439 matches found

$7,975,000
399 Under Mountain Rd, Lenox, MA 01240
View Photos (50)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 7
Square Footage: 9364
Year Built: 1900
Area: Middle Registry
Description: Highwick Farm Manor House is a beautifully restored Berkshire Cottage origi...
Listing Office: COMPASS MASSACHUSETTS , LLC GB
Listing Agent: Molly Thomas
Last Updated: March - 06 - 2026
$7,250,000
209 Blue Hill Rd, Great Barrington, MA 01230
View Photos (46)
Property Type: Residential
# of Bedrooms: 6
# of Bathrooms: 7
Square Footage: 13175
Year Built: 2025
Area: South Registry
Description: A rare French Manor estate gracing one of South Berkshire's most scenic and...
Listing Office: BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
Listing Agent: Maureen White-Kirkby
Last Updated: February - 17 - 2026
$6,850,000
77 Seekonk Cross Rd, Great Barrington, MA 01230
View Photos (66)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 4
Square Footage: 3474
Year Built: 2001
Area: South Registry
Description: Welcome to Meadow Wood This elegant property on a secluded reach of the Gre...
Listing Office: WILLIAM PITT SOTHEBY'S - SALISBURY
Listing Agent: Elvia Gignoux
Last Updated: June - 16 - 2025
$5,650,000
Property Type: Residential
# of Bedrooms: 11
# of Bathrooms: 10
Square Footage: 9748
Year Built: 1791
Area: South Registry
Description: Tullar Farm represents a rare opportunity to own a piece of history where t...
Listing Office: ELYSE HARNEY REAL ESTATE
Listing Agent: Lauren Molk
Last Updated: January - 16 - 2026
$4,995,000
319 Under Mountain Rd, Lenox, MA 01240
View Photos (58)Videos (1)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 8
Square Footage: 13261
Year Built: 1903
Area: Middle Registry
Description: Pine Needles. Built circa 1900 as a Berkshire ''cottage'' in the era of ...
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Jared Kelly
Last Updated: March - 20 - 2026
$4,995,000
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 5002
Year Built: 1798
Area: South Registry
Description: East Hill Farm offers 227 acres of protected quiet, anchored by the elegant...
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Chapin Fish
Last Updated: March - 31 - 2026
$4,950,000
1 Pinecroft Dr, Lenox, MA 01240
View Photos (57)
Property Type: Residential
# of Bedrooms: 7
# of Bathrooms: 9
Square Footage: 7073
Year Built: 2004
Area: Middle Registry
Description: Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ra...
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Leslie Chesloff
Last Updated: January - 22 - 2026
$4,900,000
140 Hancock Rd, Pittsfield, MA 01201
View Photos (40)
Property Type: Residential
# of Bedrooms: 8
# of Bathrooms: 7
Square Footage: 7494
Year Built: 2015
Area: Middle Registry
Description: Welcome to an extraordinary lakefront estate on the shores of Pontoosuc Lak...
Listing Office: STONE HOUSE PROPERTIES, LLC
Listing Agent: Elisha Poirier
Last Updated: March - 12 - 2026
$4,850,000
2 Kemble St, Lenox MA
View Photos (41)
Property Type: Residential
# of Bedrooms: 13
# of Bathrooms: 14
Square Footage: 9510
Year Built: 1881
Area: Middle Registry
Description: The Kemble, a registered Great Estate built in 1881, is set in the heart of...
Listing Office: WILLIAM PITT SOTHEBY'S - LENOX
Listing Agent: Cameron Volastro
Last Updated: March - 31 - 2026
$4,500,000
19 Roberts Rd, Sandisfield, MA 01255
View Photos (77)Videos (1)
Property Type: Residential
# of Bedrooms: 5
# of Bathrooms: 6
Square Footage: 4027
Year Built: 1984
Area: South Registry
Description: Introducing 
 FREE QUARTER FARM Nearly 1,500 Acres | Sandisfield,...
Listing Office: WILLIAM PITT SOTHEBY'S - GT BARRINGTON
Listing Agent: Chapin Fish
Last Updated: February - 13 - 2026

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