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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
    • 0.49 Acre
    • $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
  • 73 Christian Hill Rd, Great Barrington, MA 01230
    73 Christian Hill Rd, Great Barrington, MA 01230
    73 Christian Hill Rd, Great Barrington, MA 01230
    /32

    $650,000

    • 5 Beds
    • 4 Baths
    • 2,499 Sq Ft

    73 Christian Hill Rd, Great Barrington, MA 01230

    Investors zoom in on this property, we have an income producing property. 3 of the 4 units are rented and all tenants are all current. The 4th unit is open for one more tenant. Property has been remodeled, we have a new roof with warranty, foundation work to reinforce this property, new floors in all the units, bathrooms are renovated, the entire interior has been repainted, Kitchen remodel, New

    Agent Photo

    Cristian Sanchez

    COHEN & WHITE ASSOCIATES

    (413) 779-9020

    73 Christian Hill 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
    /71

    $5,650,000

    • 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
  • 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

    $1,200,000

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

    6 Muddy Brook Cir, Great Barrington, MA 01230

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

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    6 Muddy Brook Cir, Great Barrington, MA 01230
  • 6 Thrushwood Ln, Great Barrington, MA 01230
    6 Thrushwood Ln, Great Barrington, MA 01230
    6 Thrushwood Ln, Great Barrington, MA 01230
    /32

    $1,395,000

    • 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

    $1,149,000

    • 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
  • 114 Brush Hill Rd, Great Barrington, MA 01230
    114 Brush Hill Rd, Great Barrington, MA 01230
    114 Brush Hill Rd, Great Barrington, MA 01230
    /21

    $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
  • 138 Hillsdale Rd, Great Barrington, MA 01230
    138 Hillsdale Rd, Great Barrington, MA 01230
    138 Hillsdale Rd, Great Barrington, MA 01230
    /29

    $850,000

    • 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
  • 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

    • 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
  • 11 Prospect St, Great Barrington, MA 01230
    11 Prospect St, Great Barrington, MA 01230
    11 Prospect St, Great Barrington, MA 01230
    /41

    $889,000

    • 4 Beds
    • 2.5 Baths
    • 2,114 Sq Ft

    11 Prospect St, Great Barrington, MA 01230

    Situated on Great Barrington's highly sought after neighborhood of 'The Hill', 11 Prospect delivers on style, convenience and of course, location! This four bedroom home with two and a half baths over three floors and hardwood floors throughout, offers lots of room for family and friends. An oversized screened in porch, attached two car garage and a finished basement are just some of the 'must

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    11 Prospect St, Great Barrington, MA 01230
  • 211 Cottage St, Housatonic, MA 01236
    211 Cottage St, Housatonic, MA 01236
    211 Cottage St, Housatonic, MA 01236
    /70

    $875,000

    • 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
  • 18 Creamery Rd, Great Barrington, MA 01230
    18 Creamery Rd, Great Barrington, MA 01230
    18 Creamery Rd, Great Barrington, MA 01230
    /31

    $945,000

    • 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
  • 20 Cooper Rd, Great Barrington, MA 01230
    20 Cooper Rd, Great Barrington, MA 01230
    20 Cooper Rd, Great Barrington, MA 01230
    /53

    $935,000

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

    20 Cooper Rd, Great Barrington, MA 01230

    This is the one you've been waiting for. A classic mid-century home on over 4 private acres, offering the ultimate Berkshire lifestyle. The bright, open-mid century floor plan provides a seamless flow, while two fireplaces add classic comfort. The home features 4 bedrooms, 3 baths, large office and a media room, offering flexibility for family and guests. Outside, your private resort awaits. A

    Tony Segalla LANCE VERMEULEN RE, INC

    20 Cooper 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

    • 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
  • 97 Brush Hill Rd, Great Barrington, MA 01230
    97 Brush Hill Rd, Great Barrington, MA 01230
    97 Brush Hill Rd, Great Barrington, MA 01230
    /20

