Berkshire, MA Homes

• 

  

  

  /20

  Est $347,441 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  9 Forest Row, Great Barrington, MA 01230

  9 Forest Row, Great Barrington, MA 01230
• 

  

  

  /31

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft

  18 Creamery Rd, Great Barrington, MA 01230

  Nestled on 6.6 peaceful acres, this beautifully renovated country Cape offers exceptional privacy just minutes from town. Set well back from the road, the home enjoys a quiet, convenient location surrounded by mature trees and gardens.Inside, a spacious dining room features a striking stone fireplace, while the large living room showcases wood floors that extend throughout. Every detail has been

  Allison Rada STONE HOUSE PROPERTIES, LLC

  18 Creamery Rd, Great Barrington, MA 01230
• 

  

  

  /19

  $502,500 Sold Jul 09, 2025

  • 2,280 Sq Ft
  • $220/SF
  • 9 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  1 Christian Hill Rd, Great Barrington, MA 01230

  Two Family Duplex within walking distance to town. Nicely updated and well maintained.

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  1 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  

  /46

  Est $940,449 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,078 Sq Ft

  11 Oak St, Great Barrington, MA 01230

  11 Oak St, Great Barrington, MA 01230
• 

  

  

  /52

  $1,849,235

  • 4 Beds
  • 3.5 Baths
  • 4,968 Sq Ft

  42 Seekonk Rd, Great Barrington, MA 01230

  The Piano House was named for the ornamental Dentil wood trim at the top of the facade an 1810 Center Hall Federal Colonial, located on 4.59 acres at Alford Brook, Features a Rumford Fireplace in the Front Lounge and in the Sitting Room. Also, a Large Wood Burning Stove in the Dining Room-Family/Sunroom. In addition, an 1810, two story Barn with 1185 sq. ft. of refurbished space. Includes a

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  42 Seekonk Rd, Great Barrington, MA 01230
• 

  

  /37

  $465,000 Sold Jul 08, 2025

  • 1,260 Sq Ft
  • $369/SF
  • 47 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1951

  5 Grant Ln, Great Barrington, MA 01230

  Looking for easy peasy living?This home is located just 5 minutes outside of town The house sits on a 1/2 acre lot with an attached garage and a seperate building! A large sunny yard with room for that vegatable garden you've been wanting? Weekend BBQ's with friends? Fetch with Fido? Theres also room for bikes, boats and storage. Living room with wood burning fireplace and an eat in kitchen. 2

  Lawrence Reilly BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  5 Grant Ln, Great Barrington, MA 01230
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  /4

  Est $628,426 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,792 Sq Ft

  1609 County Rd, Great Barrington, MA 01230

  1609 County Rd, Great Barrington, MA 01230
• 

  

  /36

  $850,000

  • 10 Beds
  • 4 Baths
  • 5,293 Sq Ft

  458 Monterey Rd, Great Barrington, MA 01230

  This rare find, located on the Great Barrington/Monterey line, offers the right buyer a unique opportunity to live, work, and play in the heart of the Berkshires. Situated on 4.32 acres, this 1958 ranch-style home has evolved over the years into a sprawling 5,200 square-foot property boasting endless potential. While it currently serves as an owner-operated wellness facility, an expansive

  Cortney Dupont COHEN & WHITE ASSOCIATES

  458 Monterey Rd, Great Barrington, MA 01230
• 

  

  /43

  $794,000 Sold Jul 07, 2025

  • 2,007 Sq Ft
  • $396/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1900

  40 Russell St, Great Barrington, MA 01230

  Picture-perfect in town victorian w/ many tasteful updates! This home has been lovingly cared for and updated by the owners over the years, with many recent finishing touches including a new primary bath & walk-in closet, fresh paint and landscaping. The classic layout offers well-proportioned rooms with high ceilings and great light throughout. The first floor includes two living rooms, dining

  Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

  40 Russell St, Great Barrington, MA 01230
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  /32

  Est $798,143 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft

  22 Pine St, Great Barrington, MA 01230

  22 Pine St, Great Barrington, MA 01230
• 

  

