25

Massachusetts Homesteads for Sale

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  • /32

    $3,000,000

    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    335 Old Fall River Rd, Dartmouth, MA 02747

    EVER DREAM OF OWNING YOUR OWN WINERY & VINEYARD? Let's make it happen! Running Brook Winery in Dartmouth MA would be the perfect place where you work and live on the same property. Create your new homestead in the existing home that has been gutted, plans are available if you'd like to use them. Enjoy running your own business and watching the joy you bring to the community as well as those who

    Agent Photo

    Sharon Simmons

    Sharon Simmons Real Estate

    (508) 952-9791

    335 Old Fall River Rd, Dartmouth, MA 02747
  • /42

    $695,000

    • 1 Bed
    • 1 Bath
    • 1,169 Sq Ft

    30 Bailey Rd, West Townsend, MA 01474

    Discover this charming Shingle-style retreat on 9+ acres with an adorable single family home featuring an enclosed porch, top-of- the-line Viessmann heating system, central vacuum and generator hook-up. The back deck overlooks your own private pond. The Sunova solar panels enhance energy efficiency. A standout feature is the 4,000 sq. foot, five-car, two-story heated garage—complete with a

    Agent Photo

    Cory Gracie

    LAER Realty Partners

    (978) 958-9209

    30 Bailey Rd, West Townsend, MA 01474
  • /75

    $1,549,000

    • 3 Beds
    • 3 Baths
    • 2,110 Sq Ft

    188 Rock Harbor Rd, Orleans, MA 02653

    Exquisitely Renovated 1830 Greek Revival estate on 1+ acre... Step into timeless elegance blending historical charm with modern updates. Known as the historic Jabez Sparrow Homestead and set on a level and meticulously maintained 1.04-acre lot in a prime near beach location.Inside, the home features a desirable first-floor primary suite with spacious, brand new, modern full bathroom. Two

    Agent Photo

    Barbara Garside

    eXp Realty, LLC

    (508) 719-6484

    188 Rock Harbor Rd, Orleans, MA 02653
  • /5

    $59,900

    • Land
    • 3 Acres
    • $19,967 per Acre

    Past 400 East Hoosac St, Adams, MA 01220

    Bordering nature on two sides, this 3-acre homesite backs to a 12,000-acre State Forest. Step into protected land for hiking, hunting, foraging, snowshoeing, and snowmobiling right from your door. Heavily treed and quiet for true privacy.Key improvements are complete: perc test passed, survey finished, driveway approach installed. Asphalt road access provides year-round convenience while you

    Jake Belanger Mountain Stream LLC

    Past 400 East Hoosac St, Adams, MA 01220
  • /12

    $87,500

    • Land
    • 8.96 Acres
    • $9,766 per Acre

    0 W Oxbow Rd Unit 73453651, Charlemont, MA 01339

    Attractive 8.9-acre building lot on a town-maintained country road, ideally located just minutes from the charming Village of Shelburne Falls and only 20 minutes from I-91 in Greenfield. Come explore this property to discover its perfect setting for your future dream home. With easy access from the road, you’ll find an elevated, level area offering the opportunity to create your own private rural

    Wanda Mooney Coldwell Banker Community REALTORS®

    0 W Oxbow Rd Unit 73453651, Charlemont, MA 01339
  • /31

    $1,499,000

    • 7 Beds
    • 3 Baths
    • 3,831 Sq Ft

    368 Essex Ave, Gloucester, MA 01930

    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

    368 Essex Ave, Gloucester, MA 01930
  • /29

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,902 Sq Ft

    763 Stony Hill Rd, Wilbraham, MA 01095

    Charming Bungalow with Finished Studio Space — Additional Land Available! Set just off desirable Stony Hill Road, this charming bungalow sits on a private .89-acre lot surrounded by mature trees and open space. A large garage—framed for three cars—has been thoughtfully converted into finished studio space complete with a sleeping area, kitchen, bath, and laundry. It can also be converted back

    Casey Miner ERA M Connie Laplante Real Estate

    763 Stony Hill Rd, Wilbraham, MA 01095
  • /4

    $59,900

    • Land
    • 3 Acres
    • $19,967 per Acre

    0 E Hoosac St, Adams, MA 01220

    Bordering nature on two sides, this 3-acre homesite backs to a 12,000-acre State Forest. Step into protected land for hiking, hunting, foraging, snowshoeing, and snowmobiling right from your door. Heavily treed and quiet for true privacy. Key improvements are complete: perc test passed, survey finished, driveway approach installed. Asphalt road access provides year-round convenience while you

    Jason Saphire www.HomeZu.com

    0 E Hoosac St, Adams, MA 01220
  • /34

    $829,900

    • 5 Beds
    • 3.5 Baths
    • 3,423 Sq Ft

    111 Northwest Rd, Spencer, MA 01562

    Country living to enjoy your animals. Home features a Open & Airy In-law or ADU loft over the garage 700 sq. ft. Flexible floor plan for entertaining and relaxing. A fantastic screened porch to enjoy. This home is spacious and perfect for the large family or multigeneration living while maintaining separate spaces for privacy. Optional 1st floor bedroom or home office. Convenient full bath on the

    Sandra Bedford Century 21 North East

    111 Northwest Rd, Spencer, MA 01562
  • /9

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    28 Cherry St, Shrewsbury, MA 01545

    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

    28 Cherry St, Shrewsbury, MA 01545
  • /13

    $276,000

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    900 N Main St, Orange, MA 01364

