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Great Barrington, MA Homes for Sale

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  • 28 Pearl St, Great Barrington, MA 01230
    28 Pearl St, Great Barrington, MA 01230
    28 Pearl St, Great Barrington, MA 01230
    /23

    $125,000

    • Land
    • 21,344 Sq Ft
    • $255,107 per Acre

    28 Pearl St, Great Barrington, MA 01230

    Nestled on a quiet dead-end street, this .49-acre parcel offers a unique combination of privacy, scenic beauty, and walk-to-town convenience. The property has been thoughtfully divided to meet local zoning requirements within the defined build envelope as shown (see documents for survey & building envelope). A 200-foot riparian buffer protects the riverfront, ensuring that no structures can ever

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 408-5316

    28 Pearl St, Great Barrington, MA 01230
  • 25 W Sheffield Rd, Great Barrington, MA 01230
    25 W Sheffield Rd, Great Barrington, MA 01230
    25 W Sheffield Rd, Great Barrington, MA 01230
    /71

    $5,650,000

    $250K PRICE DROP
    • 11 Beds
    • 10 Baths
    • 9,748 Sq Ft

    25 W Sheffield Rd, Great Barrington, MA 01230

    Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of future for generations

    Lauren Molk ELYSE HARNEY REAL ESTATE

    25 W Sheffield Rd, Great Barrington, MA 01230
  • 6 Muddy Brook Cir, Great Barrington, MA 01230
    6 Muddy Brook Cir, Great Barrington, MA 01230
    6 Muddy Brook Cir, Great Barrington, MA 01230
    /56

    $995,000

    $255K PRICE DROP
    • 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
  • 124 Egremont Plain Rd, Great Barrington, MA 01230
    124 Egremont Plain Rd, Great Barrington, MA 01230
    124 Egremont Plain Rd, Great Barrington, MA 01230
    /66

    $1,395,000

    • 4 Beds
    • 4.5 Baths
    • 3,185 Sq Ft

    124 Egremont Plain Rd, Great Barrington, MA 01230

    This beautiful home was built in 2006, and updated in 2022. The house is situated on just shy of 5 Acres in the town of Egremont. The home is flooded with sun all day, rarely needing a light on in the house. Direct access to the Green River at the edge of property to cool off on those hot summer days. A new central AC system was installed throughout home and apt A New backup generator, rain

    Lawrence Reilly THE KINDERHOOK GROUP

    124 Egremont Plain Rd, Great Barrington, MA 01230
  • 6 Thrushwood Ln, Great Barrington, MA 01230
    6 Thrushwood Ln, Great Barrington, MA 01230
    6 Thrushwood Ln, Great Barrington, MA 01230
    /58

    $1,395,000

    $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,200 Sq Ft

    6 Thrushwood Ln, Great Barrington, MA 01230

    MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    6 Thrushwood Ln, Great Barrington, MA 01230
  • 22 Sheffield Rd, Great Barrington, MA 01230
    22 Sheffield Rd, Great Barrington, MA 01230
    22 Sheffield Rd, Great Barrington, MA 01230
    /52

    $1,085,000

    $210K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,742 Sq Ft

    22 Sheffield Rd, Great Barrington, MA 01230

    Discover this enchanting 1900s Town Colonial, where historic charm meets modern sophistication. Nestled in a tranquil neighborhood, this home offers four spacious bedrooms, two updated full baths, and a stunning chef's kitchen, blending comfort with style. From the moment you enter through the newly renovated mudroom, you'll appreciate the original wood floors and built-in shelving that preserve

    Suzann Ward HOUSATONIC REAL ESTATE

    22 Sheffield Rd, Great Barrington, MA 01230
  • 3 Townhouse Hill Rd, Great Barrington, MA 01230
    3 Townhouse Hill Rd, Great Barrington, MA 01230
    3 Townhouse Hill Rd, Great Barrington, MA 01230
    /39

    $1,395,000

    • 4 Beds
    • 4 Baths
    • 3,500 Sq Ft

    3 Townhouse Hill Rd, Great Barrington, MA 01230

    Well maintained and set in a prime Egremont location, this home is perched above the Egremont plain with open views. Quiet and private, yet just minutes to downtown Great Barrington, Egremont and everything the Berkshires has to offer.The main level is bright and welcoming, with an open living space centered around a wood-burning fireplace. A first-floor library adds a quiet, separate space;

