Waterfront homes for sale & real estate in Berkshire County, MA

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ABOUT THIS HOME
Waterfront Home for sale in Berkshire County, MA:
The original Tryon Hotel - circa 1840 has the charm of age with the palette of a modern residence. The entry is off the front porch, perfect for mornings basking in the sun and evenings watching the life around. Porch comes into the kitchen area with good working space and open to the dining room with gas fireplace. Large back living room with mini-split gives generous square footage to the first floor. The front living room has built-ins and is flooded with light. A first floor bedroom and en suite full bath complete this floor. The second floor meanders as only an old house can, there are 4 bedrooms, a large hall bath and an office space. A brand new fence surrounds the backyard giving a

$695,000

5 beds2 baths2,858 sq ft

3 Tyringham Rd, Monterey, MA 01245

Large hall bath • Front porch • Gas fireplace

FLOOR PLAN

ABOUT THIS HOME
Waterfront Home for sale in Berkshire County, MA:
Experience year-round magic at this classic 1925 lakefront cottage, set on a private point of Shaw Pond with 60' of direct shoreline. Panoramic water and mountain views unfold from the screened porch, while a stone fire pit sets the scene for sunset gatherings. Inside, renovated, light-filled spaces include an open living room with stone fireplace, fully equipped kitchen, updated full bath, and laundry. Upstairs, three cozy bedrooms and a half bath offer a peaceful retreat. A private summer dock invites kayaking, paddleboarding, and motorized boating, while winter brings ice fishing and skating. Just 13 minutes to downtown Lee, 24 minutes to Tanglewood, and 20 minutes to Jacob's Pillow. Ber

$699,000

3 beds1.5 baths1,176 sq ft

551 Otis Rd, Becket, MA 01223

Direct shoreline • Stone fire pit • Lakefront cottage

ABOUT THIS HOME
Waterfront Home for sale in Berkshire County, MA:
Magical Egremont setting. Step into timeless charm with the comfort and craftsmanship of a beautifully renovated 1860 home abutting Karner Brook. The brook flows just beyond the sitting room and deck overlooking the beautiful landscaping and bridge that leads to the garden and brand-new outbuilding. Offering three/four bedrooms, three bathrooms, and over 3,000 square feet, this distinctive property blends historic character with thoughtful modern upgrades, including cherry cabinetry, granite countertops, a Sub-Zero refrigerator, Viking six-burner range and hood, and two dishwashers. Wide-plank pine floors, beautiful woodworking, and a fireplace create inviting spaces throughout.

$1,295,000

3 beds3 baths3,048 sq ft

4 Sheffield Rd, South Egremont, MA 01258

Cherry cabinetry • Karner brook • Granite countertops

FLOOR PLAN

ABOUT THIS HOME
Waterfront Home for sale in Berkshire County, MA:
A rare opportunity to experience a lakefront living on beautiful Lake Buel. This distinctive log cabin captures breathtaking water views from nearly every room and is filled with natural light. The dramatic great room features a soaring cathedral ceiling with exposed beams, rich wood floors, and a handsome fireplace, creating an inviting setting for both intimate gatherings and grand entertaining. Designed for effortless one-level living, the home offers four bedrooms and three full baths, including a private primary suite with en-suite bath, plus a dedicated office. A generous deck overlooks mature landscaping, the lake and private waterfront with dock which is an idyllic setting for morni

$1,195,000

4 beds3 baths1,886 sq ft

36 Lakeside Rd, New Marlboro, MA 01230

Lakefront living • Rich wood floors • Natural light

FLOOR PLAN

ABOUT THIS HOME
Waterfront Home for sale in Berkshire County, MA:
Offered for the first time in 40 years, this White Pines condo is a rare opportunity to own a residence within one of Stockbridge's most storied properties. Rich with musical history, both White Pines and this particular residence have fascinating ties to local and international music scenes. Filled with natural light, this gracious two-bedroom, two-bath condominium offers generous living spaces and an inviting, easy flow. The beautiful great room is the heart of the home, with two distinct sitting areas and a dedicated dining space--ideal for both relaxed everyday living and entertaining. A large primary suite provides a private retreat, while the second bedroom and full bath offer flexibl

