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Homes for sale in Sheffield Massachusetts - Page 1 of 2

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$1,395,000 16.49 acres 4 Beds | 3 Baths | 4000 sqft
304 HICKEY HILL Rd, Sheffield, MA 01257 - Berkshire County

16.49 acres Sheffield, MA

Historic farmhouse originally part of Merryfield Farm in Sheffield. Built in the 1790's, it was meticulously renovated in 2012 with the help of a talented architect, renowned builder and exacting owner. Structural improvements include a new foundation, septic tank, well, roof, 5 zone heating and central air conditioning, new hot water tank, plumbing and electrical systems.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$345,000 9.69 acres
HICKEY HILL Rd, Sheffield, MA 01257 - Berkshire County

9.69 acres Sheffield, MA

Sunny acreage of pasture and woodland, with a building site carved out on the edge of the pasture and nestled into the woodlands with views over Sheffield, including the church steeple, the Taconic Hills and the sunset. Loads of sun for gardening and farming, woodlands for hiking and foraging, and a stream gorge that cascades down the border of the property. Great spot to build a dream home.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
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$155,000 7.65 acres
0 Barnum St, Sheffield, MA 01257 - Berkshire County

7.65 acres Sheffield, MA

Beautiful parcel of land on bucolic Barnum Street in the historic Ashley Falls area of Sheffield, abutting Nature Conservancy land behind and across the street. The land offers some glacial outcroppings along with a portion of and views over a secluded field at the back of the property. The driveway is roughed in and ready to use. Possible westerly views.
TIM LOVETT BERKSHIRE PROPERTY AGENTS
$2,800,000 8.5 acres 6 Beds | 6 Baths | 6315 sqft
795 Rannapo Rd, Sheffield, MA 01257 - Berkshire County

8.5 acres Sheffield, MA

A true American treasure, beautifully expanded yet perfectly preserved, might grace our market once in a lifetime: Such a treasure is the Gen. John Ashley House(c.1762, renov. 1857,1984,1992). Upon a bucolic bend of the gentle Housatonic, this historic estate hosts elegant luxuries-- 6 BR, 6 bath, pool & pool house, sauna, summer porch, dining arbor, guest wing, +/- 8.5 sheltered acres & much more!
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$1,995,000 14.52 acres 4 Beds | 4 Baths | 4892 sqft
514 Rannapo Rd, Sheffield, MA 01257 - Berkshire County

14.52 acres Sheffield, MA

Built in 1785, Bull Hill Farm is a masterpiece restoration and re-imagination of a classic New England barn & farmhouse that is a true sum of its parts. The 3 BR 2 1/2 BA, 3,552 sq. ft. farmhouse features Colonial & Federal details throughout including original hardware, antique glass, wide-board floors & 2 working fireplaces. Living spaces include 2 formal parlors, family room with
$1,175,000 8.5 acres 4 Beds | 4 Baths | 6684 sqft
50 North Undermountain Rd, Sheffield, MA 01257 - Berkshire County

8.5 acres Sheffield, MA

Minutes to the Connecticut border this handsome brick Federal home is situated on 8+ acres of gardens, lawn, in ground pool and woods. Original home dates to 1818 with a 1917 addition. Stately rooms; 5 working fireplaces, gleaming wood floors, plaster walls, dental molding, dining room with raised paneling, and a spacious eat in kitchen. Large sun room with fireplace, gallery with private entrance
$1,050,000 4.26 acres 3 Beds | 2 Baths | 3456 sqft
102 Rannapo Rd, Sheffield, MA 01222 - Berkshire County

4.26 acres Sheffield, MA

Breathtaking Timber Frame home offers a modern lifestyle while embracing a centuries old Berkshire tradition. The home features three bedrooms and two bathrooms, and a private one-bedroom, one-bathroom guest suite above the oversized, heated garage. The home is loaded with custom finishes and has an open floor plan, yellow pine timbers, reclaimed chestnut floors in the great room, dramatic
$799,000 4.97 acres 4 Beds | 5 Baths | 3500 sqft
199 Hickey Hill Rd, Sheffield, MA 01257 - Berkshire County

4.97 acres Sheffield, MA

Stunning four-bedroom Dutch Gambrel home on almost 5 acres, which a 1.57-acre parcel abuts the property & is a legal building lot. This home has it all--great entertaining space, cook's kitchen, privacy, incredibly peaceful gardens & great outdoor living areas including beautiful screened porch & adjoining deck. Meticulously maintained & in move-in condition. Taxes shown are house parcel only.
$795,000 2 acres 7 Beds | 5 Baths | 6342 sqft
685 North Undermountain Rd, Sheffield, MA 01257 - Berkshire County

2 acres Sheffield, MA

First time offered! Built in 1768 by the first Dutch settlers of Sheffield, & in the same family for FIVE generations. Well-maintained Colonial with over 6,000 SF, 7 bedrooms, 4.5 bathrooms, 6 fireplaces, hand-blown glass windows, & porte cochere which brings you back to a different time! Mostly wood floors throughout. Situated on 2 acres with spectacular views over protected land.
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$699,000 6.2 acres 4 Beds | 6 Baths | 2797 sqft
375 Hewins St, Sheffield, MA 01257 - Berkshire County

