The oldest town in Berkshire County, Sheffield was purchased from Chief Konkapot and other Stockbridge Indians in 1724. Noted for its natural beauty and deep agricultural soils, much of Sheffield remains open and in agricultural production. A combination of wide open river valley, mountain vistas and active farmland makes Sheffield one of the most scenic towns in the Commonwealth. Located on US Route 7, Sheffield is approximately one hour from Hartford, Springfield and Albany, and two and one-half hours from Boston and New York City.
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Sheffield MA
301 Shunpike Rd, Sheffield, Massachusetts 01257
6Bedroom(s)
5Bathroom(s)
8.00Parking(s)
52Picture(s)
4,059Sqft
Glorious and rare southerly views of the lower Taconic range and CT's highest peak Bear Mountain), an impeccable and tasteful renovation of this 6-BR home with swimming pool await your family and friends.
$1,850,000
MLS Number 240249
Sheffield MA
1975 Barnum St, Sheffield, Massachusetts 01257
4Bedroom(s)
4Bathroom(s)
47Picture(s)
3,300Sqft
The Colt Tavern on the Old Traveler Road.This glorious 18th century property is every historic home lover's dream. Set on 17 acres of pastoral bliss with big sky and Taconic mountain views on a seldom traveled country lane.
$1,500,000
MLS Number 240219
Sheffield MA
210 Ashley Falls Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
3Bathroom(s)
10.00Parking(s)
26Picture(s)
1,850Sqft
Completely renovated and move in PERFECT! Every inch of this home has been tastefully updated with high end fixtures and finishes. This Impressive, Turn-Key home is ready for you! Open floor plan encompasses a sleek and stylish kitchen that flows to the dining room and living room, with mud room, attached guest bath, first floor pantry and breakfast nook.
$599,000
MLS Number 240184
Sheffield MA
1741 Home Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
3Bathroom(s)
28Picture(s)
1,664Sqft
Many updates in this charming colonial set back from the road and perched on a hill. Updates include kitchen, siding, sunroom, doors, fireplace, flooring, roof, owned solar panels, furnace, hot water heater, primary bath and additional windows to wash the common areas with natural light.
$550,000
MLS Number 239924
Sheffield MA
170 Oak St, Sheffield, Massachusetts 01257
4Bedroom(s)
3Bathroom(s)
47Picture(s)
2,100Sqft
Imagine waking up to life on the lake! Swim, kayak, paddle board, even ice skate, from your own private dock on Berkshire Trout Pond with striking views of the Dolomite Ledges Heritage Area on the eastern slopes of Mount Everett Reservation. This 4-bedroom home is set on a grassy half acre yard with views from nearly every room in the house. Abutting the property is an additional .
$699,000
MLS Number 239878
Sheffield MA
1354 County Rd, Sheffield, Massachusetts 01257
4Bedroom(s)
2Bathroom(s)
71Picture(s)
2,500Sqft
Set at the back of 4 acres abutting protected land. Just 2.5 miles to Sheffield village, 5 miles to GB. Open kitchen/dining, first floor primary Bedroom with en suiteas well as an additional 1st floor bedroom. The 2nd level boasts two large bedrooms and a space partially finished for a full bath.
$499,000
MLS Number 239875
Sheffield MA
483 Home Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
3Bathroom(s)
37Picture(s)
1,991Sqft
With all it has to offer, this charming home located on a peaceful property close to town, is a must-see. Offering an open-concept floor plan with a beautiful stone fireplaced living room, this is a great space to entertain. New hardwood flooring, new quartz counters, and new appliances in kitchen.
$785,000
MLS Number 239805
Sheffield MA
592 Polikoff Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
2Bathroom(s)
35Picture(s)
1,680Sqft
Sweet country home that has been tastefully renovated and ready to move in. First floor bedroom and a full bath with tub. Upstairs has two more spacious bedrooms with a shared bath. Lovely light fills the house, newly installed flooring on first floor. Wonderful deck for summer time BBQ get togethers. Spacious front and backyard which includes a 20x25 storage barn.
