01266, MA homes for sale & real estate

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ABOUT THIS HOME
01266, MA Homes for Sale
Modern updates have turned this beautiful 1850 colonial into a home worthy for today's most discerning buyer. Walking distance to the village of West Stockbridge where you'll find a fabulous coffee shop (6 Depot), public market, restaurants, ice cream shop, and more! The 1st floor has a large kitchen complete with a seating area, dining room that extends to a screened-in room, half bath, and a large living room with plenty of space for gathering. Upstairs you'll find 3 guest bedrooms that share a full bath and a generously sized primary BR with ensuite bath. The attic is finished and is great space for a play room or studio. Attached 2 car garage for convenience & a large flat yard wi

$855,000

4 beds2.5 baths2,872 sq ft

51 Albany Rd, West Stockbridge, MA 01266

Finished attic • Large kitchen • Screened in room

ABOUT THIS HOME
01266, MA Homes for Sale
The lovely approach to this gorgeous estate property ensures serenity, privacy, and the beauty of living in the country and includes a 3 bed 2 1/2 bath main house and a gorgeous architect designed guest house. Offering 2 ensuite bedrooms with balconies, dramatic exposed beams, vaulted ceilings, and gas fireplace the guest house is an extraordinary place to host family and friends both winter and summer. With views of Tom Ball mountain, this 21 acre property is a combination of gardens, fields, forest, and offers several outdoor living spaces, including a stone patio off the kitchen. Super location, too; close to Tanglewood, Six Depot, for coffee and performing arts at The Foundry. Als

$2,200,000

5 beds4.5 baths3,354 sq ft

176 West Center Rd, West Stockbridge, MA 01266

Ensuite bedrooms • Stone patio • 21.69 acre lot

ABOUT THIS HOME
01266, MA Homes for Sale
Charm. You'll find it in this 3BR, 2.5BA West Stockbridge home. The charm of a farmhouse fence, lush with white hydrangeas, roses, and day lilies, set along a peaceful street where neighbors jog, push strollers, or walk their dogs. The charm of luminous freshly painted interiors and windows framing views of greenery on all sides--mists atop Lenox Mountain, vivid sunsets, and star-spangled night skies. The charm of a spacious enclosed porch for relaxing and entertaining, a 400sf insulated, 'do-with-it-what-you-will' barn with French doors and patio, perennial gardens, overarching maples. Practical charms, too: new roof, new primary bath, updated systems, 2-car garage, 2 minutes to Six Depot,

$599,000

3 beds2.5 baths1,424 sq ft

19 Washington Sq, West Stockbridge, MA 01266

New primary bath • 400sf insulated barn • Perennial gardens

ABOUT THIS HOME
01266, MA Homes for Sale
Impeccably Renovated Stockbridge Country Retreat. Minutes from Stockbridge, Lenox and Tanglewood, in the heart of the Berkshires cultural corridor, a rare opportunity in a perfect setting on 4.16 level, landscaped acres. Surrounded by mature trees and curated gardens, this home blends classic design with modern updates, offering refined style throughout. White oak floors, three full baths, a gas fireplace and a spacious screened porch with mahogany flooring and ceiling fan. A separate one bedroom guest suite above the detached two car garage includes a full bath, kitchenette, private deck, and quiet seclusion for guests.

$1,795,000

4 beds4 baths3,524 sq ft

1 Old Tree Farm Rd, Stockbridge, MA 01262

Landscaped acres • Gas fireplace • Screened porch

ABOUT THIS HOME
01266, MA Homes for Sale
This must see outstanding, Move-in Ready, Beautifully Upgraded, Open Floor Plan, Country Contemporary is on a cul-de-sac located just minutes from Tanglewood! The main level features an En Suite Primary Bedroom and Bath, with large 2 walk-in closets. The bright spacious Great Room boasts a vaulted ceiling and a propane fireplace. Like to cook? The nearby gourmet kitchen sports stainless appliances and granite counters along with an attractive dining area. Yet, there's more on this 1st level: a 4-season sunroom, a multi-purpose den/office, a half bath, a mud room and laundry, a screened porch, a wrap-around deck, and access to a 3-car garage. The 2nd level provides 3 more bedrooms, 2 bath

$1,549,000

4 beds3.5 baths3,724 sq ft

5 Silver Mine Ln, West Stockbridge, MA 01266

Large deck • Open floor plan • Screened-in porch

Property at 30 Great Barrington Rd, West Stockbridge, MA 01266, 1 bed, 1.5 baths

$949,000

1 bed1.5 baths3,810 sq ft

30 Great Barrington Rd, West Stockbridge, MA 01266

Property at 4 Main St, West Stockbridge, MA 01266, 3 beds, 3 baths

$635,000

3 beds3 baths2,476 sq ft

4 Main St, West Stockbridge, MA 01266

Property at 35 Main St, West Stockbridge, MA 01266, 8 beds, 4 baths

$775,000

8 beds4 baths3,192 sq ft

35 Main St, 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 5 Easland Rd, West Stockbridge, MA 01266, 5 beds, 5.5 baths

