Luxury homes for sale & real estate in 01266, MA

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ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
Hawks Nest Ridge. Quiet privacy on 8.6 acres. Decks, patio, screened porch and pool all enjoy the view and the natural setting. Dramatic open floor plan with walls of windows to the views, soaring stone fireplace spanning three stories. Cook's kitchen with walk-in pantry. First floor primary suite with gas fireplace and dressing room all abutting library and office. 5 private bedroom suites in total each with their own sitting areas. Family room with wet bar and gas fireplace. Exercise room with steam shower. 3-bay garage. A very special retreat with plenty of room for guests and entertaining. Just a short jaunt to dining, shopping, recreational and cultural venues in West Stockbridge, Leno

$3,325,000

5 beds7.5 baths7,957 sq ft

83 Maple Hill Rd, West Stockbridge, MA 01266

8.6 acres • Open floor plan • Decks

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
MODERN LUXURY-NO UTILITY BILLS. A net zero home. Framed by sweeping walls of glass, nature itself becomes part of the design in this single-level modernist retreat. The seamless indoor-outdoor flow invites you to take in mountain views from every angle. Refined simplicity define the space, with sleek lines, a cohesive palette, and high-end finishes creating effortless sophistication. Created by the award-winning firm Res4 Architecture, this modern masterpiece exemplifies precision and innovation. The open living area centers on a chef's kitchen with Gaggenau and SubZero appliances, bespoke cabinetry, and a striking Stuv fireplace. A plush media suite offers an immersive theater experience w

$3,650,000

3 beds3.5 baths3,200 sq ft

42 West Alford Rd, West Stockbridge, MA 01266

Six-person sauna • Net zero home • Chef's kitchen

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
Set on a quiet country road w/ private driveway, this charming 3 BR, 2.5 BA home sits on 8 picturesque acres just minutes from Tanglewood, Stockbridge Bowl & the villages of Stockbridge, Lenox & West Stockbridge. Perfect for outdoor enthusiasts, culture lovers or anyone seeking a peaceful Berkshire retreat. The location offers hiking, yoga & wellness centers, boating, skiing, & convenient access to dining & shopping. Inside, bright & inviting spaces include living room w/ cathedral ceiling, fireplace, & is filled w/ natural light. Primary suite with vaulted ceiling & balcony w/ stunning mountain views. Renovated kitchen opens to a cozy den &am

$2,185,000

3 beds2.5 baths2,952 sq ft

14 Old Tree Farm Rd, Stockbridge, MA 01262

Private driveway • Vaulted ceiling • Picturesque acres

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
Modern country living at its finest—crafted with exceptional quality, refined taste, and a true sense of warmth. A dramatic double-height entry and living room create a seamless dialogue with the surrounding landscape while offering the comfort of home. The main level features an open-concept kitchen, living, and dining area, anchored on one side by the primary suite and on the other by a two-bedroom guest wing. An oversized two-car garage, generous boot room, and laundry complete this level. Upstairs, a spacious flex loft with full bath and custom sauna provides an inviting retreat. Remarkably comfortable for such soaring volumes, the home offers spaces equally suited for reflection

$3,850,000

4 beds3.5 baths4,000 sq ft

21A Interlaken Rd, Stockbridge, MA 01262

Custom sauna • Open-concept kitchen • Double-height entry

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ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
Majestic Tudor Estate on over 71 Acres atop Tom Ball Mountain in the quaint hamlet of Alford, MA. Privacy and Breathtaking views from nearly every room. Formal Entry and Foyer. Stately Living Room and Dining Room. Comfortable Great Room with Gourmet Kitchen. Warm Den. Family Room, Gym and Massage Room. 5 en-suite Bedrooms in the Main House. Separate 2 Bedroom Guest House with beamed ceilings and full amenities. Manicured grounds boast an infinity Pool and Hot Tub, Pool House with full Bath, Tennis Court and Pickleball Court. There are 7 Garages for your vehicles and additional Barn for maintenance equipment. Exquisite architectural touches, state-of-the-art home technology and security, all

