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.
Sugar Hill Farm EH# 3612
EH# 3612
The lofty elevation of this Loire Valley-inspired Litchfield County estate provides for breathtaking views of the Housatonic River valley and the surrounding countryside. Just up from a majestic waterfall and at the end of a country lane, the Farm's half-mile …
6 Bedrooms • 7 Baths
• 9,141 Sq Ft • 110.84 Acres
On The Market
Exceptional combination of Privacy and Convenience EH# 3934
EH# 3934
Beautifully sited on 57 acres in North Egremont MA, this completely renovated Cape style home was originally built in the early 1900s. Peaceful and private yet less than one mile from the General Store and convenient to restaurants, recreation, and …
4 Bedrooms • 4 Baths
• 4,757 Sq Ft • 57.08 Acres
On The Market
Summer Fun - Copake Lake EH# 3995
EH# 3995
Enjoy Columbia County’s premier lake. On a quiet private road, a short walk to the Copake Lake Golf Course and Clubhouse with a great restaurant and bar. This 4 Bedroom, 2.5 Bath home, built in 2007, is an architect designed …
4 Bedrooms • 3 Baths
• 2,688 Sq Ft • 0.34 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
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
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
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
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
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
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
Elegant Berkshire Greek Revival EH# 3719
EH# 3719
With quality and detail from an earlier era, this grand estate is a home with a story. Farm house, country manor, B&B, it has been all of them, and now it waits for your ideas for its next chapter. From …
8 Bedrooms • 5 Baths
• 5,302 Sq Ft • 3.76 Acres
On The Market
Wells Hill Road Contemporary EH# 4083
EH# 4083
All the best of country living on Wells Hill Road in Salisbury, CT. This completely renovated contemporary with wide open spaces and a covered blue-stone wraparound entry is the perfect home to retreat to after a day of hiking the …
2 Bedrooms • 3 Baths
• 3,422 Sq Ft • 0.6 Acres
On The Market
Classic Cornwall Elegance EH# 3939
EH# 3939
This elegant 4-Bedroom, 2.5-Bath home is privately situated near the Cream Hill region of Cornwall, CT. A spacious floor plan on the main level opens to an expansive back deck, joining the Screened Porch, Living Room, Dining Room, and Kitchen …
4 Bedrooms • 3 Baths
• 3,156 Sq Ft • 4.34 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
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
39 Great Elm Road
EH# 3505
Outstanding views of the Catskills from this 4 Bedroom Guest House in the much desired, private Great Elm section of Sharon. The Guest House has a private entrance with approximately 2500 square feet, 4 Bedrooms and 3 Full Baths. Private …
Available: Summer
Total Rooms: 7
Bedrooms: 4
Bathrooms: 3
1/2 Baths: 0
Total Rooms: 7
Bedrooms: 4
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: To Be Determined
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
Lakeville Farmhouse with Breathtaking Views
EH# 3341
Fully renovated 1910 Connecticut Farmhouse, beautifully decorated with sunlit rooms and hilltop views. Three Bedrooms, 2 ½ Baths. Sleeping Loft, Living Room with high ceilings, fireplace and media system. Formal Dining Room plus breakfast nook for 4 in fully equipped …
Available: Monthly School Year
Total Rooms: 7
Bedrooms: 3
Bathrooms: 2
1/2 Baths: 1
Total Rooms: 7
Bedrooms: 3
Bathrooms: 2
1/2 Baths: 1
Sq. Ft.:
Heating: Propane
Air: Central Air
Fireplace: Yes
Furnished: Yes
Heating: Propane
Air: Central Air
Fireplace: Yes
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
Walk to the Lake
EH# 2549
Newly renovated with IKEA kitchen, new paint and flooring, this 4-Bedroom, 2.5-Bath home is perfect for an active family. Located within walking distance to local restaurants, ball fields, and Lakeville Lake. Rented through Summer 2019.
Available: School Year
Total Rooms: 8
Bedrooms: 4
Bathrooms: 2
1/2 Baths: 1
Total Rooms: 8
Bedrooms: 4
Bathrooms: 2
1/2 Baths: 1
Sq. Ft.: 0
Heating: Oil
Air:
Fireplace: No
Furnished: Yes
Heating: Oil
Air:
Fireplace: No
Furnished: Yes
Pets: To Be Determined
Television: Cable
Internet: Cable - Wifi
Pool:
Waterfront: Access
Television: Cable
Internet: Cable - Wifi
Pool:
Waterfront: Access
On The Market
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