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

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$1,975,000 15.3 acres 4 Beds | 5 Baths | 5528 sqft
5 Seekonk Cross Rd, Great Barrington, MA 01230 - Berkshire County

15.3 acres Great Barrington, MA

RARE OPPORTUNITY TO OWN A PIECE OF PARADISE: EXTRAORDINARY VIEWS: A Highly desirable location minutes to the bustling downtown with just over 15 verdant and private acres. A beautifully sited and sun-filled home merging the latest amenities with impeccable design. Panoramic window walls frame the main rooms including the state-of-the-art-kitchen, great room, living room, dining room, and master.
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$1,195,000 6.49 acres 3 Beds | 4 Baths
0 & 399 State Rd, Great Barrington, MA 01230 - Berkshire County

6.49 acres Great Barrington, MA

Stunning, meticulously maintained & updated 18th century colonial. Magnificent grounds w/ in-ground gunite pool, apple orchards, pear & cherry trees, & impeccable landscaping w/ mature plantings. State-of-the-art kitchen & beautiful stone fireplaces. Ideally situated 7 minutes from downtown Great Barrington & next to Ski Butternut. Perfect for true relaxation & entertaining your family & friends!
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$1,149,000 3.37 acres 5 Beds | 4 Baths | 3426 sqft
48 KALLISTE Hill, Great Barrington, MA 01230 - Berkshire County

3.37 acres Great Barrington, MA

Perched High On A Ridge this Five Bedroom Overlooks Magnificent Mountain Views. Exceptional Location, minutes to Tanglewood, 2.5 hr to NYC & Boston, 1 Mile to Main St Great Barrington - voted #1 Small Town in America. Three above ground levels provide ample space for family and/or guests. Open living and dining, spacious bedrooms, large porch and decks, all on three lush acres.
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$995,000 2.02 acres 3 Beds | 2 Baths | 2900 sqft
15 Berkshire Heights Rd, Great Barrington, MA 01230 - Berkshire County

2.02 acres Great Barrington, MA

STUNNING CONTEMPORARY + STUDIO/GUEST HOUSE in a premier location on the ''Hill.'' Walking distance to Main Street and Lake Mansfield. Easy, one-level living. Soaring ceilings, great light. All rooms have glass doors to a deck which spans the length of the house. Two car attached garage. The studio/guest house has propane heat and a half bath and is about 800 square feet on two levels.
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$895,000 3.73 acres 4 Beds | 3 Baths | 3466 sqft
145 Hurlburt Rd, Great Barrington, MA 01230 - 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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$835,000 75.45 acres 7 Beds | 5 Baths | 4604 sqft
11 Ramsdell Rd, Great Barrington, MA 01230 - Berkshire County

75.45 acres Great Barrington, MA

Magical Property. 75+ Acres including Pond, Babbling Brook & HikingTrails. Property abutts Protected Land. Not often does a large property with a romantic setting become available in such a convenient Location. 8 Bedrooms, 41/2 baths. 2 Porches, 3 Bay Garage, plus a very large detached Workshop/Barn..Many Possibilities,Family Campond, Artist, Car Enthusiast, B&B, Retreat Center.
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$749,000 11.31 acres 3 Beds | 2 Baths | 2080 sqft
65 Hurlburt Rd, Great Barrington, MA 01230 - 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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$729,000 9.64 acres 5 Beds | 3 Baths | 3616 sqft
434 Stockbridge Rd, Great Barrington, MA 01230 - Berkshire County

9.64 acres Great Barrington, MA

This is the ultimate home for family and friends. The Post & Beam Great Room is magnificent with a pool table, bar and fireplace. The entire home is comfortable and cozy, kid friendly with an Art Room and finished Basement. There is a large back Deck for grilling and an amazing screened in Front Porch for relaxing. The house sits on 9+ acres, yet is walking distance to restaurants and shopping.
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$699,000 10 acres 5 Beds | 4 Baths | 4562 sqft
678 Stockbridge Rd, Great Barrington, MA 01230 - 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 01230 - 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 8 acres 3 Beds | 4 Baths | 2630 sqft
75 Monument Valley Rd, Great Barrington, MA 01230 - Berkshire County

8 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 enjoy the mountain and water view. Few homes of this magnitude and view are available in this price range. Abutting conservation land.
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$665,000 3.97 acres 3 Beds | 3 Baths | 1443 sqft
119 Hurlburt Rd, Great Barrington, MA 01230 - 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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$599,000 2.17 acres 5 Beds | 4 Baths | 3560 sqft
16 Squaw Peak Rd, Great Barrington, MA 01230 - 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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$558,000 8.6 acres 5 Beds | 3 Baths | 2688 sqft
37 Lake Buel Rd, Great Barrington, MA 01230 - Berkshire County

8.6 acres Great Barrington, MA

Enjoy the serenity of the Berkshires in this ranch inspired home. Spacious 5 Bedroom, 3 bath house with field stone fireplace. Over 8 acres of sweeping Monument Mountain views from your back deck and all moments from downtown Great Barrington and Ski Basin. Property includes large two car garage, gardening shed and barn. Long driveway to your own private rustic setting.
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$549,000 5.53 acres 3 Beds | 3 Baths | 2523 sqft
5 Squaw Peak Rd, Great Barrington, MA 01230 - Berkshire County

5.53 acres Great Barrington, MA

NEWLY BUILT CAPE on a quiet road convenient to Main Street. More than 5 acres of open lawn and pretty woodlands. The house is light-filled and super energy efficient, with lots of bells and whistles... including a first floor master bedroom suite, and a beautiful kitchen with granite countertops and stainless appliances. A bright, walk-out lower level is partially finished and adds real value.