Berkshire Hills School District, MA homes for sale & real estate

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55 Main St, Stockbridge, MA 01262
55 Main St, Stockbridge, MA 01262
55 Main St, Stockbridge, MA 01262
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
Historic Elegance Reimagined! Wellness-forward design. Artisan craftsmanship. In-town privacy. A Kitchen Rebuilt from the Ground Up: At the heart of the home, a brand-new chef's kitchen makes a bold, refined statement with honed dark gray granite countertops, crisp white shaker cabinetry, and minimalist matte black fixtures. Oversized divided-light windows flood the space with natural light, while high-end appliances—including a Wolf range and paneled Sub-Zero fridge—offer top-tier performance.   A spacious center island provides both prep space and casual gathering room, and the open sightlines connect seamlessly to the dining room, great room, and beyond. Dining, Living

$2,500,000

5 beds5.5 baths5,233 sq ft

55 Main St, Stockbridge, MA 01262

0.79 acre lot • 2 garage spots • Somewhat walkable

1 Old Tree Farm Rd, Stockbridge, MA 01262
1 Old Tree Farm Rd, Stockbridge, MA 01262
1 Old Tree Farm Rd, Stockbridge, MA 01262
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
Impeccably Renovated Stockbridge Country Retreat. Minutes from Stockbridge, Lenox and Tanglewood, in the heart of the Berkshires cultural corridor, a rare opportunity in a perfect setting on 4.25 level, landscaped acres. Surrounded by mature trees and curated gardens, this home blends classic design with modern updates, offering refined style throughout. White oak floors, three full baths, a gas fireplace and a spacious screened porch with mahogany flooring and ceiling fan. A separate one bedroom guest suite above the detached two car garage includes a full bath, kitchenette, private deck, and quiet seclusion for guests.

$1,795,000

4 beds4 baths3,524 sq ft

1 Old Tree Farm Rd, Stockbridge, MA 01262

4.16 acre lot • 2 garage spots • Car-dependent

59 High St, West Stockbridge, MA 01266
59 High St, West Stockbridge, MA 01266
59 High St, West Stockbridge, MA 01266
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
This lovely spot is in South County, close to Stockbridge, Lenox, and Great Barrington. You can kayak or canoe as you're not far from the Housatonic River. 1.16 acres of mostly open land with a mobile home. The town of West Stockbridge clears the roads, and Housatonic Water Company supplies water. The boiler was installed in 2018, the roof was redone in 2014, and the windows were replaced in 2012. This could be a great spot for a country retreat or to build a new home.

$160,000

3 beds1 bath792 sq ft

59 High St, West Stockbridge, MA 01266

Car-dependent

63 Division St, Great Barrington, MA 01230
63 Division St, Great Barrington, MA 01230
63 Division St, Great Barrington, MA 01230
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
Welcome to this beautifully updated home with frontage on the serene Williams River, just a short drive from downtown Great Barrington. Renovated in 2017, this home boasts modern convenience with cozy charm. Step inside to a bright, open kitchen featuring granite countertops, stainless steel appliances, a farmhouse sink, and Kraftmaid cabinetry. The first-floor primary suite offers peaceful morning views, an en-suite bath, and laundry at your fingertips. The great room, with soaring cathedral ceilings, flows into a three-season sunroom—perfect for unwinding or hosting friends. Upstairs, two additional bedrooms share a stylish, modern bathroom. With updated systems, including a heating

$625,000

3 beds2 baths2,066 sq ft

63 Division St, Great Barrington, MA 01230

1.37 acre lot • Car-dependent

212 Highland St, Great Barrington, MA 01236
212 Highland St, Great Barrington, MA 01236
212 Highland St, Great Barrington, MA 01236
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
Nestled on a corner lot in the desirable town of Housatonic, this New England Farmhouse offers an abundance of space, a rocking chair front porch, a private rear courtyard, and a one-car garage. On the first floor is a comfortable living room with wood floors, a primary bedroom, a full bathroom, a dining room, a kitchen, and a gathering room with a wood stove. The second floor has 2 bedrooms and a full bathroom. Great location, near Flag Rock for hiking, Taft Farms for fresh produce, and walking distance to the library, restaurants, and art galleries, also, centrally located to Stockbridge, Butternut, downtown Great Barrington, and many cultural venues.

