• 295 Blair Rd, Williamstown, MA
• 7 Bedroom
• Victorian
• 0.00 Acre(s)

Own a piece of Williamstown history with this beautifully preserved Greek Revival modern farmhouse, set along the Green River on just under 20 ...more »

• 45 Swamp Rd, West Stockbridge, MA
• 4 Bedroom
• Cape
• 30.92 Acre(s)

Set across 30+ pristine Berkshire acres, this property offers sweeping westerly mountain views, gently rolling fields, and Cone Brook running the ...more »

• 7 Swamp Rd, West Stockbridge, MA
• 4 Bedroom
• Colonial
• 0.31 Acre(s)

Don't miss this rare opportunity to own this private, meticulously maintained waterfront sanctuary. The grounds feature a charming English garden, an ...more »

• 19 Lakeside Dr, Tyringham, MA
• 3 Bedroom
• Cottage
• 0.54 Acre(s)

Opportunity to complete this renovation. Extensive site work has already been completed. $25,000 of Tree removal in 2022, kerosene tank removal in ...more »

• 200 Fox Den Rd, Tolland, MA
• 3 Bedroom
• Cape
• 1.40 Acre(s)

Spend peaceful mornings surrounded by nature in a private setting that backs to protected conservation land at the foothills of the Berkshires. Set on...more »

• 10 Mahkeenac Shores Rd, Stockbridge, MA
• 4 Bedroom
• Contemporary
• 0.12 Acre(s)

Experience the best of Berkshire living in this stunning contemporary waterfront home on Stockbridge Bowl. Thoughtfully designed, this 4 BR, 3 full ...more »

• 7 Wheatley Dr, Stockbridge, MA
• 4 Bedroom
• Contemporary
• 6.20 Acre(s)

A house that stops people mid-sentence! At the Lenox/Stockbridge line on the western shore of Lily Pond, discover this one-of-a-kind home. A rare ...more »

• 15 Interlaken Cross Rd, Stockbridge, MA
• 4 Bedroom
• Contemporary
• 5.30 Acre(s)

Stockbridge Contemporary surrounded by 5+ acres of privacy and deeded rights to the Beachwood Association private beach is just waiting for you to ...more »

• 14 Old Tree Farm Rd, Stockbridge, MA
• 3 Bedroom
• Colonial
• 8.67 Acre(s)

A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. ...more »

• 26 Mahkeenac Rd, Stockbridge, MA
• 3 Bedroom
• Ranch
• 0.23 Acre(s)

Have you been dreaming of fun on Stockbridge Bowl? The time is now! Built in 2011, this lovely home is directly across the street from the beloved ...more »

• 17 Beachwood Dr, Stockbridge, MA
• 3 Bedroom
• Cottage
• 1.30 Acre(s)

OPEN HOUSE - Saturday, July 11, 11-1. Discover a truly exceptional opportunity to own a spacious 3-bedroom seasonal cottage on 1.3 acres of uniquely ...more »

• 6 Bay Ln, Sheffield, MA
• 4 Bedroom
• Cape
• 12.89 Acre(s)

Views, privacy, and frontage on Mill Pond. This custom built classic Gilligan house is the perfect home for hosting family and friends with plenty of ...more »

• 304 Hickey Hill Rd, Sheffield, MA
• 4 Bedroom
• Colonial, NE Farmhouse, Historic
• 16.49 Acre(s)

This historic farmhouse, originally built in the 1790s, underwent a complete renovation in 2012, including a new foundation, septic system, roof, ...more »

• 729 Hewins St, Sheffield, MA
• 5 Bedroom
• Contemporary
• 70.00 Acre(s)

Marcel Breuer partner Tician Papachristou designed this home as a private paradise for his three-generation family: a long driveway leads past a ...more »

• 30 Jackson Rd, Savoy, MA
• 2 Bedroom
• Ranch
• 1.40 Acre(s)

