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Recently Sold Homes near Berkshire Waldorf School

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  • /24

    $550,000 Sold Aug 29, 2025

    • 1,137 Sq Ft
    • $484/SF
    • 72 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2019

    34 Bridge St Unit 201, Great Barrington, MA 01230

    A unique offering, this 2BR, 2BA condo, built in 2019, offers modern convenience & elegant details throughout. Walk out the door into iconic downtown Great Barrington &have all that the town has to offer at your fingertips. Shopping, restaurants, & groceries are less than a minute away. Take in the mountains & the historic Mahaiwe marquee from the French Door balcony opening onto Bridge Street.

    Lauren Rosen LANCE VERMEULEN RE, INC

    34 Bridge St Unit 201, Great Barrington, MA 01230
  • /26

    $805,000 Sold Aug 29, 2025

    • 2,389 Sq Ft
    • $337/SF
    • 38 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    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 abuts

    Andrew Gates HOULIHAN LAWRENCE, INC

    1900 Home Rd, Great Barrington, MA 01230
  • /60

    $772,500 Sold Aug 22, 2025

    • 3,328 Sq Ft
    • $232/SF
    • 22 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1900

    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
  • /25

    $250,000 Sold Aug 20, 2025

    • 1,414 Sq Ft
    • $177/SF
    • 166 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    39 Christian Hill Rd, Great Barrington, MA 01230

    GREAT OPPORTUNITY FOR A SWEET FIXER-UPPER! A feel good house, that with some cosmetics, could be your happy home. So much potential, with wood floors, tall ceilings, front porch and a back deck over looking a lovely, private back yard. A good, solid house, renovation worthy. Not a drive by, interior has much to offer. Trail to Lake Mansfield and the town center within walking distance.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    39 Christian Hill Rd, Great Barrington, MA 01230
  • /30

    $655,000 Sold Aug 14, 2025

    • 1,703 Sq Ft
    • $385/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    33 Creamery Rd, Great Barrington, MA 01230

    Mid-century Ranch nestled on a lush 2.3 acre lot in a desirable Egremont location. Three bedrooms, 2 Full Baths, and a roomy open concept living/dining area with a wood burning Fireplace & vaulted ceiling. The kitchen is compact & thoughtfully laid out, white cabinetry with granite countertops. A wood paneled casual den, a cozy office and a delightful screened porch complete the home. Finished

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    33 Creamery Rd, Great Barrington, MA 01230
  • /27

    $450,000 Sold Aug 11, 2025

    • 1,512 Sq Ft
    • $298/SF
    • 29 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    8 Stanley Dr Unit A-4, Great Barrington, MA 01230

    SIMPLY IDEAL! UPDATED TOWN-HOUSE, walking distance to restaurants, shops and just minutes from Skiing and downtown Great Barrington. Bright open floor plan, central A/C, 3 BR, 2.5 Baths. Private deck with a fringe of woods bordering. In-unit laundry and an attached garage. Quiet, peaceful and convenient. Move-in ready! Be here for Summer!!

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    8 Stanley Dr Unit A-4, Great Barrington, MA 01230
  • /61

    $3,192,750 Sold Aug 11, 2025

    • 5,667 Sq Ft
    • $563/SF
    • 347 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 2017

    32 Oxbow Rd, Egremont, MA 01230

    This spacious stunning home is a true masterpiece! Set on 13+ acres w/ breathtaking mountain and pastoral views, complemented by a vast open sky. The open floor plan and expansive windows create a seamless flow between the indoor and outdoor spaces. Gourmet kitchen, great room, formal dining & living rooms are ideal for hosting gatherings. Five en suite bedrooms, including two luxurious primary

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    32 Oxbow Rd, Egremont, MA 01230
  • /44

    $1,440,000 Sold Aug 08, 2025

    • 2,300 Sq Ft
    • $626/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1998

    26 N Egremont Rd, Great Barrington, MA 01230

    This lovely single-level Alford home has been extensively updated over the past two years with a new roof, HVAC systems, a paved driveway, and fresh interior and exterior paint among other improvements. The primary bath is brand new, and the other two baths have been recently renovated. The sellers are relocating to the West Coast and offer the home in move-in-ready condition. The open layout

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    26 N Egremont Rd, Great Barrington, MA 01230
  • /43

    $700,000 Sold Aug 05, 2025

    • 2,328 Sq Ft
    • $301/SF
    • 52 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1912

    119 Egremont Plain Rd, Egremont, MA 01230

    Stylish Farmhouse on 1.5 Acres in Coveted Low-Tax EgremontThis updated c.1912 farmhouse blends classic charm with modern function on a scenic 1.5-acre parcel in low-tax Egremont--just minutes from downtown Great Barrington. With four bedrooms, two full baths, and a flowing 2,328 sq ft layout, the home is move-in ready for summer in the Berkshires.Light-filled rooms and wide-plank wood floors