$389,000

3 beds2 baths1,618 sq ft

212 Highland St, Great Barrington, MA 01236

5,227 sq ft lot • Garage • Car-dependent

Property at 5 Glendale Rd, Stockbridge, MA 01262, 4 beds, 2 baths

$1,675,000

4 beds2 baths2,200 sq ft

5 Glendale Rd, Stockbridge, MA 01262

Property at 42 Seekonk Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$1,849,235

4 beds3.5 baths4,968 sq ft

42 Seekonk Rd, Great Barrington, MA 01230

Property at 111 Castle Hill Ave, Great Barrington, MA 01230, 3 beds, 2 baths

$710,000

3 beds2 baths1,680 sq ft

111 Castle Hill Ave, Great Barrington, MA 01230

Property at 6 Muddy Brook Cir, Great Barrington, MA 01230, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths2,447 sq ft

6 Muddy Brook Cir, Great Barrington, MA 01230

Property at 42 East St, Stockbridge, MA 01262, 2 beds, 2 baths

$485,000

2 beds2 baths1,296 sq ft

42 East St, Stockbridge, MA 01262

Property at 11 Jennifer Ln, West Stockbridge, MA 01266, 3 beds, 2 baths

$129,900

3 beds2 baths1,000 sq ft

11 Jennifer Ln, West Stockbridge, MA 01266

Property at 34 Bridge St #202, Great Barrington, MA 01230, 1 bed, 1 bath

$495,000

1 bed1 bath711 sq ft

34 Bridge St #202, Great Barrington, MA 01230

Property at 18 East St, Stockbridge, MA 01262, 3 beds, 2 baths

$495,000

3 beds2 baths1,325 sq ft

18 East St, Stockbridge, MA 01262

Property at 19 Great Barrington Rd, West Stockbridge, MA 01266, 2 beds, 1 bath

$289,000

2 beds1 bath1,155 sq ft

19 Great Barrington Rd, West Stockbridge, MA 01266

Property at 27 Gwenn Ln, West Stockbridge, MA 01266, 2 beds, 1 bath

$109,900

2 beds1 bath672 sq ft

27 Gwenn Ln, West Stockbridge, MA 01266

Property at 105 Christian Hill Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$1,660,000