$399,000
MLS Number 239655
Sheffield MA
90 Cobble Ln, Sheffield, Massachusetts 01257
3Bedroom(s)
1Bathroom(s)
28Picture(s)
1,232Sqft
Immaculate Gilligan-built 3-bedroom single-level home on a private level 1+ acre lot on a quiet country cul-de-sac with easy access to all local southern Berkshire amenities. This pristine home features replacement windows, newer wood floors & kitchen counters, extensive energy-efficient insulation upgrades, town water and recently passed Title V-approved septic system.
$369,000
MLS Number 239503
Sheffield MA
505 Sheffield Plain Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
2Bathroom(s)
42Picture(s)
1,900Sqft
Fantastic opportunity to own a piece of Classic New England Architecture. Located less than one mile north of Sheffields Village Green makes this a great spot to live/work. 1 Acre of level land with plenty of space for gardening, views of Mt Everett and a fantastic old barn yearning for its new owners to rehab.
$399,000
MLS Number 239368
Sheffield MA
728 Hewins St, Sheffield, Massachusetts 01257
2Bedroom(s)
1Bathroom(s)
43Picture(s)
1,202Sqft
This pristine single-owner 2 bedroom, 1 bath cape offers more than meets the eye from every angle inside & out. Situated on just under a country acre, the house sits proudly overlooking the Housatonic River valley with expansive views of the Mount Everett range.
$399,000
MLS Number 239295
Sheffield MA
0 Home Rd, Sheffield, Massachusetts 01257
5Picture(s)
4Acre
FANTASTIC VIEWS FROM THIS WONDERFUL 4 ACRE BUILDING LOT! Incredible setting to build your dream home! Come enjoy these picturesque and scenic views. Located in a serene Sheffield location, this parcel offers views to the north, privacy to the south, and level ground to build. Country living at its finest, yet only 8 minutes to GB and Sheffield. Seller will establish boundaries by closing.
$89,500
MLS Number 239039
Sheffield MA
1105 Boardman St, Sheffield, Massachusetts 01257
3Bedroom(s)
3Bathroom(s)
2Parking(s)
31Picture(s)
2,578Sqft
Beautiful views overlooking open field and mountains come with this Contemporary Saltbox on boardman St Sheffield. it is just five minutes to Town. This home is move in condition with one primary suite on the first level and another primary suite on the second floor Also a guest suite on the second floor. Open plan living with a fireplace and glass door to a huge deck.
$699,000
MLS Number 239033
Sheffield MA
15 Guilder Hollow Rd, Sheffield, Massachusetts 01257
4Bedroom(s)
2Bathroom(s)
49Picture(s)
4,134Sqft
This storied 1910 livery and carriage house has been converted to a residence with two apartments. It retains significant original detail and is full of ambience. The wood paneled walls, beamed ceilings, and antique I-beam are untouched. The updated second floor includes three bedrooms and a large studio, also known as ''the ballroom''.
$1,499,000
MLS Number 238995
Sheffield MA
48 Main St, Sheffield, Massachusetts 01257
7Bedroom(s)
8Bathroom(s)
31Picture(s)
3,983Sqft
This striking home, formerly a popular Bed & Breakfast, recently underwent a thorough upscale renovation. Highlights include an extraordinary gourmet kitchen, new ensuite bathrooms & mini-split A/C units in 5 bedrooms, new electric, plumbing, central heat/air, EV charger & septic. In addition, a primary suite consists of a sitting room, bedroom and another ensuite bath.
$869,000
MLS Number 238829
Sheffield MA
48 Main St, Sheffield, Massachusetts 01257
8Bathroom(s)
31Picture(s)
3,983Sqft
This is an outstanding Bed & Breakfast, recently renovated top to bottom and in immaculate condition. There are 6 guest rooms, most with private bath, mini-split A/C, and flat screen TV. In addition, there is an owner/host suite with sitting room, bedroom, and private bath.
