22

Massachusetts Homesteads for Sale

Section Image Section Image
  • /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
  • /33

    $319,900

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft

    3186 Main St, Becket, MA 01223

    Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful modern upgrades, and direct access to the outdoors.Rich in period detail, the home showcases authentic craftsmanship, including hand-hewn beams, wooden pegs, and square nails, timeless elements seldom found beyond true

    Agent Photo

    Nick Geranios

    WILLIAM PITT SOTHEBY'S - LENOX

    (413) 675-5607

    3186 Main St, Becket, MA 01223
  • /7

    $719,000

    • Land
    • 3.52 Acres
    • $204,261 per Acre

    147 Washington Street Lot 2, Sherborn, MA 01770

    A rare offering at a great price! Beautiful 3.5 acre wooded lot with house set approximately 270 feet back from the road. Fully approved 8 bedroom septic design in hand, this is an amazing opportunity to build a gracious home with plenty of space and capacity for two additional ADUs as part of a family compound or for great rental income. Whether you are looking for a country escape, a functional

    Agent Photo

    Maryann Clancy

    Berkshire Hathaway HomeServices Commonwealth Real Estate

    (508) 978-5147

    147 Washington Street Lot 2, Sherborn, MA 01770
  • /37

    $599,000

    • 1 Bed
    • 2 Baths
    • 1,419 Sq Ft

    390 Massachusetts 6a, Sandwich, MA 02537

    Enjoy the location and history of this renovated antique Carriage Barn full of charm and potential. Originally part of the Wing-Holway Homestead, it later became a well-known jam business run by Emily Southhall. Take pleasure in the private lot with its mature plantings as well as the inviting unique interior featuring an open floor plan with beautiful natural light throughout. There is ample

    Agent Photo

    Betty Allen

    Decoy Realty LTD

    (508) 905-6967

    390 Massachusetts 6a, Sandwich, MA 02537
  • /42

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 3,427 Sq Ft

    227 East St, Granby, MA 01033

    Experience luxury and privacy in this stunning executive ranch set on 13.3 acres, an ideal blend of refined living and modern homestead potential. With 3,427sq ft, this home offers a grand foyer, dedicated office, and an expansive living room with walk-out to a back patio. The chef’s kitchen features a large island, pantry, and dining area. The layout includes two bedrooms and a full bath with

    Karolina Podolska Naples Realty Group

    227 East St, Granby, MA 01033
  • /11

    $575,000

    • 3 Beds
    • 1.5 Baths
    • 2,766 Sq Ft

    1386 Pleasant St, Athol, MA 01331

    MOTIVATED SELLERS.. A rare offering awaits at 1386 Pleasant Street, Athol where a legacy of history, was established in 1750. This unique 41.1 acre property formerly known as Nye Tree Farm (37.85 acres in Chapter 61B Recreation protection) is located in one of Athol’s prestigious neighborhoods. The property offers endless potential for those seeking privacy, recreation, or agricultural use. The

    Lee Chauvette LAER Realty Partners

    1386 Pleasant St, Athol, MA 01331
  • /24

    $599,000

    • 5 Beds
    • 3.5 Baths
    • 2,722 Sq Ft

    155 Plympton St, Middleboro, MA 02346

    Steeped in local history, the Nathaniel Eddy House in scenic Eddyville, East Middleborough, is offered for the first time since 1965. Ideally located just down the street from the Eddy Homestead and the Joshua Eddy House, it sits at the heart of this storied enclave. Built in 1806, this rare property features 5 bedrooms, 7 fireplaces (including 2 in bedrooms), wide pine floors, exposed beams, and

    Gretchen Almy LandVest, Inc.

    155 Plympton St, Middleboro, MA 02346
  • /42

    $925,000

    • 4 Beds
    • 2.5 Baths
    • 2,350 Sq Ft

    9 Balmoral Dr, Methuen, MA 01844

    Welcome to 9 Balmoral Drive in sought-after Homestead Acres, an impeccably maintained & updated 4-bedroom, 2.5-bath Colonial. Enter into an open foyer, leading to a sun-filled living room, formal dining room & beautifully renovated eat-in kitchen featuring a new bay window, solid wood cabinetry, SS appliances, quartz counters, & large quartz island. The kitchen flows seamlessly to new private

    Julie Ilyas J.M.I. Investment Properties

    9 Balmoral Dr, Methuen, MA 01844
  • /42

    $675,000

    • 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
  • /31

    $1,299,000

    • 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
  • /65

    $439,900

    • 4 Beds
    • 1.5 Baths
    • 2,324 Sq Ft

    738 River Rd, Clarksburg, MA 01247

    Experience the perfect blend of historic character and peaceful riverside living in this four-bedroom, 1.5-bath Colonial farmhouse. Nestled on 1.8 sprawling acres in the heart of Clarksburg, this property offers a rare opportunity to own a piece of New England heritage with a front-row seat to nature. This home features spacious rooms with ease and flow throughout the floorplan. 1.8 acres of

