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Great Barrington, Massachusetts: Country Homes, Houses, and Rural Real Estate

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$2,399,000 15.3 acres 4 Beds | 5 Baths | 5528 sqft
5 Seekonk Cross Rd, Great Barrington, MA - Berkshire County

15.3 acres Great Barrington, MA

Unspoiled mountain views are the focal point of this wonderful architect-designed contemporary, composed of glass, wood, & rugged hewn stone. Spacious glass-walled great room opens to a fabulous stone terrace, steps from a heated in-ground pool. Down the hillside, past the orchard, a path leads through a little woods to the Alford Brook. Indoor lap pool, great interiors, ideal location. Perfect.
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$1,675,000 10.01 acres 3 Beds | 4 Baths | 2402 sqft
316 Long Pond Road Rd, Great Barrington, MA - Berkshire County

10.01 acres Great Barrington, MA

Spectacular home located on one of the most beautiful roads in the Berkshires. This contemporary new home features state of the art gourmet kitchen, large wood burning fireplace, master suite w/ soaking tub and separate shower, large walk-in closet, screened porch and detached two car oversized garage. Brilliantly designed by Rh Design with views from every window. Complete privacy.
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$1,395,000 10.4 acres 19 Beds | 18 Baths | 17550 sqft
684 South Egremont Rd, Great Barrington, MA - Berkshire County

10.4 acres Great Barrington, MA

Make this gracious 19th century 10 acre estate, your country home. Enjoy the golf course and woodland views. Room for friends and family with 13 bedrooms each with en suite bath. Spacious dining, gathering and entertaining space, wide inviting porches. Several working fireplaces. Includes two additional 4 & 3 bedroom homes and in ground pool. Owned and cared for by the same family for over 30 yrs
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$995,000 3.73 acres 4 Beds | 3 Baths | 3466 sqft
145 Hurlburt Rd, Great Barrington, MA - Berkshire County

3.73 acres Great Barrington, MA

French Country house with 4 bedrooms, pool and tennis court.Formal entry from the circular driveway, with marble flooring, a large Den, powder room and renovated Living room. Lots of glass in the kitchen, formal dining room and guest wing. Upstairs is the Master bedroom suite with Jacuzzi room and 2 more guest bedrooms that share a bath.
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$975,000 75.45 acres 7 Beds | 5 Baths | 4604 sqft
11 Ramsdell Rd, Great Barrington, MA - Berkshire County

75.45 acres Great Barrington, MA

Farmhouse well-built when Great Barrington was a small farming community. Property retains over 75 acres of the old Ramsdell farm. Wonderful Colonial with pond, brook and trails. Property abuts protected land. Across from Taft Farm, it is a jewel waiting to be loved again. Great 3-car garage, fantastic barn for your toys or home-based business. Well wooded with old trails and many more can
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$799,000 4.2 acres 4 Beds | 6 Baths | 4200 sqft
6 Deer Trail Rd, Great Barrington, MA - Berkshire County

4.2 acres Great Barrington, MA

Magnificent 4 Plus Bedroom Home on a quite country road .The home has a State of the Art Kitchen with 2 Miele Dishwashers , Wolf Range and many other features. There are three fireplaces throughout the house. The Den is Gorgeous and leads to a Patio overlooking beautiful gardens.
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$795,000 11.31 acres 3 Beds | 2 Baths | 2080 sqft
65 Hurlburt Rd, Great Barrington, MA - Berkshire County

11.31 acres Great Barrington, MA

SET BACK OFF ONE OF THE FINEST ROADS IN THE BERKSHIRES! Wonderfully private yet mere moments from downtown Great Barrington this chic contemporary offers 3-4 bedrooms on more than 11 acres! The updated interior offers pastoral views of the property's pasture & forest, large deck, a/c, fireplace, swimming pool, 1st floor suite, and an open floor plan for modern living! PRIME LOCATION!
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$749,000 22.91 acres 3 Beds | 4 Baths | 2630 sqft
75 Monument Valley Rd, Great Barrington, MA - Berkshire County

