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

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NEW 13 HRS AGO

9 Yale Hill Rd, Stockbridge, MA 01262
9 Yale Hill Rd, Stockbridge, MA 01262
9 Yale Hill Rd, Stockbridge, MA 01262
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
9 Yale Hill was built c1880 by prominent Berkshire architect Joseph McArthur Vance as a summer cottage for La Chaumiere in the village of Stockbridge, the estate up the hill. Artfully put together, the cottage is incredibly charming in its original details and lovely elements that have been added over the years. The house is tucked in amongst perennial gardens and beautiful neighboring homes. The side entrance is what everyone usesâ€” it brings you into a three season porch where a wall of charming windows open from the bottom and hook onto the ceiling, creating a screened in porch. The kitchen was just redone with custom inset cabinetry in the perfect shade of green. 9 Yal

$995,000

4 beds2.5 baths2,008 sq ft

9 Yale Hill Rd, Stockbridge, MA 01262

0.39 acre lot • Car-dependent

7 Church St, Stockbridge, MA 01262
7 Church St, Stockbridge, MA 01262
7 Church St, Stockbridge, MA 01262
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
Ready for a new chapter, this sweet home offers endless potential in a prime location - perfect for those looking to customize and create their dream home. Quiet, private and only steps to downtown Stockbridge.

$425,000

2 beds2 baths1,298 sq ft

7 Church St, Stockbridge, MA 01262

0.37 acre lot • Garage • Car-dependent

35 Main St, West Stockbridge, MA 01266
35 Main St, West Stockbridge, MA 01266
35 Main St, West Stockbridge, MA 01266
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
Introducing a beautiful in-town 4-family investment opportunity on the picturesque Main St, offering separate utilities for each unit. With a new roof, fresh paint, and renovations completed in units, 1,2 & 3 all in 2023.

$775,000

8 beds4 baths3,192 sq ft

35 Main St, West Stockbridge, MA 01266

0.45 acre lot • Garage • Car-dependent

Undisclosed address, Stockbridge, MA 01262
Undisclosed address, Stockbridge, MA 01262
Undisclosed address, Stockbridge, MA 01262
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
Fully Rented In Town 5-Family Investment Opportunity. Home office available with a bathroom. Short walk to Post Office, Restaurants, Library and the Red Lion Inn. Stockbridge Town Park located across the street and hiking trails at the end of the street. See pictures.

$949,000

11 beds6 baths4,863 sq ft

Undisclosed address, Stockbridge, MA 01262

6,534 sq ft lot • Somewhat walkable

406 Main St, Great Barrington, MA 01230
406 Main St, Great Barrington, MA 01230
406 Main St, Great Barrington, MA 01230
ABOUT THIS HOME
Berkshire Hills School District, MA Homes for Sale
FOR SALE: Prime Downtown Great Barrington Gem - Endless Possibilities! Welcome to 406 Main Street, a rare opportunity in the heart of downtown Great Barrington, MA. Just steps from bustling Main Street shops and restaurants, this versatile 5,180 sq ft building offers exceptional potential for residential, commercial, or creative mixed-use transformation. Zoned B2, the property allows for single-family, multi-unit, or live/work conversion—with no sprinkler system required for up to 3 residential units. Already equipped with 1 full bath and 4 powder rooms, and featuring two finished floors, the layout adapts effortlessly to your vision—be it modern apartments, stylish offices, ret

$999,999

0 beds3 baths5,180 sq ft

406 Main St, Great Barrington, MA 01230

0.37 acre lot • Very walkable

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 26 East St Unit DH-B, Stockbridge, MA 01262, 1 bed, 1 bath

$329,900

1 bed1 bath658 sq ft

26 East St Unit DH-B, Stockbridge, MA 01262

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

$900,000

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

$949,000

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 16 Glendale Middle Rd, Stockbridge, MA 01262, 4 beds, 2.5 baths