    Jason Nocher NOCHER REALTY

    738 River Rd, Clarksburg, MA 01247
  • /35

    $449,000

    • 2 Beds
    • 1 Bath
    • 1,196 Sq Ft

    17 Olympia St, Easthampton, MA 01027

    OFFER DEADLINE: Highest & Best Offers Due TUESDAY MAY 12 @ NOON. Check out this charming, sun-drenched farmhouse in an ideal setting! Just a short walk from Cottage St shops & restaurants, you'll find this gorgeous two bedroom home. Well-kept and boasting thoughtful improvements, including a fully remodeled kitchen, hardwood floors throughout, first floor laundry & bathroom, and fresh paint

    Laura Scott 5 College REALTORS®

    17 Olympia St, Easthampton, MA 01027
  • /5

    $495,000

    • Land
    • 19 Acres
    • $26,053 per Acre

    0 Mohawk Lake Rd, Stockbridge, MA 01262

    Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down

    Debra Petrovsky DONOVAN REAL ESTATE

    0 Mohawk Lake Rd, Stockbridge, MA 01262
  • /23

    $145,000

    • Land
    • 22.33 Acres
    • $6,494 per Acre

    138 Ragged Hill Rd, West Brookfield, MA 01585

    Looking for your own personal retreat, homestead or farm... this is just what you need in your life! This property is one of a kind! 22.33 scenic acres on a quiet country road! This property features 816.49 ft of frontage and enough frontage and acreage for 3 ANR lots. A beautiful, clean freshwater Lamberton Brook spans through the back of the property. Peaceful and one of a kind. The Lot was

    Nicole Palmerino Keller Williams Boston MetroWest

    138 Ragged Hill Rd, West Brookfield, MA 01585
  • /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
  • /36

    $379,900

    • 5 Beds
    • 1.5 Baths
    • 3,232 Sq Ft

    20 Depot St, Southwick, MA 01077

    Rich with history this stately 1800s 12-room Federal style Antique home known as The Laflin-Phelps Homestead, sits on 1.21 acres in the heart of Southwick. This property has a story to tell and is ready for its next chapter. Offering 3232 sf of living space, this home features 6 period fireplaces, beautiful wide plank pine floors, and timeless architectural character throughout. Updates include

    Neilsen Team - Livian

    20 Depot St, Southwick, MA 01077
  • /27

    $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
  • /6

    $48,000

    • Land
    • 4.88 Acres
    • $9,836 per Acre

    lt3 West Rd, New Braintree, MA 01531

    Want to get away from it all then check out this lot not far from New Braintree Center. Handy to Barre, West Brookfield and commuting to Worcester. Close to routes 32, 67, 122 for commuting but enjoy the peace of the country roads coming home. Many farms near by. Some wetlands on the property would possibly limit its uses but there is still plenty of room for a small homestead. Come view the

    Sue Como Buy Rite Home

    lt3 West Rd, New Braintree, MA 01531
  • /10

    $125,000

    • Land
    • 2.12 Acres
    • $58,962 per Acre

    0 N Bear River Rd Unit 73485981, Ashfield, MA 01330

    Beautiful parcel on scenic Bear River Road in Ashfield offering a wonderful opportunity to build in the heart of the Hilltowns. The property includes an old apple barn full of rustic charm, along with a completed septic design and architectural plans for an approximately 1,000 sq ft home. The proposed siting thoughtfully takes advantage of the natural landscape and provides a strong starting

    Jocelyn O'Shea REMAX Connections - Greenfield

    0 N Bear River Rd Unit 73485981, Ashfield, MA 01330
  • /4

    $499,900

    • Land
    • 88 Acres
    • $5,681 per Acre

    0 Address Withheld Unit 73485702, Russell, MA 01071

    Rare opportunity to own 88± acres in Russell, MA offering privacy, natural beauty, and exceptional potential for a private estate, family compound, or possible subdivision. Set among the scenic hills of Western MA, this expansive parcel offers a unique opportunity for those seeking space, privacy, and long-term potential. Build your dream homestead, create a private retreat, or explore future

    Jessica Rebello HomeSmart Professionals Real Estate

    0 Address Withheld Unit 73485702, Russell, MA 01071
  • /8

    $295,000

    • Land
    • 5.51 Acres
    • $53,539 per Acre

    82 Dodge Hill Rd, Sutton, MA 01590

    Prime 5.5-acre lot in historic Sutton that was once part of the Dudley family Homestead. Septic design is Town approved...town water at street. Conveniently located to Route 146, MA Pike & the Blackstone Shoppes. One of the best school systems in the State. See the attached plot to build your dream home. The lot is the wooded area in the pictures and attached aerial video.

    Richard Stockhaus Lakefront Living Realty, LLC

    82 Dodge Hill Rd, Sutton, MA 01590
  • /11

    $215,000

    • Land
    • 3.59 Acres
    • $59,889 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
How to Buy a Home How to Finance a Home How to Sell a Home