    Paige Backhaus WILLIAM RAVEIS - BERKSHIRE

    3 Townhouse Hill Rd, Great Barrington, MA 01230
  • 905 West Rd, Great Barrington, MA 01230
    905 West Rd, Great Barrington, MA 01230
    905 West Rd, Great Barrington, MA 01230
    /60

    $1,250,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    905 West Rd, Great Barrington, MA 01230

    Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    905 West Rd, Great Barrington, MA 01230
  • 97 Brush Hill Rd, Great Barrington, MA 01230
    97 Brush Hill Rd, Great Barrington, MA 01230
    97 Brush Hill Rd, Great Barrington, MA 01230
    /29

    $1,024,000

    • 4 Beds
    • 3 Baths
    • 2,322 Sq Ft

    97 Brush Hill Rd, Great Barrington, MA 01230

    On 2.65 private acres in the Berkshires this fully renovated 4-BR 3-bath home offers a rare combination of modern luxury w/ direct access to nature. $650K + in renovations have transformed the property into a turnkey retreat for full-time living or a seasonal escape. The outdoor space features private hiking trails, a wraparound deck, upper balcony, a large upper patio & a newly resurfaced

    David White OwnerEntry.com

    97 Brush Hill Rd, Great Barrington, MA 01230
  • 77 Hurlburt Rd, Great Barrington, MA 01230
    77 Hurlburt Rd, Great Barrington, MA 01230
    77 Hurlburt Rd, Great Barrington, MA 01230
    /48

    $1,695,000

    • 3 Beds
    • 4 Baths
    • 3,507 Sq Ft

    77 Hurlburt Rd, Great Barrington, MA 01230

    Tucked away on a private road w/ lovely long-range views, this contemporary retreat offers the perfect blend of privacy, comfort, & versatility. Designed w/ soaring ceilings, abundant natural light, & an open, flowing layout, the home is ideal for both quiet escapes & entertaining family & friends.The main level features a spacious living room with a fireplace, a first-floor primary suite w/

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    77 Hurlburt Rd, Great Barrington, MA 01230
  • 29 Old Village Rd, Great Barrington, MA 01230
    29 Old Village Rd, Great Barrington, MA 01230
    29 Old Village Rd, Great Barrington, MA 01230
    /76

    $950,000

    $200K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,900 Sq Ft

    29 Old Village Rd, Great Barrington, MA 01230

    First-time for this treasured dwelling to be available for purchase. This magical setting surrounded by lush gardens and plantings is just the beginning of the enchantment. Distant mountain views to the east brings your viewscape to Butternut Ski & beyond. Inside the dwelling is a large open living space & kitchen on the first floor. Separately, there is a first-floor Ensuite. Abutting the first

    Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

    29 Old Village Rd, Great Barrington, MA 01230
  • 37 Kalliste Hill, Great Barrington, MA 01230
    37 Kalliste Hill, Great Barrington, MA 01230
    37 Kalliste Hill, Great Barrington, MA 01230
    /42

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,999 Sq Ft

    37 Kalliste Hill, Great Barrington, MA 01230

    Amazing custom-built countryside retreat in The Berkshires. Meticulously maintained since it was built in 1999, this unbeatable 3 BR 3.5 Bath contemporary is located in one of the most sought after neighborhoods in Great Barrington. Perfect for those seeking a serene tranquil setting or a weekend/summer getaway, this home offers a unique inviting layout & is the definition of quality! From the

    James Wood Coldwell Banker Realty - Boston

    37 Kalliste Hill, Great Barrington, MA 01230
  • 20 Cooper Rd, Great Barrington, MA 01230
    20 Cooper Rd, Great Barrington, MA 01230
    20 Cooper Rd, Great Barrington, MA 01230
    /50

    $935,000

    • 4 Beds
    • 2.5 Baths
    • 2,631 Sq Ft

    20 Cooper Rd, Great Barrington, MA 01230

    The mid-century retreat you've been waiting for. This classic home sits on over 4 private acres, delivering the ultimate Berkshire lifestyle with a bright, open floor plan and two cozy fireplaces. With 4 bedrooms, 3 baths, a large office, and a sun room looking overlooking your oasis, the layout offers perfect flexibility for guests or remote work. Outside, your private resort features a heated

