch that evokes a slower, simpler time. Thoughtful updates include a newer

Conor Meehan STONE HOUSE PROPERTIES, LLC

**Price Improvement** Nestled in the heart of the Berkshires, this spacious Colonial sits on over 14 acres, offering privacy, potential, and long-term value. Currently operating as a doggy day care, but you wouldn't know it when you walk inside! Well-maintained & cared for. Recent updates include the kitchen, bathrooms, carpets, back deck, and front landscaping, while still leaving room for

Brianna Boffoli Cameron Prestige, LLC

Enjoy convenient one level living in this expanded contemporary ranch. Super location - Located less than 5 minutest to the main gates of Tanglewood, the Stockbridge Bowl for swimming, and Gould Meadows for a nature lovers hike. Sited at the end of a long winding driveway this 2+ acre parcel is level and sunny (ideal for a pool). 5+ bedrooms and 3 1/2 bathrooms including a suite with a

Lori Rose STONE HOUSE PROPERTIES, LLC

Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

Matt Carlino MACCARO REAL ESTATE

Heron Pond Condominiums in Stockbridge (at intersection of 2 Wallace Rd. also known as 26 East St.) is adjacent to the village and the Red Lion Inn. Famous for having been the former Shaggy Dog Recording Studio, that was a location for prominent musicians of the 60's and 70's. Come experience the beauty of the four seasons in the center of the Berkshires. Enjoy 1-level living, 1-bed, 1-bath

Susan Calkins STONE HOUSE PROPERTIES, LLC

VINTAGE EYEBROW COLONIAL WITH VIEWS & A POST AND BEAM ADDITION. Updated and renovated open concept plan dripping with charm in pristine condition. 2013 addition by renowned builder David Lanoue. Systems updated at that time. Gorgeous wide pine flooring, a chef's kitchen with custom cabinets a Viking Range, a stone farmers sink with windows overlooking the beautiful view. 4 Bedrooms, 2.5 baths,

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

Located in a Sngle Family zoned area on a desirablle, private parcel consisting of nine total buildings with an in-ground pool amongst other amenities. Property is available for sale, lease or equity investment by new partners. This is an amazing property on the border of Stockbridge and Lenox with close proximity to Albany / Hartford / I-91. Many opportunities for possible hotel, B&B, family

Tim Damon Mercury Real Estate

Prime Owner-User/Investment Property in the heart of historic Stockbridge. Currently an Educational Facility with Retail, Office and Residential Units. Can be combined for Offices, Medical, Educational, Gallery, Apartments/Condos, or any use that demands a location in one of the most well known and loved towns in America. Fully upgraded mechanicals, large Parking facilities and Handicapped

Steven Weisz WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Welcome to Heron Pond Condominiums in charming Stockbridge, where comfort meets convenience in a tranquil setting. This beautiful condominium offers an ideal combination of spacious living and cozy charm, featuring 2 or 3 bedrooms and 2 full baths. The screened porch is ideal to relax and enjoy nature without the bugs, a serene space to unwind, whether you're enjoying morning coffee or evening

Paula McLean PAULA MCLEAN REALTORS INC.

This Stockbridge Colonial has it all....location, separate guest suite and plenty of country chic design. This historic home boasts all the charm of yesteryear with fabulous wide pine floors, state of the art country kitchen that retains it's charm, formal dining room with fireplace, gracious banister to the second floor of guest bedrooms with renovated bath all while seamlessly blending with the

Cortney Dupont COHEN & WHITE ASSOCIATES

This lovely spot is in South County, close to Stockbridge, Lenox, and Great Barrington. You can kayak or canoe as you're not far from the Housatonic River. 1.16 acres of mostly open land with a mobile home. The town of West Stockbridge clears the roads, and Housatonic Water Company supplies water. The boiler was installed in 2018, the roof was redone in 2014, and the windows were replaced in

Mark Harris SIGNATURE ASSOCIATES