25

Recently Sold Sandisfield, MA Homes

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  • /39

    $487,500 Sold Jul 25, 2025

    • 1,566 Sq Ft
    • $311/SF
    • 13 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    26 Autumn Ct, Otis, MA 01253

    This recently renovated cottage is tucked away on a private cul-de-sac in ever popular Otis Wood Lands, where you'll enjoy the association's private lake, beach, clubhouse, heated pool, tennis & pickle ball courts, fitness center, and playground. With 3 bedrooms, 3 full baths, plus a bonus sleeping loft, this is a terrific vacation getaway or year-round home. The new septic, new roof, and new

    Brian Farrell STONE HOUSE PROPERTIES, LLC

    26 Autumn Ct, Otis, MA 01253
  • /42

    $631,000 Sold Jul 24, 2025

    • 2,860 Sq Ft
    • $221/SF
    • 10 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1798

    191 Sandisfield Rd, Sandisfield, MA 01255

    HISTORIC JABEZ BOSWORTH INN & TAVERN: AUTHENTIC BERKSHIRE COUNTRY LIVINGSet quietly in the heart of Sandisfield, Massachusetts, the historic Jabez Bosworth House & Inn, circa 1798, offers a genuinely rare opportunity to own an iconic piece of New England history just 14 miles from the vibrant town of Great Barrington. Originally home to Revolutionary War Captain Jabez Bosworth, this Federal-style

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    191 Sandisfield Rd, Sandisfield, MA 01255
  • /32

    $835,000 Sold Jul 10, 2025

    • 1,948 Sq Ft
    • $429/SF
    • 37 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1923

    18 S Beech Plain Rd, Sandisfield, MA 01255

    VIEWS! VIEWS! VIEWS! Built in 1923, this home with stunning views brings a blend of yesteryear's charm with todays modern expectations. Set in a private location on 15 acres of natural beauty with a running brook and outbuildings that have boundless possibilities, this is the country escape most people dream of. The original home with its wide plank flooring, stone fireplace and three cosy

    Fintan Hanley COMPASS MASSACHUSETTS , LLC GB

    18 S Beech Plain Rd, Sandisfield, MA 01255
  • /29

    $350,000 Sold Jun 27, 2025

    • 2,095 Sq Ft
    • $167/SF
    • 248 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    201 N Main St, Sandisfield, MA 01255

    This comfortable contemporary four bedroom, two bath home offers privacy yet it is convenient to local restaurants, a town center, and a small winter skiing area. The relatively open floor plan features a sunroom, living room and two screened porch areas. A nice wrap around deck is another treat to be enjoyed along with a fairly spacious back yard. The to be installed four bedroom new septic

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    201 N Main St, Sandisfield, MA 01255
  • /22

    $260,000 Sold May 14, 2025

    • 1,600 Sq Ft
    • $162/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1974

    12 Sears Rd, Sandisfield, MA 01255

    Charming Berkshires Getaway Opportunity on 6.25 acres of picturesque countryside! All walls are out and ready for you to restore this.2bedroom w/loft and family room. Title V passed. New spring fed well, 200A electrical and 2 new wood burning fireplaces. Even potential for addt'l building lot w +/-1000ft road frontage. Bring your skills. Renovate the existing layout or add a third level for

    Teronda Ellis MyOwn REA

    12 Sears Rd, Sandisfield, MA 01255
  • /66

    $585,000 Sold Apr 14, 2025

    • 1,600 Sq Ft
    • $366/SF
    • 185 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    21 Sandisfield Rd, Sandisfield, MA 01255

    Discover the perfect blend of contemporary style and natural beauty in this newly renovated riverfront home. With 1,600 square feet of living space, this residence features three bedrooms and two brand-new bathrooms.The hip, newly renovated kitchen is a true design statement and now opens to the great room, with its high ceilings and large windows that fill the space with natural light. The

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    21 Sandisfield Rd, Sandisfield, MA 01255
  • /21

    $235,000 Sold Apr 07, 2025

    • Land
    • 5 Acres
    • $44,847 per Acre
    • 91 Days On Market

    Unlisted Address

    One-of-a-kind opportunity in the heart of the Berkshires.! Over five acres of land partially improved with a gated entry, drilled well, 864 square foot timber frame barn and custom-built fieldstone and granite gardening shed. Work with the existing barn to convert to a weekend getaway or build your own home and multi-purpose the barn.