6.2 acres Sheffield, MA

Gracious Colonial with grand, distant mountain VIEWS, protected land across the street (farmland). New liner in the pool. Well maintained in and out.Finely proportioned entertaining spaces. Easy to show.
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$645,000 2.12 acres 3 Beds | 3 Baths | 2684 sqft
969 SILVER St, Sheffield, MA 01257 - Berkshire County

2.12 acres Sheffield, MA

TREMENDOUS PRICE REDUCTION. C2000 BARN STYLE HOME ON A PRESTIGIOUS COUNTRY ROAD ABUTTING TOBY HILL FARM. CLOSE TO SALISBURY CT, & GT BARRINGTON. USING REPURPOSED WOOD, THIS ARTISTIC AND IMMACULATE HOUSE HAS THREE BEDROOMS, THREE BATHS, FIRST FLOOR DEN THAT CAN DOUBLE AS A BEDROOM, OPEN DINING AND KITCHEN, HUGE FOYER. NEWLY PAINTED, DOUBLE HEIGHT LIVING ROOM WITH A FIREPLACE, SCREENED PORCH, CENTRAL AIR, AND A SEPARATE TWO CAR GARAGE. EXTENSIVE LANDSCAPING OF SPECIMEN TREES, PERENNIAL GARDENS
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$599,000 9 acres 8 Beds | 9 Baths | 4314 sqft
94 Maple Ave, Sheffield, MA 01257 - Berkshire County

9 acres Sheffield, MA

A majestic home on a peaceful country road, but walking distance to town. Originally built as a boarding house this property boasts 8 bedrooms, each with an en suite bath PLUS an owners quarters. A huge porch, an inground pool, lovely fireplace and large kitchen.
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$599,000 2.4 acres 7 Beds | 6 Baths | 3340 sqft
216 South Main St, Sheffield, MA 01257 - Berkshire County

2.4 acres Sheffield, MA

This elegant home has many modern updates, but maintains its historic charm-a seamless blend of old and new. The guest wing has 4 bedrooms with ensuite baths- perfect for vacation rentals or entertaining all of your friends! Brand new deck, charming barn, ample entertaining space indoors and out, conveniently located yet set way back from the road. Delightful and worth a look!
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$599,000 2.4 acres 7 Beds | 3340 sqft
216 South Main St, Sheffield, MA 01257 - Berkshire County

2.4 acres Sheffield, MA

This elegant home has many modern updates, but maintains its historic charm-a seamless blend of old and new. The guest wing has 4 bedrooms with ensuite baths- perfect for vacation rentals or entertaining all of your friends! Brand new deck, charming barn, ample entertaining space indoors and out, conveniently located yet set way back from the road. Delightful and worth a look!
$595,000 2 acres 3983 sqft
48 South Main St, Sheffield, MA 01257 - Berkshire County

2 acres Sheffield, MA

The 1802 House - A classic New England B&B in the heart of the Berkshires. This gracious Victorian offers 8 bedrooms, 5 with en-suite baths and 3 with shared baths, double front parlors with marble fireplaces, cozy glassed sun-porch / breakfast room, and cook's kitchen & pantry. Exterior amenities include a screened porch, rocking-chair front porch, 2 bay garage and large rustic barn. The spacious level lawn features beautiful landscaping and room for small events and gatherings.
$595,000 2 acres 8 Beds | 7 Baths | 3983 sqft
48 South Main St, Sheffield, MA 01257 - Berkshire County

2 acres Sheffield, MA

Picturesque 8-bedroom, 5 bath Victorian in the heart of historic Sheffield, MA. This charming home offers bright & spacious rooms throughout including 2 front parlors with marble fireplaces, large cook's kitchen & pantry, lovely enclosed glass sun porch & en-suite bathrooms. Exterior amenities include 2-bay garage, large rustic barn & beautiful landscaping.
$529,900 2.1 acres 7 Beds | 5 Baths | 3200 sqft
400 S. Undermountain Road, Sheffield, MA 01257 - Berkshire County

2.1 acres Sheffield, MA

A beautifully crafted log home that has been custom designed to suit its life as a successful B&B Inn. 7 Bedrooms/5 Bathrooms (four en-suite). Separate owner living space. This unique property is also perfect for in-home business or large family/in-law needs. Well-maintained; with a new roof in 2015, updated heating, plumbing and electrical systems, modern kitchen with granite counters and stainless steel appliances, a large living room with fireplace. Enjoy deeded access to Berkshire Lake for swimming, fishing, kayaking; just a short walk away. Located minutes from Great Barrington, Salisbury, CT and Catamount Ski.
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$495,000 1 acres
28 South Main St, Sheffield, MA 01257 - Berkshire County