    Tony Segalla WILLIAM RAVEIS - BERKSHIRE

    20 Cooper Rd, Great Barrington, MA 01230
  • 3 Pleasant View Dr, Great Barrington, MA 01230
    3 Pleasant View Dr, Great Barrington, MA 01230
    3 Pleasant View Dr, Great Barrington, MA 01230
    /28

    $1,050,000

    $150K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,328 Sq Ft

    3 Pleasant View Dr, Great Barrington, MA 01230

    Rare offering of over six acres ''On the Hill'', sprawling residence with first floor primary, large eat-in kitchen with cozy fireplace.. porch-privacy-garage..open acreage bordered by woods.. walking distance to Main Street, Skiing and Lake Mansfield nearby...Five bedrooms, three baths. Formal living room.Plenty of room for expansion.

    Martha Piper THE KINDERHOOK GROUP

    3 Pleasant View Dr, Great Barrington, MA 01230
  • 127 Monument Valley Rd, Great Barrington, MA 01230
    127 Monument Valley Rd, Great Barrington, MA 01230
    127 Monument Valley Rd, Great Barrington, MA 01230
    /53

    $1,249,000

    • 4 Beds
    • 3 Baths
    • 1,860 Sq Ft

    127 Monument Valley Rd, Great Barrington, MA 01230

    Beautifully renovated New England Farmhouse with thoughtful modern updates! The home retains original character with wood floors, some exposed timber framing, and a cozy fireplace. Chef's kitchen with high end appliances for serious cooking and easy entertaining. Four comfortable bedrooms, one a primary ensuite, with two additional flex spaces that work for offices, guests , den or creative

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    127 Monument Valley Rd, Great Barrington, MA 01230
  • 80 Taconic Ave Unit 12, Great Barrington, MA 01230
    80 Taconic Ave Unit 12, Great Barrington, MA 01230
    80 Taconic Ave Unit 12, Great Barrington, MA 01230
    /31

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,898 Sq Ft

    80 Taconic Ave Unit 12, Great Barrington, MA 01230

    ''ON THE HILL'' Condo at The Oakwoood! Town-House style unit in a prime location. Located in a highly desirable setting, this property offers easy access to town, putting Shops, Dining, and local amenities just minutes away. 3-Bedrooms, 2-Baths,a large Living Room with vaulted ceiling & fireplace, Enjoy the community pool and beautifully landscaped property. Have coffee on the deck and take in

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    80 Taconic Ave Unit 12, Great Barrington, MA 01230
  • 84 Hurlburt Rd, Great Barrington, MA 01230
    84 Hurlburt Rd, Great Barrington, MA 01230
    84 Hurlburt Rd, Great Barrington, MA 01230
    /8

    $1,150,000

    • Land
    • 12.01 Acres
    • $95,753 per Acre

    84 Hurlburt Rd, Great Barrington, MA 01230

    The Green River runs along this beautiful 12 acres parcell, just minutes into downtown Great Barrington. Full sun all day long. Build your beautiful family compound or seperate into 4 seperate lots!Cleared and ready to build now.

    Lawrence Reilly THE KINDERHOOK GROUP

    84 Hurlburt Rd, Great Barrington, MA 01230
  • 264 Main St Unit B, Great Barrington, MA 01230
    264 Main St Unit B, Great Barrington, MA 01230
    264 Main St Unit B, Great Barrington, MA 01230
    /26

    $425,000

    • 2 Beds
    • 1.5 Baths
    • 1,860 Sq Ft

    264 Main St Unit B, Great Barrington, MA 01230

    Imagine waking up in a sun-splashed home just steps from Great Barrington's lively Main Street--where every cafe, bookstore, and gallery feels like an extension of your neighborhood. This second-floor floor-through condo is more than a home; it's a canvas for your life.Over 1,800 sq. ft. of expansive living space unfolds with towering ceilings, oversized windows, and graceful arched doorways that

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    264 Main St Unit B, Great Barrington, MA 01230
  • 165 Maple Ave, Great Barrington, MA 01230
    165 Maple Ave, Great Barrington, MA 01230
    165 Maple Ave, Great Barrington, MA 01230
    /32

    $734,900

    $44K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,771 Sq Ft

    165 Maple Ave, Great Barrington, MA 01230

    Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

    Tony Segalla WILLIAM RAVEIS - BERKSHIRE

    165 Maple Ave, Great Barrington, MA 01230
  • 50 Old Village Rd, Great Barrington, MA 01230
    50 Old Village Rd, Great Barrington, MA 01230
    50 Old Village Rd, Great Barrington, MA 01230
    /69

