Massachusetts Homesteads for Sale

Investors, developers, and homesteading enthusiasts — take note! Rare opportunity to acquire a 3.7-acre parcel in highly desirable West Gloucester. Includes a spacious three-family home on 2.44 acres plus an additional 1.26-acre lot, sold together. The existing property offers immediate income potential with three units — ideal for multi-generational living or rental income. Beyond investment

Antonia Tullercash Churchill Properties

Rare opportunity to acquire this 5.63 acre parcel with an existing single family in need of gut renovation or rebuild. The property, formerly a house and acreage with farm outbuildings, has not been occupied in 15+ years. Possibility to subdivide with a retreat lot, further develop with a special permit, or use as single family with a rare homestead feature in a convenient suburban location of

Brandon Foley Gibson Sotheby's International Realty

Discover endless potential with this unique property offering **two parcels sold together**! One parcel features a mobile home ready for renovation or replacement, while the second includes a spacious **20x30 outbuilding**—perfect for storage, a workshop, or future expansion. Set against **beautiful scenic views**, this property combines the peace of country living with versatility and

John Brunelle B & B Real Estate

Nestled along the scenic Mohawk Trail in Drury, MA, this 3.5-acre parcel offers a unique opportunity to build your dream home or getaway retreat in the heart of the Berkshires. While the existing structure is likely a teardown, the land itself boasts natural beauty, privacy, & convenient road frontage. Just minutes from Savoy Mountain State Forest, Mohawk Trail State Forest, and the Western

Laiken Rapisarda LAMACCHIA REALTY, INC

For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal.Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly

Erin Leighton Compass

Charming 3-bedroom, 2 bath home with many recent updates situated on a beautiful and natural landscaped yard located within Hammett’s Cove Village with its own coveted Association dock. Hammett’s Cove Village is a collection of 13 freestanding homes in a private Association ($810/yearly fee) that includes the management of the road and a private pier/dock. 4 Blackhall Ct is the original homestead

Christopher Demakis Demakis Family Real Estate, Inc.

The George Tyler Homestead appears on West Stockbridge maps as early as 1855. This charming 3-bedroom cottage exudes warmth and character with plenty of original detail. The wood-paneled living room features a handsome brick hearth with beehive oven and beautifully aged pine floors. The L-shaped kitchen offers ample storage and opens to a formal dining room, where a large window overlooks the

Vashti Poor LANCE VERMEULEN RE, INC

Charming c.1825 Colonial-style home perfectly situated on a quiet country lane lined with majestic old maple trees, offering the quintessential New England homestead setting. This picturesque property rests on 3.75 mostly open acres, idea for gardening and animals or to continue the “Cut Your Own” Christmas Tree family tradition. The lovingly maintained home, updated over the years, offers a warm

Wanda Mooney Coldwell Banker Community REALTORS®

Available for the first time in decades, this exceptional property offers peace, privacy, and endless opportunities to explore nature! Set on 77 acres with brooks and meandering trails, it's a true retreat for those seeking both solitude and adventure.The home features a spacious, sunlit first-floor layout with an eat-in kitchen, dining room, living room with pellet stove, heated porch/bonus

Nancy Bush Brooks SIGNATURE ASSOCIATES

Charming Haydenville property with an oversized heated garage and endless potential! Nestled in the heart of Haydenville, this inviting single-family home offers comfort, functionality, and room to grow. The sunny enclosed porch welcomes you in, and a bright eat-in kitchen has views of both the front and back yards. Enjoy first-floor laundry—no more trips to the basement! The living room has

Adrienne Roth Brick & Mortar Northhampton

The lot description for 71 Homestead St, Dorchester, MA, residential property, often listed as a multi-family home, with a lot size around 4,000-5,200 square feet (approx. 0.09 acres), a brick exterior and built in 1890.

Becky Hobbs Fine Living Realty

This lovely homestead, set on 14+ acres offers the perfect blend of open fields, wooded surroundings, and a meandering brook--ideal for enjoying the outdoors in every season. Walk, hike, snowshoe, sled, ski or simply relax & take in the natural setting.Built in 1991, this bright & inviting home features new laminate flooring installed in November 2025 and classic 8-over-8 windows that fill the

Kinzer Davis BARB HASSAN REALTY, INC