4 beds3.5 baths3,800 sq ft

105 Christian Hill Rd, Great Barrington, MA 01230

Property at 30 Great Barrington Rd, West Stockbridge, MA 01266, 1 bed, 1.5 baths

$949,000

1 bed1.5 baths3,810 sq ft

30 Great Barrington Rd, West Stockbridge, MA 01266

Property at 80 Taconic Ave #3, Great Barrington, MA 01230, 2 beds, 2 baths

$695,000

2 beds2 baths1,308 sq ft

80 Taconic Ave #3, Great Barrington, MA 01230

Property at 4 Main St, West Stockbridge, MA 01266, 3 beds, 3 baths

$635,000

3 beds3 baths2,476 sq ft

4 Main St, West Stockbridge, MA 01266

Property at 53 Mahaiwe St, Great Barrington, MA 01230, 6 beds, 5 baths

$600,000

6 beds5 baths3,502 sq ft

53 Mahaiwe St, Great Barrington, MA 01230

Property at 6-10 Manville St, Great Barrington, MA 01230, 16 beds, 10 baths

$1,330,000

16 beds10 baths8,870 sq ft

6-10 Manville St, Great Barrington, MA 01230

Property at 2 Copper Beech Ln, Great Barrington, MA 01230, 3 beds, 2.5 baths

$775,000

3 beds2.5 baths1,898 sq ft

2 Copper Beech Ln, Great Barrington, MA 01230

Property at 176 West Center Rd, West Stockbridge, MA 01266, 5 beds, 4.5 baths

$2,200,000

5 beds4.5 baths3,354 sq ft

176 West Center Rd, West Stockbridge, MA 01266

Property at 21 East St, Stockbridge, MA 01262, 4 beds, 3 baths

$912,000

4 beds3 baths2,280 sq ft

21 East St, Stockbridge, MA 01262

Property at 370 Park St, Great Barrington, MA 01236, 3 beds, 1 bath

$439,000

3 beds1 bath1,192 sq ft

370 Park St, Great Barrington, MA 01236

Property at 35 Main St, West Stockbridge, MA 01266, 8 beds, 4 baths

$775,000

8 beds4 baths3,192 sq ft

35 Main St, West Stockbridge, MA 01266

Property at Undisclosed address, Stockbridge, MA 01262, 11 beds, 6 baths

$949,000

11 beds6 baths4,863 sq ft

Undisclosed address, Stockbridge, MA 01262

Property at 406 Main St, Great Barrington, MA 01230, 3 baths

$999,999

0 beds3 baths5,180 sq ft

406 Main St, Great Barrington, MA 01230

Property at 114 Brush Hill Rd, Great Barrington, MA 01230, 2 beds, 2 baths

$1,250,000

2 beds2 baths1,584 sq ft

114 Brush Hill Rd, Great Barrington, MA 01230

Property at 2 Wallace Rd Unit DH-B, Stockbridge, MA 01262, 1 bed, 1 bath

$299,900

1 bed1 bath658 sq ft

2 Wallace Rd Unit DH-B, Stockbridge, MA 01262

Property at 458 Monterey Rd, Great Barrington, MA 01230, 10 beds, 4 baths

$850,000

10 beds4 baths5,293 sq ft

458 Monterey Rd, Great Barrington, MA 01230

Property at 311 N Plain Rd, Great Barrington, MA 01236, 4 beds, 3.5 baths

$899,000

4 beds3.5 baths4,072 sq ft

311 N Plain Rd, Great Barrington, MA 01236

Property at 21 Kalliste Hl, Great Barrington, MA 01230, 3 beds, 2.5 baths

$1,495,000

3 beds2.5 baths2,900 sq ft

21 Kalliste Hl, Great Barrington, MA 01230

Property at 1057 Main St, Great Barrington, MA 01236, 9 beds, 4 baths

$649,900

9 beds4 baths4,152 sq ft

1057 Main St, Great Barrington, MA 01236

Property at 126 Christian Hill Rd, Great Barrington, MA 01230, 3 beds, 2 baths

$875,000

3 beds2 baths1,964 sq ft

126 Christian Hill Rd, Great Barrington, MA 01230

Property at 204 Cottage St, Great Barrington, MA 01236, 3 beds, 3 baths

$765,000

3 beds3 baths2,272 sq ft

204 Cottage St, Great Barrington, MA 01236

Property at 328-332 Park St, Great Barrington, MA 01230, 8 beds, 4 baths

$849,000

8 beds4 baths3,044 sq ft

328-332 Park St, Great Barrington, MA 01230

Property at 5 Easland Rd, West Stockbridge, MA 01266, 5 beds, 5.5 baths

$1,875,000

5 beds5.5 baths3,225 sq ft

5 Easland Rd, West Stockbridge, MA 01266

Property at 165 Maple Ave Unit D, Great Barrington, MA 01230, 3 beds, 2 baths

$795,000

3 beds2 baths1,771 sq ft

165 Maple Ave Unit D, Great Barrington, MA 01230

Property at 3 & 5 Swamp Rd, West Stockbridge, MA 01266, 2 beds, 1 bath

$640,000

2 beds1 bath1,688 sq ft

3 & 5 Swamp Rd, West Stockbridge, MA 01266

Property at 8 Stanley Dr Unit A-4, Great Barrington, MA 01230, 3 beds, 2.5 baths

$477,000

3 beds2.5 baths1,512 sq ft

8 Stanley Dr Unit A-4, Great Barrington, MA 01230

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