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

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ABOUT THIS HOME
Luxury Home for sale in Berkshire County, MA:
''Best of Berkshire Living: Gardens, Grand Trees & Income-Ready Guest Cottage'' Between the Rockwell Museum and Botanical Garden, minutes from Tanglewood, this nearly 4-acre Berkshire property offers two distinct homes surrounded by heirloom trees and landscaped gardens. The 4BR, 2BA main house features a first-floor primary suite with sunroom, spacious living areas, and central A/C. The charming 1BR guest cottage, with large living room and mini-splits, is ideal for rental income or private guests. Garages for 5+ cars, perfect pool site, and privacy ensured by abutting protected land.

$1,490,000

4 beds2 baths2,200 sq ft

5 Glendale Rd, Stockbridge, MA 01262

Almost four acres • Central a/c • Two dwellings

ABOUT THIS HOME
Luxury Home for sale in Berkshire County, MA:
Welcome to this Berkshire Waterfront Paradise! With amazing lake and sunset views this home has it all. Five bedrooms all with lake views. Your family and friends will find the total relaxation the Berkshires can offer. Whether it's a swim, paddle, fishing or a water ski on the lake it's all just steps out the door. The beautiful stone fireplace sores to compliment this open space and provides a warm cozy touch. Come and start to relax as you enter into paradise.

$1,800,000

5 beds3.5 baths3,768 sq ft

307 Stanley Rd, Otis, MA 01253

Open space • Lake views • Stone fireplace

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Berkshire County, MA:
Tucked away on a private 2.35-acre knoll, this beautifully updated residence offers a rare blend of antique charm and modern ease in one of the Berkshires' most sought-after villages. With six generously sized bedrooms, a chef's kitchen designed for entertaining, and multiple inviting living spaces with fireplaces, the home is ideal for gatherings or quiet retreats alike. A stunning contemporary sunroom opens to serene views of the landscape, while the heated in-ground pool is perfectly positioned to take in the natural beauty. Just steps from the village center, enjoy galleries, cafés, and local culture with easy access to the area's renowned outdoor and cultural attractions. A uniq

$1,395,000

6 beds3.5 baths3,905 sq ft

21 Stockbridge Rd, West Stockbridge, MA 01266

Contemporary sunroom • Updated residence • Chef's kitchen

ABOUT THIS HOME
Luxury Home for sale in Berkshire County, MA:
Welcome to this exceptional 3-bedroom, 2-bathroom lakefront retreat w/ an in-ground pool, located in the highly sought-after Otis Woodlands community. Perfectly situated on OWL Lake, this home offers a rare combination of natural beauty, modern upgrades, and an array of resort-style amenities, making it the ideal country escape or full-time residence. Step inside to an open-concept living area with soaring vaulted ceilings and abundant natural light streaming through large windows. The spacious kitchen boasts gleaming granite countertops, newer appliances, and custom cabinetry, creating the perfect space for entertaining or quiet meals. The living room, with its inviting warmth and charm, s

$875,000

3 beds2 baths1,567 sq ft

171 Lake Shore Dr, Otis, MA 01253

Lakefront retreat • Screened in porch • Beautiful clubhouse

ABOUT THIS HOME
Luxury Home for sale in Berkshire County, MA:
Don’t be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans, this property is ideal for adaptive reuse into loft-style apartments, townhomes, or mixed-use development. Conveniently located in a growing area with access to local amenities, schools, and transportation. this site is primed for investors and developers seeking their next project. Don’t