$869,000
MLS Number 238834
Sheffield MA
554 Sheffield Egremont Rd, Sheffield, Massachusetts 01257
5Bedroom(s)
5Bathroom(s)
10.00Parking(s)
33Picture(s)
5,000Sqft
Need a 1,100 sq. ft. Workshop-Studio? This custom built Country Home is for you. Magnificent living in Glass, Wood, Stone and Metal. Open plan Living-room and Dining-room with Fireplace. Primary Suite on Main Floor. Gourmet Kitchen, 4 additional Bedrooms. Billiard Room, Media Room and glorious Mountain Views. Passed Title V.
$1,495,000
MLS Number 238763
Sheffield MA
1720 Home Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,879Sqft
Situated on just over a level country acre, this 3 bedroom, 2 bath home offers a bright & open floor plan featuring oak floors on main level, large finished lower level with family room, laundry, storage, and two bonus rooms with large closets. Exterior features include a large deck, garden shed and a sunny open lawn.
$399,000
MLS Number 238755
Sheffield MA
928 Sheffield Egremont Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
1Bathroom(s)
1Picture(s)
1,144Sqft
3 BR Ranch home. Detached 2-car garage with unfinished space above. Furnace - 2015. Roof - 2008.
$379,000
MLS Number 238608
Sheffield MA
1350 Berkshire School Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
5Bathroom(s)
4Parking(s)
42Picture(s)
15,000Sqft
Unique opportunity to own a 15,000 +/- sq ft POST & BEAM BARN with two apartments for owner-occupied business venture. Formerly Twin Fire Antiques for many successful years, opportunity is knocking for the next entrepreneur. Two oversized doors will accommodate a car collection, art gallery, antiques center, or retail, to name ja few options. Two workshops and 4-bay garage on 2.
$900,000
MLS Number 238561
Sheffield MA
1350 Berkshire School Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
5Bathroom(s)
4Parking(s)
42Picture(s)
15,000Sqft
Unique opportunity to own a 15,000 +/- sq ft POST & BEAM BARN with two apartments for owner-occupied business venture. Formerly Twin Fire Antiques for many successful years, opportunity is knocking for the next entrepreneur. Two oversized doors will accommodate a car collection, art gallery, antiques center, or retail, to name just a few options. Two workshops and 4-bay garage on 2.
$900,000
MLS Number 238566
Sheffield MA
283 Silver St, Sheffield, Massachusetts 01257
3Bedroom(s)
3Bathroom(s)
6Parking(s)
3Picture(s)
1,592Sqft
Every now and then a single floor home becomes available in South County, don't let this one slip away. This one owner home has 3 bedroom, 3 full baths with 2 of the bedrooms having en suite baths, and all on 13+ totally private acres. A 1 car attached garage, screened in back porch, patio off the rear of the house and central A/C are some of the perks.
$439,000
MLS Number 238420
Sheffield MA
0 Oak St, Sheffield, Massachusetts 01257
10Picture(s)
0.38Acre
Wonderful flat & cleared lot minutes from Berkshire School, downtown Sheffield and all south county has to offer. Septic design is in hand. See in documents tab. HOA of $75 per year includes road maintenance and pond access. Berkshire lake is a spring fed pond that was once a trout hatchery.
$60,000
MLS Number 238254
Sheffield MA
371 Berkshire School Rd, Sheffield, Massachusetts 01257
3Bedroom(s)
3Bathroom(s)
28Picture(s)
2,585Sqft
Behind this traditional facade lies a flexible floor plan offering loads of space for family, guests, work and entertaining. Sited on 2.96 acres, there is plenty of yard & sun for gardens, play & pets. Eat-in kitchen with vaulted ceiling opens to decks accessing backyard. Lovely 1st floor primary suite with huge closet and deluxe full bath.
$585,000
MLS Number 239543
