Berkshire, MA Homes

/36
$559,000 Sold Jan 16, 2025
- 1,400 Sq Ft
- $399/SF
- 144 Days On Market
- 3 Beds
- 2 Baths
- Built 2002
78 Ashley Falls Rd, Sheffield, MA 01257

Move right into this perfectly kept ranch-style home in picturesque Ashley Falls village. This inviting property sits on 2.5 flat acres and is conveniently located near most local amenities. Inside you will find an open floor plan flooded with natural sunlight featuring an en-suite primary with 2 additional bedrooms and laundry on the main floor - perfect for easy living. The large finished

Tony Segalla LANCE VERMEULEN RE, INC

78 Ashley Falls Rd, Sheffield, MA 01257

/11
Est $206,598 Not Listed For Sale
- 2 Beds
- 1 Bath
- 875 Sq Ft
704 S Main St, Sheffield, MA 01257

704 S Main St, Sheffield, MA 01257

/27
$765,000 Pending
- 4 Beds
- 2.5 Baths
- 2,389 Sq Ft
1900 Home Rd, Great Barrington, MA 01230

Nestled in one of the most desirable areas of Western Massachusetts, this spacious 4-bedroom, 3-bathroom post-and-beam home offers the perfect blend of rustic charm and modern efficiency. Thoughtfully designed with exposed wood beams, cathedral ceilings, and skylights that flood the interior with natural light, this property exudes warmth and character throughout.Set on a serene lot that

Andrew Gates Houlihan Lawrence Inc.

1900 Home Rd, Great Barrington, MA 01230
/43
$569,500 Sold Dec 20, 2024
- 2,081 Sq Ft
- $274/SF
- 13 Days On Market
- 3 Beds
- 2 Baths
- Built 1942
345 Miller Ave, Sheffield, MA 01257

Charming and Cozy home in a picture perfect setting. There are, three bedrooms, two full baths, a first floor en-suite primary. fire-placed living room with cathedral ceilings and beautiful beams, formal dining room with second fireplace, efficient kitchen with walk in pantry, beautiful screened in porch and family room on first level. Second floor offers two large bedrooms and a second full

Mauren White-Kirkby BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

345 Miller Ave, Sheffield, MA 01257

/33
Est $542,529 Not Listed For Sale
- 5 Beds
- 2 Baths
- 2,415 Sq Ft
45 Root Ln, Sheffield, MA 01257

45 Root Ln, Sheffield, MA 01257

/47
$895,000 Under Contract
- 3 Beds
- 2 Baths
- 2,057 Sq Ft
20 Hillside Ln, Sheffield, MA 01222

Beautiful, light and bright open concept chalet style home with floor to ceiling windows, cathedral ceilings, woodstove, renovated kitchen with new energy efficient appliances and adjacent dining area. Main floor has 2 bedrooms and a lovely renovated full bath with a walk-in shower, and a large mudroom to store all your outdoor gear. Second floor has the primary suite with vaulted ceilings,

Sarah Dixon LANCE VERMEULEN RE, INC

20 Hillside Ln, Sheffield, MA 01222
/43
$650,000 Sold Dec 13, 2024
- 2,479 Sq Ft
- $262/SF
- 93 Days On Market
- 3 Beds
- 2 Baths
- Built 1740
550 Sheffield Plain, Sheffield, MA 01257

SPLENDID HISTORIC GREEK REVIVAL with lovely protected views of hills and farmland. Built in 1740 by the First Congregational Minister, Reverend Jonathan Hubbard. Added onto in 1810, this home is on the National Register of Historic Places. The front door leads to large foyer, with a den off the entry. The dining room has gorgeous original details, including wideboard Chestnut floors, paneling,

Tom Lynch COMPASS MASSACHUSETTS , LLC GB

550 Sheffield Plain, Sheffield, MA 01257

/19
Est $533,017 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,220 Sq Ft
285 Salisbury Rd, Sheffield, MA 01257

285 Salisbury Rd, Sheffield, MA 01257

/54
$649,000
- 3 Beds
- 2.5 Baths
- 1,822 Sq Ft
1862 Home Rd, Great Barrington, MA 01230

Bordering large parcels of protected land, including the Appalachian Trail, this super-easy-to-maintain contemporary/split-level is in move-in condition. Nicely sited on one acre of land, offering a quiet location with privacy. The interior is light and bright, and the floor plan provides an efficient use of space with distinct gathering areas. The vaulted ceiling living room has a gas

Lori Rose STONE HOUSE PROPERTIES, LLC

1862 Home Rd, Great Barrington, MA 01230
/20
$400,000 Sold Dec 06, 2024
- 1,461 Sq Ft
- $274/SF
- 3 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1985
773 Clayton Rd, Ashley Falls, MA 01222

A sweet & simple country cape on 1.45 acres awaiting it new owner's updates & personal touches. Privately situated on a level lot, this home offers a lot of potential to a wide range of buyers, from starter home to downsizing and anything in between. First floor offers open kitchen & dining area, half bath, and spacious living room, and the 2nd floor features 3 cozy bedrooms and shared full bath.

Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

773 Clayton Rd, Ashley Falls, MA 01222

/51
Est $502,303 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,866 Sq Ft
259 Salisbury Rd, Sheffield, MA 01257

259 Salisbury Rd, Sheffield, MA 01257

/13
$350,000
- 3 Beds
- 1 Bath
- 900 Sq Ft
412 Berkshire School Rd, Sheffield, MA 01257

1995 split level home on .50 acres walking distance to the village of Sheffield. 3 bedrooms 1 full bath....eat in kitchen, living room....unfinished lower level....electric and forced hot air propane fired heat, vinal siding......septic.(Title 5 completed)....private water company

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

412 Berkshire School Rd, Sheffield, MA 01257
/30
$849,000 Sold Dec 02, 2024
- 1,552 Sq Ft
- $547/SF
- 11 Days On Market
- 3 Beds
- 2 Baths
- Built 1971
815 S Undermountain Rd, Sheffield, MA 01257

This property offers a blend of comfort, style, and spaciousness, set within the picturesque landscape of Sheffield. The 16-acre property provides an idyllic country setting, ensuring privacy and a connection with nature. The residence, a charming 3-bedroom, 2-bath home, has been thoughtfully updated to combine modern amenities with rustic charm, new hardwood floors and bathrooms complement the

Tracy Macgowan ELYSE HARNEY REAL ESTATE

815 S Undermountain Rd, Sheffield, MA 01257

/47
Est $752,377 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,100 Sq Ft
170 Oak St, Sheffield, MA 01257

170 Oak St, Sheffield, MA 01257

/44
$685,000
- 3 Beds
- 3 Baths
- 2,395 Sq Ft
649 Hewins St, Sheffield, MA 01257

Located on a pastoral country road in Sheffield, this thoughtfully updated early 1900s farmhouse with carriage house sits on 1 open acre with sweeping views to the west of conservation land. The home blends original character withmodern touches--vaulted ceilings, exposed beams, hard wood floors, and high-end finishes throughout. In the main house a sunlit kitchen anchors the home featuring custom

Lauren Molk ELYSE HARNEY REAL ESTATE

649 Hewins St, Sheffield, MA 01257
/45
$1,150,000 Sold Nov 15, 2024
- 2,195 Sq Ft
- $524/SF
- 1 Day On Market
- 3 Beds
- 2.5 Baths
- Built 2022
248 Water Farm Rd, Sheffield, MA 01257

This modern country property is beautifully sited offering a natural woodland setting w/ privacy, and only 10 minutes to Great Barrington. The Impeccable design and quality construction stem from the talents of Creative Building Solutions and noted designer, Carly Shafiroff of Carly Jane Design. The open and inviting floor plan seamlessly integrates indoor and outdoor living with large windows

Lori Rose STONE HOUSE PROPERTIES, LLC

248 Water Farm Rd, Sheffield, MA 01257

/23
Est $577,433 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,506 Sq Ft
216 S Undermountain Rd, Sheffield, MA 01257

216 S Undermountain Rd, Sheffield, MA 01257

/43
$475,000
- 4 Beds
- 2 Baths
- 1,560 Sq Ft
127 Old Joe Rd, Great Barrington, MA 01230

Nestled on a quiet country road, this well-kept ranch offers the ease of single-level living with ample space to relax, entertain, and make your own. The home features an inviting floor plan with plenty of natural light and room for upgrades, allowing you to personalize each space to your taste.Enjoy seamless indoor-outdoor living with a large back deck--perfect for gatherings or quiet mornings

Tony Segalla LANCE VERMEULEN RE, INC

127 Old Joe Rd, Great Barrington, MA 01230
/18
$159,000 Sold Nov 15, 2024
- 1,656 Sq Ft
- $96/SF
- 394 Days On Market
- Built 1910
139 Silver St, Sheffield, MA 01257