$725,000

2 beds2 baths1,705 sq ft

19 Hawthorne Rd Unit 1C, Lenox, MA 01262

Indoor swimming pool • Private beach • Fitness room

Property at 4 Filomena Dr, Pittsfield, MA 01201, 4 beds, 2.5 baths

$594,900

4 beds2.5 baths2,464 sq ft

4 Filomena Dr, Pittsfield, MA 01201

Property at 11 Opeechee St, Lanesborough, MA 01237, 3 beds, 2 baths

$469,900

3 beds2 baths1,712 sq ft

11 Opeechee St, Lanesborough, MA 01237

Property at 6 Tyringham Rd, Monterey, MA 01245, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths4,188 sq ft

6 Tyringham Rd, Monterey, MA 01245

Property at 279 North Plain Rd, Great Barrington, MA 01230, 2 beds, 2 baths

$595,000

2 beds2 baths1,233 sq ft

279 North Plain Rd, Great Barrington, MA 01230

Property at 78 E Main St, Stockbridge, MA 01262, 3 beds, 2 baths

$579,000

3 beds2 baths1,664 sq ft

78 E Main St, Stockbridge, MA 01262

Property at 312 Park St, Great Barrington, MA 01230, 3 beds, 1 bath

$575,000

3 beds1 bath1,739 sq ft

312 Park St, Great Barrington, MA 01230

Property at 43 Main St, South Egremont, MA 01258, 5 beds, 3 baths

$699,000

5 beds3 baths4,127 sq ft

43 Main St, South Egremont, MA 01258

Property at 144 Castle Hill Ave, Great Barrington, MA 01230, 2 beds, 1 bath

$335,000

2 beds1 bath1,250 sq ft

144 Castle Hill Ave, Great Barrington, MA 01230

Property at 25 Cottage St, Great Barrington, MA 01230, 3 beds, 2 baths

$849,000

3 beds2 baths1,700 sq ft

25 Cottage St, Great Barrington, MA 01230

Property at 96 Shore Rd, Becket, MA 01223, 3 beds, 2 baths

$335,000

3 beds2 baths1,170 sq ft

96 Shore Rd, Becket, MA 01223

Property at 3 Tor Ct, Pittsfield, MA 01201, 3 beds, 2 baths

$398,000

3 beds2 baths1,321 sq ft

3 Tor Ct, Pittsfield, MA 01201

Property at 75 Laurel Hill Rd, Monterey, MA 01245, 4 beds, 2 baths

$1,199,000

4 beds2 baths3,032 sq ft

75 Laurel Hill Rd, Monterey, MA 01245

Property at 96 Boylston St Ext, Pittsfield, MA 01201, 3 beds, 1 bath

$269,900

3 beds1 bath1,501 sq ft

96 Boylston St Ext, Pittsfield, MA 01201

Property at 263 Shore Rd, Richmond, MA 01254, 1 bed, 1 bath

$439,000

1 bed1 bath968 sq ft

263 Shore Rd, Richmond, MA 01254

Property at 22 Dawn Dr, Becket, MA 01223, 2 beds, 2 baths

$445,000

2 beds2 baths980 sq ft

22 Dawn Dr, Becket, MA 01223

Property at 859 Moberg Rd, Becket, MA 01223, 3 beds, 2 baths

$399,500

3 beds2 baths1,460 sq ft

859 Moberg Rd, Becket, MA 01223

Property at 10 Mahkeenac Heights Rd, Stockbridge, MA 01262, 2 beds, 1 bath

$375,000

2 beds1 bath852 sq ft

10 Mahkeenac Heights Rd, Stockbridge, MA 01262

Property at 468 East St, Mount Washington, MA 01258, 3 beds, 2 baths

$1,200,000

3 beds2 baths2,148 sq ft

468 East St, Mount Washington, MA 01258

Property at 332 Hancock Rd, Pittsfield, MA 01201, 3 beds, 1 bath

$399,000

3 beds1 bath1,447 sq ft

332 Hancock Rd, Pittsfield, MA 01201

Property at 121 Sandy Brook Tpke, Sandisfield, MA 01255, 3 beds, 2 baths

$429,000

3 beds2 baths1,892 sq ft

121 Sandy Brook Tpke, Sandisfield, MA 01255

Property at 10 Club Cir, Pittsfield, MA 01201, 3 beds, 2.5 baths

$949,000

3 beds2.5 baths2,228 sq ft

10 Club Cir, Pittsfield, MA 01201

Property at 2044 State Rd, Richmond, MA 01254, 3 beds, 1.5 baths

