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Great Barrington, MA Homes for Sale

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  • 36 Castle Ln, Great Barrington, MA 01230
    36 Castle Ln, Great Barrington, MA 01230
    36 Castle Ln, Great Barrington, MA 01230
    /28

    $495,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    36 Castle Ln, Great Barrington, MA 01230

    Charming Renovated Cottage on The Hill - Great Barrington, MADiscover this beautifully renovated Four Square-style cottage in the heart of Great Barrington's coveted ''The Hill'' neighborhood--a rare pied-a-terre offering classic charm with modern upgrades. This delightful 2-bedroom home is nestled in the Southern Berkshires, just moments from downtown, Lake Mansfield, and preserved natural

    Agent Photo

    Selina Lamb

    BIRCH PROPERTIES

    (413) 414-5590

    36 Castle Ln, Great Barrington, MA 01230
  • 353 State Rd, Great Barrington, MA 01230
    353 State Rd, Great Barrington, MA 01230
    353 State Rd, Great Barrington, MA 01230
    /47

    $1,750,000

    • 5 Beds
    • 3 Baths
    • 2,808 Sq Ft

    353 State Rd, Great Barrington, MA 01230

    The Woodlands, A RARE OPPORTUNITY TO OWN YOUR OWN 74-ACRE PRIVATE SANCTUARY IN THE HEART OF GREAT BARRINGTON.This property abuts the Thomas & Palmer Brook preserve on three sides, is a two-minute drive to Ski Butternut and five minutes to dining and shopping in downtown Great Barrington. A picturesque pond flows into a babbling brook right outside of the large cathedral-ceiling primary suite's

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    353 State Rd, 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
    /69

    $5,900,000

    • 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
  • 22 Sheffield Rd, Great Barrington, MA 01230
    22 Sheffield Rd, Great Barrington, MA 01230
    22 Sheffield Rd, Great Barrington, MA 01230
    /52

    $1,295,000

    • 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
  • 10 Alford Center Rd, Great Barrington, MA 01230
    10 Alford Center Rd, Great Barrington, MA 01230
    10 Alford Center Rd, Great Barrington, MA 01230
    /29

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 2,895 Sq Ft

    10 Alford Center Rd, Great Barrington, MA 01230

    1815 Antique Alford Colonial Beauty on 13.5 Acres! It has been over 25 years since this one of a kind property has been listed for sale. Not only does this home sport 4 bedrooms and 3 1/2 bathrooms, but it also has a fabulous two-story barn-like structure ready to be made into a terrific entertainment area for events large and small. Did you know that Alford was one of the first Berkshire

    George Cain WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    10 Alford Center 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

    $1,250,000

    • 3 Beds
    • 2.5 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
  • 105 Christian Hill Rd, Great Barrington, MA 01230
    105 Christian Hill Rd, Great Barrington, MA 01230
    105 Christian Hill Rd, Great Barrington, MA 01230
    /58

    $1,660,000

    • 4 Beds
    • 3.5 Baths
    • 3,800 Sq Ft

    105 Christian Hill Rd, Great Barrington, MA 01230

    CLASSIC ARCHITECTURE WITH CONTEMPORARY ELEGANCE! A beautifully maintained home set back from the road. Exceptional landscaping embraces the property, offering a private sanctuary. A front porch welcomes you to the first floor. A light-filled,capacious living room, dining room with a fireplace opened to both main rooms, a primary suite with two walk-in closets, a 1/2 bath, and study open to a

    Mandy Victor-pieczarka STONE HOUSE PROPERTIES, LLC

    105 Christian Hill Rd, Great Barrington, MA 01230
  • 18 Creamery Rd, Great Barrington, MA 01230
    18 Creamery Rd, Great Barrington, MA 01230
    18 Creamery Rd, 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
  • 114 Brush Hill Rd, Great Barrington, MA 01230
    114 Brush Hill Rd, Great Barrington, MA 01230
    114 Brush 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
  • 458 Monterey Rd, Great Barrington, MA 01230
    458 Monterey Rd, Great Barrington, MA 01230
    458 Monterey 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
  • 311 N Plain Rd, Housatonic, MA 01236
    311 N Plain Rd, Housatonic, MA 01236
    311 N Plain Rd, Housatonic, MA 01236
    /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
  • 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

    $1,075,000

    • 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
  • 10 Terra Ferma Dr, Egremont, MA 01230
    10 Terra Ferma Dr, Egremont, MA 01230
    10 Terra Ferma Dr, Egremont, MA 01230
    /34