$1,825,000

5 beds5.5 baths3,225 sq ft

5 Easland Rd, West Stockbridge, 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 21 Stockbridge Rd, West Stockbridge, MA 01266, 6 beds, 3.5 baths

$1,395,000

6 beds3.5 baths3,905 sq ft

21 Stockbridge Rd, West Stockbridge, MA 01266

Property at 76 Lenox Rd, West Stockbridge, MA 01266, 6 beds, 6.5 baths

$1,790,000

6 beds6.5 baths5,115 sq ft

76 Lenox 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 3 Van Schaack Rd, West Stockbridge, MA 01266, 3 beds, 1 bath

$425,000

3 beds1 bath1,200 sq ft

3 Van Schaack Rd, West Stockbridge, MA 01266

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

$1,890,000

5 beds4.5 baths6,000 sq ft

248 East Rd, Alford, MA 01266

Property at 181 W Center Rd, West Stockbridge, MA 01266

$250,000

— beds— baths— sq ft

181 W Center Rd, West Stockbridge, MA 01266

Property at 0 Lenox Rd, West Stockbridge, MA 01266

$975,000

— beds— baths— sq ft

0 Lenox Rd, West Stockbridge, MA 01266

Property at 0 Cross Rd, West Stockbridge, MA 01266

$212,900

— beds— baths— sq ft

0 Cross Rd, West Stockbridge, MA 01266

Property at 7 Silver Mine Ln, West Stockbridge, MA 01266

$219,000

— beds— baths— sq ft

7 Silver Mine Ln, West Stockbridge, MA 01266

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Nearby homes that match your criteria

NEW 6 HRS AGO

ABOUT THIS HOME
01266, MA Homes for Sale
Charming Cottage Near Stockbridge Bowl - This year-round 1940s cottage in Mahkeenac Heights offers timeless charm and an unbeatable Berkshire location. At 1,171 sq ft the home features three bedrooms, two full baths, a quaint galley kitchen, & a spacious great room anchored by a wood-burning fireplace—perfect for cozy evenings after a day of Berkshire adventures. A spacious yard with a stone patio, the property provides ample space for outdoor living. Just across the street from Stockbridge Bowl & minutes to Tanglewood, as well as the region's renowned cultural & outdoor attractions, the location is ideal for enjoying the best of the Berkshires in every season. While

$379,000

3 beds2 baths1,171 sq ft

7 Mahkeenac Heights Rd, Stockbridge, MA 01262

0.55 acre lot • Car-dependent

NEW 17 HRS AGO

ABOUT THIS HOME
01266, MA Homes for Sale
WHITE PINES IN STOCKBRIDGE Tasteful 2 bed 2 full and 2 half bath home offers generous great room with windows showcasing beautiful views. Wood burning fireplace graces open living/dining room with beautiful hardwood floors. Large en-suite primary has spa-like bath. Community amenities include private beach at Stockbridge Bowl, indoor pool, HarTru tennis courts and fitness center. Covered parking. Meticulously maintained grounds with abundant flowers and mature landscaping. Minutes to Tanglewood, dining, art, music, swimming, boating and golf in charming Berkshires.

$650,000

2 beds3 baths1,870 sq ft

19 Hawthorne Rd Unit 3B Stables, Stockbridge, MA 01262

$1,049 HOA • Garage • Community pool

NEW 21 HRS AGO

ABOUT THIS HOME
01266, MA Homes for Sale
A unique farming opportunity on a self-sufficient 51-acre parcel, highlighted by an 1802 antique Colonial exuding historical charm. A thoughtfully conserved agrarian sanctuary with organic soil, a fruit orchard, maple sugar house, trails, gated pastures, and a running brook. The large barn and mature gardens are framed by stone walls and outbuildings. Bright rooms with wood floors, antique beams, 4 fireplaces with generous common spaces ideal for family or community living. Sustainable energy solutions: grid-tie solar, photovoltaic hot water, a hydronic wood boiler and on-demand hot water, ensure economic fuel usage. A soulful property reflecting American heritage offering privacy & t

$1,250,000

3 beds3 baths2,002 sq ft

276 Great Barrington Rd, West Stockbridge, MA 01266

51.46 acre lot • 3 garage spots • Car-dependent

ABOUT THIS HOME
01266, MA Homes for Sale
Recently renovated home offering clean lines and a modern European feel; move-in ready with nothing to do. Furnishings are available, making it easy to settle in with style and comfort. Inside, enjoy one-level living with 2 spacious bedrooms at opposite ends of the house, a sleek kitchen, an elegant bathroom, a convenient mudroom and a washer/dryer in the partially finished basement. Step onto the back deck to take in peaceful forest views, perfect for morning coffee. While the home feels private and calming, it's just moments from the vibrant heart of Housatonic, with restaurants, a dance studio, playground and more. A short 15-min drive brings you to Great Barrington or Stockbridge—