$850,000

0 beds— baths18,000 sq ft

40 Pecks Rd, Pittsfield, MA 01201

Historic space • Expansive windows • Open floor plans

Property at 390 Tamaridge Rd, New Marlborough, MA 01259, 5 beds, 6.5 baths

$4,900,000

5 beds6.5 baths5,890 sq ft

390 Tamaridge Rd, New Marlborough, MA 01259

Property at 8 Northbrook Ln, Pittsfield, MA 01201, 4 beds, 3 baths

$1,199,000

4 beds3 baths3,100 sq ft

8 Northbrook Ln, Pittsfield, MA 01201

Property at 1574-1579 Pleasant St, Lee, MA 01238, 5 beds, 4 baths

$1,260,000

5 beds4 baths3,334 sq ft

1574-1579 Pleasant St, Lee, MA 01238

Property at 111 Park St, Williamstown, MA 01267, 5 beds, 3.5 baths

$2,200,000

5 beds3.5 baths4,840 sq ft

111 Park St, Williamstown, MA 01267

Property at 20 Cooper Rd, Great Barrington, MA 01230, 4 beds, 2.5 baths

$935,000

4 beds2.5 baths2,631 sq ft

20 Cooper Rd, Great Barrington, MA 01230

Property at 65 Johnson Rd, Dalton, MA 01226, 4 beds, 3.5 baths

$1,099,000

4 beds3.5 baths4,298 sq ft

65 Johnson Rd, Dalton, MA 01226

Property at 196 South St, Williamstown, MA 01267, 4 beds, 3.5 baths

$1,100,000

4 beds3.5 baths2,437 sq ft

196 South St, Williamstown, MA 01267

Property at 67 Blunt Rd, South Egremont, MA, 3 beds, 4 baths

$999,000

3 beds4 baths6,762 sq ft

67 Blunt Rd, South Egremont, MA

Property at 1333 Norfolk Rd, Southfield, MA 01259, 6 beds, 5.5 baths

$3,250,000

6 beds5.5 baths4,681 sq ft

1333 Norfolk Rd, Southfield, MA 01259

Property at 21 East St, Stockbridge, MA 01262, 4 beds, 3 baths

$935,000

4 beds3 baths2,280 sq ft

21 East St, Stockbridge, MA 01262

Property at 6 Muddy Brook Cir, Great Barrington, MA 01230, 3 beds, 3.5 baths

$1,200,000

3 beds3.5 baths2,447 sq ft

6 Muddy Brook Cir, Great Barrington, MA 01230

Property at 116 Brush Hill Rd, Great Barrington, MA 01230, 4 beds, 4.5 baths

$2,995,000

4 beds4.5 baths5,300 sq ft

116 Brush Hill Rd, Great Barrington, MA 01230

Property at 25 Sheffield Rd, Great Barrington, MA 01230, 11 beds, 8.5 baths

$5,650,000

11 beds8.5 baths9,748 sq ft

25 Sheffield Rd, Great Barrington, MA 01230

Property at 6-10 Manville St, Great Barrington, MA 01230, 16 beds, 10 baths

$1,330,000

16 beds10 baths8,870 sq ft

6-10 Manville St, Great Barrington, MA 01230

Property at 119 Hayes Pond Rd, Otis, MA 01253, 4 beds, 2.5 baths

$1,185,000

4 beds2.5 baths2,180 sq ft

119 Hayes Pond Rd, Otis, MA 01253

Property at 1574-159 Pleasant St, Lee, MA 01238, 6 beds, 4 baths

$1,269,000

6 beds4 baths3,334 sq ft

1574-159 Pleasant St, Lee, MA 01238

Property at 802 State Rd, Richmond, MA 01254, 7 beds, 7.5 baths

$1,500,000

7 beds7.5 baths4,000 sq ft

802 State Rd, Richmond, MA 01254

Property at 885 Washington Mt. Rd, Washington, MA 01223, 22 beds, 20 baths

$1,750,000

22 beds20 baths9,018 sq ft

885 Washington Mt. Rd, Washington, MA 01223

Property at 29 Old Village Rd, Great Barrington, MA 01230, 3 beds, 4 baths

$950,000

3 beds4 baths2,900 sq ft

29 Old Village Rd, Great Barrington, MA 01230

Property at 42 Seekonk Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$1,675,000