    $2,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,445 Sq Ft

    50 Old Village Rd, Great Barrington, MA 01230

    Nestled beside 900 acres of Alford Springs Nature Preserve, this contemporary colonial is sited on 5.8 acres. Built in 2005 and fully renovated in 2021, it boasts high-efficiency HVAC and hot water, 14GW of seller-owned solar, an open main floor plan, gorgeous kitchen with top-of-the-line appliances, front porch, screened porch, large 2-car garage, and generously-sized rooms throughout. Two

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    50 Old Village Rd, Great Barrington, MA 01230
  • 1874 Home Rd, Great Barrington, MA 01230
    1874 Home Rd, Great Barrington, MA 01230
    1874 Home Rd, Great Barrington, MA 01230
    /42

    $499,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    1874 Home Rd, Great Barrington, MA 01230

    Tucked away in a peaceful Berkshire setting, this 3-bedroom, 2-bath home offers a blend of comfort, nature, and everyday convenience just minutes from downtown Great Barrington. Imagine mornings filled with natural light streaming through skylights as vaulted ceilings open the living, kitchen, and dining areas into a bright, airy gathering space designed for connection and ease.The home features

    Gabriela Dearstyne KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.

    1874 Home Rd, Great Barrington, MA 01230
  • 220 N Plain Rd, Great Barrington, MA 01230
    220 N Plain Rd, Great Barrington, MA 01230
    220 N Plain Rd, Great Barrington, MA 01230
    /35

    $498,500

    • 3 Beds
    • 2.5 Baths
    • 1,922 Sq Ft

    220 N Plain Rd, Great Barrington, MA 01230

    An 1825 colonial has much of its original charm and features in place - wide plank floors, beamed ceiling, original hardware and fully renovated kitchen. Many new appliances, new windows, and foam insulation in the basement. The well insulated attic and walls along with a high efficiency furnace gives you modern comfort. The house is a legal two family. The Studio apartment is attached and could

    Martin Albert COMPASS MASSACHUSETTS , LLC GB

    220 N Plain Rd, Great Barrington, MA 01230
  • 3 Lake Buel Rd, Great Barrington, MA 01230
    3 Lake Buel Rd, Great Barrington, MA 01230
    3 Lake Buel Rd, Great Barrington, MA 01230
    /58

    $675,000

    $50K PRICE DROP
    • 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
  • 138 Hillsdale Rd, Great Barrington, MA 01230
    138 Hillsdale Rd, Great Barrington, MA 01230
    138 Hillsdale Rd, Great Barrington, MA 01230
    /35

    $779,500

    $71K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,330 Sq Ft

    138 Hillsdale Rd, Great Barrington, MA 01230

    Move-in-ready Colonial offering 3 bedrooms and 2.5 baths on a sunny, picturesque lot flanked by a beautiful stone wall, it is just seconds from the charming downtown. The main level features a living room with a striking fieldstone fireplace, formal dining room, kitchen, a spacious family room addition, an office and a full bath with a lovely soaking tub, and a powder room. The second level has

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    138 Hillsdale Rd, Great Barrington, MA 01230
  • 185 A State Rd, Great Barrington, MA 01230
    185 A State Rd, Great Barrington, MA 01230
    185 A State Rd, Great Barrington, MA 01230
    /6

    $500,000

    • Land
    • 28,750 Sq Ft
    • $757,565 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
  • Lot #10 E Mountain Rd, Great Barrington, MA 01230
    Lot #10 E Mountain Rd, Great Barrington, MA 01230
    Lot #10 E Mountain Rd, Great Barrington, MA 01230
    /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
  • 185 State Rd, Great Barrington, MA 01230
    185 State Rd, Great Barrington, MA 01230
    185 State Rd, Great Barrington, MA 01230
    /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
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /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
  • 162 Alford Rd, Great Barrington, MA 01230
    162 Alford Rd, Great Barrington, MA 01230
    162 Alford Rd, Great Barrington, MA 01230
    /3

    $235,000

    $40K PRICE DROP
    • 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
  • 27 Hemlock Hill Rd, Great Barrington, MA 01230
    27 Hemlock Hill Rd, Great Barrington, MA 01230
    27 Hemlock Hill Rd, Great Barrington, MA 01230
    /81

