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37 Main Rd

TYRINGHAM, MA

37 Main Rd New to Market
$3,995,000
56 Photos
  • 6 Beds
  • 4/2 Baths
  • 6,686 Sqft
  • 17.57 Acres

37 Main Rd

TYRINGHAM, MA | Berkshire County

$3,995,000
  • 6 Beds
  • 4/2 Baths
  • 6,686 Sqft
  • 17.57 Acres
  • Elementary School: Lee
  • MLS #249502

Listing Courtesy of William Pitt Sotheby's - Lenox.

50 W Housatonic St

PITTSFIELD, MA

50 W Housatonic St New to Market
$312,000
28 Photos
  • 3 Beds
  • 3 Baths
  • 5,392 Sqft
  • 0.13 Acres

50 W Housatonic St

PITTSFIELD, MA | Berkshire County

$312,000
  • 3 Beds
  • 3 Baths
  • 5,392 Sqft
  • 0.13 Acres
  • Elementary School: Crosby
  • MLS #249506

Listing Courtesy of William Pitt Sotheby's - Lenox.

Becket Single Family

BECKET, MA

Becket Single Family New to Market
$6,000/mo
23 Photos
  • 2 Beds
  • 2 Baths

Becket Single Family

BECKET, MA | Berkshire County

$6,000/mo
  • 2 Beds
  • 2 Baths
  • MLS #249515

Listing Courtesy of William Pitt Sotheby's - Lenox.

8 Shamrock St

STOCKBRIDGE, MA

8 Shamrock St New to Market
$2,650,000
18 Photos
  • 5 Beds
  • 4/1 Baths
  • 3,700 Sqft
  • 0.37 Acres

8 Shamrock St

STOCKBRIDGE, MA | Berkshire County

$2,650,000
  • 5 Beds
  • 4/1 Baths
  • 3,700 Sqft
  • 0.37 Acres
  • Elementary School: Muddy Brook Reg.
  • MLS #249555

Listing Courtesy of William Pitt Sotheby's - Gt Barrington.

781 Hartsville New Marlboro Rd

NEW MARLBOROUGH, MA

781 Hartsville New Marlboro Rd New to Market
$1,398,000
30 Photos
  • 3,300 Sqft
  • 22 Acres

781 Hartsville New Marlboro Rd

NEW MARLBOROUGH, MA | Berkshire County

$1,398,000
  • 3,300 Sqft
  • 22 Acres
  • Elementary School: NM Central
  • MLS #249547

Listing Courtesy of William Pitt Sotheby's - Gt Barrington.

58 Stanley Rd

OTIS, MA

58 Stanley Rd New to Market
$99,500
14 Photos
  • 1.22 Acres

58 Stanley Rd

OTIS, MA

$99,500
  • 1.22 Acres
  • Elementary School: Farmington River
  • MLS #249579

Listing Courtesy of William Pitt Sotheby's - Gt Barrington.

182 Adams Rd

WILLIAMSTOWN, MA

182 Adams Rd Under Contract
$199,900
3 Photos
  • 1,456 Sqft

182 Adams Rd

WILLIAMSTOWN, MA | Berkshire County

$199,900
  • 1,456 Sqft
  • MLS #246320

Listing Courtesy of Alton & Westall Real Estate Agency, Llc.

319 Under Mountain Rd

LENOX, MA

319 Under Mountain Rd Under Contract
$4,995,000
57 Photos Video
  • 7 Beds
  • 6/2 Baths
  • 13,261 Sqft
  • 80 Acres

319 Under Mountain Rd

LENOX, MA | Other County

$4,995,000
  • 7 Beds
  • 6/2 Baths
  • 13,261 Sqft
  • 80 Acres
  • Elementary School: Morris
  • MLS #246996

Listing Courtesy of William Pitt Sotheby's - Gt Barrington.

19 Hawthorne Rd #Carriage Barn E-2

STOCKBRIDGE, MA

19 Hawthorne Rd #Carriage Barn E-2 Under Contract
$585,000
47 Photos
  • 2 Beds
  • 2/1 Baths
  • 1,935 Sqft

19 Hawthorne Rd #Carriage Barn E-2

STOCKBRIDGE, MA | Berkshire County

$585,000
Reduced from $620,000
  • 2 Beds
  • 2/1 Baths
  • 1,935 Sqft
  • Elementary School: Muddy Brook Reg.
  • MLS #247516

Listing Courtesy of Cohen & White Associates.

1020 Cascade St

PITTSFIELD, MA

1020 Cascade St Under Contract
$975,000
76 Photos
  • 3 Beds
  • 3 Baths
  • 2,662 Sqft
  • 19.2 Acres

1020 Cascade St

PITTSFIELD, MA

$975,000
Reduced from $1,170,000
  • 3 Beds
  • 3 Baths
  • 2,662 Sqft
  • 19.2 Acres
  • Elementary School: Robert T. Capeless
  • MLS #247918

Listing Courtesy of Steepleview Realty - N. Adams.

31 St Ann's Ave

LENOX, MA

31 St Ann's Ave Under Contract
$535,000
34 Photos
  • 3 Beds
  • 2 Baths
  • 1,753 Sqft
  • 0.13 Acres

31 St Ann's Ave

LENOX, MA | Berkshire County

$535,000
  • 3 Beds
  • 2 Baths
  • 1,753 Sqft
  • 0.13 Acres
  • Elementary School: Morris
  • MLS #248536

Listing Courtesy of Berkshire Listings.

560 Stockbridge Rd

LEE, MA

560 Stockbridge Rd Under Contract
$974,999
43 Photos
  • 6 Beds
  • 9 Baths
  • 4,652 Sqft
  • 7.01 Acres

560 Stockbridge Rd

LEE, MA | Other County

$974,999
Reduced from $999,999
  • 6 Beds
  • 9 Baths
  • 4,652 Sqft
  • 7.01 Acres
  • Elementary School: Lee
  • MLS #248554

Listing Courtesy of William Pitt Sotheby's - Lenox.

42 Bryant St

PITTSFIELD, MA

42 Bryant St Under Contract
$375,000
28 Photos
  • 4 Beds
  • 2 Baths
  • 2,240 Sqft
  • 0.23 Acres

42 Bryant St

PITTSFIELD, MA | Other County

$375,000
  • 4 Beds
  • 2 Baths
  • 2,240 Sqft
  • 0.23 Acres
  • Elementary School: Stearns
  • MLS #248607

Listing Courtesy of William Pitt Sotheby's - Lenox.

11 Gifford St

PITTSFIELD, MA

11 Gifford St Under Contract
$374,000
29 Photos
  • 4,400 Sqft
  • 0.25 Acres

11 Gifford St

PITTSFIELD, MA | Berkshire County

$374,000
  • 4,400 Sqft
  • 0.25 Acres
  • MLS #248630

Listing Courtesy of Stone House Properties, Llc.

The IDX information is provided exclusively for consumers’ personal, noncommercial use, it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Listings content © 2026 Berkshire County Board of Realtors.