114

Homes for Sale in 01230

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  • /58

    $1,995,000

    • 6 Beds
    • 2.5 Baths
    • 4,138 Sq Ft

    32 Benton Ave, Great Barrington, MA 01230

    Spectacular 1896 Victorian on The Hill, completely and stylishly renovated in 2025! This six-bedroom beauty seamlessly blends original floors and grand woodwork with all-new, high-efficiency systems. Key 2025 updates include full insulation, exterior paint and two new upstairs luxury baths. 2024 brought fully ducted Air Source Heat Pumps (central AC/heating) and new windows. A 2023 heat pump

    Leslie Chesloff WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    32 Benton Ave, Great Barrington, MA 01230
  • /14

    $119,000

    • Land
    • 1.17 Acres
    • $101,710 per Acre

    2 Terra Ferma Dr, Egremont, MA 01230

    Build your dream home on Terra Ferma Drive--arguably the best dead-end road in the Berkshires. Located in Egremont and just a short drive to South Egremont village, Great Barrington, and Catamount Ski Area, this is the ideal location to stake your ground. The road hosts a quiet neighborhood that leads directly to state hiking trails, putting the outdoors just steps from your door. The lot is

    Tony Segalla LANCE VERMEULEN RE, INC

    2 Terra Ferma Dr, Egremont, MA 01230
  • /28

    $1,200,000

    • 5 Beds
    • 3 Baths
    • 3,328 Sq Ft

    3 Pleasant View Dr, Great Barrington, MA 01230

    Martha Piper THE KINDERHOOK GROUP

    3 Pleasant View Dr, Great Barrington, MA 01230
  • /39

    $595,000

    • 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
  • /23

    $525,000

    • 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, blending classic charm with modern comfort.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors,

    David Carlson FAIRGROUND REAL ESTATE, INC

    41 Pearl St Unit 1-2, 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
  • /52

    $1,895,000

    • 3 Beds
    • 4 Baths
    • 3,600 Sq Ft

    65 Adsit Crosby Rd, New Marlborough, MA 01230

    Nestled on 10.5 pastoral acres along the serene Konkapot River, Elegant Berkshire estate blending timeless craftsmanship with contemporary luxury. Dramatic great room with vaulted ceilings, wide-plank floors, and a grand stone fireplace opens to sweeping meadow and pool views. Featuring three bedrooms, three offices, and four baths, the home offers a luxurious primary suite, two fireplaces, and a

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    65 Adsit Crosby Rd, New Marlborough, MA 01230
  • /8

    $235,000

    • Land
    • 3 Acres
    • $78,229 per Acre

    0 Sandisfield Rd, Monterey, MA 01245

    The beauty of Nature; 3+ wooded acres in the quaint Berkshire town of Monterey is the perfect location for your new home or weekend getaway with a blend of level and gentle sloping terrain. It's located on the border of Monterey and Sandisfield town line, private but not secluded, only 12 miles to the Town of Lee with everything it has to offer including the entrance to the Mass Pike. Once in Lee

    Wayne Ditore BERKSHIRE HATHAWAY HOMESERVICES REALTY PROFESSIONALS-WESTFIELD

    0 Sandisfield Rd, Monterey, MA 01245
  • /40

    $749,000

    • 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
  • /34

    $449,900

    • 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
  • /32

    $1,475,000

    • 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
  • /28

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    194 Canaan Southfield Rd, Southfield, MA 01259

    Enjoy peaceful country living in this 3-bedroom, 2-bath home set on 8.6 scenic acres along the Umpachene River and surrounded by abundant wildlife. The property offers endless potential for gardening, recreation, or creating your private retreat. Solar panels are included and will be paid off at closing, providing long-term energy savings. Conveniently located near the Southfield Store, The Old

    Freddy Friedman BIRCH PROPERTIES

    194 Canaan Southfield Rd, Southfield, MA 01259
  • /27

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,368 Sq Ft

    2 Rose Ct W Unit B-1, Great Barrington, MA 01230

    EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    2 Rose Ct W Unit B-1, Great Barrington, MA 01230
  • /27