    $3,995,000

    • 4 Beds
    • 4.5 Baths
    • 5,683 Sq Ft

    27 Hemlock Hill Rd, Great Barrington, MA 01230

    Beautifully sited to capture light and long-range views, this architect-designed residence offers timeless elegance within a serene natural setting. Bright, sophisticated interiors open seamlessly to a screened porch and stone terraces overlooking the pool and manicured grounds. Generous proportions and refined architectural details define the living spaces, complemented by a beautifully

    Claire Pollart WILLIAM RAVEIS - BERKSHIRE

    27 Hemlock Hill Rd, Great Barrington, MA 01230
  • 41 Pearl St Unit 1-2, Great Barrington, MA 01230
    41 Pearl St Unit 1-2, Great Barrington, MA 01230
    41 Pearl St Unit 1-2, Great Barrington, MA 01230
    /4

    $449,900

    $100K PRICE DROP
    • 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
  • 211 Cottage St, Housatonic, MA 01236
    211 Cottage St, Housatonic, MA 01236
    211 Cottage St, Housatonic, MA 01236
    /70

    $849,000

    • 3 Beds
    • 3 Baths
    • 3,204 Sq Ft

    211 Cottage St, Housatonic, MA 01236

    Just outside the charming village of Housatonic, this extraordinary Queen Anne Victorian stands as a true architectural gem, nested amid lush gardens and beautifully landscaped grounds. From its distinctive urn shaped columns to its twin towers, gables and wrap around porch, every detail reflects the grace and grandeur of a bygone era - balanced perfectly with thoughtful modern updates. Sweeping

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    211 Cottage St, Housatonic, MA 01236
  • 44 Russell St, Great Barrington, MA 01230
    44 Russell St, Great Barrington, MA 01230
    44 Russell St, Great Barrington, MA 01230
    /14

    $609,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,842 Sq Ft

    44 Russell St, Great Barrington, MA 01230

    A Rare Find: This lovely Victorian is waiting for a new family. Currently a two family but can be converted to a single family. Lovely Woodwork and it even has a pocket door. Close to restaurants and entertainment. Call today for a showing.

    Kathleen Hopkins CARRIAGE HOUSE REAL ESTATE

    44 Russell St, Great Barrington, MA 01230
  • 115 Bridge St, Great Barrington, MA 01230
    115 Bridge St, Great Barrington, MA 01230
    115 Bridge St, Great Barrington, MA 01230
    /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
  • 95 Lewis Ave, Great Barrington, MA 01230
    95 Lewis Ave, Great Barrington, MA 01230
    95 Lewis Ave, Great Barrington, MA 01230
    /58

    $2,595,000

    • 5 Beds
    • 4.5 Baths
    • 4,305 Sq Ft

    95 Lewis Ave, Great Barrington, MA 01230

    This exquisite single-family home spans an impressive 4,300 square feet, offering an unmatched blend of elegance and modern comfort. With 5 spacious bedrooms and 4.5 beautifully renovated bathrooms, every detail has been meticulously crafted to perfection. Walking distance to downtown Great Barrington's shops and restaurants, the house is in one of the quietest areas of ''The Hill''.12 rooms

    Martin Albert COMPASS MASSACHUSETTS , LLC GB

    95 Lewis Ave, Great Barrington, MA 01230
  • 0 Division St, New Marlborou, MA 01230
    0 Division St, New Marlborou, MA 01230
    0 Division St, New Marlborou, MA 01230
    /5

    $119,000

    • Land
    • 4.85 Acres
    • $24,536 per Acre

    0 Division St, New Marlborou, MA 01230

    A beautiful land offering with a combination of natural features and convenience. This property borders the Housatonic River providing a peaceful setting, some distant southern mountain views create a scenic backdrop. Fairly level, well suited for a variety of potential uses.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    0 Division St, New Marlborou, MA 01230
  • 1 Cornwall Dr, Great Barrington, MA 01230
    1 Cornwall Dr, Great Barrington, MA 01230
    1 Cornwall Dr, Great Barrington, MA 01230
    /44