  /59

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 4,072 Sq Ft

  311 N Plain Rd, Housatonic, MA 01236

  This historic 4-bedroom 3.5-bath home sits on a beautifully landscaped 1-acre lot surrounded by ornamental trees, vibrant flower gardens and mature plantings. Originally built around 1800, this comfortable well-maintained house features high ceilings, warm wood flooring, and plenty of period charm. The main level welcomes you with a spacious living room accented with Greek Revival moldings, an

  Vashti Poor LANCE VERMEULEN RE, INC

  311 N Plain Rd, Housatonic, MA 01236
• 

  

  /46

  $685,000 Sold Jul 02, 2025

  • 2,765 Sq Ft
  • $248/SF
  • 53 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1835

  120 Maple Ave, Great Barrington, MA 01230

  Nestled at the end of a private drive, this 5-Bedroom home offers charm and comfort. The spacious Living Room has warm wood floors, a cozy fireplace, and expansive windows filling the space with natural light. A thoughtful layout features a first-floor Primary Bedroom for convenience and privacy. The open Dining Room, flows from the Living space, defined by custom built-in bookshelves, perfect

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  120 Maple Ave, Great Barrington, MA 01230
• 

  

  /27

  Est $490,901 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,561 Sq Ft

  24 Manville St, Great Barrington, MA 01230

  24 Manville St, Great Barrington, MA 01230
• 

  

  /32

  $795,000

  • 4 Beds
  • 2.5 Baths
  • 2,422 Sq Ft

  367 N Plain Rd, Housatonic, MA 01236

  1880 4 Bedroom Colonial in a beautiful Pastoral setting. Open Living and Kitchen plan.Permitted wood burning stove in living room. Second floor has 3 bedrooms, one is a generously sized en-suite. Garage was converted partially for a perfect home office or 4th bedroom. Laundry facilities and half bath located on 1st floor. Outdoor space includes a deck, a partially fenced portion of yard for a dog

  Mark Rosengren LANCE VERMEULEN RE, INC

  367 N Plain Rd, Housatonic, MA 01236
• 

  

  /3

  $240,000 Sold Jul 01, 2025

  • 465 Sq Ft
  • $516/SF
  • 12 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1951

  268 N Plain Rd, Great Barrington, MA 01230

  Le Petit Chateau A true 3 Season Berkshire Cottage on 1.8 acres ! Newer septic and town water. Build your new home and utilize this cottage as an ADU. Sold As Is

  Cheryl Raifstanger FAIRGROUND REAL ESTATE, INC

  268 N Plain Rd, Great Barrington, MA 01230
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  /41

  Est $433,277 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  533 Main St, Great Barrington, MA 01230

  533 Main St, Great Barrington, MA 01230
• 

  

  /34

  $969,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,782 Sq Ft

  10 Terra Ferma Dr, Egremont, MA 01230

  Escape the expected and discover the art of effortless living on Terra Ferma Drive. Tucked away on a private dead-end road in coveted South Egremont, this nearly new (built within 5 years) residence redefines one-level luxury. Imagine a home where every detail is designed for comfort and ease - no steps, just seamless flow leading you first to a beautifully appointed kitchen, the true heart of

  Tony Segalla LANCE VERMEULEN RE, INC

  10 Terra Ferma Dr, Egremont, MA 01230
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  /45

  $800,000 Sold Jul 01, 2025

  • 3,177 Sq Ft
  • $252/SF
  • 978 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1800

  34 Seekonk Cross Rd, Great Barrington, MA 01230

  WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family, plus the benefit of rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  34 Seekonk Cross Rd, Great Barrington, MA 01230
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  /42

  Est $781,435 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 3,372 Sq Ft

  4 Kirk St, Housatonic, MA 01236

  4 Kirk St, Housatonic, MA 01236
• 

  

  /61

  $949,000 Pending

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

  69 Corser Hill Rd, Great Barrington, MA 01230

  Stunning Contemporary Colonial with Panoramic Views of the Berkshire Hills.Experience the magic of the Berkshires from this immaculate Colonial home, nestled in a lush, green landscape with breathtaking, unobstructed views. Located in low-tax New Marlborough and just under 15 minutes to downtown Great Barrington, this home offers the perfect balance of tranquility and convenience. Inside, you'll

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  69 Corser Hill Rd, Great Barrington, MA 01230
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  /45

