Current Berkshire County Real Estate Listings: Below are our current properties for sale in Berkshire County located in Western Massachusetts in the Tri-State region of Connecticut and Upstate New York. Whether you are looking for a home for sale, a land parcel or the perfect country rental you can find it here. Other properties located outside of Berkshire County can be found by navigating above. Also, check our Communities page to learn more about the unique appeal of each of the 40+ different communities we serve.
LAST GREAT PLACES EH# 3702
EH# 3702
Rare Salisbury property located on the eastern side of the Taconic Plateau, a unique 63-acre parcel with two-period homes, offering 6-Bedrooms. Privacy abounds from this family compound with expansive eastern views and space to build your dream home. Both existing …
6 Bedrooms • 5 Baths
• 4,884 Sq Ft • 61.51 Acres
On The Market
Magnificent Lakeville Contemporary EH# 3921
EH# 3921
MOTIVATED SELLER This dramatic, custom built contemporary is perfectly situated on over 38 acres comprised of 4 separate parcels with open sky views overlooking a private pond. Soaring ceiling heights, numerous tall windows, skylights, expansive wall spaces perfectly suited for …
4 Bedrooms • 7 Baths
• 5,240 Sq Ft • 38.54 Acres
On The Market
Les Bichettes EH# 3068
EH# 3068
This delightful French Country home sits well back on 25 acres overlooking a pond and protected land. The style is set in the classic Living Room where delicate moldings enhance the French circa 1760 limestone fireplace, 18th-century "parquet de Versailles" …
7 Bedrooms • 8 Baths
• 5,999 Sq Ft • 25 Acres
On The Market
LONGREEN FARM EH# 3563
EH# 3563
Fabulous views from this spectacular horse property with potential barn rental revenue of $5,000 monthly. David Hopper, top horse dealer, trainer, and owner of Longreen Farm has domestically bred and sold over 2,000 champion sport horses for 48 years from …
4 Bedrooms • 4 Baths
• 2,888 Sq Ft • 43 Acres
On The Market
Chic Country Retreat EH# 3904
EH# 3904
Beautifully renovated in 2017, this Ellsworth Colonial is privately located on over 5 acres professionally landscaped with stonewalls maple trees that gracefully canopy the driveway and stunning white hydrangea bushes arranged in raised stone planters bordering the gravel courtyard. Custom …
5 Bedrooms • 5 Baths
• 3,988 Sq Ft • 5.94 Acres
Accepted Offer
On The Market
Atop Monarch Hill in Sheffield EH# 4050
EH# 4050
A dramatic hilltop setting highlights this unique contemporary that is filled with quality and style throughout. Beautiful decks, patios, professional landscaping, an in-ground pool, and 360-degree views all combine to make Monarch Hill the ultimate retreat. Carefully designed and built …
4 Bedrooms • 4 Baths
• 3,920 Sq Ft • 14.7 Acres
On The Market
Colonial Revival in Estate Setting EH# 4172
EH# 4172
Elegant home set on over 5 beautifully landscaped acres with specimen trees and spectacular open and protected western views located on prestigious South Main Street. Surrounded by the finest Estates, this home has wonderful appointments throughout the formal spaces as …
4 Bedrooms • 6 Baths
• 6,239 Sq Ft • 5.27 Acres
On The Market
Magnificent Cornwall Country Estate EH# 3471
EH# 3471
Beautifully preserved and restored barn style estate on 19 acres on Dibble Hill in Litchfield County. This home’s first floor rooms are gracious and welcoming. Extraordinary large and open Kitchen/Dining Area overlooks the spring-fed pond. An antique Alabama Barn has …
4 Bedrooms • 5 Baths
• 5,000 Sq Ft • 18.73 Acres
On The Market
Restored Colonial with Pool and 1 Bedroom Guest House EH# 3937
EH# 3937
Privacy and serenity are guaranteed on this charming restored 1768 Colonial saltbox on 23 acres. The main house, with many original features, has an eat-in kitchen with premium appliances, three fireplaces, central AC and a generator. The one bedroom guest …
3 Bedrooms • 3 Baths
• 2,363 Sq Ft • 23.59 Acres
On The Market
Knolly Brook EH# 3454
EH# 3454