    Pamela Roberts ROBERTS & ASSOC. REALTY, INC

    Unlisted Address
  • /29

    $2,050,000 Sold Mar 14, 2025

    • 3,547 Sq Ft
    • $578/SF
    • 71 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1800

    147 New Hartford Rd, Sandisfield, MA 01255

    This quintessential country property is what everyone wants. Located in the Southern Berkshires close to the towns of Great Barrington, New Marlborough and Southfield and Norfolk, CT. This sleek historic and beautifully restored home is conveniently located for skiing, hiking, arts and culture, restaurants and all other Berkshire offerings. This home is beautifully restored and includes a

    Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

    147 New Hartford Rd, Sandisfield, MA 01255
  • /37

    $113,000 Sold Jan 23, 2025

    • 1,024 Sq Ft
    • $110/SF
    • 23 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1930

    8 Tannery Rd, Sandisfield, MA 01255

    Welcome to this unique fixer-upper nestled on just over one acre. Featuring a convenient one-level living layout. The unfinished upstairs area provides endless possibilities for expansion. The Farmington River is located across the street. Property is being sold as is and has a failed title V. Don't miss your chance to turn this house into your dream home!

    Jessica Rizzo LAMACCHIA REALTY, INC

    8 Tannery Rd, Sandisfield, MA 01255
  • /40

    $689,500 Sold Dec 20, 2024

    • 2,850 Sq Ft
    • $242/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1978

    381 Deer Run Rd, Sandisfield, MA 01255

    Fantastic 4 BR, 2.5 Contemporary sits on a double lot and borders state forest in the Otis Wood Lands community. Spacious open kitchen/dining/living area with vaulted ceiling & woodstove. First-floor also includes primary, den, half bath, & washer/dryer area. Second floor includes 3 BRs & full bath. All three bathrooms were updated in 2013. Lower-level has two-car garage, mudroom, and

    Emily Piacquadio LANCE VERMEULEN RE, INC

    381 Deer Run Rd, Sandisfield, MA 01255
  • /30

    $649,000 Sold Nov 22, 2024

    • 2,053 Sq Ft
    • $316/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    363 Deer Run, Sandisfield, MA 01255

    Spacious three bedroom Otis Wood Lands Contemporary with large first-floor primary suite. Living room with cathedral ceiling and propane stove, two additional bedrooms, loft, lower-level den, and three-season room. This home has been lovingly maintained. 2014 whole-house propane generator, flooring replaced in lower level (2014), replaced all porch windows & sliders (2014). Heat/AC splits in

    Emily Piacquadio LANCE VERMEULEN RE, INC

    363 Deer Run, Sandisfield, MA 01255
  • /44

    $910,000 Sold Nov 22, 2024

    • 2,400 Sq Ft
    • $379/SF
    • 6 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2005

    372 Deer Run, Sandisfield, MA 01255

    Inviting Otis Wood Lands home, where relaxation & nature come together. Enjoy the heated in-ground pool, lounge on the spacious deck, or relax on the large 3-season porch in this serene setting. This elegant & spacious home has a large living room with cathedral ceiling, stone fireplace & is open to the kitchen & dining area. Beautiful kitchen w/granite-topped island & top-of-the-line appliances.

    Lance Vermeulen LANCE VERMEULEN RE, INC

    372 Deer Run, Sandisfield, MA 01255
  • /57

    $375,000 Sold Nov 06, 2024

    • 1,105 Sq Ft
    • $339/SF
    • 17 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1950

    125 West St, Sandisfield, MA 01255

    Very peaceful quiet setting. 5.6 acres with walking trails and a very beautiful mature yard. Great location, close to skiing, Tanglewood and more. Hardwood floors through out and many new or newer updates. Newer electric and oil furnace tank. This home is having a brand new septic system installed at a cost of about 35k so no worries about septic. Large basement with work area and and oversized

