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

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$2,995,000 147.4 acres
Maple Hill Rd, West Stockbridge, MA 01266 - Berkshire County

147.4 acres West Stockbridge, MA

147 acres of pure Berkshire Paradise! The most spectacular large view parcel on the market within 10 minutes of Tanglewood. The 360 degree views, surrounded by conserved land on 2 sides, makes this a truly private haven. 50% of land is open and maintained for hay. Conservation credits are available to the new owner for an estate parcel/agricultural use. Divisible with 3608' of road frontage.
Private Lake
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$1,995,000 18.91 acres 7 Beds | 9 Baths | 6500 sqft
58 West Center Rd, West Stockbridge, MA 01266 - Berkshire County

18.91 acres West Stockbridge, MA

MAJOR PRICE REDUCTION....This sophisticated Craftsman inspired Contemporary has wonderful common spaces opened to a sweeping view of the Berkshire Hills & only minutes from the Village of West Stockbridge and just ''over the hill'' from Tanglewood. Main level living with lot's of bedrooms en suite & separate guest quarters make this the perfect gathering spot for family & friends!
Private Lake
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$1,895,000 35 acres 4 Beds | 5 Baths | 4490 sqft
51 Maple Hill Rd, West Stockbridge, MA 01266 - Berkshire County

35 acres West Stockbridge, MA

Stunning views, privacy, and a uniquely beautiful setting make this 35-acre contemporary estate exceptional. A long, meandering drive leads to the dramatic home, surrounded by rolling lawns, extensive plantings, a series of ponds, vegetable garden, & scenic gazebo. 2 garages. 965 sf finished lower level. Detached 784 sf one-bedroom Guest/Caretaker quarters. This is Berkshire living at its finest.
Private Lake
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$1,600,000 8.62 acres 6 Beds | 7 Baths | 7296 sqft
83 Maple Hill Rd, West Stockbridge, MA 01266 - Berkshire County

8.62 acres West Stockbridge, MA

A Spectacular country estate in the heart of the Berkshires. Open living with mountain views on 8.62 acres of land. Large windows fill the brand new contemporary home with beautiful light. Enjoy space and privacy in this custom built home with three levels of living. See MLS #211808 for abutting land available at an additional cost.
Private Lake
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$1,350,000 6 acres 5 Beds | 5 Baths | 6062 sqft
6 Deer Hill Rd, West Stockbridge, MA 01266 - Berkshire County

6 acres West Stockbridge, MA

Magnificent 5 BR, 4.5 bath spacious contemporary w/ jaw dropping mountain views. Open floor plan w/ loads of sunlight. Perfect for family, entertaining, relaxing on large deck & screened porch, surrounded by majestic mountains. Indoor pool, sauna, spectacular grounds w/ mature plantings, apple trees & lovely pond. 5 minutes to Tanglewood, MassPike Exit 1 & town center.
Private Lake
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$1,195,000 4.06 acres 4 Beds | 3 Baths | 2978 sqft
64 PIXLEY HILL Rd, West Stockbridge, MA 01266 - Berkshire County

4.06 acres West Stockbridge, MA

A distinctive contemporary home designed by Stephen Green and built by Lou Boxer. It's a most quiet country location on private acreage with gentle views, spectacular landscaping, large screened porch, lovely gunite pool and pool house. Strong architectural details and beautiful stonework throughout the patio, pool and garden areas. It's one of a kind and has been beautifully maintained.
Private Lake
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$749,000 3.57 acres 3 Beds | 3 Baths | 2208 sqft
128 West CENTER Rd, West Stockbridge, MA 01266 - Berkshire County

3.57 acres West Stockbridge, MA

Sophisticated & stunning architecturally reconfigured and designed Contemporary Cape set privately off the road down a tree lined drive in a great location. Open plan living with a four season sun room, wood and tile flooring, three bedrooms, three baths, living room with fireplace, attached garage w/unfinished space above for potential studio. Gentle Berkshire pastoral & mountain views...a gem!
Private Lake
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$745,000 7.65 acres 3 Beds | 3 Baths | 2480 sqft
11 West Alford Rd, West Stockbridge, MA 01266 - Berkshire County

