Great Barrington, MA Homes

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  /20

  Est $715,431 Not Listed For Sale

  19 Gilmore Ave, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • Built 1947

  19 Gilmore Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 11% Above List Price
  • $393/SF
  • 12 Days On Market

  Last Sold Price $643,000

  Last Listing Agent Karen Climo William Pitt
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  /58

  $675,000

  • 7 Beds
  • 6.5 Baths
  • 3,684 Sq Ft

  3 Lake Buel Rd, Great Barrington, MA 01230

  Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here--horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved

  Lance Vermeulen LANCE VERMEULEN RE, INC

  3 Lake Buel Rd, Great Barrington, MA 01230
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  /69

  $1,997,000 Sold Nov 12, 2025

  20 Prospect St, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1926

  Last Sold Summary

  • $666/SF
  • 16 Days On Market

  Current Estimated Value $1,949,414

  Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  20 Prospect St, Great Barrington, MA 01230
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  /28

  Est $521,066 Not Listed For Sale

  29 Commonwealth Ave, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1973

  29 Commonwealth Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 19% Above List Price
  • $402/SF
  • 164 Days On Market

  Last Sold Price $439,000

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC
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  /6

  $500,000

  • Land
  • 0.66 Acre
  • $757,576 per Acre

  185 A State Rd, Great Barrington, MA 01230

  A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  185 A State Rd, Great Barrington, MA 01230
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  /30

  $795,000 Sold Oct 24, 2025

  80 Taconic Ave Unit 14, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,881 Sq Ft
  • Built 1985

  Last Sold Summary

  • $423/SF
  • 21 Days On Market

  Current Estimated Value $790,941

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 14, Great Barrington, MA 01230
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  /19

  Est $481,674 Not Listed For Sale

  14 Humphrey St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1900

  14 Humphrey St, Great Barrington, MA 01230

  Last Sold Summary

  • 16% Above List Price
  • $320/SF
  • 6 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Mary White BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  /42

  $550,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,375 Sq Ft

  215 Prospect St, Great Barrington, MA 01230

  This meticulously renovated 1920s Craftsman delivers a sophisticated living experience in the heart of Housatonic. Curated by a Berkshire interior designer, the home maintains its historic integrity while featuring a fully modernized open-concept interior. Defined by a stunning, expansive front porch and original hardwood floors, the residence offers a seamless transition between classic

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  215 Prospect St, Great Barrington, MA 01230
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  /34

  $703,000 Sold Sep 23, 2025

  26 Prospect St, Great Barrington, MA 01230

  • 2 Beds
  • 1.5 Baths
  • 1,125 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $625/SF
  • 6 Days On Market

  Current Estimated Value $719,387

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Prospect St, Great Barrington, MA 01230
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  /37

  Est $1,124,196 Not Listed For Sale

  225 Long Pond Rd, Great Barrington, MA 01230

  • 3 Beds
  • 2.5 Baths
  • 2,499 Sq Ft
  • Built 1973

  225 Long Pond Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 12% Above List Price
  • $400/SF
  • 15 Days On Market

  Last Sold Price $1,000,000

  Last Listing Agent Christian Deckert William Pitt
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  /3

  $250,000

  • Land
  • 6.11 Acres
  • $40,916 per Acre

  Lot #10 E Mountain Rd, Great Barrington, MA 01230

  BEAUTIFUL SIX ACRE LIGHTLY WOODED PARCEL ON A PRIVATE ROAD CLOSE TO THE CENTER OF GREAT BARRINGTON. SKIING, HIKING TRAILS, LAKES AND CULTURAL VENUES ALL WITHIN CLOSE PROXIMITY. ADJACENT TO EAST MOUNTAIN STATE FOREST, AT APPROX 1000' ELEVATION AND COMPRISED OF A MIX OF EVERGREEN AND DECIDUOUS TREES, THE PARCEL PROVIDES A PRIVATE AND PEACEFUL SETTING FOR YOUR NEW HOME, IN ANY SEASON.

  Claudia Crane COMPASS MASSACHUSETTS , LLC GB

  Lot #10 E Mountain Rd, Great Barrington, MA 01230
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  /69

  $2,100,000 Sold Jul 21, 2025

  300 Alcott Rd, Great Barrington, MA 01230

  • 7 Beds
  • 6 Baths
  • 7,008 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Below List Price
  • $300/SF
  • 120 Days On Market

  Last Listing Agent Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  300 Alcott Rd, Great Barrington, MA 01230
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  /7

  Est $391,147 Not Listed For Sale

  102 Egremont Plain Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,498 Sq Ft
  • Built 1900

  102 Egremont Plain Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 42% Above List Price
  • $184/SF
  • 10 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Tyler Scaglione Cameron Real Estate Group
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  /6

  $1,000,000

  • Land
  • 1.07 Acres
  • $934,583 per Acre

  185 State Rd, Great Barrington, MA 01230

  A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include two oversized curb cuts for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  185 State Rd, Great Barrington, MA 01230
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  /21