    $969,000

    • 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
  • 49 South St, Great Barrington, MA 01230
    49 South St, Great Barrington, MA 01230
    49 South St, Great Barrington, MA 01230
    /48

    $995,000

    • 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
  • 1862 Home Rd, Great Barrington, MA 01230
    1862 Home Rd, Great Barrington, MA 01230
    1862 Home Rd, Great Barrington, MA 01230
    /54

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    1862 Home Rd, Great Barrington, MA 01230

    Bordering large parcels of protected land, including the Appalachian Trail, this super-easy-to-maintain contemporary/split-level is in move-in condition. Nicely sited on one acre of land, offering a quiet location with privacy. The interior is light and bright, and the floor plan provides an efficient use of space with distinct gathering areas. The vaulted ceiling living room has a gas

    Lori Rose STONE HOUSE PROPERTIES, LLC

    1862 Home Rd, 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
    • 3,984 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
  • 63 Division St, Great Barrington, MA 01230
    63 Division St, Great Barrington, MA 01230
    63 Division St, Great Barrington, MA 01230
    /46

    $625,000

    • 3 Beds
    • 2 Baths
    • 2,066 Sq Ft

    63 Division St, Great Barrington, MA 01230

    Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home boasts modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful

    Tony Segalla LANCE VERMEULEN RE, INC

    63 Division St, Great Barrington, MA 01230
  • 212 Highland St, Housatonic, MA 01236
    212 Highland St, Housatonic, MA 01236
    212 Highland St, Housatonic, MA 01236
    /27

    $389,000

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

    212 Highland St, Housatonic, MA 01236

    Nestled on a corner lot in the desirable town of Housatonic, this New England Farmhouse offers an abundance of space, a rocking chair front porch, a private rear courtyard, and a one-car garage. On the first floor is a comfortable living room with wood floors, a primary bedroom, a full bathroom, a dining room, a kitchen, and a gathering room with a wood stove. The second floor has 2 bedrooms and

    Lori Rose STONE HOUSE PROPERTIES, LLC

    212 Highland St, Housatonic, MA 01236
  • 127 Old Joe Rd, Great Barrington, MA 01230
    127 Old Joe Rd, Great Barrington, MA 01230
    127 Old Joe Rd, Great Barrington, MA 01230
    /43

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,560 Sq Ft

    127 Old Joe Rd, Great Barrington, MA 01230

    Nestled on a quiet country road, this well-kept ranch offers the ease of single-level living with ample space to relax, entertain, and make your own. The home features an inviting floor plan with plenty of natural light and room for upgrades, allowing you to personalize each space to your taste.Enjoy seamless indoor-outdoor living with a large back deck--perfect for gatherings or quiet mornings

    Tony Segalla LANCE VERMEULEN RE, INC

    127 Old Joe Rd, Great Barrington, MA 01230
  • 111 Castle Hill Ave, Great Barrington, MA 01230
    111 Castle Hill Ave, Great Barrington, MA 01230
    111 Castle Hill Ave, Great Barrington, MA 01230
    /21

    $710,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    111 Castle Hill Ave, Great Barrington, MA 01230

    Just around the corner from lovely Lake Mansfield in Great Barrington this comfortable cape is located in a most desirable site on the 'Hill'. Surrounded by blooming shrubs and trees, this 3 bedroom, two bath home has great classic character. Living room with fireplace, separate dining room, and an unfinished walkout allow potential expansion. Perfect spot to access biking, swimming, kayaking and

    Martha Piper THE KINDERHOOK GROUP - PITTSFIELD

    111 Castle Hill Ave, Great Barrington, MA 01230
  • 26 Pine St, Great Barrington, MA 01230
    26 Pine St, Great Barrington, MA 01230
    26 Pine St, Great Barrington, MA 01230
    /27

    $385,000

    • 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
  • 80 Taconic Ave Unit 3, Great Barrington, MA 01230
    80 Taconic Ave Unit 3, Great Barrington, MA 01230
    80 Taconic Ave Unit 3, 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
  • 53 Mahaiwe St, Great Barrington, MA 01230
    53 Mahaiwe St, Great Barrington, MA 01230
    53 Mahaiwe St, 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
  • 6 Manville St, Great Barrington, MA 01230
    6 Manville St, Great Barrington, MA 01230
    6 Manville St, 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
  • 70 Main St, Great Barrington, MA 01230
    70 Main St, Great Barrington, MA 01230
    70 Main St, Great Barrington, MA 01230
    /31

