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59 Main St

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This handsome Colonial two-story inn resides in historic Sheffield. Originally built for Rev. Bradford, this house has watched over generations of families. A successful B & B for the last 20 years-Trip Advisor Award of Excellence/#1 B & B. 7BR/7BA in the Inn, gracious dining, country kitchen & contemporary innkeepers quarters 2BR/1.5 BA. Barn/garage 24×40. […]

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670 Boardman St

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EXQUISITE COUNTRY RETREAT on 5.5 private, manicured acres available for the first time since 1958! Expansive & bright rooms throughout, including 3,576 sq ft of living space, 4 bedrooms, and 5 full baths. Oak flooring, maple flooring, wide pine plank flooring, ceramic tile, cedar closet, walk-in closet, central A/C, and backup generator are just a […]

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121 Hickey Hill Rd

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looking for that little piece of Berkshire sky? A quiet place to watch the sunset? just gaze at the stars as you relax on your back deck. This counrty home is just the place. Situated on a hilltop in Sheffield drenched in sunlight. If your looking for quiet, mountain views, privacy, land, move in ready […]

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139 Main St

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This complex could be returned to single-family residence or multi-generational dwelling complex Currently a well-established business operates in the first floor commercial space with diverse offerings in food and beverage, including a retail beer and wine license. Two large 2 bedroom apartments on the second floor of this mixed-use building provides additional income. A separate […]

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704 Hewins St

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Beautiful contemporary farmhouse with gorgeous pasture and river views, nestled on Hewins Street, known for its amazing distant, scenic mountain vistas. Open first floor plan complete with farmer’s porch and new deck. Large master suite, 2 car garage, newly finished walkout lower level and back up generator are just a few of the amenities.

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1144 Ashley Falls Rd

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Partly wooded and partly in pasture, these three lots enjoy Southwesterly vistas towards Rannapo Rd. Great opportunity for a family compound in a quiet setting yet still in a central location. Enjoy the Sheffield Land Trust, and Bartholomew’s Cobble close by. 4 miles south of Main St, Sheffield.

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169 Ashley Falls Rd

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Beautiful renovated home on a nice country road. This home is perfect for someone who wants a move in ready house that everything has been taken care of. Everything has been redone including but not limited to the roof, the kitchen, the bathrooms, the electrical, and the plumbing. This is a must see for all […]

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84 Cook Rd

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Looking for a move-in ready home with four usable acres? Look no further! This home sits on 4.3 sunny, flat acres & features a large detached workshop & office (both with radiant heat) that allow a work-from-home opportunity. Through the front door is a chef’s kitchen with radiant heat & granite countertops & features Wolfe […]

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839 Bow Wow Rd

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Fabulous opportunity to own 57 acres of land with a four acre building envelope. Build your dream house and be surrounded by 49 acres of total privacy but not isolated. On beautiful Bow Wow Rd. just minutes to all of our Berkshire amenities

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1134 Brush Hill Rd

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Privacy abounds. The perfect spot to build your new home on 29.81 acres abutting the 1842 acre East Mountain State Forest. Stone walls, hardwood trees, cleared area for a building site all at the end of a town maintained road makes this the perfect spot to call home.. Well, electric and driveway already there. Just […]

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