Stockbridge, MA Homes for Sale with Acreage

/6
$395,000
- Land
- 3.3 Acres
- $119,697 per Acre
9 Wheatleigh Dr, Stockbridge, MA 01262

RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

Selina Lamb

BIRCH PROPERTIES

(413) 722-5098

9 Wheatleigh Dr, Stockbridge, MA 01262
/50
$845,000
- 4 Beds
- 3.5 Baths
- 2,955 Sq Ft
9 Castle Hill Rd, Stockbridge, MA 01262

Tucked away on a quiet country road just minutes from the heart of historic Stockbridge, this 3.49-acre property pairs timeless New England charm with modern comforts. The star of the show is a beautifully updated red farmhouse with 3 bedrooms and 2.5 bathrooms, set on a sunny, bucolic lot that feels worlds away--yet is moments from downtown.The main house has been thoughtfully renovated,

Selina Lamb

BIRCH PROPERTIES

(413) 269-8632

9 Castle Hill Rd, Stockbridge, MA 01262
/42
$1,650,000
- 4 Beds
- 3 Baths
- 7,027 Sq Ft
17 East St, Stockbridge, MA 01262

Architecturally iconic and rich with history, this brick Federal home and its gracefully conceived mid-1990s expansion offer a rare opportunity for a buyer with vision. The last major renovation paired the 1830s structure with an addition that respects the original proportions while opening new possibilities for contemporary living. Set along the Stockbridge–Lenox corridor on 13+/- acres (9

Selina Lamb

Birch Properties

(413) 300-6860

17 East St, Stockbridge, MA 01262
/6
$395,000
- Land
- 3.3 Acres
- $119,697 per Acre
9 Wheatleigh Dr, Stockbridge, MA 01262

RARE OPPORTUNITY to build your new Berkshires home moments from Tanglewood's back gate and share deeded rights to a private beach on the Stockbridge Bowl too. Lovely and private, lightly wooded parcel on private lane with frontage on Lily Pond. Wheatley Drive is a private Rd. There is a voluntary HOA. Contribution of $1,000. annually for road maintenance and plowing is voluntary.

Selina Lamb

Birch Properties

(413) 343-5283

9 Wheatleigh Dr, Stockbridge, MA 01262
/8
$998,000
- Land
- 9.1 Acres
- $109,670 per Acre
19 and 21 Wheatleigh Dr, Stockbridge, MA 01240

Exceptional ready-to-build opportunity in the heart of the Berkshires. This rare 9.1-acre estate parcel offers direct frontage on tranquil Lily Pond, a private, non-motorized body of water known for its serenity, protected natural setting, and long, unobstructed views. A winding driveway follows a charming brook and leads across a brand-new bridge to an incredibly private pond-front building

Selina Lamb

Birch Properties

(413) 343-4919

19 and 21 Wheatleigh Dr, Stockbridge, MA 01240
/63
$1,300,000
- 4 Beds
- 2 Baths
- 2,548 Sq Ft
18 Goodrich St, Stockbridge, MA 01262

This fine, four-bedroom, two bath colonial saltbox home just south of the village of Stockbridge is a handmade work of art and an important slice of Stockbridge history. It was constructed on or about 1750. There are patinaed wide board floors throughout as well as five fireplaces (three wood and two gas) and much original hardware. The home is surrounded by perennial gardens and a formal,

Robert Doerr LANCE VERMEULEN RE, INC., LENOX

18 Goodrich St, Stockbridge, MA 01262
/43
$3,850,000
- 4 Beds
- 3.5 Baths
- 4,000 Sq Ft
21A Interlaken Rd, Stockbridge, MA 01262

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

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

21A Interlaken Rd, Stockbridge, MA 01262
/55
$1,490,000
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
5 Glendale Rd, Stockbridge, MA 01262

''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

Martha Piper THE KINDERHOOK GROUP

5 Glendale Rd, Stockbridge, MA 01262
/19
$550,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
15 W Stockbridge, Stockbridge, MA 01262

The ideal Berkshire escape can be yours. Prime location between historic Stockbridge & vibrant West Stockbridge, minutes to Tanglewood. This turnkey 4-bed, 3-bath home is a sanctuary of light where thoughtful upgrades ensure peace of mind. Key systems are new: a lifetime metal roof, 3 year old re-engineered and designed septic, high-efficiency Buderus boiler, and oversized windows that connect