    $589,000 Open Sun 11AM - 12:30PM

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

    70 Main St, Great Barrington, MA 01230

    OPEN HOUSE SAT, JULY 26TH 12-1:3PMCharming 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

    Judi Panzano HOUSATONIC REAL ESTATE

    70 Main St, Great Barrington, MA 01230
  • 51 Downs Rd, Great Barrington, MA 01230
    51 Downs Rd, Great Barrington, MA 01230
    51 Downs Rd, Great Barrington, MA 01230
    /28

    $695,000

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    51 Downs Rd, Great Barrington, MA 01230

    LAKE HOME IN NEW MARLBOROUGH MA 4 season home with /WATER VIEWS of LAKE BUEL....this home is 3 bedrooms and 1.5 baths, new propane gas boiler and water heater, many new windows, private well and septic....2 large decks, screen porch, fireplace, wood floors, washer/dryer, vinyl siding, eat-in kitchen, oversized two-car garage with second-floor loft area.Access to a shared deeded row with small

    Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    51 Downs Rd, Great Barrington, MA 01230
  • 370 Park St, Great Barrington, MA 01230
    370 Park St, Great Barrington, MA 01230
    370 Park St, Great Barrington, MA 01230
    /27

    $439,000

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

    370 Park St, Great Barrington, MA 01230

    Charming New England farmhouse featuring some modern updates and newer mechanical systems. Enjoy the perfect blend of rustic character and warmth of country living with modern conveniences in this delightful home. New full house insulation, Heat/ AC splits, updated electrical system. Large open backyard offers endless possibilities of outdoor activities and enjoyment. With a Berkshire Mountain

    Stephen Schoenfeld WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    370 Park St, Great Barrington, MA 01230
  • 42 Seekonk Rd, Great Barrington, MA 01230
    42 Seekonk Rd, Great Barrington, MA 01230
    42 Seekonk Rd, 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
  • 406 Main St, Great Barrington, MA 01230
    406 Main St, Great Barrington, MA 01230
    406 Main St, Great Barrington, MA 01230
    /20

    $999,999

    • 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
  • 1057 Main St, Great Barrington, MA 01236
    1057 Main St, Great Barrington, MA 01236
    1057 Main St, Great Barrington, MA 01236
    /46

    $649,900

    • 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
  • 21 Kalliste Hill, Great Barrington, MA 01230
    21 Kalliste Hill, Great Barrington, MA 01230
    21 Kalliste Hill, Great Barrington, MA 01230
    /45

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    21 Kalliste Hill, Great Barrington, MA 01230

    SWEEPING MOUNTAIN VIEWS less than 5 minutes to Main Street. Sited on 5+ acres, this stylish contemporary is located in the most desirable section of Great Barrington. The home has an open living/dining/kitchen floor plan with a gas fireplace and huge windows taking in the view. A screened porch is conveniently located off the kitchen. The first floor also has a primary bedroom suite with full

    Tom Lynch COMPASS MASSACHUSETTS , LLC GB

    21 Kalliste Hill, Great Barrington, MA 01230
  • 204 Cottage St, Great Barrington, MA 01236
    204 Cottage St, Great Barrington, MA 01236
    204 Cottage St, Great Barrington, MA 01236
    /36

    $729,000

    • 3 Beds
    • 3 Baths
    • 2,272 Sq Ft

    204 Cottage St, Great Barrington, MA 01236

    TWO HOMES FOR FAMILY LIVING OR INVESTMENT! So much to love about this property. The Main House exudes charm & warmth, and across the way a 2004 Cottage was added, creating the perfect income producer, family dwelling or Guest house. The Main house is tastefully updated preserving the cozy esthetic. 2 Bedroom, 2 Bath, Den, Great Room, and Country Kitchen. The Cottage, w/open plan living has

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    204 Cottage St, Great Barrington, MA 01236
  • 328 Park St, Great Barrington, MA 01230
    328 Park St, Great Barrington, MA 01230
    328 Park St, Great Barrington, MA 01230
    /53

    $849,000

    • 8 Beds
    • 4 Baths
    • 3,044 Sq Ft

    328 Park St, Great Barrington, MA 01230

    Two beautifully renovated duplexes within walking distance to the charming village of Housatonic. Enjoy scenic views of the Housatonic River from each unit. All utilities are separate, making this an ideal investment. All units are fully rented.

    Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    328 Park 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
    /31

    $499,000

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

    115 Bridge St, Great Barrington, MA 01230

    BRIDGERTOWN Investment opportunity or live with income potential. This 2 unit in-town has a 3 bedroom 1 bath on the 1st floor apartment and a 1 bedroom 1 bath on the 2nd floor with room to expand to in the 3rd floor attic space. Walk to town of Great Barrington with all it has to offer, 1/2 block to Co-op and Main St. Utilities are included in rent as electric and heat is combined. 1 car garage

    Mark Rosengren LANCE VERMEULEN RE, INC

    115 Bridge St, 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
    /29

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,771 Sq Ft

    165 Maple Ave Unit D, Great Barrington, MA 01230

    Beautiful condo with open plan concept, wide pine flooring and so much light. Upscale kitchen, first floor primary with bath and laundry. Three bedrooms, two full baths plus a bonus room waiting to be finished. There is also a lovely screened porch plus a rear deck for grilling. Live on one level. The walk out lower level could also be additional living space. It is beautifully landscaped within

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    165 Maple Ave Unit D, Great Barrington, MA 01230
  • 116 Brush Hill Rd, Great Barrington, MA 01230
    116 Brush Hill Rd, Great Barrington, MA 01230
    116 Brush Hill Rd, Great Barrington, MA 01230
    /48

    $3,750,000

    • 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
  • 3 Roger Rd, Great Barrington, MA 01230
    3 Roger Rd, Great Barrington, MA 01230
    3 Roger Rd, Great Barrington, MA 01230
    /26

    $660,000

    • 3 Beds
    • 2.5 Baths
    • 1,790 Sq Ft

    3 Roger Rd, Great Barrington, MA 01230

    Stylish Contemporary Home in a Prime Great Barrington Location! This beautifully maintained 3-bedroom, 2.5-bath Contemporary offers a lot of space and light-filled layout with high ceilings. The open-concept living area features a cathedral ceiling & gas fireplace, creating a warm and inviting atmosphere.Enjoy the convenience of a first-floor primary suite, filled with natural light from

    Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    3 Roger Rd, Great Barrington, MA 01230
  • 133 Front St, Great Barrington, MA 01236
    133 Front St, Great Barrington, MA 01236
    133 Front St, Great Barrington, MA 01236
    /30

    $699,000

    • 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
  • 247 Peter Menaker Rd, Great Barrington, MA 01230
    247 Peter Menaker Rd, Great Barrington, MA 01230
    247 Peter Menaker Rd, Great Barrington, MA 01230
    /40

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    247 Peter Menaker Rd, Great Barrington, MA 01230

    Experience the epitome of luxury and leisure in this exceptional custom-built contemporary home, nestled within a prestigious lakefront community. Sited on over four acres, this property offers exclusive access to a private beach and tennis courts, ensuring a lifestyle of both privacy and recreation. Boasting a sun-filled open floor plan, this residence features three well-appointed bedrooms and

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    247 Peter Menaker Rd, Great Barrington, MA 01230
  • 0 Lake Buel Rd, Great Barrington, MA 01230
    0 Lake Buel Rd, Great Barrington, MA 01230
    0 Lake Buel Rd, Great Barrington, MA 01230
    /3

    $349,000

    • Land
    • 73 Acres
    • $4,782 per Acre

    0 Lake Buel Rd, Great Barrington, MA 01230

    Beautiful Building Site - 72.98 acres in Great Barrington. Gently sloping land abuts the Appalachian Trail and East Mountain State Forest. Shared driveway off Aberdeen Road in New Marlborough. Cleared spot with a partially built barn/workshop on site. Rough driveway in place. Tranquil spot for your dream home!

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    0 Lake Buel Rd, 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 $474,941.
Are home prices dropping in Great Barrington?
Yes, home prices in Great Barrington are down 49% in the last 12 months.
How many homes have sold over the last 12 months in Great Barrington, MA?
138 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, 01257 and 01266.
How much do you need to make to afford a house in Great Barrington?
The median home price in Great Barrington is $275,000. If you put a 20% down payment of $55,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $1,420 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $61K a year to afford the median home price in Great Barrington.
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, Muddy Brook Regional Elementary School and Monument Mountain Regional High 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 22 days on the market compared to the national average of 70 days. The median sale price for homes in Great Barrington, MA over the last 12 months is $240,000, down 49% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$240,000
Median Single Family Sale Price
$729,000
Median Townhouse Sale Price
$375,000
Median 2 Bedroom Sale Price
$825,000
Average Price Per Sq Ft
$417
Number of Homes for Sale
4
Last 12 months Home Sales
138
Months of Supply
0.30
Median List Price
$275,000
Median Change From 1st List Price
13%
Median Home Sale Price YoY Change
-49%
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