    Paul Clark CLARK REALTY GROUP LLC

    125 West St, Sandisfield, MA 01255
  • /31

    $120,000 Sold Nov 04, 2024

    • 980 Sq Ft
    • $122/SF
    • 33 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1960

    122 West St, Sandisfield, MA 01255

    A lovely 1960's ranch on a quiet country road. Featuring two bedrooms, full bathroom, spacious living room with wood stove and an eat-in kitchen. Propane for heating and hot water. New Roof (2023), large yard, and walk out basement. This is a convenient location within minutes to West Lake and Abbey Lake, 13 miles to Great Barrington downtown, two ski areas within close proximity, hiking, and all

    Jose Larios LAMACCHIA REALTY, INC

    122 West St, Sandisfield, MA 01255
  • /26

    $398,500 Sold Oct 30, 2024

    • 1,008 Sq Ft
    • $395/SF
    • 46 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    320 Highland Way, Sandisfield, MA 01255

    Contemporary vacation chalet in popular Otis Wood Lands. Sunny great room with a cathedral ceiling opens to a spacious deck. This 3BR/2B cabin is set on a hill a short walk from all of the wonderful association amenities: private lake and beach, club house and fitness center, pool, tennis and pickle ball courts. It is located near a trail into Otis State Forest with miles of hiking and cross

    Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

    320 Highland Way, Sandisfield, MA 01255
  • /17

    $275,000 Sold Oct 28, 2024

    • Land
    • 77 Acres
    • $3,577 per Acre
    • 171 Days On Market

    Unlisted Address

    This offering presents an exceptional opportunity to acquire two meticulously surveyed land parcels located in the picturesque town of Sandisfield, just minutes away from downtown Monterey.Lot 1, spanning over 52 acres, boasts a drilled well, perc tests, and a 4-bedroom septic design, providing the groundwork for your dream home or estate. This expansive parcel offers ample space for development

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Unlisted Address
  • /38

    $539,000 Sold Oct 18, 2024

    • 1,260 Sq Ft
    • $428/SF
    • 7 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1984

    311 Lakeshore Dr, Sandisfield, MA 01255

    Experience lakeside living in this 2 bedroom, 2 bathroom home sitting on a serene waterfront lot in the Otis Woodlands community.An impressive large fireplace serves as the heart of the open concept living space, creating a warm and inviting atmosphere for cozy nights in.The large deck that spans the back of the home is perfect for entertaining or relaxing with your morning coffee.Just a few

    Shannon Margraf WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    311 Lakeshore Dr, Sandisfield, MA 01255
  • /15

    $89,000 Sold Oct 11, 2024

    • Land
    • 4.29 Acres
    • $20,746 per Acre
    • 83 Days On Market

    Unlisted Address

    4+ Peaceful & Serene Acres with significant added value that will save you many thousands of dollars building your home in the Berkshires. Improvements include a rough driveway already in place; electric brought underground from the pole to the parcel; most of all there is already a drilled, 465 ft. deep well, static level just 30', and 125' of casing. 12(+) gallons per minute. As quiet as the

    Chapin Fish WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    Unlisted Address
  • /41

    $257,000 Sold Sep 20, 2024

    • 1,920 Sq Ft
    • $134/SF
    • 203 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1850

    122 Sandisfield Rd, Sandisfield, MA 01255

    Great owner occupied opportunity- as one apartment is vacant or add to your portfolio and rent all 3 apartments.This well maintained property offers a beautiful setting and many updates such as a NEW septic system 2012, blown in insulation 2013, NEW vinyl siding and windows 2020, New water filter system 2019, New water heaters from 2019-2021 and blown in insulation 2013 to name a few. 3 CAR

    Paul Zingarelli Berkshire Hathaway HomeServices Realty Professionals

    122 Sandisfield Rd, Sandisfield, MA 01255
  • /40

    $690,000 Sold Sep 09, 2024

    • 2,482 Sq Ft
    • $278/SF
    • 25 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1981

    339 Lakeshore Dr, Sandisfield, MA 01255

    Spacious lakefront home on a wooded one acre lot in popular Otis Wood Lands. There is a large, lake view primary suite on the main level, plus two guest bedrooms and additional areas for sleeping. In addition there is a large loft, an office, a den and a family room. Some furniture to remain. Otis Wood Lands amenities include a private lake and beach, a beautiful club house, heated gunite