C. Ethan Watt WILLIAM PITT SOTHEBY'S - SALISBURY

15 W Stockbridge, Stockbridge, MA 01262
/51
$2,100,000
- 4 Beds
- 4 Baths
- 2,738 Sq Ft
8 Yale Hill Rd, Stockbridge, MA 01262

A RARE BEAUTY ON HISTORIC YALE HILL! Discover an historically significant gem in this perfectly renovated home! Peacefully tucked away from it all, yet close enough to enjoy a stroll to town, tennis, Library, golf & restaurants.Chef's Kitchen, large flexible living spaces, 4 Bedrooms, 4 Baths, tall ceilings and charm galore. The Mill House, transformed into a cozy Guest quarters, with 3

Helen Mullany HELEN MULLANY REAL ESTATE, LLC

8 Yale Hill Rd, Stockbridge, MA 01262
/51
$599,900
- 3 Beds
- 2 Baths
- 1,292 Sq Ft
40 Prospect Hill Rd, Stockbridge, MA 01262

Location is everything with this light-filled contemporary ranch on Prospect Hill. Ready for quick occupancy! Five minutes from downtown Stockbridge or to Tanglewood and so close to the town beach on Stockbridge Bowl. This three bedroom, two bath home has been lovingly cared for. Living room and dining with hardwood floors, built-in shelving and built-in storage. Quality updates in the primary

Pamela Roberts ROBERTS & ASSOC. REALTY, INC

40 Prospect Hill Rd, Stockbridge, MA 01262
/63
$2,185,000
- 3 Beds
- 3.5 Baths
- 4,752 Sq Ft
14 Old Tree Farm Rd, Stockbridge, MA 01262

A rare Berkshire offering w/ space, privacy, & exceptional versatility. Fabulous home & separate studio minutes from Tanglewood & Stockbridge Bowl. Charming 3 BR, 2.5 BA, 2,952 sq ft home - complemented by a beautifully renovated 1,800 sq ft studio barn w/ loft & full BA - rests on 8 picturesque acres with beautiful western views. Perfect for outdoor enthusiasts, culture lovers, or anyone seeking

Claire Pollart LANCE VERMEULEN RE, INC

14 Old Tree Farm Rd, Stockbridge, MA 01262
/16
$295,000
- Land
- 25.22 Acres
- $11,697 per Acre
0 Glendale Rd Unit 248566, Stockbridge, MA 01262

Beautiful 25 Acres in Stockbridge. Stockbridge Bowl, Tanglewood, the villages of Stockbridge, Lenox, and Housatonic are all nearby. The property consists of two separate building lots - the south lot with 12.56 acres, and the north lot with 12.66 acres. Potential for mountain views from both lots with some clearing. Many possibilities - build on the north lot and keep the south lot for extra

Sheila Thunfors STONE HOUSE PROPERTIES, LLC

0 Glendale Rd Unit 248566, Stockbridge, MA 01262
/2
$289,000
- Land
- 3.69 Acres
- $78,320 per Acre
0 Interlaken Cross Rd, Stockbridge, MA 01262

A pristine building lot in the heart of the Berkshires! Parcel B at Echo Valley is a 3.69-acre wooded, buildable lot offering a beautiful blank canvas for your dream home. Located off Interlaken Cross Road in Stockbridge, MA, this level parcel is easy to work with and provides excellent flexibility for siting your house, garage, and outdoor living spaces. Just minutes from Tanglewood, Stockbridge

Lisa Berry Simply Sell Realty

0 Interlaken Cross Rd, Stockbridge, MA 01262

Massachusetts Berkshire County Stockbridge

Home Trends in Stockbridge, MA

On average, homes in Stockbridge, MA sell after 46 days on the market compared to the national average of 54 days. The median sale price for homes in Stockbridge, MA over the last 12 months is $777,500, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$777,500

Median Single Family Sale Price

$895,000

Median Townhouse Sale Price

$660,000

Median 2 Bedroom Sale Price

$566,500

Median 1 Bedroom Sale Price

$278,800

Average Price Per Sq Ft

$420

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

5.60

Median List Price

$799,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-3%

How to Buy a Home How to Finance a Home How to Sell a Home

In Stockbridge, there are currently 14 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Stockbridge, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Stockbridge and discover the potential and freedom that comes with owning your own piece of property.

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