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,368 Sq Ft

    2 Rose Ct W, Great Barrington, MA 01230

    EXCEPTIONAL CORNER UNIT! Bright and inviting 3 Bedroom, 2.5 Bath town house offering the perfect place to live, in the heart of Great Barrington. Designed for comfort & style, these light filled rooms showcase a beautiful distant mountain view. With the warmth of wood floors throughout, the spacious open plan is perfect for entertaining, and a new HVAC system has been added for year round

    Helen Mullany HELEN MULLANY REAL ESTATE, LLC

    2 Rose Ct W, Great Barrington, MA 01230
  • /56

    $1,450,000

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

    353 State Rd, Great Barrington, MA 01230

    The Woodlands -- A Private 74-Acre Retreat in Great Barrington!A rare opportunity to own a private and picturesque Berkshire retreat in the heart of Great Barrington. Set on seventy-four acres of meadow, orchard, and forest, The Woodlands offers a refuge of uncommon scale and serenity--just two minutes from Ski Butternut and five minutes to downtown Great Barrington's restaurants, shops, and

    Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    353 State Rd, Great Barrington, MA 01230
  • /6

    $325,000

    • Land
    • 21.7 Acres
    • $14,977 per Acre

    0 Sisson Hill Rd Unit 248042, New Marlborough, MA 01230

    21.7 wooded acres on one of South County's ''best-kept-secret'' back country roads, yet just minutes away from Great Barrington, Sheffield and the bucolic villages of New Marlborough. Discover nature, privacy & a unique sense of peace on this rare piece of land. The land has been perc tested, seller will provide final survey prior to closing. Map in documents shows proposed new boundaries for

    Agent Photo

    Dan Alden

    ALDEN COUNTRY REAL ESTATE SERVICES

    (413) 848-6618

    0 Sisson Hill Rd Unit 248042, New Marlborough, 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
  • /64

    $1,900,000

    • 6 Beds
    • 6 Baths
    • 4,200 Sq Ft

    71 & 73 Blunt Rd, Egremont, MA 01230

    A Truly Inspired Berkshire RetreatThe perfect home to relax, create, and be inspired! This remarkable Egremont property offers an exceptional combination of luxury, comfort, and creativity--far beyond anything else on the market.The main house features three spacious bedrooms and three full baths, with radiant in-floor heat beneath reclaimed ancient teak floors. The first-floor primary suite

    Ryan Lane GILCREST PROPERTIES

    71 & 73 Blunt Rd, Egremont, MA 01230
  • /32

    $425,000

    • 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
  • /11

    $550,000

    • Land
    • 16 Acres
    • $34,375 per Acre

    0 Gould Rd, Monterey, MA 01245

    The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates--all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the

    Timothy Lovett COMPASS MASSACHUSETTS , LLC GB

    0 Gould Rd, Monterey, MA 01245
  • /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
  • /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
  • /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
  • /7

    $349,000

    • Land
    • 19.73 Acres
    • $17,689 per Acre

    0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244

    Just shy of 20 acres. Make your way to the top for views, you won't be disappointed. An abundance of wildlife, and not a building in sight. Come take a look and make this your Berkshire retreat!

    Lawrence Reilly THE KINDERHOOK GROUP

    0 Hayes Hill Rd Unit 247870, New Marlborough, MA 01244
  • /4

    $169,000

    • Land
    • 10.7 Acres
    • $15,794 per Acre

    0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230

    Exceptional 10.7-Acre Wooded Lot-Subdivision Potential. Discover a rare opportunity to own 10.7 acres of serene, wooded land in the heart of New Marlborough. With 590 feet of road frontage & the possible ability to subdivide, this property offers endless options--whether you're looking to build your dream home or explore development potential. Nestled between the charming villages of New

    Paul Reed LANCE VERMEULEN RE, INC

    0 Hartsville-New Marlborough Rd, New Marlborough, MA 01230
  • /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
  • /56

    $799,000

    • 4 Beds
    • 2 Baths
    • 2,105 Sq Ft

    12 Barrington Place, Great Barrington, MA 01230

    Charming Renovated 1900 Colonial ''On The Hill''A beautifully updated home blends historic charm with modern amenities in a sought-after neighborhood. The thoughtfully opened floor plan features gorgeous wood floors and an abundance of natural light throughout. A chef's eat-in kitchen is complete with a center island and seamless flow into the spacious living room and den. A wood-burning

    Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

    12 Barrington Place, Great Barrington, MA 01230
  • /19

    $525,000

    • 4 Beds
    • 3.5 Baths
    • 2,184 Sq Ft

    5 Seekonk Rd, Great Barrington, MA 01230

    This is a spacious house with generously sized rooms 5 minutes from town. 4 bedrooms with 1 full bath, 2 3/4 baths and one powder room. First floor has kitchen, living room, dining room, pantry, laundry and a generous master suite with sitting area, office space and full bath. Second floor has 3 bedrooms, one with ensuite 3/4 bath. Lots of closets and plenty of storage space with basement storage

    Jason Saphire www.HomeZu.com

    5 Seekonk Rd, 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
  • /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
  • /35

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,075 Sq Ft

    6 Locust St, Great Barrington, MA 01230

    Tucked away in a walkable east-side neighborhood of Great Barrington, this custom 3-bedroom bungalow is anything but ordinary. From the moment you step inside, the care and creativity in every corner are impossible to miss--handcrafted woodwork, thoughtful built-ins, and artful finishes infuse the home with a personality all of its own.The inviting and cozy open floor plan make everyday living

    Paige Paluch LANCE VERMEULEN RE, INC

    6 Locust St, Great Barrington, MA 01230
  • /3

    $95,000

    • Land
    • 2.92 Acres
    • $32,534 per Acre

    0 Hemlock Hill Rd, Great Barrington, MA 01230

    PREMIERE LOCATION JUST FIVE MINUTES FROM MAIN STREET. Good percs. Building site cleared. Rough driveway in. Electricity easily accessible. An excellent investment in the ''boom town'' of the Berkshires.

    Tom Lynch COMPASS MASSACHUSETTS , LLC GB

    0 Hemlock Hill Rd, Great Barrington, MA 01230
  • /20

    $595,000

    • Land
    • 8.1 Acres
    • $73,457 per Acre

    11 Roger Rd, Great Barrington, MA 01230

    A rare opportunity to own a versatile 8+ acre parcel in a prime Great Barrington location. Accessed by an established roadway, this property presents a unique canvas for a private estate, a multi-home development, or a commercial enterprise. The property features a substantial 3,000 square foot building with radiant heat. With three large garage bays, an office, and a loft, it can serve as the

    Tony Segalla LANCE VERMEULEN RE, INC

    11 Roger Rd, Great Barrington, MA 01230
  • /20

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 2,572 Sq Ft

    749 Hartsville New Marlboro Rd, New Marlboro, MA 01230

    Discover Net Zero living in this architect-designed modern home. Newly built for superior comfort and high-performance efficiency, powered by an advanced solar system with battery backup. Blending sustainability and style, this 2,600 sq ft residence features light-filled rooms, stunning Berkshire views, a dramatic entry, custom kitchen, expansive screened porch, and generous storage. The

    Jason Saphire www.HomeZu.com

    749 Hartsville New Marlboro Rd, New Marlboro, 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
  • /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
  • /6

    $500,000

    • Land
    • 0.41 Acre
    • $1,219,485 per Acre

    185 B 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 B State Rd, Great Barrington, MA 01230
  • /85

    $3,995,000

    • 5 Beds
    • 6.5 Baths
    • 6,915 Sq Ft

    662 Brewer Hill Rd, New Marlborough, MA 01230

    Iconic only begins to describe this rare union of sophistication & natural splendor. Spanning 40+ secluded acres of rolling meadows, forested trails, & sweeping mountain views, this remarkable estate has welcomed world-renowned artists & hosted unforgettable gatherings, from summer soirees to intimate retreats.At its heart is the Great House--a 6,000 sq. ft. architectural masterpiece by renowned

    Claire Pollart LANCE VERMEULEN RE, INC

    662 Brewer Hill Rd, New Marlborough, MA 01230
  • /30

    $435,000

    • 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. 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 floors and an updated heating system. The real gem? Unique B2 zoning allows for a home

    Tony Segalla LANCE VERMEULEN RE, INC

    8 Stillwell 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

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