$1,390,000

4 beds2.5 baths2,511 sq ft

16 Glendale Middle Rd, Stockbridge, MA 01262

Property at 81 Egremont Plain Rd, Great Barrington, MA 01230, 5 beds, 5 baths

$785,000

5 beds5 baths3,328 sq ft

81 Egremont Plain Rd, Great Barrington, MA 01230

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

$885,000

3 beds2 baths1,964 sq ft

126 Christian Hill Rd, Great Barrington, MA 01230

Property at 268 N Plain Rd, Great Barrington, MA 01230, 1 bed, 1 bath

$275,000

1 bed1 bath465 sq ft

268 N Plain Rd, Great Barrington, MA 01230

Property at 147 Hurlburt Rd, Great Barrington, MA 01230, 4 beds, 2.5 baths

$595,000

4 beds2.5 baths1,635 sq ft

147 Hurlburt Rd, Great Barrington, MA 01230

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

$799,000

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

$675,000

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

Property at 8 Yale Hill Rd, Stockbridge, MA 01262, 4 beds, 4 baths

$2,250,000

4 beds4 baths2,738 sq ft

8 Yale Hill Rd, Stockbridge, MA 01262

Property at 85 East Main St, Stockbridge, MA 01262, 4 beds, 4 baths

$780,000

4 beds4 baths2,688 sq ft

85 East Main St, Stockbridge, MA 01262

Property at 77 Seekonk Cross Rd, Great Barrington, MA 01230, 5 beds, 3.5 baths

$6,850,000

5 beds3.5 baths3,474 sq ft

77 Seekonk Cross Rd, Great Barrington, MA 01230

Property at 1 Christian Hill Rd, Great Barrington, MA 01230, 3 beds, 2 baths

$549,000

3 beds2 baths2,280 sq ft

1 Christian Hill Rd, Great Barrington, MA 01230

Property at 115 Bridge St, Great Barrington, MA 01230, 4 beds, 2 baths

$539,000

4 beds2 baths2,112 sq ft

115 Bridge St, Great Barrington, MA 01230

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 8 Interlaken Rd, Stockbridge, MA 01262, 3 beds, 3 baths

$869,000

3 beds3 baths2,747 sq ft

8 Interlaken Rd, Stockbridge, MA 01262

Property at 4 Thrushwood Ln, Great Barrington, MA 01230, 5 beds, 4 baths

$1,695,000

5 beds4 baths4,200 sq ft

4 Thrushwood Ln, 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 120 Maple Ave, Great Barrington, MA 01230, 5 beds, 2 baths

$699,000

5 beds2 baths2,765 sq ft

120 Maple Ave, Great Barrington, MA 01230

Property at 45 Swamp Rd, West Stockbridge, MA 01266, 4 beds, 2 baths

$1,499,000

4 beds2 baths2,058 sq ft

45 Swamp Rd, West Stockbridge, MA 01266

Property at Undisclosed address, West Stockbridge, MA 01266, 3 beds, 2 baths

$825,000

3 beds2 baths2,620 sq ft

Undisclosed address, West Stockbridge, MA 01266

Property at 116 Brush Hill Rd, Great Barrington, MA 01230, 4 beds, 4.5 baths

$3,750,000

4 beds4.5 baths5,300 sq ft

116 Brush Hill Rd, Great Barrington, MA 01230

Property at 3 Roger Rd, Great Barrington, MA 01230, 3 beds, 2.5 baths

$695,000

3 beds2.5 baths1,790 sq ft

3 Roger Rd, Great Barrington, MA 01230

Property at 230 Prospect St, Great Barrington, MA 01236, 4 beds, 3.5 baths

$515,000

4 beds3.5 baths2,330 sq ft

230 Prospect St, Great Barrington, MA 01236

Property at 49 South St, Great Barrington, MA 01230, 7 beds, 4 baths

$995,000

7 beds4 baths2,998 sq ft

49 South St, Great Barrington, MA 01230

Property at 36 Castle Ln, Great Barrington, MA 01230, 2 beds, 1 bath

$555,000

2 beds1 bath960 sq ft

36 Castle Ln, Great Barrington, MA 01230

Property at 133 Front St, Great Barrington, MA 01236, 5 beds, 3 baths

$719,000

5 beds3 baths3,035 sq ft

133 Front St, Great Barrington, MA 01236

Property at 3 Lake Buel Rd, Great Barrington, MA 01230, 7 beds, 6.5 baths

$725,000

7 beds6.5 baths3,684 sq ft

3 Lake Buel Rd, Great Barrington, MA 01230

Property at 163 Front St, Great Barrington, MA 01236, 4 beds, 3 baths

$589,000

4 beds3 baths5,044 sq ft

163 Front St, Great Barrington, MA 01236

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