One of Norfolk's finest historic homes. Solid and well maintained with a multifaceted history. Filled with period details, fine craftsmanship, two stunning grand staircases, high ceilings, pocket doors, English shadowbox paneling, generous public rooms, 8 Bedrooms, 4 full and 2 …
8 Bedrooms • 6 Baths
• 4,689 Sq Ft • 5 Acres
On The Market
LAKEVILLE VICTORIAN EH# 4065
EH# 4065
Features of this beautiful antique home include 6 bedrooms, an open floor plan filled with sunlight, an eat-in kitchen with access to the outdoor deck perfect for dining or relaxing. Conveniently located to Salisbury Central School, the town center of …
6 Bedrooms • 4 Baths
• 2,825 Sq Ft • .5 Acres
On The Market
Majestic Home Site with Additional House and Parcel EH# 3581
EH# 3581
The building site has 1,070 ft. elevation. Enjoy views and privacy from atop 33+ acre parcel of land in Sharon, CT. Existing 2 Bedroom, 1 Bath home and additional building lot on the upper plateau with distant views and unlimited …
2 Bedrooms • 1 Baths
• 1,644 Sq Ft • 33.75 Acres
On The Market
Twin Lakes Retreat EH# 4042
EH# 4042
Enjoy waterfront living on Lake Washinee. Features of this lake property include an open Living Room with wood burning fireplace and sliding glass doors leading to the wood deck overlooking the water. This home has 3 Bedrooms, 1 Bath and …
3 Bedrooms • 1 Baths
• 1,204 Sq Ft • 0.46 Acres
On The Market
Gracious Great Elm Estate EH# 3916
EH# 3916
Simplify your life and enjoy all the amazing attributes this well-maintained community has to offer while living in your private and lovely single family with 3 bedrooms, 3.5 baths, architecturally designed home. Each bedroom offering an ensuite. The master suite …
3 Bedrooms • 4 Baths
• 2,713 Sq Ft • 2.62 Acres
On The Market
Location! Location! Location! EH# 3428
EH# 3428
Enjoy the serenity of the country from the deck of this private 3 Bedroom, 2 Bath home, located on the premier Belgo Road section of Lakeville, Connecticut. Set on 2.07 acres, this home with its open floor plan and large …
3 Bedrooms • 2 Baths
• 2,344 Sq Ft • 2.07 Acres
On The Market
THE JOHN SPRAUGE HOUSE 1739 EH# 3906
EH# 3906
"One of Americas most Historic Homes" Set back off Gay Street ( route 44) in Historic Sharon Ct. on 2.2 lush acres, this historic Dutch Colonial is filled with period detail. There are 6 bedrooms 2 full and 1 half bath, …
6 Bedrooms • 3 Baths
• 3,558 Sq Ft • 2.2 Acres
On The Market
Pond Side EH# 3344
EH# 3344
“Pond Side” offers lush grounds and gardens, your own pond and terrace in the heart of historic Colebrook Village. This mini Estate offers a desirable mid-century modern home with 4 Bedrooms and 3 full Baths, a 50'x16' Family Room with …
4 Bedrooms • 4 Baths
• 4,259 Sq Ft • 3.8 Acres
On The Market
Indian Lookout EH# 3442
EH# 3442
This property offers amazing views of Litchfield County. Sturdy and livable brick home with fireplace, 2 Bedrooms, 1 Bath and Family/Dining. Large stone terrace with Western views for miles. Also available with the 100 acres across the street.
2 Bedrooms • 1 Baths
• 1,325 Sq Ft • 13.8 Acres
On The Market
Private Berkshire Rental
EH# 4214
Enjoy the privacy of this well maintained A-frame home, set on 5 plus acres boarded by woods, This fully furnished 4 bedrooms, 3 bath home offers an open floor concept, kitchen, dining, living room with a spacious screen porch with …
Available: School Year Short Term Winter
Total Rooms: 6
Bedrooms: 4
Bathrooms: 3
1/2 Baths: 0
Total Rooms: 6
Bedrooms: 4
Bathrooms: 3
1/2 Baths: 0
Sq. Ft.:
Heating: Electric, Propane
Air: Window Units
Fireplace: Yes
Furnished: Yes
Heating: Electric, Propane
Air: Window Units
Fireplace: Yes
Furnished: Yes
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Lakeville Manor Cottage
EH# 3512
3BR/3BA cottage in Lakeville, CT. Steps from the Grove and the lake (Lake Wononscopomuc, the deepest lake in CT), convenient to all points of local interest. Cozy, yet spacious at 1,600sq ft and 12ft ceilings. No detail spared in the …
Available: Summer
Total Rooms: 5
Bedrooms: 3
Bathrooms: 3
1/2 Baths: 0
Total Rooms: 5
Bedrooms: 3
Bathrooms: 3
1/2 Baths: 0
Sq. Ft.:
Heating: Propane
Air: Central Air
Fireplace: No
Furnished: Yes
Heating: Propane
Air: Central Air
Fireplace: No
