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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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$448,000 5.03 acres 3 Beds | 4 Baths | 3150 sqft
276 South Undermountain Rd, Sheffield, MA 01257 - Berkshire County

5.03 acres Sheffield, MA

Gilded Age converted carriage house to a three bedroom, four bath home, with waterfront lots across the street on Berkshire Lake. The huge great room has a big stone fireplace, views to the lake, and is open to the kitchen. Two of the three bedrooms are two-room suites, and all are ensuite. The ground floor has limitless possibilities, original wooden stable walls, and a wood stove. Recent renovations include a Buderus boiler, all new electric, and full insulation. Cell service, cable TV and Internet, and fresh mountain spring drinking water.
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
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$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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$1,175,000 8.5 acres 4 Beds | 4 Baths | 1 ½ Bath | 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
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$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
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$799,000 4.97 acres 4 Beds | 5 Baths | 2 ½ 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.
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$795,000 2 acres 7 Beds | 5 Baths | 1 ½ Bath | 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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$695,000 1 acres 7668 sqft
1884 North Main St, Sheffield, MA 01257 - Berkshire County

1 acres Sheffield, MA

Easily adaptable large commercial / manufacturing space with office & reception area, 3 bathrooms, 2 overhead doors, storage loft and lots of parking. High capacity A/C and 400 amp & 800 amp electric services. High visibility and traffic count offering easy access to the Route 7 corridor and tri-state area.
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$650,000 4.04 acres 4 Baths | 2 ½ Baths | 5000 sqft
21 Sheffield Business Park, Sheffield, MA 01222 - Berkshire County

4.04 acres Sheffield, MA

Approximately 5,000 SF steel building. Warehouse with three overhead doors and office space. Two half bathrooms, and one is plumbed to expand to a full bathroom if needed. Spacious four-acre lot allows for expansion. Real estate only.
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$649,000 6.2 acres 4 Beds | 6 Baths | 3 ½ 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 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!
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$595,000 2 acres 8 Beds | 9 Baths | 2 ½ Baths | 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.
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$595,000 2 acres 8 Beds | 9 Baths | 2 ½ 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.
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$549,000 9 acres 8 Beds | 9 Baths | 1 ½ Bath | 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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$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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$529,000 2.23 acres 4609 sqft
775 North Main St, Sheffield, MA 01257 - Berkshire County

2.23 acres Sheffield, MA

GREAT OPPORTUNITY for at-home business. Nice 3 bedroom 1.5 bath home with living room (fireplace), dining room, kitchen, large family room with glassed sunroom, 2nd floor unfinished space for bedrooms, bath or apartment. Attached are 3 large retail spaces (2 with their own heat) plus storage area above retail space.
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$529,000 2.23 acres 3 Beds | 2 Baths | 1 ½ Bath | 4609 sqft
775 North Main St, Sheffield, MA 01257 - Berkshire County

2.23 acres Sheffield, MA

GREAT OPPORTUNITY for at-home business.Nice 3 bedroom 1.5 bath home with living room, dining room, kitchen, large family room with glassed sunroom, 2nd floor unfinished space for bedrooms, bath or apartment. Attached are 3 large retail spaces (2 with their own heat) plus storage area above retail space.
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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.
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$459,900 4.14 acres 4 Beds | 3 Baths | 2450 sqft
1474 County Rd, Sheffield, MA 01257 - Berkshire County

4.14 acres Sheffield, MA

MOTIVATED SELLER!!! No reasonable offer refused!!Only 10 minutes to Great Barrington for shopping or ski the day away at Butternut, this Cape boasts 5 Bedrooms, 4 Baths and sits privately on 4.14 acres. The open Kitchen/Dining Area leads to a Living Room with Fireplace for family gatherings, also enjoy your morning coffee or evening cocktail on either the new Porch off the Kitchen or the full front Porch with distant views. The lower level provides great space for an Office, Exercise Room or Storage, there is a Utility Room and a 1 Car Garage as well. A short walk to 3 Mile Pond for fishing or ice skating. This home is in a truly nice neighborhood to start or raise your growing family.
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$429,000 7.13 acres 5 Beds | 3 Baths | 2860 sqft
59 Salisbury Rd, Sheffield, MA 01257 - Berkshire County

7.13 acres Sheffield, MA

Substantially refurbished in 2013, this wonderfully unique property offers great space, character, and very special grounds. The handsome, roomy post & beam wing features a gorgeous living room with walnut floors and French doors to the large deck, plus airy upstairs bedrooms with cathedral ceilings. The historic section features cozy rooms and charming details like stone fireplace in the living room. The 7 acre property is extraordinary, with pretty plantings, sweeping lawns, woodland walks, nature pond, and a paddock. 3-car garage building also includes a large workshop and barn section. You'd never expect that this pastoral paradise is a short walk to Sheffield village, and 10 minutes from Great Barrington!
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$425,000 3.08 acres 4 Beds | 3 Baths | 2568 sqft
25 Cross Road Rd, Sheffield, MA 01257 - Berkshire County

3.08 acres Sheffield, MA

This 4 BR/ 3 BA 2,568 sq.ft. home features an open floor plan, a renovated kitchen with tile back splash with laminate flooring,and glass sliders that lead to a large private deck that looks out on mature fruit trees,and 3 beautiful acres of land that abuts preserved state land on one side.Built in 1998, the lower level was finished by the sellers seven years ago adding about 800 sq. ft. of living space. The lower level features a large space that could be use as for TV,exercise or play.Equipped with a full bath, closets with organizers and a room that could be utilized as a study.The possibilities are endless.Loved and cared for in a meticulous manner, this is an excellent opportunity to live in a coveted Berkshire location.
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$415,000 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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$379,000 1 acres 2 Baths | 1 ½ Bath | 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.
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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.
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$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.