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    119 Egremont Plain Rd, Egremont, MA 01230
  • /38

    $905,000 Sold Aug 05, 2025

    • 2,472 Sq Ft
    • $366/SF
    • 92 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1760

    270 Hillsdale Rd, Great Barrington, MA 01230

    This beautifully renovated former Stage Coach stop blends modern comfort with historic charm. Inside, you'll find an updated, open kitchen and dining area, perfect for entertaining. There is a screened porch for dining al fresco. The living room features a stunning stone fireplace and sun-filled windows. A 1st floor guest suite offers a kitchenette, full bath and gas fireplace. Upstairs, the

    Kate Lascar COMPASS MASSACHUSETTS , LLC GB

    270 Hillsdale Rd, Great Barrington, MA 01230
  • /17

    $375,000 Sold Aug 01, 2025

    • 1,691 Sq Ft
    • $222/SF
    • 22 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1958

    75 van Deusenville Rd, Great Barrington, MA 01230

    This sweet ranch has been in the same family for over 40 years and awaits the updates and personal touches of its next owners. Situated on a spacious & level 2.43 acre lot (ideal for gardening) this home is conveniently located on the outskirts of the village of Housatonic, just up the road from the Guthrie Center and few minutes drive to downtown Great Barrington. The home offers over 1,600 sq

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    75 van Deusenville Rd, Great Barrington, MA 01230
  • /33

    $435,000 Sold Jul 25, 2025

    • 1,698 Sq Ft
    • $256/SF
    • 241 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1981

    12 W Plain Rd, Great Barrington, MA 01230

    Whether the perfect place to downsize to or as a weekend get-away, this comfortable home delivers! The sensible floor plan flows nicely. The main living area opens to a Great Room with tall ceilings, skylight and custom wood work. Relax, Dine & Entertain on the expansive deck, while enjoying the peaceful surroundings. Carefree and manageable one story living. With 7.5 Acres, there is plenty

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    12 W Plain Rd, Great Barrington, MA 01230
  • /18

    $335,000 Sold Jul 24, 2025

    • 1,536 Sq Ft
    • $218/SF
    • 58 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1963

    118 Yonderview Rd, Hillsdale, NY 12529

    Mid-century ranch that was (is) more than just a house -- it was (is) a home. Many family gatherings were held here. Now it's time for the next generation to carry on.Barely 10 minutes to Catamount Adventure Park/Ski Area and the Berkshires just on the other side of Molasses Hill. Should be less than 2.25 hours from Manhattan.Three + bedrooms +and over 1500 sf of living space.

    Lindsay Lebrecht Copake Lake Realty Corp.

    118 Yonderview Rd, Hillsdale, NY 12529
  • /3

    $410,000 Sold Jul 24, 2025

    • Land
    • 14 Acres
    • $28,671 per Acre
    • 775 Days On Market

    0 Egremont Plain Rd, Egremont, MA 01230

    Beautiful, verdant +/- 14-acre lot. Partly open and largely wooded. Just a few minutes from downtown Great Barrington. Seller will retain south portion to be subdivided before sale. All structures have been removed from the south portion. Please call for an appointment. (No trespassing.)

    Lance Vermeulen LANCE VERMEULEN RE, INC

    0 Egremont Plain Rd, Egremont, MA 01230
  • /35

    $590,600 Sold Jul 16, 2025

    • 1,635 Sq Ft
    • $361/SF
    • 23 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1956

    147 Hurlburt Rd, Great Barrington, MA 01230

    Well constructed home by the notable Gilligan Brothers Construction. Nicely maintained, this solid 1956 Cape style is ready for its new owner.Hardwood floors throughout, Living Room with Fireplace, Open Kitchen/Dining, 3-4 Bedrooms, with Main bedroom and full bath on first floor. 4-Season great room with gas fireplace. Detached Garage and Barn, perennials, meadow, all on 1.29 acres. Convenient

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    147 Hurlburt Rd, Great Barrington, MA 01230
  • /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
  • /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
  • /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
  • /57

    $1,168,500 Sold Jul 11, 2025

    • 1,931 Sq Ft
    • $605/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1973

    523 Breezy Hill Rd, Hillsdale, NY 12529

    Well maintained ranch set on 8.3 open acres with beautiful views of the Taconic Range. The home with 3 bedrooms and 2.5 baths is lovely as is, and offers excellent possibilities for future additions. Enjoy expansive mountain views from both the open living space and the primary bedroom. A large deck provides great outdoor living/dining space, mature gardens and landscaping finish the property

    Claudia Crane COMPASS MASSACHUSETTS , LLC GB

    523 Breezy Hill Rd, Hillsdale, NY 12529
  • /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
  • /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
  • /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 - PITTSFIELD