    $998,000

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

    97 Brush Hill Rd, Great Barrington, MA 01230

    Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond,

    Maggie Merelle WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    97 Brush Hill 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
  • 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
  • 6 Blue Hill Rd, Great Barrington, MA 01230
    6 Blue Hill Rd, Great Barrington, MA 01230
    6 Blue Hill Rd, Great Barrington, MA 01230
    /47

    $595,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,632 Sq Ft

    6 Blue Hill Rd, Great Barrington, MA 01230

    Set on a deep, level one-acre lot, this colonial offers a nice balance of space, privacy, and neighborhood convenience. The front entry opens to an inviting staircase that leads upstairs to three bedrooms and a shared full bath. The main level includes a comfortable living room with a fireplace and back door opening to a covered porch overlooking the fenced backyard and in-ground pool.A bright

    Paige Paluch LANCE VERMEULEN RE, INC

    6 Blue Hill 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

    $499,000

    • 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
  • 165 Maple Ave, Great Barrington, MA 01230
    165 Maple Ave, Great Barrington, MA 01230
    165 Maple Ave, Great Barrington, MA 01230
    /33

    $779,000

    • 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 LANCE VERMEULEN RE, INC

    165 Maple Ave, Great Barrington, MA 01230
  • 497 S Main St, Great Barrington, MA 01230
    497 S Main St, Great Barrington, MA 01230
    497 S Main St, Great Barrington, MA 01230
    /8

    $465,000

    • 3 Beds
    • 3 Baths
    • 2,480 Sq Ft

    497 S Main St, Great Barrington, MA 01230

    Multi-family in a convenient location, walking distance to town and shopping, bus line nearby.Well maintained. The perfect location, walking distance to restaurants and shopping, public transportation nearby.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    497 S Main St, Great Barrington, MA 01230
  • 36 Egremont Plain Rd, Great Barrington, MA 01230
    36 Egremont Plain Rd, Great Barrington, MA 01230
    36 Egremont Plain Rd, Great Barrington, MA 01230
    /36

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,076 Sq Ft

    36 Egremont Plain Rd, Great Barrington, MA 01230

    Don't miss this charming 4-bed, 2-bath home with 2 first-floor bedrooms and a full bath! Offering nearly 2,100 sq. ft. of living space and almost 1 acre of flat, dry land, this home provides plenty of room to grow. The breezeway connects the 2-car garage with newer doors and electric openers. Outside, enjoy a private patio, stone wall, and a shed for extra storage. The home has also just had the

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    36 Egremont Plain 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
    • 0.66 Acre
    • $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 LANCE VERMEULEN RE, INC

    185 A State Rd, Great Barrington, MA 01230
  • 162 Alford Rd, Great Barrington, MA 01230
    162 Alford Rd, Great Barrington, MA 01230
    162 Alford Rd, Great Barrington, MA 01230
    /3

    $235,000

    • 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
  • 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

    $474,900

    • 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
  • 81 Castle Hill Ave, Great Barrington, MA 01230
    81 Castle Hill Ave, Great Barrington, MA 01230
    81 Castle Hill Ave, Great Barrington, MA 01230
    /40

    $729,000

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    81 Castle Hill Ave, Great Barrington, MA 01230

    With its excellent curb appeal, charm and location, this property delivers! The inviting exterior exudes timeless appeal, while the sun-drenched three season porch provides an ideal space to relax and enjoy the southeastern mountain views.. Inside, warm and flexible living spaces, a cozy fireplace, a bright & sunny dining nook with skylight, and other rooms that easily adapt to your lifestyle

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    81 Castle Hill Ave, Great Barrington, MA 01230
  • 483 Home Rd, Great Barrington, MA 01230
    483 Home Rd, Great Barrington, MA 01230
    483 Home Rd, Great Barrington, MA 01230
    /38