Escape to the peace and tranquility of the Berkshires with this charming one-level home nestled on 1.4 acres in Savoy. Featuring two bedrooms and one ...more »

• 309 Tamarack Trail, Sandisfield, MA
• 3 Bedroom
• Contemporary
• 1.00 Acre(s)

Rustic Contemporary in Otis Wood Lands that abuts the State Forest! This cozy home has an open concept kitchen/living/dining area with vaulted ...more »

• 19 Roberts Rd, Sandisfield, MA
• 5 Bedroom
• Timber Frame, Shingle Style
• 1484.25 Acre(s)

Introducing 
FREE QUARTER FARMNearly 1,500 Acres | Sandisfield, the Southern Berkshires | $4,500,000Miles of private trails for hiking, hunting, ...more »

• 303 Lakeshore Dr, Sandisfield, MA
• 4 Bedroom
• Contemporary
• 1.00 Acre(s)

Discover the epitome of lakeside living in this exceptional 4-bedroom, 2-bath home nestled in the desirable Otis Wood Lands community. This fully ...more »

• 311 Tamarack Trail, Sandisfield, MA
• 3 Bedroom
• Contemporary
• 1.00 Acre(s)

This 1,320-square-foot contemporary retreat at 311 Tamarack Trail is refreshed and ready for immediate move-in. Tucked away in the private Otis Wood ...more »

• 14 Roosterville Rd, Sandisfield, MA
• 4 Bedroom
• NE Farmhouse
• 4.61 Acre(s)

At the end of a quiet dead-end road in Sandisfield, this c.1892 four-bedroom farmhouse sits less than twenty feet from the Wild and Scenic West Branch...more »

• 127 County Rd, Rowe, MA
• 2 Bedroom
• Ranch
• 1.17 Acre(s)

Discover the perfect blend of privacy, comfort, and modern living in picturesque Rowe. Set on 1.17 peaceful acres, this beautifully renovated ranch ...more »

• 51 Cherry Rd, Richmond, MA
• 2 Bedroom
• Other
• 0.40 Acre(s)

The keyword for this spacious Richmond Shores 2 bedroom with extra loft sleeping space/2 bath lake property is ''new''! New roof, new hot water heater...more »

• 160 Chestnut Rd, Richmond, MA
• 3 Bedroom
• Ranch
• 0.24 Acre(s)

Tucked among the trees in the Richmond Shores community, this charming cottage captures everything people love about a classic Berkshire lake retreat...more »

• 851 Lenox Rd, Richmond, MA
• 4 Bedroom
• Greek Revival
• 5.23 Acre(s)

Just around the corner from world-renowned Tanglewood, this exceptional Richmond property offers a truly prime Berkshires location -- where music, ...more »

• 20 Pine Rd, Richmond, MA
• 2 Bedroom
• Bungalow, Cottage
• 0.16 Acre(s)

Just steps from the sparkling shoreline of Richmond Pond, this year-round bungalow offers relaxed Berkshire living with a touch of charm. The inviting...more »

• 58 River Rd, Plainfield, MA
• 5 Bedroom
• Cape, Contemporary
• 55.00 Acre(s)

Enchanting 55-Acre Country Estate Along Mill BrookDiscover a true rural refuge where historic charm meets masterful modern design. Set on 55 ...more »

• 63 Blythewood Dr, Pittsfield, MA
• 5 Bedroom
• Contemporary
• 3.42 Acre(s)

Live, Love, & Play in Blythewood Estates a private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills. This stunning...more »

• 61 Tor Court Ct, Pittsfield, MA
• 3 Bedroom
• Ranch
• 1.30 Acre(s)

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your ...more »

• 1641 North St, Pittsfield, MA
• 3 Bedroom
• Embank Ranch, Ranch
• 0.16 Acre(s)

Wake up to breathtaking panoramic waterfront views & end every day with spectacular sunsets from this exceptional ranch offering approx. 170' of ...more »