Homes for Sale in 01230

/47
$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
/43
$625,000
- 3 Beds
- 2.5 Baths
- 1,822 Sq Ft
1862 Home Rd, Great Barrington, MA 01230

Bordering protected land and moments from the Appalachian Trail, this light-filled contemporary offers privacy, comfort, and an easy connection to the natural beauty of the Berkshires. Set on one acre in a peaceful Sheffield location, the home features vaulted ceilings, open gathering spaces, and a flexible layout designed for both everyday living and entertaining.The spacious kitchen flows into

Lisa Crawford BIRCH PROPERTIES

1862 Home Rd, Great Barrington, MA 01230
/6
$500,000
- Land
- 28,750 Sq Ft
- $757,565 per Acre
185 A State Rd, Great Barrington, MA 01230

A premier commercial development opportunity awaits at 185 State Road. Positioned directly on the bustling Route 7, this property guarantees maximum brand exposure with a daily traffic count exceeding 16,000 vehicles. Superior site logistics include an oversized curb cut for easy ingress and egress, along with ample space for on-site parking. This versatile property is engineered for success,

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

185 A State Rd, Great Barrington, MA 01230
/3
$250,000
- Land
- 6.11 Acres
- $40,916 per Acre
Lot #10 E Mountain Rd, Great Barrington, MA 01230

BEAUTIFUL SIX ACRE LIGHTLY WOODED PARCEL ON A PRIVATE ROAD CLOSE TO THE CENTER OF GREAT BARRINGTON. SKIING, HIKING TRAILS, LAKES AND CULTURAL VENUES ALL WITHIN CLOSE PROXIMITY. ADJACENT TO EAST MOUNTAIN STATE FOREST, AT APPROX 1000' ELEVATION AND COMPRISED OF A MIX OF EVERGREEN AND DECIDUOUS TREES, THE PARCEL PROVIDES A PRIVATE AND PEACEFUL SETTING FOR YOUR NEW HOME, IN ANY SEASON.

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

Lot #10 E Mountain Rd, Great Barrington, MA 01230
/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,

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

185 State 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
/3
$235,000

$40K PRICE DROP
- Land
- 4.37 Acres
- $53,776 per Acre
162 Alford Rd, Great Barrington, MA 01230

BEAUTIFUL, PRIVATE LOT! Gently sloped and lightly wooded parcel awaits your thoughtful build. Bring your design to life at this private and convenient location. Electric has been brought to the site, perc test available. Seasonal views. Wonderful location with easy access to Great Barrington town center, shops, restaurants, hiking and skiing!

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

162 Alford Rd, Great Barrington, MA 01230
/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
/8
$235,000

$15K PRICE INCREASE
- 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
/4
$449,900

$100K PRICE DROP
- 4 Beds
- 2 Baths
- 1,964 Sq Ft
41 Pearl St Unit 1-2, Great Barrington, MA 01230

Welcome to 41 Pearl Street- a 1900s two-family residence nestled on a quiet street just moments from downtown Great Barrington. This spacious 4-bedroom, 2-bathroom (both sides are 2 BR/1 BA) home offers 1,964 square feet of living space on a generous 0.25-acre lot, containing that classic period charm.Step inside to discover a welcoming floor plan with ample natural light, hardwood floors, and

David Carlson FAIRGROUND REAL ESTATE, INC

41 Pearl St Unit 1-2, Great Barrington, MA 01230
/70
$849,000
- 3 Beds
- 3 Baths
- 3,204 Sq Ft
211 Cottage St, Housatonic, MA 01236

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

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

211 Cottage St, Housatonic, MA 01236
/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

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

2 Terra Ferma Dr, Egremont, MA 01230
/7
$329,000

$20K PRICE DROP
- Land
- 19.73 Acres
- $16,675 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
/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
/20
$399,000

$51K PRICE DROP
- 1 Bed
- 1 Bath
- 750 Sq Ft
42 Sandisfield Rd, Monterey, MA 01245