  $380,000 Sold Feb 27, 2026

  68 Creamery Rd, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,048 Sq Ft
  • Built 1964

  Last Sold Summary

  • 5% Below List Price
  • $363/SF
  • 128 Days On Market

  Current Estimated Value $404,040

  Last Listing Agent Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

  68 Creamery Rd, Great Barrington, MA 01230
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  /17

  Est $385,989 Not Listed For Sale

  359 State Rd, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,164 Sq Ft
  • Built 1950

  359 State Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 35% Above List Price
  • $245/SF
  • 12 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Christine Martin COMPASS MASSACHUSETTS , LLC GB
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  /88

  $3,550,000

  • 6 Beds
  • 7 Baths
  • 9,254 Sq Ft

  Unlisted Address

  The thoughtfully renovated and expanded 1940s Main House is full of exceptional spaces--elegant formal dining and living rooms in front, informal sitting area and spacious eat-in kitchen at the back, stunning central stairwell, cozy den/bar, and media room. Five comfortable bedrooms, including two luxurious primary suites. Every material, sightline, and design element has been curated with care

  Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

  Unlisted Address
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  /44

  $1,440,000 Sold Aug 08, 2025

  26 N Egremont Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Above List Price
  • $626/SF
  • 5 Days On Market

  Current Estimated Value $1,435,706

  Last Listing Agent Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  26 N Egremont Rd, Great Barrington, MA 01230
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  /22

  Est $659,480 Not Listed For Sale

  10 Ramsey Ave, Great Barrington, MA 01230

  • 5 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1950

  10 Ramsey Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 18% Above List Price
  • $276/SF
  • 17 Days On Market

  Last Sold Price $560,000

  Last Listing Agent Allison Rada STONE HOUSE PROPERTIES, LLC
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  /60

  $1,330,000 Pending

  • 16 Beds
  • 10 Baths
  • 8,870 Sq Ft

  6 Manville St, Great Barrington, MA 01230

  A prime investment opportunity in the heart of downtown Great Barrington. This 10-unit residential property features a desirable mix of six spacious two-bedroom apartments and four one-bedroom units. The two-bedroom apartments are particularly appealing, all offering private balconies and fireplaces, with three of these premium units also including formal dining rooms and Jack-and-Jill style

  Tony Segalla WILLIAM RAVEIS - BERKSHIRE

  6 Manville St, Great Barrington, MA 01230
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  /40

  $276,000 Sold May 06, 2025

  357 State Rd, Great Barrington, MA 01230

  • 4 Beds
  • 1 Bath
  • 1,800 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $153/SF
  • 62 Days On Market

  Current Estimated Value $579,878

  Last Listing Agent Paige Paluch WILLIAM RAVEIS - BERKSHIRE

  357 State Rd, Great Barrington, MA 01230
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  /38

  Est $1,897,210 Not Listed For Sale

  9 Round Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 3.5 Baths
  • 4,156 Sq Ft
  • Built 2000

  9 Round Hill Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 10% Above List Price
  • $414/SF
  • 97 Days On Market

  Last Sold Price $1,720,000

  Last Listing Agent Maggie Merelle William Pitt
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  /3

  $235,000

  • Land
  • 4.37 Acres
  • $53,776 per Acre

  162 Alford Rd, Great Barrington, MA 01230

  BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  162 Alford Rd, Great Barrington, MA 01230
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  /61

  $949,000 Sold Oct 14, 2025

  69 Corser Hill Rd, Great Barrington, MA 01230

  • 4 Beds
  • 2.5 Baths
  • 3,802 Sq Ft
  • Built 2000

  Last Sold Summary

  • $250/SF
  • 20 Days On Market

  Current Estimated Value $984,339

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  69 Corser Hill Rd, Great Barrington, MA 01230
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  /51

  Est $426,118 Not Listed For Sale

  26 Avery Ln, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1900

  26 Avery Ln, Great Barrington, MA 01230

  Last Sold Summary

  • 29% Above List Price
  • $304/SF
  • 243 Days On Market

  Last Sold Price $330,000

  Last Listing Agent David Carlson FAIRGROUND REAL ESTATE, INC
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  /20

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  114 Brush Hill Rd, Great Barrington, MA 01230

  New Build Contemporary. Timbercraft Homes & Rosengren Architects collaborated to create this Contemporary 1584 square foot 2 bedroom home. Clean lines and simple one level living. Energy efficient Home with beautiful oak floors, custom kitchen open to dining and living room. Primary bedroom spacious and bright with well appointed bathroom and walk-in closet. Fireplace, dual fuel heating and AC. 1

  Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

  114 Brush Hill Rd, Great Barrington, MA 01230
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  /12

  $45,000 Sold Jul 11, 2025

  0 N Plain Rd, Great Barrington, MA 01230

  • Land
  • 1.27 Acres
  • $35,433 per Acre

  Last Sold Summary

  • 53% Below List Price
  • 162 Days On Market

  Last Listing Agent Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 N Plain Rd, Great Barrington, MA 01230
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  /8