$13,500,000

7 beds7.5 baths10,429 sq ft

30 East Rd, West Stockbridge, MA 01266

Hot tub • Gourmet kitchen • Guest house

Property at 40 E Alford Rd, West Stockbridge, MA 01266, 4 beds, 3.5 baths

$3,750,000

4 beds3.5 baths3,225 sq ft

40 E Alford Rd, West Stockbridge, MA 01266

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 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 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 248 East Rd, Alford, MA 01266, 5 beds, 4.5 baths

$1,790,000

5 beds4.5 baths6,000 sq ft

248 East Rd, Alford, MA 01266

Property at 0 Furnace Rd, Richmond, MA 01254

$1,300,000

— beds— baths— sq ft

0 Furnace Rd, Richmond, MA 01254

Property at 0 Lenox Rd, West Stockbridge, MA 01266

$975,000

— beds— baths— sq ft

0 Lenox Rd, West Stockbridge, MA 01266

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ABOUT THIS HOME
Luxury Home for sale in 01266, NY:
Located in a private gated community of large acreage land holders, this exquisite enclave of 3 homes on 84 acres has been listed in Interior Design magazine. The main house is a stunning post and beam contemporary home, combining steel, stone, wood and glass panels. It overlooks the gunite pool, surrounded by stone walls and the two additional designed and inviting cottages. Continuing past the homes, beyond the two crystal clear ponds are the jaw dropping 360 degree views and another possible building site. Overlooking three states, situated between The Hudson Valley and The Berkshires, the possibilities are endless.

$7,950,000

5 beds4.5 baths6,438 sq ft

890 Bald Mountain Rd, Austerlitz, NY 12017

Gunite pool • 360 degree views • Stone walls

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
Welcome to The Vanna Building at Winden Hill. An excuisite example of Period living, this sun drenched Condo has 12 ft high ceilings, original marble fireplaces and uninterupted SW views as far as the eye can see. The first floor comprises of the extra large living room, dining room and kitchen, laundry and half bath. There are three bedrooms and two baths on the second floor. The primary suite comes with an oversized walk out deck large enough to place your summer lounge furniture, the perfect spot for your morning coffee. Amenities at Winden Hill include a heated pool and a tennis and pickleball court. .. .all this and and only a 20 minute stroll to the center of Lenox. This truly is the

$895,000

3 beds2.5 baths2,218 sq ft

200 Old Stockbridge Rd, Stockbridge, MA 01262

Heated pool • 2.23 acre lot • Pool

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
Gated Berkshire Stone Estate in exclusive Pinecroft compound with Canyon Ranch Living and its 125 maintenance-free acres. Optional membership. Turnkey home features elevator, 300-year-old reclaimed timber floors and large gourmet kitchen. Great room boasts floor-to-ceiling stone fireplace, wet bar, Nano doors to screened lanai. Two primary en suite bedrooms with cedar closets. Lower level: gym, sauna, 8-seat hi-def theater, wine cellar, massage room, en suite bedroom/office and a soda fountain. Elegant outdoor living includes heated gunite saltwater pool/spa, firepit, pool house with guest suite and fully equipped kitchen. Heated driveway and garage. Near Lenox, Tanglewood and Berkshire art

$4,950,000

7 beds8.5 baths7,073 sq ft

1 Pinecroft Dr, Lenox, MA 01240

Turnkey home • Wet bar • Gated estate

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
ICE HOUSE HILL FARM. Richmond, MA There are properties with views in the Berkshires. Then there is Ice House Hill Farm 270 degrees of sweeping, layered vistas, and exceptional distant views - guaranteed forever by 130 acres of land that can never be developed. The facts: Exceptional building parcel on one of the Berkshires most beautiful roads, commanding staggering views. | 143 total acres. | 12.96 buildable acres + 130 acres permanently protected | Nearly 1 mile of frontage along East Road; 559' serves the buildable area | Historic farm complex: 1922 dairy barn and silo, etc. + 1890 farmhouse that needs renovation - this is primarily a land listing due to the quality of the build si