This recently renovated cottage, set on 4 woodland acres in beautiful Monterey enjoys close proximity to Lake Garfield, for boating and swimming, and plentiful hiking trails throughout the town. With 750 square feet of bright, clean, efficient living space, and a large detached garage, the cottage is the perfect Berkshires getaway. Recent upgrades include a spacious deck, interior painting, a

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

42 Sandisfield Rd, Monterey, MA 01245
/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
/25
$349,900
- 3 Beds
- 1 Bath
- 960 Sq Ft
34 Fairview Terrace, Great Barrington, MA 01230

Charming single-level 1987 home set on one of the nicest streets in town--quiet, convenient, and within walking distance to shopping, restaurants, and the bus line. This well-maintained home offers three bedrooms and easy one-floor living. Enjoy a lovely backyard with patio, storage shed, and a charming deck perfect for morning coffee or summer grilling. A wonderful in-town location with both

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

34 Fairview Terrace, Great Barrington, MA 01230
/35
$449,000
- 2 Beds
- 1 Bath
- 660 Sq Ft
25 Pine St, New Marlborough, MA 01230

Year round retreat in the Lake Buel Community. Thoughtfully designed spaces, cozy & unpretentious. The living area, comfortable for family & guests, has vaulted ceiling and Gas Fireplace, making this home just as inviting in the cooler months. Kitchen is functional, attractive and updated. Simple lines, wainscoting, wood floors, ductless A/C units. The Sunroom is perfect for Dining, board games

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

25 Pine St, New Marlborough, MA 01230
/5
$119,000
- Land
- 4.85 Acres
- $24,536 per Acre
0 Division St, New Marlborou, MA 01230

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

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

0 Division St, New Marlborou, MA 01230
/52
$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
/32
$734,900

$44K PRICE DROP
- 3 Beds
- 2 Baths
- 1,771 Sq Ft
165 Maple Ave Unit D, Great Barrington, MA 01230

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

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

165 Maple Ave Unit D, Great Barrington, MA 01230
/29
$1,024,000
- 4 Beds
- 3 Baths
- 2,322 Sq Ft
97 Brush Hill Rd, Great Barrington, MA 01230

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

David White OwnerEntry.com

97 Brush Hill Rd, Great Barrington, MA 01230
/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
/11
$450,000
- Land
- 8.59 Acres
- $52,374 per Acre
Lot #19 Stratford Rd, New Marlborou, MA 01230

Settle into the quiet charm of the Windemere Lake community with this 8.592-acre building lot. Tucked away on a peaceful road and embraced by natural woodland, the property offers a sense of seclusion while remaining part of a thoughtfully maintained private enclave. Though it doesn't sit directly on the water, owners enjoy shared access to Windemere Lake--a pristine, non-motorized lake perfect

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

Lot #19 Stratford Rd, New Marlborou, MA 01230
/31
$649,000
- 4 Beds
- 2 Baths
- 3,000 Sq Ft
783 Main St, Great Barrington, MA 01230

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

Claudia Laslie WILLIAM RAVEIS - BERKSHIRE

783 Main St, Great Barrington, MA 01230
/76
$950,000

$200K PRICE DROP
- 3 Beds
- 4 Baths
- 2,900 Sq Ft
29 Old Village Rd, Great Barrington, MA 01230

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

Thomas Doyle, Sr. BISHOP WEST REAL ESTATE

29 Old Village Rd, Great Barrington, MA 01230
/15
$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. Near all the cultural events specific to the Berkshires!

Freddy Friedman Birch Properties

88 Main St, Great Barrington, MA 01230
/2
$2,400,000
- Land
- 38.2 Acres
- $62,827 per Acre
3 Jenssen Rd, Egremont, MA 01230

3 lots available to develop in EgremontParcels, 008.0-0000-0123.0, 008.0-0000-0283.0, 008.0-0000-0048.0

Jeremy Casey SR Commercial Realty

3 Jenssen Rd, Egremont, MA 01230
/4
$425,000
- Land
- 17.93 Acres
- $23,701 per Acre
99 Creamery Rd, Egremont, MA 01230

NORTH EGREMONT - Almost 18 elevated acres with sweeping views of the Berkshire Hills that has been surveyed, flagged with enough road frontage to subdivide once. An open meadow with woodlands as a backdrop make this parcel most desirable....a must see!