    This is a great opportunity to add your finishing touches to make this house a home. Kitchen has plenty of space to add a dining table or breakfast nook. A good sized pantry adds ample storage with access to the garage. Off the kitchen is a dining room with a bonus space attached. Walk through to the office/ den on the back side of the house. The larger bedroom is on the first floor for ability

    Daniel James Piasecki Coldwell Banker Community REALTORS®

    900 N Main St, Orange, MA 01364
  • /9

    $54,000

    • 4 Beds
    • 1.5 Baths
    • 2,244 Sq Ft

    477 Mohawk Trail, Drury, MA 01343

    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

    477 Mohawk Trail, Drury, MA 01343
  • /18

    $149,000

    • Land
    • 5.01 Acres
    • $29,741 per Acre

    0 Oxbow Rd, Charlton, MA 01507

    Tucked away on a quiet country road, this beautiful 5-acre wooded lot at 0 Oxbow Rd in Charlton offers the perfect setting for your dream home. The parcel stretches deep off the road, with a prime homesite perched atop a gentle hill—giving you a scenic vantage point and exceptional privacy. Mature trees and natural surroundings create a peaceful, secluded feel while still keeping you conveniently

    Samuel Danis eXp Realty

    0 Oxbow Rd, Charlton, MA 01507
  • /37

    $454,900

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft

    323 New Boston Rd, Sturbridge, MA 01566

    Private Homestead? Car Enthusiast? Home Business? Charming 3-Bed Cape on 3.38 Acres! Offering the perfect blend of privacy and convenience, this well-maintained home features High Ceilings in Large Kitchen, 3 Generous Bedrooms and 1 Full Bath, Large Living Room ideal for growing families, or those seeking flexible living space. Potential workshop in walk out basement! Outside, enjoy the peace and

    Lori Berry The Neighborhood Realty Group

    323 New Boston Rd, Sturbridge, MA 01566
  • /7

    $800,000

    • Land
    • 14.1 Acres
    • $56,738 per Acre

    lot b Homestead Ave, Holyoke, MA 01040

    Attention Builders & Developers! Don’t miss this rare opportunity to develop approximately 14.10 acres former home of The Whiting Estate. The proposed development project includes a cul-de-sac street design with frontage lots and spacious buildable parcels, ideal for a new residential community. Located less than 1 mile from the Ingleside Mall, Red Robin, and a wide variety of shopping and dining

    Daisy Sanchez RE/MAX IGNITE

    lot b Homestead Ave, Holyoke, MA 01040
  • /28

    $2,825,000

    • 5 Beds
    • 2 Baths
    • 2,386 Sq Ft

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568

    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

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /12

    $87,500

    • Land
    • 8.96 Acres
    • $9,766 per Acre

    0 W Oxbow Rd Unit 248444, Charlemont, MA 01339

    Attractive 8.9-acre building lot on a town-maintained country road, ideally located just minutes from the charming Village of Shelburne Falls and only 20 minutes from I-91 in Greenfield. Come explore this property to discover its perfect setting for your future dream home. With easy access from the road, you'll find an elevated, level area offering the opportunity to create your own private rural

    Wanda Mooney COLDWELL BANKER COMMUNITY REALTORS

    0 W Oxbow Rd Unit 248444, Charlemont, MA 01339
  • /42

    $699,000

    • 3 Beds
    • 1.5 Baths
    • 1,527 Sq Ft

    4 Blackhall Ct, Marion, MA 02738

    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.

    4 Blackhall Ct, Marion, MA 02738
  • /42

    $589,000

    • 3 Beds
    • 2 Baths
    • 1,842 Sq Ft

    16 Swamp Rd, West Stockbridge, MA 01266

    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

    16 Swamp Rd, West Stockbridge, MA 01266
  • /42

    $499,000

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    10 Maple St, Plainfield, MA 01070

    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®

    10 Maple St, Plainfield, MA 01070
  • /2

    $32,900

    • Land
    • 10.16 Acres
    • $3,238 per Acre

    0 Skyline Trail Lot 24, Middlefield, MA 01243

    Over 10 acres of country land available for a private homestead, farming operation, or future development. Here is your unique opportunity to own a piece of New England's scenic beauty nestled in the Berkshires. Whether you're looking for a private retreat, a farm, or investment property, the region provides a mix of rolling hills, forests, and open meadows. Bring your vision for this land!

    Phim Mar Byrnes Real Estate Group LLC

    0 Skyline Trail Lot 24, Middlefield, MA 01243
  • /23

    $699,900

    • 4 Beds
    • 1.5 Baths
    • 2,948 Sq Ft

    3258 Main St, Becket, MA 01223

    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

    3258 Main St, Becket, MA 01223
  • /21

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    158 Main St, Williamsburg, MA 01039

    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

    158 Main St, Williamsburg, MA 01039
  • /14

    $1,555,000

    • 6 Beds
    • 3 Baths
    • 4,659 Sq Ft

    71 Homestead St, Dorchester, MA 02121

    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

    71 Homestead St, Dorchester, MA 02121
  • /7

    $265,000

    • Land
    • 3.59 Acres
    • $73,816 per Acre

    767 Stony Hill Rd, Wilbraham, MA 01095

    Build Your Dream Home on 3.59 Acres — With the Option to Purchase the Front Home & Studio! Situated just off desirable Stony Hill Road, this 3.59-acre lot offers a unique opportunity for new construction in a sought-after Wilbraham location. The parcel sits behind the front lot, where a charming bungalow and finished studio space are also available for purchase (see 763 Stony Hill Road),

    Casey Miner ERA M Connie Laplante Real Estate

    767 Stony Hill Rd, Wilbraham, MA 01095
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