7.65 acres West Stockbridge, MA

SOPHISTICATED CAPE WITH PRIVACY AND DISTANT VIEWS on nearly 8 park-like acres. Absolute mint condition. High ceilings and great light. Nice details such as true divided light windows, paneled walls in the living/dining room, and southern heart pine floors. Excellent location. Quiet country road with expensive homes. An easy drive to the center of West Stockbridge or Great Barrington.
Private Lake
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$695,000 83.19 acres
Austerlitz Rd, West Stockbridge, MA 01266 - Berkshire County

83.19 acres West Stockbridge, MA

Create your own spectacular estate on +/-83 acres in West Stockbridge. Drive across the beautiful Baldwin Brook, travel up the hill and be amazed! The property has gorgeous distant mountain views including Mount Greylock. The acreage has been subdivided into four Form A lots and has been partially cleared to take advantage of the views. The combined assessment by the town is $1,079,600!
Private Lake
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$610,000 4.3 acres 3 Beds | 2 Baths | 1551 sqft
4 Austerlitz Road, West Stockbridge, MA 01266 - Berkshire County

4.3 acres West Stockbridge, MA

Featured in Cottage Living magazine, this charming farmhouse has been meticulously renovated with superb style taste and style. Light, bright kitchen with high quality appliances and french doors which open to the patio. Comfy living room with fireplace. Den/TV room which can also serve as an additional guest room. In addition, there is an office which offers pretty views to the outdoors. First floor master bedroom. Central a/c. Located on a desirable country road in West Stockbridge with easy access to Tanglewood, downtown West Stockbridge, and Great Barrington. There is a potential building lot which could be used for a guest house or kept for owner's enjoyment.
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$595,000 51.22 acres 3 Beds | 2 Baths | 1198 sqft
234 Great Barrington Rd, West Stockbridge, MA 01266 - Berkshire County

51.22 acres West Stockbridge, MA

Surrounded by 50 acres (3 contiguous building lots) this Contemporary Cottage, presently being used as a home office, has wide open spaces w/beautiful wood floors highlighting the post & beam construction. Unique & interesting in design, nature follows you throughout the house. Mature trees throughout the park-like acreage w/stonework & generous patio. Land can be subdivided, convenient location.
Private Lake
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$579,000 4.13 acres 3 Beds | 4 Baths | 3507 sqft
131 Great Barrington Rd, West Stockbridge, MA 01266 - Berkshire County

4.13 acres West Stockbridge, MA

Grand 3 bedroom contemporary house privately sited on top of a hill with distant mountain views.Large living/ dining area with fireplace, family room, powder room and first floor master suite.Upstairs are two more guest bedrooms one with fireplace, two full baths and a small loft. Partially finished basement, deck and screened porch.
Private Lake
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$499,900 10.88 acres 7 Beds | 7 Baths | 4260 sqft
STATE LINE Rd, West Stockbridge, MA 01266 - Berkshire County

10.88 acres West Stockbridge, MA

Square footage and # of rooms, etc. is based on combination of two dwellings on this plot. They are not subdividable per Assessor.
Private Lake
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$499,000 6.02 acres 3 Beds | 3 Baths | 2634 sqft
20 Smith Rd, West Stockbridge, MA 01266 - Berkshire County

6.02 acres West Stockbridge, MA

A unique offering on 6 acres of privacy with an expansive lawn with screened gazebo overlooking the pond and waterfall...all within minutes of the Village. This special home w/gleaming wood floors & natural light has 3br's & 2 baths, living room w/fp. Guest quarters on lower level w/fp & separate entrance. Large modern barn offers endless possibilities...this listing is must see property!!
Private Lake
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$425,000 4.5 acres 3 Beds | 3 Baths | 1916 sqft
272 Great Barrington Rd, West Stockbridge, MA 01266 - Berkshire County

4.5 acres West Stockbridge, MA

Wonderful view of Tom Ball Mountain...enjoy sunsets from the deck and sunrise at the breakfast table.Open floor plan, living room with sliders to in kitchen, over-sized master with views, two additional guest bedrooms, 2.5 baths. Lower walk out level is partially finished. Space for family room and pool table. Amenities include: metal roof, fire pit, front porch, Trax decking, generator
Private Lake