  $1,650,000 Sold Jun 30, 2025

  • 3,305 Sq Ft
  • $499/SF
  • 192 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2002

  9 E Mountain Rd, Great Barrington, MA 01230

  Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter,

  Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

  9 E Mountain Rd, Great Barrington, MA 01230
• 

  

  /54

  Est $1,126,502 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 2,940 Sq Ft

  16 Seekonk Rd, Great Barrington, MA 01230

  16 Seekonk Rd, Great Barrington, MA 01230
• 

  

  /27

  $765,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,389 Sq Ft

  1900 Home Rd, Great Barrington, MA 01230

  Nestled in one of the most desirable areas of Western Massachusetts, this spacious 4-bedroom, 3-bathroom post-and-beam home offers the perfect blend of rustic charm and modern efficiency. Thoughtfully designed with exposed wood beams, cathedral ceilings, and skylights that flood the interior with natural light, this property exudes warmth and character throughout.Set on a serene lot that

  Andrew Gates Houlihan Lawrence Inc.

  1900 Home Rd, Great Barrington, MA 01230
• 

  

  /40

  $1,050,000 Sold Jun 30, 2025

  • 2,900 Sq Ft
  • $362/SF
  • 611 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1790

  460 Norfolk Rd, Great Barrington, MA 01230

  Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is

  David Taylor ELYSE HARNEY REAL ESTATE

  460 Norfolk Rd, Great Barrington, MA 01230
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  /24

  Est $584,571 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft

  163 N Plain Rd, Great Barrington, MA 01230

  163 N Plain Rd, Great Barrington, MA 01230
• 

  

  /60

  $785,000 Pending

  • 5 Beds
  • 6 Baths
  • 3,328 Sq Ft

  81 Egremont Plain Rd, Great Barrington, MA 01230

  The ''Broadmeadow Shapiro Farm'' rich with family history, sits on 4.5 private acres and is listed for the first time in 53 years. This antique home is situated minutes from downtown Great Barrington with a peaceful and quiet setting offering multiple living spaces. Charming features include built-in bookshelves and original wood floors, and abundant natural light enhancing each room. The 3,328

  Paige Paluch LANCE VERMEULEN RE, INC

  81 Egremont Plain Rd, Great Barrington, MA 01230
• 

  

  /31

  $425,000 Sold Jun 27, 2025

  • 1,532 Sq Ft
  • $277/SF
  • 13 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  242 State Rd, Great Barrington, MA 01230

  Charming in town 3 bedroom house with a beautifully landscaped back yard and a fenced in garden. Some recent up grades include a new kitchen, new bathroom, roof, mudroom. Wood floors through out with all kinds of original built ins. Open kitchen dining room with a double set of French doors to sunroom. House is move in ready. Does not include gas stove in sunroom. That has been removed.

  Suzann Ward HOUSATONIC REAL ESTATE

  242 State Rd, Great Barrington, MA 01230
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  /25

  Est $487,297 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,274 Sq Ft

  6 Lake Ave, Great Barrington, MA 01230

  6 Lake Ave, Great Barrington, MA 01230
• 

  

  /11

  $829,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,808 Sq Ft

  10 Thrushwood Ln, Great Barrington, MA 01230

  POOL COMMUNITY: BUILD YOUR DREAM HOME: Open plan living with, first floor master, fireplace, screened porch, high ceilings, two car garage, community pool. HOA covers all lawn maintenance, plowing, shoveling up to the front door. Quality New Construction. This price cannot be matched. 10 months to move into your beautiful new home. Photos are from a similar home with the same floor plan in the

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  10 Thrushwood Ln, Great Barrington, MA 01230
• 

  

  /48

  $885,000 Sold Jun 27, 2025

  • 1,757 Sq Ft
  • $504/SF
  • 24 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1947

  107 Christian Hill Rd, Great Barrington, MA 01230

  A Contemporary Cape loaded with charm is beautifully upgraded. The front porch addition has added a welcoming first impression. The current owner has reimagined the flow and improved room utilization on the first floor to create an open concept living room and kitchen area with cathedral ceiling, wood fireplace and French doors leading to a large backyard deck. The separate dining space also has