$1,850,000

4 beds1.5 baths3,084 sq ft

1130 East Rd, Richmond, MA 01254

270 degree views • 143 acre lot • 4 garage spots

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
A completely transformed barn renovated into a chic home with every modern convenience. Located in the desirable town of Egremont and just minutes from Great Barrington, this delightful property offers long-range pasture views with the Green River just beyond. Thoughtful living spaces for every walk of life featuring a roomy primary suite on the first floor, an additional primary suite that occupies the entire third floor, and inviting spaces for guests and gatherings. Key features include top brands like Waterworks, Wolf, Schluter, Graff, Bertazzoni, and Kohler, along with Danby marble, Italian stone, and oak floors. Every window offers views of the expansive 13.5 acres with lush meadows,

$2,250,000

4 beds5 baths4,846 sq ft

302A Egremont Plain Rd, Egremont, MA 01230

Italian stone • Roomy primary suite • Expansive 13.5 acres

ABOUT THIS HOME
Luxury Home for sale in 01266, MA:
MOTIVATED SELLER; WILLING TO NEGOTIATE ON UPGRADES AND IMPROVEMENTS. Indulge in refined Berkshire living on an exclusive cul-de-sac, where effortless HOA services complement this exquisite new construction. Offering 4,200 sq ft of thoughtfully designed, environmentally conscious living less than a mile from downtown Great Barrington, this home is the perfect modern retreat. Enter through a covered portico into a soaring cathedral-ceiling great room filled with natural light and serene woodland views. A wonderful screened porch expands the living space for peaceful mornings or easy entertaining. The open layout seamlessly connects the living, dining, and chef's kitchen, featuring premium app

$1,475,000

5 beds4 baths4,200 sq ft

6 Thrushwood Ln, Great Barrington, MA 01230

Expansive windows • Screened porch • Exclusive cul-de-sac

Property at 2650 Swamp Rd, Richmond, MA 01254, 5 beds, 7.5 baths

$3,750,000

5 beds7.5 baths6,022 sq ft

2650 Swamp Rd, Richmond, MA 01254

Property at 110 Alford Rd, Great Barrington, MA 01230, 5 beds, 6.5 baths

$3,500,000

5 beds6.5 baths6,088 sq ft

110 Alford Rd, Great Barrington, MA 01230

Property at 211 Cottage St, Housatonic, MA 01236, 3 beds, 3 baths

$875,000

3 beds3 baths3,204 sq ft

211 Cottage St, Housatonic, MA 01236

Property at 165 Kemble St #5, Lenox, MA 01240, 2 beds, 2.5 baths

$3,200,000

2 beds2.5 baths1,956 sq ft

165 Kemble St #5, Lenox, MA 01240

Property at 18 Goodrich St, Stockbridge, MA 01262, 4 beds, 2 baths

$1,300,000

4 beds2 baths2,548 sq ft

18 Goodrich St, Stockbridge, MA 01262

Property at 276 Great Barrington Rd, West Stockbridge, MA 01266, 3 beds, 3 baths

$1,100,000

3 beds3 baths2,002 sq ft

276 Great Barrington Rd, West Stockbridge, MA 01266

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 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 560 Stockbridge Rd, Lee, MA 01238, 6 beds, 9 baths

$899,000

6 beds9 baths4,652 sq ft

560 Stockbridge Rd, Lee, MA 01238

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 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

Property at 5 Glendale Rd, Stockbridge, MA 01262, 4 beds, 2 baths

$1,490,000

4 beds2 baths2,200 sq ft

5 Glendale Rd, Stockbridge, MA 01262

Property at 250 West St, Lenox, MA 01240, 6 beds, 6.5 baths

$2,649,000

6 beds6.5 baths6,225 sq ft

250 West St, Lenox, MA 01240

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

Luxury Homes for Sale in 01266

There are currently 12 luxury homes for sale in 01266 at a median listing price of $1.17M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in 01266 stay on the market for 77 days. This map is refreshed with the newest listings in 01266 every 15 minutes.

In the past month, 4 homes have been sold in 01266. In addition to houses in 01266, there were also 0 condos, 0 townhouses, and 1 multi-family unit for sale in 01266 last month. Find your dream home in 01266 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 01266 are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in 01266. If you're looking to sell your home in the 01266 area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in 01266 with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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