    5 Grant Ln, 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
  • /32

    $1,175,000 Sold Jul 03, 2025

    • 2,194 Sq Ft
    • $536/SF
    • 38 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1970

    17 White Hill Rd, Hillsdale, NY 12529

    Secluded Hillsdale Contemporary on 27.7 acres with incredible far reaching views. Located off a scenic country road, the long private driveway leads to this 2200 square foot home. Originally built in 1970, the house has been upgraded with new windows and sliding doors which create walls of glass for enjoying the natural beauty of the surrounding landscape. The house features 3 bedrooms, 2.5

    PATRICIA HINKEIN Patricia A. Hinkein Realty

    17 White Hill Rd, Hillsdale, NY 12529
  • /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
  • /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
  • /40

    $300,000 Sold Jul 01, 2025

    • 2,985 Sq Ft
    • $101/SF
    • 7 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1925

    6 Main St, South Egremont, MA 01258

    Unique investment & fixer-upper opportunity! Just on the outskirts of the village of South Egremont and minutes to downtown Great Barrington, this property offers an exceptional clear & level piece of land and location with a large 2-family home and garage in need of repair but worth the effort. Property is being sold as is with a recently passed Title V for septic system and subject to open

    Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

    6 Main St, South Egremont, MA 01258
  • /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
  • /29

    $650,000 Sold Jun 30, 2025

    • 1,536 Sq Ft
    • $423/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    17 2nd St, Egremont, MA 01230

    Welcome to the community of Prospect Lake! Just in time for summer, this freshly painted, classic four season modern lake house in Prospect Heights is ready for you to enjoy. Located on a private one acre lot just a short short distance from the water's edge with deeded access to the lake. The interior of this three bedroom two bath home is light, bright and airy with plenty of glass to bring in

    Jennifer Capala William Pitt Sothebys Intn'l

    17 2nd St, Egremont, MA 01230
  • /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
  • /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
  • /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
  • /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
  • /38

    $1,300,000 Sold Jun 20, 2025

    • 4,536 Sq Ft
    • $287/SF
    • 10 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    14 Oxbow Rd, Egremont, MA 01230

    Escape the pulse of city life in this architecturally striking modern residence, nestled on 10 secluded acres in the low-tax enclave of Egremont, just a 2.5-hour drive from Manhattan. Thoughtfully designed to blend contemporary sophistication with its serene natural setting, this exceptional property offers a tranquil retreat for the discerning urban dweller. Large windows, including

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    14 Oxbow Rd, Egremont, MA 01230
  • /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
  • /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
  • /23

    $450,000 Sold Jun 16, 2025

    • 1,008 Sq Ft
    • $446/SF
    • 26 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1989

    17 Railroad Ave, Great Barrington, MA 01230

    COMFORTABLE, LIGHT-FILLED CONTEMPORARY RANCH with impressive seasonal views of downtown Great Barrington. Open plan living room/dining/kitchen with a cast iron gas-fired stove. One bedroom. One bath. Marble stone patio. There is a three bay garage currently being used by the owner (who is a renowned local potter) as a studio/workshop. Two of the bays are heated by a cast iron wood stove.

    Tom Lynch COMPASS MASSACHUSETTS , LLC GB

    17 Railroad Ave, Great Barrington, MA 01230
  • /33

    $740,000 Sold Jun 12, 2025

    • 2,114 Sq Ft
    • $350/SF
    • 41 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1950

    11 Prospect St, Great Barrington, MA 01230

    Nestled ''On the Hill'' in the heart of Great Barrington, this inviting 4-bedroom, 2.5-bath Colonial offers a perfect blend of comfort, style, and location. Just minutes to the tranquil Lake Mansfield, this home is ideal for those seeking both convenience and serenity.The generous living room is perfect for both family gatherings and quiet evenings, featuring a cozy pellet stove fireplace that

    Jessie Bennett WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    11 Prospect St, Great Barrington, MA 01230
  • /35

    $233,000 Sold Jun 11, 2025

    • 1,942 Sq Ft
    • $120/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1900

    80 Division St, Great Barrington, MA 01230

    This Colonial home from the 1900s is a great project for those who enjoy that true handyman special, located near the lively town of Great Barrington in the Berkshires. With more than 1900 square feet of living space, the property requires significant repairs... replacement of roof, windows, siding, plus foundation work beneath the kitchen. The wood floors, walls, and ceilings are in good shape

    Susan Calkins STONE HOUSE PROPERTIES, LLC

    80 Division St, Great Barrington, MA 01230
  • /33

    $1,100,000 Sold Jun 06, 2025

    • 1,506 Sq Ft
    • $730/SF
    • 209 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1856

    102 Castle Hill Ave, Great Barrington, MA 01230

    A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    102 Castle Hill Ave, Great Barrington, MA 01230

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