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Great Barrington, MA Homes for Sale with Garage

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  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /75

    $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
  • /41

    $1,295,000

    • 3 Beds
    • 2.5 Baths
    • 2,688 Sq Ft

    260 Maple Ave, Great Barrington, MA 01230

    Timeless Craftsmanship Meets Modern Living-Built in 2004, this exquisitely crafted historic reproduction home seamlessly blends old-world charm with contemporary comfort. Set on 1.82 acres with sweeping mountain views, this 3-bedroom, 2.5-bathroom home features meticulous hand-crafted details throughout-honoring traditional design while offering the conveniences of modern construction. The

    Karen Climo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    260 Maple Ave, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /32

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,336 Sq Ft

    52 Reed St, Great Barrington, MA 01230

    This home is not to be missed! Nestled in a quiet neighborhood and thoughtfully designed throughout, it sits just moments from restaurants, shops and downtown Great Barrington. A well-appointed kitchen anchors the main level, showcasing quality finishes and smart functional design. Sunlit living and dining rooms highlight the home's warm character and charm. Upstairs, three comfortable bedrooms

    Molly Thomas COMPASS MASSACHUSETTS , LLC GB

    52 Reed St, 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
  • /19

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,792 Sq Ft

    54 Division St, Great Barrington, MA 01230

    For the buyer looking to infuse their personal style into a home that has already undergone significant, high value upgrades. The interior offers a bright, refreshed layout awaiting your final aesthetic finishes. Beyond the main residence, this property boasts a substantial 2 story barn. the 70x20 footprint is an incredible asset. Perfectly primed for transformation into an ADU, art studio, or

    Melissa Zoe Hirsch ZOE MELISSA HIRSCH REAL ESTATE

    54 Division St, Great Barrington, MA 01230
  • /42

    $895,000

    • 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
  • /27

    $445,000

    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft

    8 Stillwell St, Great Barrington, MA 01230

    Enjoy one-level living in downtown Great Barrington! This charming 3-bed, 1-bath mid-century ranch is your perfect Berkshire retreat, featuring a cozy wood stove in the living room for those crisp mountain evenings. Nestled on a quiet cul-de-sac, the home sits on a spacious 0.41-acre lot with mature trees. Features include an attached 2-car garage/workshop, large private yard, original wood

    Tony Segalla WILLIAM RAVEIS - BERKSHIRE

    8 Stillwell St, Great Barrington, MA 01230
  • /85

    $4,250,000

    • 5 Beds
    • 8 Baths
    • 6,378 Sq Ft

    58 Round Hill Rd, Great Barrington, MA 01230

    Come relax amid sweeping pastoral and mountain views in this exceptional retreat designed for both entertaining and everyday comfort. The impressive great room, anchored by a massive stone fireplace, offers a welcoming focal point and flows into a spacious well-designed kitchen/dining area. A screened porch with fireplace overlooks the pool and rolling landscape, creating a seamless

    Sheila Thunfors STONE HOUSE PROPERTIES, LLC

    58 Round Hill Rd, Great Barrington, MA 01230
  • /48

    $6,475,000

    • 9 Beds
    • 11 Baths
    • 12,968 Sq Ft

    250 Long Pond Rd, Great Barrington, MA 01230

    Experience a rare Zen-inspired retreat in the heart of the Berkshires, brilliantly designed to exist in harmony with its natural surroundings. Set on nearly 120 acres of protected land with striking rock outcroppings, sweeping mountain views, and frontage along the Williams River, this architecturally significant contemporary offers a true sense of privacy, tranquility, and escape- all just

    Elyse Morris Elyse Harney Real Estate

    250 Long Pond Rd, Great Barrington, MA 01230
  • /66

    $6,850,000

    • 5 Beds
    • 3.5 Baths
    • 3,474 Sq Ft

    77 Seekonk Cross Rd, Great Barrington, MA 01230

    Welcome to Meadow Wood This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lily pond, terraces, pastoral views, and privacy. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/

    Elvia Gignoux WILLIAM PITT SOTHEBY'S - SALISBURY

    77 Seekonk Cross Rd, Great Barrington, MA 01230
  • /65

    $2,495,000

    • 5 Beds
    • 4.5 Baths
    • 3,615 Sq Ft

    17 Cronk Rd, Great Barrington, MA 01230

    Originally built in the 1700s, this historic post-and-beam barn has been thoughtfully renovated over time while maintaining its unique character and charm. A recently installed solar energy system allows for highly efficient living with the potential for an off-grid lifestyle.The home features an open floor plan filled with natural light from numerous oversized windows. A chef's kitchen adjoins

    Suzann Ward HOUSATONIC REAL ESTATE

    17 Cronk Rd, Great Barrington, MA 01230
  • /18

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,296 Sq Ft

    39 Castle St, Great Barrington, MA 01230

    Within walking distance to Main Street, this adorable home has been lovingly cared for.Immaculate condition, wood floors throughout, cozy fireplace and a detached garage. A sweet place to call home in a convenient location.

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    39 Castle St, Great Barrington, MA 01230
  • /17

    $385,000

    $14K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,298 Sq Ft

    17 High St, West Stockbridge, MA 01236

    Charming small home with a cozy feel.This home is the perfect chance for a first time buyer to create a home of their own. With solid bones, a welcoming front porch, and a detached garage ideal for work shop or extra storage. Located in a convenient setting, it's ready for your vision, with opportunities for modern updates. A little work could mean a big reward.Housatonic Village a few steps

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    17 High St, West Stockbridge, MA 01236

Home Trends in Great Barrington, MA

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%
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