$419,000

2 beds1 bath900 sq ft

23 High St, West Stockbridge, MA 01266

0.26 acre lot • Car-dependent

ABOUT THIS HOME
01266, MA Homes for Sale
This home combines striking natural scenery w/ meticulous craftsmanship & functional elegance. Located in one of Great Barrington's loveliest neighborhoods it boasts sensational mountain views, large windows, walkability to town & lake, and vibrant gardens. An open living/dining space flows into a 4 season sunroom w/ cathedral ceiling. Enjoy the front pergola taking in the beautiful mountain scenery. A rear deck extends the living area. Office space & 6 individual mini splits add to the comfort. Professionally designed, perennial gardens bloom across 6 months. Mature fruit trees, bountiful grape vines, berry bushes & mature asparagus add to the rich harvest. An encl

$879,000

4 beds2 baths1,831 sq ft

7 Abbey Hill Dr, Great Barrington, MA 01230

1.73 acre lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
01266, MA Homes for Sale
Classic red farmhouse on 3.49 bucolic acres just minutes from the heart of Stockbridge. This updated 3BR/2.5BA home blends original charm with thoughtful upgrades. Post and beam construction, a sleek gas fireplace, and a sunny open layout connect the living, dining, and kitchen areas. The first-floor primary suite includes a walk-in closet and private bath. Upstairs, two more bedrooms and a full bath offer space and flexibility. A spacious 1BR/1BA apartment above the attached garage is perfect for guests, rental income, or studio use. Proven short-term rental history adds investment appeal. Enjoy a contemporary deck overlooking lawns and trees—ideal for relaxing or entertaining under

$845,000

4 beds3.5 baths2,995 sq ft

9 Castle Hill Rd, Stockbridge, MA 01262

3.49 acre lot • 2 garage spots • Car-dependent

Property at 8 Stillwell St, Great Barrington, MA 01230, 3 beds, 1 bath

$445,000

3 beds1 bath1,025 sq ft

8 Stillwell St, Great Barrington, MA 01230

Property at 11 Rowe Rd, Great Barrington, MA 01230, 3 beds, 1.5 baths

$425,000

3 beds1.5 baths1,152 sq ft

11 Rowe Rd, Great Barrington, MA 01230

Property at 272 Park St, Great Barrington, MA 01230, 2 beds, 1.5 baths

$435,000

2 beds1.5 baths1,535 sq ft

272 Park St, Great Barrington, MA 01230

Property at 11 Prospect Hl Unit F, Stockbridge, MA 01262, 3 beds, 2.5 baths

$620,000

3 beds2.5 baths1,800 sq ft

11 Prospect Hl Unit F, Stockbridge, MA 01262

Property at 59 Hawthorne St, Stockbridge, MA 01262, 3 beds, 2.5 baths

$585,000

3 beds2.5 baths1,680 sq ft

59 Hawthorne St, Stockbridge, MA 01262

Property at 69 Welcome St, Great Barrington, MA 01230, 4 beds, 2.5 baths

$625,000

4 beds2.5 baths2,885 sq ft

69 Welcome St, Great Barrington, MA 01230

Property at 158 Middle Road Rd, Austerlitz, NY 12017, 2 beds, 1 bath

$149,900

2 beds1 bath672 sq ft

158 Middle Road Rd, Austerlitz, NY 12017

Property at 19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262, 2 beds, 2.5 baths

$649,000

2 beds2.5 baths1,935 sq ft

19 Hawthorne Rd Unit Carriage Barn E-2, Stockbridge, MA 01262

Property at 2200 Swamp Rd, Richmond, MA 01254, 3 beds, 1 bath

$429,000

3 beds1 bath1,480 sq ft

2200 Swamp Rd, Richmond, MA 01254

Property at 1 Devon Rd, Stockbridge, MA 01262, 6 beds, 5.5 baths

$1,850,000

6 beds5.5 baths4,952 sq ft

1 Devon Rd, Stockbridge, MA 01262

Property at 302 A Egremont Plain Rd, Egremont, MA 01230, 4 beds, 5 baths

$2,300,000

4 beds5 baths4,846 sq ft

302 A Egremont Plain Rd, Egremont, MA 01230

Property at 19 Hawthorne Rd Unit CV 7A, Stockbridge, MA 01262, 3 beds, 3.5 baths

$1,150,000

3 beds3.5 baths3,284 sq ft

19 Hawthorne Rd Unit CV 7A, Stockbridge, MA 01262

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 0 Flints Crossing Rd, Canaan, NY 12029

$89,000

— beds— baths— sq ft

0 Flints Crossing Rd, Canaan, NY 12029

Average home prices near 01266, MA

Cities

Adams homes for sale
$245,900
Great Barrington homes for sale
$695,000
Lee homes for sale
$499,000
Lenox homes for sale
$1,085,000
Pittsfield homes for sale
$345,000

Zip Codes

01266, MA real estate trends

All Home Types trends in 01266, MA

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$500,000

-65.5% YoY | Jul 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jul 2025

Growth

% YoY

01266, MA

$500,000

-65.5%

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