• 83 Schmeichel Rd, Hillsdale, NY
• 4 Bedroom
• Contemporary
• 18.50 Acre(s)

Custom contemporary home built in 1996 with thoughtful gathering spaces. Main floor has a vaulted ceiling living room with fireplace, open to dining ...more »

• 347 Pine Rd, Otis, MA
• 3 Bedroom
• Contemporary
• 0.29 Acre(s)

Discover a rare lakefront opportunity on Otis Reservoir with amenities seldom found in one property. Combined with the lower lot, enjoy 62 feet of ...more »

• 150 Cedar Heights Rd, Rhinebeck, NY
• 3 Bedroom
• Cape
• 10.37 Acre(s)

Privately sited across 10.37 park-like acres, this fully updated residence stands as an elevated countryside sanctuary, positioned moments from ...more »

• 1001 Canaan Southfield Rd, New Marlborough, MA
• 4 Bedroom
• Colonial
• 23.60 Acre(s)

Step into history at 1001 Canaan Southfield Rd, a rare 1797 Colonial estate set on over 23 breathtaking acres of mature, landscaped grounds. This ...more »

• 132 North Main Rd, Sandisfield, MA
• 3 Bedroom
• Split Level
• 94.00 Acre(s)

Cross the charming historic-style covered bridge and enter a world of privacy, nature, and endless possibilities. This remarkable 94-acre sportsman's ...more »

• 9 Prospect Lake Rd, Egremont, MA
• 4 Bedroom
• Cape
• 3.69 Acre(s)

LOCATION, LOCATION, LOCATION. This terrific home is in low-tax Egremont, setback from road, & is a short walk to French Park which sports new tennis/...more »

• 13 Hayes Pond Rd, Otis, MA
• 4 Bedroom
• Contemporary
• 3.04 Acre(s)

Nestled on over 3 private acres with an extraordinary 650 feet of frontage on Hayes Pond, this exceptional waterfront retreat offers sweeping elevated...more »

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

Live, Love, & Play in Blythewood Estates priced favorable $250,000 less than assessed value for a quick sale to allow you enjoyment this beautiful ...more »

• 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 »

• 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 »

• 354 Woodmere Rd, Becket, MA
• 5 Bedroom
• Log
• 4.89 Acre(s)

A private Berkshire lodge with room for everyone.Set on 4.89 acres in Becket Woods, this five-bedroom, four-bath home offers more than 4,000 square ...more »

• 92 Ridge Ave, Pittsfield, MA
• 4 Bedroom
• Contemporary
• 0.18 Acre(s)

Wake up each morning to breathtaking sunrises over beautiful Pontoosuc Lake from this exceptional waterfront retreat. Perfectly positioned to capture ...more »

• 25 Nobletown Rd, Hillsdale, NY
• 4 Bedroom
• Raised Ranch
• 300.80 Acre(s)

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, Stream frontage, pond frontage and something for every outdoor enthusiast...more »

• 542 Water St, Williamstown, MA
• 3 Bedroom
• Contemporary
• 1.23 Acre(s)

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly ...more »

• 757 South Main St, Lanesborough, MA
• 5 Bedroom
• Colonial
• 0.73 Acre(s)

Completely reimagined from top to bottom, 1790's Colonial blends historic New England character with modern luxury in a truly one-of-a-kind Berkshire ...more »

• 12 Harrison Calkins Rd, Alford, MA
• 4 Bedroom
• Cape, Contemporary
• 8.00 Acre(s)

Discover a peaceful retreat in Alford with this charming 4-bedroom, 2.5-bath Contemporary Cape set on more than 8 acres. Relax on the spacious ...more »

• 10 Club Cir, Pittsfield, MA
• 3 Bedroom
• Cape
• 0.33 Acre(s)

Offered for the first time by its original owner, this is a rare opportunity to own an exceptional Pontoosuc Lake property and make it entirely your ...more »

• 10 Mahkeenac Terr, Stockbridge, MA
• 2 Bedroom
• Cape, Timber Frame, Cottage
• 0.44 Acre(s)

Bring your BOAT and enjoy all that the Stockbridge Bowl has to offer. This charming home has deeded rights to the lake, as well as its own dock space!...more »

• 87 Old Orebed Rd, Lanesborough, MA
• 3 Bedroom
• Log
• 33.52 Acre(s)

Dreaming of your own private sanctuary? 30+ acres await exploration! Enter between two stone pillars and the long winding driveway will take you ...more »

• 49 Knapp Hollow Ln, Hillsdale, NY
• 4 Bedroom
• Arts and Crafts
• 5.03 Acre(s)

On 5 park-like acres this well maintained and thoughtfully designed home overlooks a tranquil pond and offers a serene getaway. Designed by architect ...more »

• 130 Ridge Ave, Pittsfield, MA
• 4 Bedroom
• Cape
• 0.28 Acre(s)

Welcome to life on beautiful Pontoosuc Lake, where breathtaking sunrise views and year-round waterfront living await. This charming, move-in-ready ...more »

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

Otis Wood Lands lakefront Contemporary on OWL Lake with four bedrooms and three full bathrooms. Open kitchen/dining/living area with views of the ...more »

• 2407 County Road 7 Rd, Copake, NY
• 3 Bedroom
• Contemporary, Chalet, Ranch
• 2.55 Acre(s)

Upper Rhoda Pond waterfront in Copake, New York (southern Columbia County) is a very special place. About 2 hours from NYC, it is a private 78 acre ...more »

• 19 Sackman Way, Monterey, MA
• 4 Bedroom
• Ranch
• 0.91 Acre(s)

Private Lake Buel access is just steps from this one-level, 4-bedroom, 3-bath ranch--your perfect year-round getaway or full-time retreat. Inside, you...more »

• 307 Sanctuary Ln, Sandisfield, MA
• 4 Bedroom
• Contemporary
• 1.00 Acre(s)

Light, airy & effortlessly inviting this 4 bedroom & 3 full bath home is made for Berkshire Living. Walls of windows & a sun filled sunroom bring the ...more »

• 1111 Clubhouse Rd, Tolland, MA
• 4 Bedroom
• Log
• 2.04 Acre(s)

One of the Southern Berkshires' best-kept secrets! This private, family-friendly, four-season community is located near the shores of pristine 175-...more »

• 8 Crimson Ln, Great Barrington, MA
• 3 Bedroom
• Contemporary
• 3.50 Acre(s)

Move in ready with frontage on the Williams River. This beautifully updated and and well maintained contemporary home is the perfect landing spot for ...more »

• 2044 State Rd, Richmond, MA
• 3 Bedroom
• Ranch
• 22.00 Acre(s)

With 22+ acres of residential/agricultural zoned land, open fields, wooded borders, and a lovely little pond, the simplistic, quiet, natural beauty of...more »

• 633 East Otis Rd, Otis, MA
• 3 Bedroom
• Cabin, Log
• 3.13 Acre(s)

Completed in 2010 and thoughtfully maintained since, this inviting log home offers a blend of warmth, functionality, and connection to its natural ...more »