$739,900

3 beds1.5 baths1,258 sq ft

2044 State Rd, Richmond, MA 01254

Property at 233 Gentian Holw, Becket, MA 01223, 3 beds, 3 baths

$339,000

3 beds3 baths1,846 sq ft

233 Gentian Holw, Becket, MA 01223

Property at 19 Hawthorne Rd Unit GH 8, Stockbridge, MA 01262, 2 beds, 2.5 baths

$849,000

2 beds2.5 baths1,922 sq ft

19 Hawthorne Rd Unit GH 8, Stockbridge, MA 01262

Property at 115 Wood Duck Rd, Lee, MA 01238, 4 beds, 2 baths

$664,500

4 beds2 baths1,664 sq ft

115 Wood Duck Rd, Lee, MA 01238

Property at 1 Massasoit Rd, Stockbridge, MA 01262, 2 beds, 1 bath

$499,000

2 beds1 bath828 sq ft

1 Massasoit Rd, Stockbridge, MA 01262

Property at 189 New Marlboro-southfield Rd, New Marlborough, MA 01230, 5 beds, 2 baths

$695,000

5 beds2 baths2,741 sq ft

189 New Marlboro-southfield Rd, New Marlborough, MA 01230

Property at 253 North St, Williamstown, MA 01267, 3 beds, 1 bath

$299,000

3 beds1 bath1,193 sq ft

253 North St, Williamstown, MA 01267

Property at 10 Mahkeenac Ter, Stockbridge, MA 01262, 2 beds, 2 baths

$879,000

2 beds2 baths1,125 sq ft

10 Mahkeenac Ter, Stockbridge, MA 01262

Property at 240 Kirchner Rd, Dalton, MA 01226, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths2,061 sq ft

240 Kirchner Rd, Dalton, MA 01226

Property at 6 Willard Hill Rd, Stockbridge, MA 01262, 1 bed, 1 bath

$1,200,000

1 bed1 bath3,556 sq ft

6 Willard Hill Rd, Stockbridge, MA 01262

Property at 46 Pinehurst Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$284,900

3 beds2 baths1,218 sq ft

46 Pinehurst Ave, Pittsfield, MA 01201

Property at 152 Sir Edwards Way, Becket, MA 01223, 2 beds, 2 baths

$275,000

2 beds2 baths1,911 sq ft

152 Sir Edwards Way, Becket, MA 01223

Property at 79 Dewey Ave, Pittsfield, MA 01201, 3 beds, 2 baths

$79,900

3 beds2 baths1,463 sq ft

79 Dewey Ave, Pittsfield, MA 01201

Property at 130 Ridge Ave, Pittsfield, MA 01201, 4 beds, 2 baths

$825,000

4 beds2 baths3,214 sq ft

130 Ridge Ave, Pittsfield, MA 01201

Property at 818 Partridge Rd, Lanesborough, MA 01237, 3 beds, 2 baths

$444,000

3 beds2 baths2,149 sq ft

818 Partridge Rd, Lanesborough, MA 01237

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Based on information submitted to the MLS GRID as of Sun Sep 27 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Waterfront Homes for Sale in Berkshire County

There are currently 221 waterfront homes for sale in Berkshire County at a median listing price of $475K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Berkshire County stay on the market for 62 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 159 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 75 condos, 1 townhouse, and 78 multi-family units for sale in Berkshire County last month. Find your dream home in Berkshire County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Berkshire County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Berkshire County. If you're looking to sell your home in the Berkshire County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Berkshire County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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