  Mary Naylor LANCE VERMEULEN RE, INC

  107 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /32

  Est $635,386 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,364 Sq Ft

  23 Lake Ave, Great Barrington, MA 01230

  23 Lake Ave, Great Barrington, MA 01230
• 

  

  /43

  $875,000 Under Contract

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

  126 Christian Hill Rd, Great Barrington, MA 01230

  HIDDEN GEM!!! Enjoy the best of both worlds with privacy in a country setting, only minutes from town. Thisbeautiful property is set back off the road in a lovely clearing, surrounded by 2 acres of woodsfor privacy. Mature perennial gardens enhance the natural beauty of this saltbox-style home.Solidly built in the 1980s with many upgrades including; A new kitchen (2021) with all newappliances,

  Suzann Ward HOUSATONIC REAL ESTATE

  126 Christian Hill Rd, Great Barrington, MA 01230
• 

  

  /25

  $380,000 Sold Jun 27, 2025

  • 1,368 Sq Ft
  • $278/SF
  • 93 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2006

  6 Rose Ct W, Great Barrington, MA 01230

  This beautifully updated 3-bedroom, 2.5-bath condo is move-in ready and offers an exceptional living experience in a sought-after location. As you enter, you'll be greeted by an open and inviting space, featuring modern finishes and an abundance of natural light streaming through large windows. The private balcony is perfect for relaxing and taking in panoramic views of the neighborhood. The main

  India Ward NON-MEMBER / RECIPROCAL

  6 Rose Ct W, Great Barrington, MA 01230
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  /28

  Est $466,746 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  29 Commonwealth Ave, Great Barrington, MA 01230

  29 Commonwealth Ave, Great Barrington, MA 01230
• 

  

  /48

  $995,000 Under Contract

  • 7 Beds
  • 4 Baths
  • 2,998 Sq Ft

  49 South St, Great Barrington, MA 01230

  Immaculate home on ''The Hill'' with stunning hardwood floors and abundant natural light from its many large windows. This versatile three-level property is currently enjoyed as a stately single-family residence, but can seamlessly be divided into two separate apartments, offering a range of layout options and rental income potential. The ground floor features a bright, modern kitchen, a spacious

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  49 South St, Great Barrington, MA 01230
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  /33

  $585,000 Sold Jun 20, 2025

  • 1,266 Sq Ft
  • $462/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  115 Brush Hill Rd, Great Barrington, MA 01230

  Contemporary Design on Six Private Acres in Great Barrington!115 Brush Hill Road - a design-forward turnkey retreat in one of the Berkshires' most coveted areas.This post-mid-century contemporary blends natural materials, clean lines, and a light-filled layout with its serene, wooded surroundings.At the heart of the home is a soaring vaulted living room with exposed wood, skylights, and

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  115 Brush Hill Rd, Great Barrington, MA 01230
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  /30

  Est $338,248 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 812 Sq Ft

  27 Blue Hill Rd, Great Barrington, MA 01230

  27 Blue Hill Rd, Great Barrington, MA 01230
• 

  

  /18

  $795,000 Open Sun 10AM - 12PM

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

  483 Home Rd, Great Barrington, MA 01230

  OPEN HOUSE SUNDAY 8/10, 10 am-12 noon | 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

  Suzann Ward HOUSATONIC REAL ESTATE

  483 Home Rd, Great Barrington, MA 01230
• 

  

  /29

  $415,000 Sold Jun 16, 2025

  • 1,485 Sq Ft
  • $279/SF
  • 13 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  16 Forest Row, Great Barrington, MA 01230

  Forest Row is a Community Land Trust neighborhood, set on 20 acres with 18 households. Unit 16 sits on the southern end of the property looking into the woods. It is the back unit of one of the quadruplexes giving it a little more privacy. Entry is a tiled mud room/hall with coat closet bringing you into the main living level with an open plan; kitchen, living and dining with glass slider to the

  Jen Harvey COMPASS MASSACHUSETTS , LLC GB

  16 Forest Row, Great Barrington, MA 01230
• 

  

  /19

  Est $472,860 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  14 Humphrey St, Great Barrington, MA 01230

  14 Humphrey St, Great Barrington, MA 01230

Showing Results 41 - 80, Page 2 of 18