Cortney Dupont COHEN & WHITE ASSOCIATES

99 Creamery Rd, Egremont, MA 01230
/30
$525,000
- 1 Bed
- 1 Bath
- 755 Sq Ft
8 Heberts Cove, Monterey, MA 01245

Offering the rare and coveted 'lake life' on Lake Buel, this unique property presents an extraordinary opportunity to establish your own Berkshire footprint on an expansive 2-acre parcel. Comprising 90% sun-drenched, open meadow, the large lot serves as the ultimate blank canvas with potential for a stunning architectural expansion, a custom family compound, or agricultural designs. While the

Lance Vermeulen WILLIAM RAVEIS - BERKSHIRE

8 Heberts Cove, Monterey, MA 01245
/26
$399,900
- 4 Beds
- 1 Bath
- 1,337 Sq Ft
153 State Rd, Great Barrington, MA 01230

Neat as a pin cape walking distance to downtown Great Barrington and amenities, this home has been thoughtfully renovated top to bottom. This sweet property, also zoned commercially, has 4 bedrooms, a full bath, and even a partially finished basement. The kitchen, complete with a large pantry, retains the charming mid century details, while appealing to the modern aesthetic. Outside, there is a

Lauren Rosen WILLIAM RAVEIS - BERKSHIRE

153 State Rd, Great Barrington, MA 01230
/65
$2,395,000
- 4 Beds
- 4.5 Baths
- 3,600 Sq Ft
10 Berkshire Heights Rd, Great Barrington, MA 01230

Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, four+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office.

Suzann Ward HOUSATONIC REAL ESTATE

10 Berkshire Heights 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
/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
/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

Lance Vermeulen 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
/26
$459,000
- 3 Beds
- 2 Baths
- 2,258 Sq Ft
689 N Main St, Sheffield, MA 01257

OPEN HOUSE: Friday, May 22nd 2:00pm-3:30pmCompletely renovated and exceptionally versatile, this spacious 3-bedroom ranch is located in desirable Sheffield, MA. Set on a .50-acre commercially zoned lot just a 5 minute drive to downtown Great Barrington, the property offers outstanding live/work, investment, or business potential.The 2,258 sq. ft. main residence features 3 spacious bedrooms, a

Judi Panzano HOUSATONIC REAL ESTATE

689 N Main St, Sheffield, MA 01257
/113
$1,725,000
- 5 Beds
- 4.5 Baths
- 5,127 Sq Ft
293 New Marlboro Sandisfield Center, New Marlborough, MA 01230

Just a half mile beyond New Marlborough village, this architectural gem offers 5,653 square feet of superior craftsmanship in an enchanting private setting along the Umpachene River. Distinctive circular towers, flowing curved walls, and graceful arched windows are in perfect harmony with the surrounding natural landscape. Custom millwork and premium natural finishes offer a balance of warmth and

Vashti Poor WILLIAM RAVEIS - BERKSHIRE

293 New Marlboro Sandisfield Center, New Marlborough, MA 01230
/11
$65,000
- Land
- 34,848 Sq Ft
- $81,250 per Acre
2 North Rd, Monterey, MA 01245

Beautifully wooded building parcel in a private community with access to Lake Buel--one of the Berkshires' premier lakes. This parcel is conveniently located just a short drive from Great Barrington, the charming village of Monterey, and the endless skiing adventures at Butternut Basin. A wonderful spot to envision your home in the hills; please note that the existing summer cottage will need to

Lance Vermeulen LANCE VERMEULEN RE, INC

2 North Rd, Monterey, MA 01245
/19
$280,000

$31K PRICE INCREASE
- 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

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Massachusetts Berkshire County Great Barrington 01230

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