Furnished: Yes
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Charming Millerton Rental
EH# 3504
Ready for occupancy, this inviting, well maintained, furnished 3 Bedroom, 2 Bath home is located within minutes to the Village of Millerton. Open floor plan on first floor with Kitchen, Living Room and Dining Room. Bedroom and Full Bath with …
Available: School Year Yearly
Total Rooms: 6
Bedrooms: 3
Bathrooms: 2
1/2 Baths: 0
Total Rooms: 6
Bedrooms: 3
Bathrooms: 2
1/2 Baths: 0
Sq. Ft.:
Heating: Electric
Air:
Fireplace: No
Furnished: Yes
Heating: Electric
Air:
Fireplace: No
Furnished: Yes
Pets: To Be Determined
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Antique Lakeville Village Rental
EH# 4047
Spacious Bright Rear Wing of an 1837 Colonial Duplex in the village of Lakeville CT offering 2-3 Bedrooms, 2 Full Baths, an updated eat-in kitchen and a bright, expansive, Living Room that opens to sunny Patio. Both Bedrooms are on …
Available: School Year Yearly
Total Rooms: 5
Bedrooms: 2
Bathrooms: 2
1/2 Baths: 0
Total Rooms: 5
Bedrooms: 2
Bathrooms: 2
1/2 Baths: 0
Sq. Ft.:
Heating: Oil
Air:
Fireplace: No
Furnished: No
Heating: Oil
Air:
Fireplace: No
Furnished: No
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
In-Town 4BR Salisbury Retreat
EH# 4140
A Covered Front Porch with bead-board ceiling opens to this home’s open-concept Kitchen, Dining & Living Areas – creating an inviting and comfortable in-town country retreat. Three floors of pristine living space, including 4 Bedrooms and 3.5 well-appointed Baths are …
Available: Monthly School Year Short Term Summer
Total Rooms: 9
Bedrooms: 4
Bathrooms: 3
1/2 Baths: 1
Total Rooms: 9
Bedrooms: 4
Bathrooms: 3
1/2 Baths: 1
Sq. Ft.:
Heating: Propane
Air: Central Air
Fireplace: No
Furnished: Yes
Heating: Propane
Air: Central Air
Fireplace: No
Furnished: Yes
Pets: None Allowed
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Television: Cable
Internet: Cable
Pool:
Waterfront: No
Privacy with a View
EH# 4037
Contemporary home offering 3/4 bedrooms, 3.5 baths on a private 5 acre parcel with a view. Living room with fireplace, dining room, kitchen with breakfast bar. Family room and 1/2 bath on main level. Second floor offering master bedroom with …
Available: School Year Summer Yearly
Total Rooms: 6
Bedrooms: 3
Bathrooms: 3
1/2 Baths: 1
Total Rooms: 6
Bedrooms: 3
Bathrooms: 3
1/2 Baths: 1
Sq. Ft.:
Heating: Oil
Air: Central Air
Fireplace: Yes
Furnished: Yes
Heating: Oil
Air: Central Air
Fireplace: Yes
Furnished: Yes
Pets: To Be Determined
Television: Satellite
Internet: Cable
Pool:
Waterfront: No
Television: Satellite
Internet: Cable
Pool:
Waterfront: No
Luxury School year Apartment #1
EH# 3298
Listed on the National Register of Historic Places One 2-Bedroom Apartment with 2 Baths, living area, dining area, fully outfitted, furnished, professionally appliance'd Kitchen, in-unit laundry, walk-in closet and one dedicated parking space. High ceilings and overflowing with natural light.
Available: School Year Yearly
Total Rooms: 5
Bedrooms: 2
Bathrooms: 2
1/2 Baths: 0
Total Rooms: 5
Bedrooms: 2
Bathrooms: 2
1/2 Baths: 0
Sq. Ft.: 1300
Heating: Propane
Air: Central Air
Fireplace: No
Furnished: Yes
Heating: Propane
Air: Central Air
Fireplace: No
Furnished: Yes
Pets:
Television:
Internet: DSL - Wifi
Pool:
Waterfront: No
Television:
Internet: DSL - Wifi
Pool:
Waterfront: No
Taconic Waterfront Carriage House
EH# 4026
Step from Living Room French doors to terrace and gardens overlooking the Channel from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this renovated turn-of-the-century Carriage House. Master Bedroom suite, plus two Bedrooms with Bath on …
Available: Summer
Total Rooms: 6
Bedrooms: 4
Bathrooms: 3
1/2 Baths: 0
Total Rooms: 6
Bedrooms: 4
Bathrooms: 3
1/2 Baths: 0
Sq. Ft.: 0
Heating: Propane
Air:
Fireplace: Yes
Furnished: Yes
Heating: Propane
Air:
Fireplace: Yes
Furnished: Yes
Pets: None Allowed
Television: Cable
Internet: Cable - Wifi
Pool:
Waterfront: Yes
Television: Cable
Internet: Cable - Wifi
Pool:
Waterfront: Yes
On The Market
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