Great Barrington, MA Homes

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  /40

  Est $480,689 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  1507 Home Rd, Great Barrington, MA 01230

  1507 Home Rd, Great Barrington, MA 01230
• 

  

  

  /40

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft

  212 Highland St, Housatonic, MA 01236

  Indulge in the picturesque ''ski season'' at this charming New England farmhouse. Immerse yourself in a comfortable space with a ski boot/mudroom entryway and a cozy wood stove for post-ski relaxation. Situated on a corner lot, this 3 bed/2 bath offers a rocking chair-front porch, private rear courtyard, 1 car garage. 1st floor features a spacious living room with wood floors, a primary bedroom,

  Lori Rose STONE HOUSE PROPERTIES, LLC

  212 Highland St, Housatonic, MA 01236
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  /33

  $486,000 Sold Jul 15, 2025

  • 2,330 Sq Ft
  • $209/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1900

  230 Prospect St, Great Barrington, MA 01236

  Tucked at the end of a dead-end street, this sun-drenched 4 bedroom is set on a corner lot w/ direct access to scenic trails - a rare find just minutes from local amenities. Step inside through a practical mudroom w/ a tiled floor, oversized closet, & powder room. The main level features an open-concept layout, seamlessly connecting the living, dining & kitchen w/ granite countertops and

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  230 Prospect St, Great Barrington, MA 01236
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  /21

  Est $479,233 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,368 Sq Ft

  85 Lake Buel Rd, Great Barrington, MA 01230

  85 Lake Buel Rd, Great Barrington, MA 01230
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  /56

  $1,200,000

  • 3 Beds
  • 3.5 Baths
  • 2,447 Sq Ft

  6 Muddy Brook Cir, Great Barrington, MA 01230

  Stunning Contemporary Home in Great Barrington - Perfect Blend of Privacy and ConvenienceDiscover this beautifully designed 2,500 sq. ft. contemporary residence nestled in the desirable Great Barrington area. Offering 3 spacious bedroom suites , this home combines elegant style with everyday functionality.Step outside to your private fantasy backyard -- an entertainer's dream featuring a charming

  Eric Steuernagle FAIRGROUND REAL ESTATE, INC

  6 Muddy Brook Cir, Great Barrington, MA 01230
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  /42

  $995,000 Sold Jul 15, 2025

  • 2,208 Sq Ft
  • $451/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  72 Boice Rd, Great Barrington, MA 01230

  Contemporary Egremont Stunner on 6+ Acres with Artist's Studio!A sleek, design-forward renovation meets total privacy in this contemporary home on 6.3 wooded acres in low-tax Egremont. Set well back from the road amid a green, sun-filled lawn, the property offers sufficient frontage and acreage for multiple lots--providing flexibility to enjoy as-is or explore future build potential.Meticulously

  Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  72 Boice Rd, Great Barrington, MA 01230
• 

  

  /23

  Est $489,250 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  55 Lake Buel Rd, Great Barrington, MA 01230

  55 Lake Buel Rd, Great Barrington, MA 01230
• 

  

  /27

  $365,000

  • 3 Beds
  • 1 Bath
  • 872 Sq Ft

  26 Pine St, Great Barrington, MA 01230

  LAKE BUEL, NEW MARLBOROUGH COTTAGE!For the past 60 years this cottage has been a source of joy for the same family, now it is your turn. Affordable, simple, rustic three season cottage with deeded access to the lake. Well loved and nicely maintained, with updated kitchen, and a beautiful stone fireplace for those chilly evenings. Nice open plan Living/Dining area. Relax on the Deck or gather

  Helen Mullany HELEN MULLANY REAL ESTATE, LLC

  26 Pine St, Great Barrington, MA 01230
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  /12

  $45,000 Sold Jul 11, 2025

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

  • 162 Days On Market

  0 N Plain Rd, Great Barrington, MA 01230

  This 1.27 acre sloped lot offers unparalleled eastern views that stretch as far as the eye can see. Imagine waking up to the serene beauty of the sunrise over the rolling hills every morning!With the lot already cleared and ready for your vision, the possibilities are endless. Whether you're dreaming of building your dream home, a cozy weekend retreat, or an investment property, this is the

  Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

  0 N Plain Rd, Great Barrington, MA 01230
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  /27

  Est $1,699,890 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  206 Blue Hill Rd, Great Barrington, MA 01230

  206 Blue Hill Rd, Great Barrington, MA 01230
• 

  

  /24

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,308 Sq Ft

  80 Taconic Ave Unit 3, Great Barrington, MA 01230

  Welcome to Oakwood Condominium. A one car garage comes with unit. Plenty of additional parking. Lovely inground well manicured pool. Beautiful outdoor landscaping and sitting area. Private deck attached to unit for outdoor entertaining. This unit has been renovated over the years with updated kitchen with eat in nook area. All new windows and sliding doors. Gorgeous primary bathroom with radiant

  Suzann Ward HOUSATONIC REAL ESTATE

  80 Taconic Ave Unit 3, Great Barrington, MA 01230
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  /29

  $445,000 Sold Jul 11, 2025

  • 1,512 Sq Ft
  • $294/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  2 Emily Ct, Great Barrington, MA 01230

  Spotless home with so much to offer. Open plan living with wood floors, lots of windows, three bedrooms, two and a half baths. Ensuite second floor primary. Mini splits for air conditioning, a large and lovely deck with grilling area, dining and sitting area. This home offers privacy with the convenience of being in-town close to shopping, dining and so much more. Move right in and begin

  Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

  2 Emily Ct, Great Barrington, MA 01230
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  /55

  Est $1,019,585 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,675 Sq Ft

  79 Brush Hill Rd, Great Barrington, MA 01230

  79 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /62

  $1,330,000

  • 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 LANCE VERMEULEN RE, INC

  6 Manville St, Great Barrington, MA 01230
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  /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
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  /60

  Est $2,626,500 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,764 Sq Ft

  112 Brush Hill Rd, Great Barrington, MA 01230

  112 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /37

  $600,000

  • 6 Beds
  • 5 Baths
  • 3,502 Sq Ft

  53 Mahaiwe St, Great Barrington, MA 01230

  A prime investment opportunity in the heart of downtown Great Barrington. This 5-unit residential property features a desirable mix of four one-bedroom apartments and one two-bedroom unit. A significant advantage for this building is that all units are serviced by their own separate heating and electrical systems. Its convenient downtown location ensures high demand due to walking proximity to

  Tony Segalla LANCE VERMEULEN RE, INC

  53 Mahaiwe St, Great Barrington, MA 01230
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  /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 THE KINDERHOOK GROUP

  5 Grant Ln, Great Barrington, MA 01230
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  /42

  Est $957,465 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,058 Sq Ft

  68 Brush Hill Rd, Great Barrington, MA 01230

  68 Brush Hill Rd, Great Barrington, MA 01230
• 

  

  /31

  $589,000

  • 4 Beds
  • 2 Baths
  • 2,148 Sq Ft

  70 Main St, Great Barrington, MA 01230

  Charming 1790 Historic Home in the Heart of South EgremontNestled on a beautifully landscaped 0.8-acre lot in the heart of the village, this 4-bedroom, 2-bath home blends timeless charm with modern convenience. Built in 1790 it features wide plank floors, built-ins, and a fireplace with a historic Dutch oven.Enjoy local access to shops and dining, with scenic hiking at Jug End Reservation just

  Judi Panzano HOUSATONIC REAL ESTATE

  70 Main St, Great Barrington, MA 01230
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  /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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  /29

  Est $635,639 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 2,490 Sq Ft

  83 Monument Valley Rd, Great Barrington, MA 01230

  83 Monument Valley Rd, Great Barrington, MA 01230
• 

  

  /52

  $1,675,000

  • 4 Beds
  • 3.5 Baths
  • 3,783 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
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  /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
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  /27

  Est $842,017 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,850 Sq Ft

  30 Blue Hill Rd, Great Barrington, MA 01230

  30 Blue Hill Rd, Great Barrington, MA 01230
• 

  

  /20

  $950,000

  • 5 Baths
  • 5,180 Sq Ft

  406 Main St, Great Barrington, MA 01230

  FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for

  Jason Saphire www.HomeZu.com

  406 Main St, Great Barrington, MA 01230
• 

  

  /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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  /15

  Est $349,247 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  28 Blue Hill Rd, Great Barrington, MA 01230

  28 Blue Hill Rd, Great Barrington, MA 01230
• 

  

  /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 LANCE VERMEULEN RE, INC

  114 Brush Hill Rd, Great Barrington, 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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  /41

  Est $617,558 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,643 Sq Ft

  165 Monument Valley Rd, Great Barrington, MA 01230

  165 Monument Valley Rd, Great Barrington, MA 01230
• 

  

  /46

  $625,000

  • 9 Beds
  • 4 Baths
  • 4,152 Sq Ft

  1057 Main St, Great Barrington, MA 01236

  Great investment opportunity! A very rare property offered for the first time outside the family in over 90 years! This is a well maintained and loved four unit income property that can produce over seventy five thousand dollars per year in rents! Lifetime metal roof, freshly painted exterior and updated units are just a few of the benefits of this investment. In the bustling village of

  Ryan Lane GILCREST PROPERTIES

  1057 Main St, Great Barrington, MA 01236
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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
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  /24

  Est $537,786 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,160 Sq Ft

  306 Division St, Great Barrington, MA 01230

  306 Division St, Great Barrington, MA 01230
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  /48

  $2,995,000

  • 4 Beds
  • 4.5 Baths
  • 5,300 Sq Ft

  116 Brush Hill Rd, Great Barrington, MA 01230

  Custom Built Craftsman Contemporary Home nestled in a beautifully landscaped property with an orchard, gardens and path to a seasonal brook. Inside this well appointed home you will find large rooms Vaulted ceilings, whimsical lighting, Fireplaces, Indoor pool, hot tub and sauna, radiant floor & forced air throughout. Two primary suites on main floor and 2/3 more bedrooms in the lower walkout

  Mark Rosengren LANCE VERMEULEN RE, INC

  116 Brush Hill Rd, Great Barrington, MA 01230
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  /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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  /34

  Est $798,487 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft

  24 Hemlock Hill Rd, Great Barrington, MA 01230

  24 Hemlock Hill Rd, Great Barrington, MA 01230
• 

  

  /30

  $655,000

  • 5 Beds
  • 3 Baths
  • 3,035 Sq Ft

  133 Front St, Great Barrington, MA 01236

  Unique Mixed-Use Property in Downtown HousatonicPrime opportunity for investors or owner-occupants! This charming property features a successful ground-floor retail space and two spacious, income-producing 2-bedroom apartments above. Each unit includes a large kitchen, full bath, washer/dryer hookups, and an enclosed porch with town views.The commercial space has its own kitchen and bath ideal

  Judi Panzano HOUSATONIC REAL ESTATE

  133 Front St, Great Barrington, MA 01236
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  /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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  /18

  Est $569,217 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,968 Sq Ft

  8 Abbey Hill Dr, Great Barrington, MA 01230

  8 Abbey Hill Dr, Great Barrington, MA 01230

Showing Results 161 - 200, Page 5 of 18