22.91 acres Great Barrington, MA

Amazing Eastern View over Barberie Pond, Newer Contemporary Cape with beautiful finishes. This home offers an easy care open plan with gleaming wood floors, quartzite counters, cherry cabinets and a first floor master bedroom. The front porch is a place to sit and relax while enjoying the mountain and water view. Few homes of this magnitude and view are available in this price range. MUST SEE
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$699,000 10 acres 5 Beds | 4 Baths | 4562 sqft
678 Stockbridge Rd, Great Barrington, MA - Berkshire County

10 acres Great Barrington, MA

Shaker Hill....a quirky rambling farmhouse surrounded by 10 acres of privacy and views of Monument Mountain. This five bedroom, four bath rustic, warm and sunny home has comfortable rooms with a view from almost every window. Two story Great Room with vaulted ceiling, eat-in country kitchen. 400 feet down a level drive, the location is most convenient minutes from Stockbridge & Great Barrington
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$698,000 4.13 acres 4 Beds | 5 Baths | 4129 sqft
348 Long Pond Rd, Great Barrington, MA - Berkshire County

4.13 acres Great Barrington, MA

HUGE PRICE REDUCTION!! Spacious, elegant contemporary located on quiet country road . Designer lighting and fixtures, open floor plan, soaring ceilings. Includes a private in-law suite with separate entrance, and laundry. Attached three bay garage, expansive deck. Very private 4+ acre lot. Priced well below assessed value. MOTIVATED SELLER.
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$675,000 3.97 acres 3 Beds | 3 Baths | 1443 sqft
119 Hurlburt Rd, Great Barrington, MA - Berkshire County

3.97 acres Great Barrington, MA

Simply Put: This is a WOW of a home! Set very privately on 4+ acres on much-admired Hurlburt Road, it's only five-minutes to our beloved Guido's and all things downtown Great Barrington! Beautifully appointed and refreshed throughout in the last 5 years with highest end choices including super-chef's kitchen goodies...Viking, Bosch and more. For details, see supplement.
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$635,000 2.17 acres 5 Beds | 4 Baths | 3560 sqft
16 Squaw Peak Rd, Great Barrington, MA - Berkshire County

2.17 acres Great Barrington, MA

Fabulous large kitchen w/ dramatic window wall & cherry cabinets in this contemporary home in Great Barrington. The Master suite impresses w/ a huge walk in closet & glass wall facing the moon rise. More space in the finished lower level w/ fireplace & full bath. A Large deck is off the kitchen and the big 2 car garage connects through the mudroom & laundry to a large family room w/ library.
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$559,000 2.5 acres 4 Beds | 3 Baths | 2554 sqft
1 Squaw Peak Rd, Great Barrington, MA - Berkshire County

2.5 acres Great Barrington, MA

Short ride to downtown Great Barrington.Formal living room with vaulted ceiling, family room with fireplace, spacious master bedroom, office and two guest bedrooms. Double lot offering a private backyard with beautiful fruit trees and a comfortable patio/outdoor eating area. Three season screened porch. New granite kitchen. Updated baths. Perfect for full time or second home living!
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$499,000 22 acres 4 Beds | 3 Baths | 2517 sqft
272 North Plain Rd, Great Barrington, MA - Berkshire County

22 acres Great Barrington, MA

Sweet four-bedroom country Cape, privately set on 22-acres. Attached garage plus large barn/garage with 800sf one-bedroom apartment above it, and a small cabin. The well-maintained home has great 'bones' for a stylish renovation, recent boiler and roof and updated electric, while the apartment offers potential rental income/guest space. Terrific location, 5 minutes from GB's Main Street activity.
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$499,000 3.5 acres 3 Beds | 2 Baths | 3016 sqft
234 LONG POND Rd, Great Barrington, MA - Berkshire County

3.5 acres Great Barrington, MA

GRACIOUSLY LANDSCAPED LOFT-LIKE COMTEMPORARY This loft-like contemporary set on a historic rural road offers privacy and convenience close to the center of Great Barrington. The open plan living, dining, kitchen and screen porch were designed to enjoy the pastoral and woodland views from the second floor.