    $695,000

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

    483 Home Rd, Great Barrington, MA 01230

    A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as

    Suzann Ward HOUSATONIC REAL ESTATE

    483 Home 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 LANCE VERMEULEN RE, INC

    185 State Rd, Great Barrington, MA 01230
  • 1592 County Rd, Great Barrington, MA 01230
    1592 County Rd, Great Barrington, MA 01230
    1592 County Rd, Great Barrington, MA 01230
    /32

    $399,000

    • 4 Beds
    • 3 Baths
    • 1,360 Sq Ft

    1592 County Rd, Great Barrington, MA 01230

    Wonderful location, 3 bedroom, 3 bath split level. Minutes to the downtowns of Sheffield and Great Barrington. Primary with en suite bath, finished lower level with family room, artists studio plus a two car garage.

    Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    1592 County Rd, 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
  • 88 Main St, Great Barrington, MA 01230
    88 Main St, Great Barrington, MA 01230
    88 Main St, Great Barrington, MA 01230
    /28

    $550,000

    • 4 Beds
    • 2 Baths
    • 2,346 Sq Ft

    88 Main St, Great Barrington, MA 01230

    Building has been used as an antique business for the last 50 years. Seller had previously lived in the upstairs apartment. Located across the street from Mend and Calgary's and .5 miles from downtown Great Barrington. Selling as is, business and inventory for sale separately - negotiable with owner.

    Freddy Friedman BIRCH PROPERTIES

    88 Main St, Great Barrington, MA 01230
  • 209 Blue Hill Rd, Great Barrington, MA 01230
    209 Blue Hill Rd, Great Barrington, MA 01230
    209 Blue Hill Rd, Great Barrington, MA 01230
    /47

    $7,250,000 New Construction

    • 6 Beds
    • 7 Baths
    • 13,175 Sq Ft

    209 Blue Hill Rd, Great Barrington, MA 01230

    A rare French Manor estate gracing one of South Berkshire's most scenic and sought-after country roads, this extraordinary 45+/- acre sanctuary offers unmatched privacy, panoramic mountain views, and a setting of timeless beauty. Bordering protected state forest, the property unfolds across rolling meadows, tranquil ponds, and a gently flowing brook—creating a secluded retreat that feels worlds

    Mauren White-Kirkby Berkshire Hathaway Homeservice

    209 Blue Hill Rd, Great Barrington, MA 01230
  • 110 Alford Rd, Great Barrington, MA 01230
    110 Alford Rd, Great Barrington, MA 01230
    110 Alford Rd, Great Barrington, MA 01230
    /55

    $3,500,000

    • 5 Beds
    • 6.5 Baths
    • 6,088 Sq Ft

    110 Alford Rd, Great Barrington, MA 01230

    Set on over 12 private acres just minutes from the center of Great Barrington, this impeccably designed estate offers an extraordinary combination of luxury, privacy, and panoramic southern views of the Taconic Range, including the iconic silhouette of Mount Everett. Blending effortless indoor elegance with immersive outdoor living, this property captures the essence of Berkshire leisure.Inside,

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    110 Alford 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

    • 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
  • 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
    /33

    $779,000

    • 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 LANCE VERMEULEN RE, INC

    165 Maple Ave Unit D, Great Barrington, MA 01230
  • 78 State Rd, Great Barrington, MA 01230
    78 State Rd, Great Barrington, MA 01230
    78 State Rd, Great Barrington, MA 01230
    /16

    $725,000

    • 3 Beds
    • 3.5 Baths
    • 2,560 Sq Ft

    78 State Rd, Great Barrington, MA 01230

    Investment Opportunity - 4-Unit Mixed-Use Property in Downtown Great Barrington, MAPrime downtown Great Barrington location! This well-maintained 4-unit mixed-use property includes three 1-bedroom apartments and one street-level commercial space offering excellent visibility and steady foot traffic.Two of the residential units are currently occupied by long-term tenants with strong payment