    Jeff Wilkinson STONE HOUSE PROPERTIES, LLC

    339 Lakeshore Dr, Sandisfield, MA 01255
  • /4

    $115,555 Sold Sep 09, 2024

    • Land
    • 45 Acres
    • $2,568 per Acre
    • 108 Days On Market

    Unlisted Address

    BEAUTIFUL LARGE PARCEL! Sloping wooded lot, with stone walls, on country road. The perfect opportunity to retreat to the country. Land begins just after #2 Sears Rd.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    Unlisted Address
  • /2

    $149,900 Sold Jan 06, 2025

    • Land
    • 46 Acres
    • $3,295 per Acre
    • 420 Days On Market

    Unlisted Address

    45 acres of open and forested land with some clearing completed. Rough driveway in place, beautiful trails and wonderful privacy. Relax by the Buck River. Frontage on two roads. Many possibilities, private residential setting, abundant wild life. Gentle plateaus bordered by stone wall. Enjoy peaceful country living!

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    Unlisted Address
  • /37

    $650,000 Sold Apr 01, 2025

    • 2,150 Sq Ft
    • $302/SF
    • 212 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1987

    109 Sequena Dr, Otis, MA 01253

    Wonderful four-bedroom home in Otis Wood Lands! This great house has everything you might want. First floor with open kitchen/living/dining area with wood-burning fireplace, and primary bedroom with a jet tub in the primary bath. The lower level has three bedrooms, family room space with built-in bookcase, fireplace with insert, and slider to outdoors. Large deck, screened-in porch, and heat &

    Emily Piacquadio LANCE VERMEULEN RE, INC

    109 Sequena Dr, Otis, MA 01253
  • /46

    $850,000 Sold Sep 27, 2024

    • 2,530 Sq Ft
    • $336/SF
    • 54 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 1985

    133 Towhee Trail, Otis, MA 01253

    Sunny Contemporary Home with 60' Pool on 1.3 Beautifully Landscaped Acres!Sunlight, privacy, and style. This architect-designed house is exceptionally located in a light-filled lot with a wonderful pool and impeccably kept gardens. This home is move-in ready and allows for one-level living. Relax in the stunning screened porch that overlooks mature gardens and a private backyard. The modern and

    Elle Villetto WILLIAM PITT SOTHEBY'S - LENOX

    133 Towhee Trail, Otis, MA 01253
  • 0 Bohun (Map 46 Lot 10) Rd Unit 170581776, Colebrook, CT 06021

    $32,000 Sold Sep 19, 2024

    • Land
    • 1.84 Acres
    • $17,391 per Acre
    • 408 Days On Market

    0 Bohun (Map 46 Lot 10) Rd Unit 170581776, Colebrook, CT 06021

    Beautiful Rural 1.84 Acre Lot to build your home only a stone through away from Massachusetts!!! There can be always adventures here for you to enjoy with every season. The Best of both of Connecticut and Massachusetts are here in the Berkshires which features many the Cultural Attractions such as Tanglewood, Clark Art Institute . There has been test pit tests, see soil data.

    Linda Ganem Borla & Associates Real Estate

    0 Bohun (Map 46 Lot 10) Rd Unit 170581776, Colebrook, CT 06021

Frequently Asked Questions

What is the average home price in Sandisfield, MA?
Homes for sale in Sandisfield, MA have an average home price of $584,080.
What is the average time to sell a house in Sandisfield, MA?
The houses for sale in Sandisfield, MA spend an average of 15 days on the market.
What is the number of active homes for sale in Sandisfield, MA?
There are 2 active homes for sale in Sandisfield, MA.
How many homes have sold over the last 12 months in Sandisfield, MA?
20 homes have sold in Sandisfield, MA over the last 12 months.

Home Trends in Sandisfield, MA

Housing Trends

Median Sale Price
$649,000
Median Single Family Sale Price
$689,500
Average Price Per Sq Ft
$300
Number of Homes for Sale
2
Last 12 months Home Sales
20
Months of Supply
1.20
Median List Price
$595,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
31%
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