1 acres Sheffield, MA

LOOKING FOR AN INVESTMENT PROPERTY? This could be it! The home has a strong vacation rental history, while the commercial space could bring in even more income. 1600 sq/ft commercial space. 3000 sq ft home sleeps 14. Possible BnB, retail, office space, or work/live. Detailed rental history and reviews available upon request. See MLS # 209673 for more info about the home.
$450,000 3.32 acres 3 Beds | 2 Baths | 1620 sqft
974 Berkshire School Rd, Sheffield, MA 01257 - Berkshire County

3.32 acres Sheffield, MA

METICULOUSLY RENOVATED HOME WITH FABULOUS STYLE! Great corner lot with screened porch and outdoor fire pit on over 3 acres. The new kitchen with soapstone countertops flows to the dining area and into the living room with large stone fireplace. Must see this three bedroom and two bath home.
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$439,000 4.1 acres 4 Beds | 2 Baths | 2626 sqft
85 County Rd, Sheffield, MA 01257 - Berkshire County

4.1 acres Sheffield, MA

Charming New England Farmhouse in idyllic setting complete with babbling brook. Walking through the classic front porch there is a large mudroom off foyer. Large open kitchen area with dining room, huge walk in pantry,sun room. Fieldstone Fireplace graces the living room which flows into family room. Off of the sunroom is a cozy office. Guest house on property. Great location off a country road.
$389,000 4.37 acres 3 Beds | 3 Baths | 2072 sqft
84 Cook Rd, Sheffield, MA 01257 - Berkshire County

4.37 acres Sheffield, MA

Positively charming home in private setting close to Village center. Move-in condition. Detched 2 bay garage with separately heated Studio, radiant heat in detached garage. Central Vacuum in Main House. Full house Generator in Main House and Detached garage.Propane usage approximately 1300 gallons/year.
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$379,000 1 acres 2 Baths | 1800 sqft
647 North MAIN St, Sheffield, MA 01257 - Berkshire County

1 acres Sheffield, MA

Located on busy Rte. 7 in Sheffield. Currently an open floor plan on the first floor, full one bedroom apartment on the second floor. Many possibilities.
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$375,000 12.38 acres
0 Rannapo Rd, Sheffield, MA 01257 - Berkshire County

12.38 acres Sheffield, MA

Level & mostly cleared 12.38 acre parcel on one of the prettiest roads in the Berkshires. In an area of fine country homes & abutting conservation and protected wetlands.
$315,000 75.11 acres
0 Hulett Hill Rd, Sheffield, MA 01257 - Berkshire County

75.11 acres Sheffield, MA

Incredible offer for 75.11 beautiful countryside acres. Ideal if seeking peace and quiet and privacy, farming. Enjoy spectacular vistas of the Berkshires and lovely meadows. There are two lots of approximately 37.5 acres each. The lots can be purchased as one parcel of 75.11 acres or purchased separately. Selective logging has allowed for ease of access and site selection
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$299,000 9 acres
0 Rannapo Rd, Sheffield, MA 01257 - Berkshire County

9 acres Sheffield, MA

Privately situated open meadowland on one of the prettiest roads in the Berkshires. 9 level & mostly cleared acres in an area of fine homes surrounded by conservation & protected wetlands.
$299,000 28.15 acres
Weatogue Rd, Sheffield, MA 01222 - Berkshire County

28.15 acres Sheffield, MA

Private yet easily accessible building acreage with potential views. Surrounded by protected Trustees of Reservations land, this 28 acre hillside parcel offers multiple site options and elevated southern exposure.
$279,000 2.22 acres 3 Beds | 2 Baths | 2800 sqft
128 Rannapo Rd, Sheffield, MA 01257 - Berkshire County

2.22 acres Sheffield, MA

Privately set back off one of the prettiest roads in the Berkshires. The main floor offers a bright & spacious layout with large kitchen with skylight, living & dining areas with hardwood floors, master suite with private bath & two bedrooms with a shared common bath. Spacious finished lower level offers lots of flexible space with two additional rooms for office, den or overflow guest space.
$229,000 10 acres
1080 WATER FARM Rd, Sheffield, MA 01257 - Berkshire County

10 acres Sheffield, MA

Love at first sight.Pastoral countryside drive brings you to this special setting on 10 ac +/-. If privacy & living well w/nature are among your desires ...look no further.All of the costly hard work has been done,surveyed,selectively cleared,septic,well & electric are in. There is lumber harvested on site.Vernal stream.Possible subdivide,great equestrian property. Seller financing maybe available
$209,000 3 acres 3 Beds | 1 Bath | 1220 sqft
46 Clayton Rd, Sheffield, MA 01222 - Berkshire County

3 acres Sheffield, MA

Wonderful Log home set on 3 private acres in the village of Ashley Falls. Great open floor plan with 3 Bedrooms and 1 Bath. Hardwood flooring, large Basement and a 10x16 Deck off the rear to enjoy beautiful Southern views. Make this home a must see!! Also, this home has a new roof and septic.