    $789,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,008 Sq Ft

    1 Cornwall Dr, Great Barrington, MA 01230

    Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many

    Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    1 Cornwall Dr, Great Barrington, MA 01230
  • 165 Maple Ave Unit D, Great Barrington, MA 01230
    165 Maple Ave Unit D, Great Barrington, MA 01230
    165 Maple Ave Unit D, Great Barrington, MA 01230
    /32

    $734,900

    $44K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,771 Sq Ft

    165 Maple Ave Unit D, Great Barrington, MA 01230

    Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless

    Tony Segalla WILLIAM RAVEIS - BERKSHIRE

    165 Maple Ave Unit D, Great Barrington, MA 01230
  • 163 Front St, Great Barrington, MA 01230
    163 Front St, Great Barrington, MA 01230
    163 Front St, Great Barrington, MA 01230
    /34

    $589,000

    • 4 Beds
    • 4 Baths
    • 5,044 Sq Ft

    163 Front St, Great Barrington, MA 01230

    Suzann Ward HOUSATONIC REAL ESTATE

    163 Front St, Great Barrington, MA 01230
  • 783 Main St, Great Barrington, MA 01230
    783 Main St, Great Barrington, MA 01230
    783 Main St, Great Barrington, MA 01230
    /31

    $649,000

    • 4 Beds
    • 2 Baths
    • 3,000 Sq Ft

    783 Main St, Great Barrington, MA 01230

    Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a

    Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

    783 Main St, Great Barrington, MA 01230

Showing Results 1 - 40, Page 1 of 2

Massachusetts Berkshire County Great Barrington

Real Estate & Homes for Sale in Great Barrington, MA

Why Live in Great Barrington

Great Barrington, located in the Berkshire Mountains of western Massachusetts, is a community known for its scenic landscape and historical significance. The Housatonic River winds through the center of town, adding to its picturesque charm. The area features historic 19th-century homes, including classic farmhouses, Colonial homes, and Victorian properties with intricate woodwork and original details like wide-plank floors and hand-carved moldings. New construction is rare, but there are lots available for those looking to build on several acres of land. The local schools are highly rated, with Muddy Brook Elementary and Monument Mountain Regional High offering strong educational programs. Great Barrington is a hub for attractions, including the Mahaiwe Performing Arts Center, Ski Butternut, and Lake Mansfield. The town's walkable downtown area, centered around Railroad Street and Main Street, is lined with locally owned shops, eateries, and cultural venues like the Triplex Cinema. Annual events such as the Berkshire Bach Society’s New Year’s concerts and the Berkshire International Film Festival draw visitors and residents alike. The community is served by the Berkshire Regional Transit Authority, providing connections to nearby towns, and is about 56 miles from Albany International Airport. Great Barrington experiences four distinct seasons, with conservation efforts in place to address environmental challenges such as stormwater runoff and erosion.

Learn more about living in Great Barrington

Frequently Asked Questions

What is the average home price in Great Barrington, MA?
Homes for sale in Great Barrington, MA have an average home price of $1,240,738.
Are home prices dropping in Great Barrington?
Yes, home prices in Great Barrington are down 4% in the last 12 months.
How many homes have sold over the last 12 months in Great Barrington, MA?
119 homes have sold in Great Barrington, MA over the last 12 months.
What are the most popular zip codes in Great Barrington, MA?
The most popular zip codes in Great Barrington, MA include 01230, 01236, 01245, 01266 and 01262.
How much do you need to make to afford a house in Great Barrington?
The median home price in Great Barrington is $762,000. If you put a 20% down payment of $152,400 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $3,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $163K a year to afford the median home price in Great Barrington. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Great Barrington, MA?
Great Barrington, MA has highly rated public and private schools. Some of the best schools in Great Barrington based on Niche Grades are Bard Academy at Simon's Rock, Berkshire Waldorf High School and Muddy Brook Regional Elementary School. Browse all the schools in Great Barrington, MA to learn more.

Home Trends in Great Barrington, MA

On average, homes in Great Barrington, MA sell after 79 days on the market compared to the national average of 58 days. The median sale price for homes in Great Barrington, MA over the last 12 months is $630,000, down 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$630,000
Median Single Family Sale Price
$794,000
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$487,500
Median 1 Bedroom Sale Price
$495,000
Average Price Per Sq Ft
$397
Number of Homes for Sale
54
Last 12 months Home Sales
119
Months of Supply
5.40
Median List Price
$762,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-1%
How to Buy a Home How to Finance a Home How to Sell a Home

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