  Est $295,980 Not Listed For Sale

  360 Park St Unit 1, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft
  • Built 1900

  360 Park St Unit 1, Great Barrington, MA 01230

  Last Sold Summary

  • 29% Above List Price
  • $210/SF
  • 167 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Suzann Ward HOUSATONIC REAL ESTATE
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  /4

  $474,900

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft

  41 Pearl St Unit 1-2, Great Barrington, MA 01230

  Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and

  David Carlson FAIRGROUND REAL ESTATE, INC

  41 Pearl St Unit 1-2, Great Barrington, MA 01230
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  /22

  $495,000 Sold Oct 10, 2025

  34 Bridge St Unit 202, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 711 Sq Ft
  • Built 2019

  Last Sold Summary

  • $696/SF
  • 75 Days On Market

  Current Estimated Value $496,753

  Last Listing Agent Paige Paluch WILLIAM RAVEIS - BERKSHIRE

  34 Bridge St Unit 202, Great Barrington, MA 01230
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  /39

  Est $747,514 Not Listed For Sale

  144 Green River Rd, Great Barrington, MA 01230

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft
  • Built 1970

  144 Green River Rd, Great Barrington, MA 01230

  Last Sold Summary

  • 18% Above List Price
  • $354/SF
  • 82 Days On Market

  Last Sold Price $635,000

  Last Listing Agent Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
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  /40

  $729,000 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,760 Sq Ft

  81 Castle Hill Ave, Great Barrington, MA 01230

  With its excellent curb appeal, charm and location, this property delivers! The inviting exterior exudes timeless appeal, while the sun-drenched three season porch provides an ideal space to relax and enjoy the southeastern mountain views.. Inside, warm and flexible living spaces, a cozy fireplace, a bright & sunny dining nook with skylight, and other rooms that easily adapt to your lifestyle

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  81 Castle Hill Ave, Great Barrington, MA 01230
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  /4

  $99,000 Sold Nov 06, 2025

  0 Lake Ave, Great Barrington, MA 01230

  • Land
  • 0.23 Acre
  • $430,435 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  0 Lake Ave, Great Barrington, MA 01230
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  /11

  Est $494,319 Not Listed For Sale

  22 High St, Great Barrington, MA 01230

  • 2 Beds
  • 1 Bath
  • 895 Sq Ft
  • Built 1900

  22 High St, Great Barrington, MA 01230

  Last Sold Summary

  • 18% Above List Price
  • $469/SF
  • 78 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Cindy Faggioni RE/MAX
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  /38

  $695,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  483 Home Rd, Great Barrington, MA 01230

  A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

  Suzann Ward HOUSATONIC REAL ESTATE

  483 Home Rd, Great Barrington, MA 01230
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  /27

  $388,000 Sold Sep 19, 2025

  370 Park St, Great Barrington, MA 01230

  • 3 Beds
  • 1 Bath
  • 1,192 Sq Ft
  • Built 1900

  Last Sold Summary

  • 12% Below List Price
  • $326/SF
  • 53 Days On Market

  Current Estimated Value $401,870

  Last Listing Agent Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  370 Park St, Great Barrington, MA 01230
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  /36

  Est $528,670 Not Listed For Sale

  6 Parley St, Great Barrington, MA 01230

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1900

  6 Parley St, Great Barrington, MA 01230

  Last Sold Summary

  • 3% Above List Price
  • $286/SF
  • 17 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Cortney Dupont COHEN & WHITE ASSOCIATES
• 

  

  /19

  $439,000

  • 4 Beds
  • 2 Baths
  • 2,112 Sq Ft

  115 Bridge St, Great Barrington, MA 01230

  BRIDGERTOWN CXV A great opportunity to own or invest in a 2-unit In-town property. 3 bedroom first floor with 1 bath, 2nd Floor is a spacious and light 1 bedroom, 1 bath. Hardwood floors, Updated boiler system. Just a quick stroll across the bridge and your in town for all your shopping and entertainment. This is a great chance to own and live while bringing some income in to offset expenses.

  Mark Rosengren WILLIAM RAVEIS - BERKSHIRE

  115 Bridge St, Great Barrington, MA 01230
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  /6

  $100,000 Sold Mar 05, 2026

  46 Seekonk Rd, Great Barrington, MA 01230

  • Land
  • 2.12 Acres
  • $47,192 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 905 Days On Market

  Current Estimated Value $138,428

  Last Listing Agent Tom Lynch COMPASS MASSACHUSETTS , LLC GB

  46 Seekonk Rd, Great Barrington, MA 01230
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  /23

  Est $329,988 Not Listed For Sale

  119 Railroad Ave, Great Barrington, MA 01230

  • 1 Bed
  • 1 Bath
  • 616 Sq Ft
  • Built 1900

  119 Railroad Ave, Great Barrington, MA 01230

  Last Sold Summary

  • 20% Above List Price
  • $446/SF
  • 24 Days On Market

  Last Sold Price $275,000

  Last Listing Agent David Graziani BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

Showing Results 81 - 120, Page 3 of 18