Victorian Homes for Sale in Lenox, MA

/40
$2,295,000
- 31 Beds
- 29 Baths
- 38,415 Sq Ft
349 Old Stockbridge Rd, Lenox, MA 01240

A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90± acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style.The original mansion remains at the heart of the property, surrounded by broad lawns and buildings

Selina Lamb

Birch Properties

349 Old Stockbridge Rd, Lenox, MA 01240
/42
$3,195,000

$555K PRICE DROP
- 34 Beds
- 31 Baths
- 40,241 Sq Ft
349 Old Stockbridge Rd, Lenox, MA 01240

Rare 16.76± acre contiguous institutional campus and redevelopment opportunity in Lenox, MA, in the heart of the Berkshires. Anchored by Overlee, a historic 1903 estate, the property includes multiple buildings with 32 dormitory-style bedrooms, classroom and administrative space, dining facilities, shared common areas, and a large gymnasium. Existing infrastructure includes internal roadways,

Selina Lamb

Birch Properties

349 Old Stockbridge Rd, Lenox, MA 01240
/80
$1,685,000
- 4 Beds
- 4 Baths
- 3,282 Sq Ft
30 Cliffwood St, Lenox, MA 01240

Crosby House, a property with a storied Lenox history and a location second to none, presents a rare opportunity to own a residence of remarkable character, scale, and flexibility in the heart of the village. Currently configured as two spacious residences, this distinctive multifamily property offers an exceptional array of possibilities. Subject to applicable zoning, permitting, and approvals,

Carrie Wright WILLIAM PITT SOTHEBY'S - LENOX

30 Cliffwood St, Lenox, MA 01240
/59
$3,925,000
- 8 Beds
- 8.5 Baths
- 6,000 Sq Ft
17 Main St, Lenox, MA 01240

Extraordinary opportunity to own a showcase of New England history and hospitality--17 Main Street, a masterfully restored Berkshire cottage in the vibrant heart of downtown Lenox. Originally built in 1883 and once owned by Gilded Age shipping magnate John Schermerhorn, this landmark property blends historic grandeur with modern comfort. Between 2021 and 2025, the residence underwent a

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

17 Main St, Lenox, MA 01240

Massachusetts Berkshire County

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