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Stockbridge, Massachusetts: Country Homes, Houses, and Rural Real Estate

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$3,300,000 36.4 acres 4 Beds | 7 Baths | 5952 sqft
79 Hawthorne St, Stockbridge, MA - Berkshire County

36.4 acres Stockbridge, MA

Spectacular 36-acre estate steps from Tanglewood's Hawthorne Gate. Enjoy the relaxed elegance of the impeccable New Traditional brick manor house, which combines 21st-century conveniences with exquisite top-quality custom details and graceful elements of another era. In a jewel-like setting with beautiful landscaping and views of emerald lawns and hills. Custom furnishings available separately.
36 photos
$1,995,000 3.78 acres 7 Beds | 9 Baths | 7750 sqft
75 Main Road, Stockbridge, MA - Berkshire County

3.78 acres Stockbridge, MA

For the discerning buyer looking for a unique and eclectic private estate, the historic Santarella beckons. With roots woven deep into the heart of the Berkshires in Western Massachusetts, this is a magical fantasy getaway unlike any other. Set on 4 acres in the breathtaking Tyringham Valley, the property consists of four separate living structures, with the earliest built in the 1750's. The four buildings, totaling approximately 8,000 square feet include: an 1880's barn turned into The Gingerbread House, a 1750's Colonial 4-bedroom home, a 1900's post-and-beam sickle shed converted to a charming cottage, and the Honeymoon Silo, a romantic wooden structure boating views across the valley from its arched ceiling bedroom. The current own
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$1,795,000 4.2 acres 5 Beds | 5 Baths | 4247 sqft
5 Stone Hill Rd, Stockbridge, MA - Berkshire County

4.2 acres Stockbridge, MA

Stunning 5BR Contemporary with sensational westerly views. Set on over 4 acres in a prestigious neighborhood, the casual elegance & gracious floor plan make this home the perfect Berkshire getaway. The well-designed great room, large country kitchen, & mahogany screened-in porch make for easy entertaining. Impeccably maintained & in move-in condition. Within walking distance of downtown Lenox.
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$1,650,000 4.26 acres 3 Beds | 3 Baths | 2278 sqft
10 Train Hill Rd, Stockbridge, MA - Berkshire County

4.26 acres Stockbridge, MA

Commanding 4+ acres of manicured lawns, professional landscaping, privacy, heated gunite pool, wonderful stonework & tennis court surround this country Contemporary located within minutes to Tanglewood. Great Room w/vaulted ceiling & wall of glass, dramatic stone fireplace, open loft,gourmet kitchen, bedrooms w/stunning baths..a David Lanoue renovation with quality materials....a must see!!
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$1,325,000 34.7 acres 3 Beds | 4 Baths | 4100 sqft
26-28 Ice Glen Road Rd, Stockbridge, MA - Berkshire County

34.7 acres Stockbridge, MA

Amazing House, Amazing Views! Contemporary, open concept--spacious and bright with sunroom, office, 3 bedrooms, 4 bathrooms, swimming pool, gazebo, hot tub, jacuzzi, lower level suite area, beautiful floors, decks, landscaping. All in excellent condition and on 35 acres! Relax and take in the comfortable living and views in the desirable location near the end of private Ice Glen Road.
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$750,000 5.53 acres 3 Beds | 3 Baths | 1 sqft
lot 2 Westdale Rd, Stockbridge, MA - Berkshire County

5.53 acres Stockbridge, MA

Custom Built by Waller Building Contractors, STONELEIGH COTTAGE, 3 BR, 2.5 bath, 1,975 sq' home on 5.53 acres, a seldom traveled country road, in the village of STOCKBRIDGE. 1st fl master BR suite, family room, kitchen, dining, attached garage, AC,BRAND NEW. Other designs are available on the Web at FrankBetzAssociates.Com. This enables buyer other custom choices to select.
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$699,000 2.09 acres 4 Beds | 4 Baths | 2800 sqft
Glendale Rd, Stockbridge, MA - Berkshire County

2.09 acres Stockbridge, MA

HOUSE TO BE BUILT IN STOCKBRIDGE. Stick built house can be complete as early as 12-30-2015. Buyer can have in put on final details. Photos are approximate to finished product.All high end materials
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$679,900 4.09 acres 3 Beds | 2 Baths | 2348 sqft
1 Old Tree Farm Rd, Stockbridge, MA - Berkshire County

4.09 acres Stockbridge, MA

Stockbridge gem! Craftsman quality home on 4+ peaceful/private acres. Top of the line appliances in the kitchen, with double ovens, granite counters. Separate side entrance leads to a mudroom/laundry/pantry space. Fireplace, oak floors throughout. Large screened porch overlooks forest and singing bird habitat! Bonus: above the 2C garage is a loft studio apartment with kitchen/bath, and skylights.
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$640,000 3.55 acres 3 Beds | 2 Baths | 2006 sqft
12 North Church St, Stockbridge, MA - Berkshire County

3.55 acres Stockbridge, MA

At the top of a grassy slope, nestled in the woods with wonderful views to the west, this unique contemporary has the feel of a tree house. Living room with two-sided fireplace, dining room, updated kitchen, den and full bathroom are on the upper level. Three bedrooms & full bath on lower level with direct access to a patio. In a most convenient location minutes from Stockbridge and Tanglewood.
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$498,000 3.4 acres 4 Beds | 3 Baths | 2035 sqft
9 Quiet Knoll Rd, Stockbridge, MA - Berkshire County

3.4 acres Stockbridge, MA

A wonderfully maintained home in a great location.This home has Town water and town sewer. First floor has a great flow with a newer sunroom the leads out to a beautiful back yard with great space to enjoy. Brick patio space that surrounds an in ground pool. All four bedrooms are on 2nd floor with one being a master bedroom. Spacious lower level is partially finished.
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$345,000 2.1 acres 3 Beds | 2 Baths | 1130 sqft
58 Interlaken Rd, Stockbridge, MA - Berkshire County

2.1 acres Stockbridge, MA

CLOSE TO STOCKBRIDGE BOWL,in a quiet neighborhood, is this spacious charming 3 BR embanked ranch with master bedroom on main floor. Eat in kitchen with wooden cabinets and living room with fireplace.
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$320,000 4.29 acres 4 Beds | 3 Baths | 2408 sqft
7A East St, Stockbridge, MA - Berkshire County

4.29 acres Stockbridge, MA

Four bedroom, 2 1/2 bath colonial on 4+ acres located a mile from the main street of Stockbridge and 5 minutes to center of Lenox. Large barn for storage or a workshop. This home is a diamond in the rough.
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$299,000 3.62 acres 2 Beds | 1 Bath | 1064 sqft
13A Glendale Middle Rd, Stockbridge, MA - Berkshire County

3.62 acres Stockbridge, MA

Sunny private ranch on a beautiful 3.62 acre parcel.Great location, convenient to town center and many area attractions. Perfect starter or retirement home with expansion potential.