    Timothy Dunn VENTURE REAL ESTATE, INC

    78 State Rd, Great Barrington, MA 01230
  • 302 Egremont Plain Rd, Great Barrington, MA 01230
    302 Egremont Plain Rd, Great Barrington, MA 01230
    302 Egremont Plain Rd, Great Barrington, MA 01230
    /70

    $2,250,000

    • 4 Beds
    • 6 Baths
    • 4,846 Sq Ft

    302 Egremont Plain Rd, Great Barrington, MA 01230

    A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond.Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    302 Egremont Plain Rd, Great Barrington, MA 01230
  • 324 Park St, Great Barrington, MA 01230
    324 Park St, Great Barrington, MA 01230
    324 Park St, Great Barrington, MA 01230
    /38

    $796,000

    • 2 Beds
    • 2 Baths
    • 1,622 Sq Ft

    324 Park St, Great Barrington, MA 01230

    Architectural gem with lots of glass perched like a treehouse on the backside of Monument Mountain. The open, mid-century modern home was built in 2012 for maximum light, efficiency, and provides glittering views through the trees of the Housatonic River! 2 bedroom, 2 full baths-both ensuite + central AC, and a Scandinavian soapstone wood stove, permit included! Minutes from hiking trails, Taft

    Claudia Laslie LANCE VERMEULEN RE, INC

    324 Park St, Great Barrington, MA 01230
  • 228 East St, Great Barrington, MA 01230
    228 East St, Great Barrington, MA 01230
    228 East St, Great Barrington, MA 01230
    /43

    $1,390,000

    • 5 Beds
    • 4.5 Baths
    • 2,900 Sq Ft

    228 East St, Great Barrington, MA 01230

    Great Barrington A masterful rebuild with reverence for Great Barrington's past and a bold reimagining for modern living. This 5-bedroom, 4-1/2 bath colonial sits in-town and blends historic charm with contemporary luxury for effortless, years-long comfort.Property Highlights5 Bedrooms | 4 Full Baths + 1 Half Bath**Complex rebuild from the ground up** - preserved nod to the town's heritage with a

    Eric Steuernagle FAIRGROUND REAL ESTATE, INC

    228 East St, Great Barrington, MA 01230
  • 245 Long Pond Rd, Great Barrington, MA 01230
    245 Long Pond Rd, Great Barrington, MA 01230
    245 Long Pond Rd, Great Barrington, MA 01230
    /34

    $420,000

    • 2 Beds
    • 1 Bath
    • 1,182 Sq Ft

    245 Long Pond Rd, Great Barrington, MA 01230

    Tucked away on a quiet country road just minutes from downtown Great Barrington, this charming single-level ranch offers the perfect Berkshire retreat. Set on two private acres, the home is surrounded by mature trees and natural beauty- with nearby access to trails. Step inside to a bright interior featuring a spacious living room anchored by a beautiful stone fireplace. The kitchen offers crisp

    Jessica Rizzo LAMACCHIA REALTY, INC

    245 Long Pond 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 $1,147,397.
How many homes have sold over the last 12 months in Great Barrington, MA?
117 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 $749,000. If you put a 20% down payment of $149,800 and had a 30-year fixed mortgage with an interest rate of 6.11%, your estimated principal and interest payment would be $3,630 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $156K 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 83 days on the market compared to the national average of 54 days. The median sale price for homes in Great Barrington, MA over the last 12 months is $644,000, up 17% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$644,000
Median Single Family Sale Price
$740,000
Median Townhouse Sale Price
$474,500
Median 2 Bedroom Sale Price
$425,000
Median 1 Bedroom Sale Price
$495,000
Average Price Per Sq Ft
$390
Number of Homes for Sale
43
Last 12 months Home Sales
117
Months of Supply
4.40
Median List Price
$749,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
17%
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