4 beds3.5 baths3,783 sq ft

42 Seekonk Rd, Great Barrington, MA 01230

$3,250,000

6 beds5.5 baths4,681 sq ft

1333 Norfolk Rd, Southfield, MA 01259

Property at 60 Parsley Ln, Sheffield, MA 01257, 5 beds, 4.5 baths

$995,000

5 beds4.5 baths3,100 sq ft

60 Parsley Ln, Sheffield, MA 01257

Property at 29 Main St, West Stockbridge, MA 01266, 12 beds, 7 baths

$1,675,000

12 beds7 baths8,881 sq ft

29 Main St, West Stockbridge, MA 01266

Property at 765 Canaan Rd, Richmond, MA 01254, 4 beds, 4.5 baths

$1,555,000

4 beds4.5 baths5,636 sq ft

765 Canaan Rd, Richmond, MA 01254

Property at 87 Alford Rd, Great Barrington, MA 01230, 3 beds, 2 baths

$1,995,000

3 beds2 baths2,990 sq ft

87 Alford Rd, Great Barrington, MA 01230

Property at 7 Perry Rd, Sandisfield, MA 01255, 5 beds, 5.5 baths

$1,250,000

5 beds5.5 baths4,645 sq ft

7 Perry Rd, Sandisfield, MA 01255

Property at 1373 Boardman St, Sheffield, MA 01257, 4 beds, 4.5 baths

$2,500,000

4 beds4.5 baths3,100 sq ft

1373 Boardman St, Sheffield, MA 01257

Property at 0 Water St, Williamstown, MA 01267, 3 beds, 3 baths

$955,000

3 beds3 baths2,015 sq ft

0 Water St, Williamstown, MA 01267

Property at 1669 Silver St, Sheffield, MA 01257, 4 beds, 5 baths

$1,275,000

4 beds5 baths3,528 sq ft

1669 Silver St, Sheffield, MA 01257

Property at 45 Swamp Rd, West Stockbridge, MA 01266, 4 beds, 2 baths

$1,395,000

4 beds2 baths2,058 sq ft

45 Swamp Rd, West Stockbridge, MA 01266

Property at 355 Adsit Crosby Rd, New Marlborough, MA 01230, 5 beds, 4.5 baths

$1,900,000

5 beds4.5 baths4,500 sq ft

355 Adsit Crosby Rd, New Marlborough, MA 01230

Property at 25 Sheffield Rd, Egremont, MA 01258, 11 beds, 8.5 baths

$5,650,000

11 beds8.5 baths9,748 sq ft

25 Sheffield Rd, Egremont, MA 01258

Property at Undisclosed address, Alford, MA 01266, 5 beds, 6.5 baths

$5,475,000

5 beds6.5 baths9,400 sq ft

Undisclosed address, Alford, MA 01266

Property at 1 River Run #1, Williamstown, MA 01267, 3 beds, 2 baths

$939,000

3 beds2 baths1,811 sq ft

1 River Run #1, Williamstown, MA 01267

Property at 481 Shunpike Rd, Sheffield, MA 01257, 1 bed, 2 baths

$1,475,000

1 bed2 baths1,296 sq ft

481 Shunpike Rd, Sheffield, MA 01257

Property at 50 Old Village Rd, Great Barrington, MA 01230, 4 beds, 3.5 baths

$2,250,000

4 beds3.5 baths4,445 sq ft

50 Old Village Rd, Great Barrington, MA 01230

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Luxury Homes for Sale in Berkshire County

There are currently 139 luxury homes for sale in Berkshire County at a median listing price of $470K. 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 77 days. This map is refreshed with the newest listings in Berkshire County every 15 minutes.

In the past month, 182 homes have been sold in Berkshire County. In addition to houses in Berkshire County, there were also 87 condos, 5 townhouses, and 83 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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Luxury homes for sale & real estate in Berkshire County, MA

Luxury Homes for Sale in Berkshire County

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