SHEFFIELD.....If you are looking for a rehab project, this is the property for you! A good amount of the demolition work has begun taking the interior down to bare bones leaving the layout pallet for your imagination. Just past Big Elm Brewery and the Sheffield Plastics along the train tracks, this 1900's colonial with hip roof is located on over an acre directly across from 70+ protected acres

Cortney Dupont COHEN & WHITE ASSOCIATES

139 Silver St, Sheffield, MA 01257

/40
Est $724,540 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,792 Sq Ft
647 Silver St, Sheffield, MA 01257

647 Silver St, Sheffield, MA 01257

/21
$110,000
- Land
- 7 Acres
- $15,559 per Acre
730 Clayton Rd, Sheffield, MA 01222

BOG LOVERS, come look. Officially designated to be a Bog, this property could be a great one to own, for observing its nature views that change the year around. Whether you would want to build a home, or build a viewing platform for regular visits, it has 7+ acres with roughly 60-70% in a bog like status, the remainder being usable for building and walking along the bog's boundaries. All earlier

Robin Leech Robinson Leech Real Estate

730 Clayton Rd, Sheffield, MA 01222
/29
$330,000 Sold Nov 12, 2024
- 1,700 Sq Ft
- $194/SF
- 5 Days On Market
- 3 Beds
- 2 Baths
- Built 1870
1088 Ashley Falls Rd, Sheffield, MA 01222

Within The Historic Village of Ashley Falls, an eccentric c. 1870 home, awaiting your updates and personal touches. This three bedroom, two full bath, wood burning fireplace, 2nd floor laundry, sizeable country kitchen, with updated mechanicals, and garage is being sold AS-IS. 1st showings will be Tuesday, October 1st. Please call the listing agent to make an appointment.

Wendy Smith RE/MAX COMPASS

1088 Ashley Falls Rd, Sheffield, MA 01222

/3
Est $538,832 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,592 Sq Ft
283 Silver St, Sheffield, MA 01257

283 Silver St, Sheffield, MA 01257

/53
$695,000
- 6 Beds
- 5 Baths
- 4,572 Sq Ft
604 Sheffield Plain, Sheffield, MA 01257

A rare opportunity awaits in the heart of historic Sheffield. This exceptional multi-unit property, originally a classic 1740s farmhouse, has been thoughtfully converted into a lucrative income-producing asset while retaining its timeless New England charm. Perfectly positioned just south of Great Barrington, it offers both tenants and owners a convenient commute to local attractions, work, and

Tony Segalla LANCE VERMEULEN RE, INC

604 Sheffield Plain, Sheffield, MA 01257
/45
$650,000 Sold Nov 12, 2024
- 1,728 Sq Ft
- $376/SF
- 60 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1900
424 Cooper Hill Rd, Sheffield, MA 01257

A true Berkshire Gem ! This home has been impeccably maintained and loved for over 50 years by the same owners. Beautiful country roads will lead you home. Conservation land surrounds. Perfect flow as you enter the front door, cozy living room with wood burning fireplace, a screen porch for your summer nights, and so many other highlights to see. This home also has a room on the first floor

Tanya Shepardson LAMACCHIA REALTY, INC

424 Cooper Hill Rd, Sheffield, MA 01257

/23
Est $631,401 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,016 Sq Ft
233 Hulett Hill Rd, Sheffield, MA 01257

233 Hulett Hill Rd, Sheffield, MA 01257

/82
$4,500,000
- 4 Beds
- 3 Baths
- 5,256 Sq Ft
381 Sheffield-Egremont Rd, Sheffield, MA 01257

SPECTACULAR ONE OF A KIND BERKSHIRE PROPERTY! This compound includes an elegant and updated 4 bedroom 1759 Colonial home and fabulous RED BARN with 2 separate guest spaces. Mill pond for fishing, heated pool, patios and screen porch, 66 protected SUBDIVIDABLE ACRES...with views of Mount Washington. The perfect place to entertain friends and family. An incredible opportunity for additional

Patrice Melluzzo WILLIAM PITT SOTHEBY'S - GT BARRINGTON

381 Sheffield-Egremont Rd, Sheffield, MA 01257
/40
$810,000 Sold Nov 12, 2024
- 2,200 Sq Ft
- $368/SF
- 321 Days On Market
- 4 Beds
- 3 Baths
- Built 1900
194 Main St, Sheffield, MA 01257

Nestled on a corner lot in the quaint village of Ashley Falls, this c. 1900 New England farmhouse blends timeless charm with modern comfort and energy efficiency. This completely renovated 4-bedroom 3-bath home preserves its classic allure with numerous modern upgrades and all new mechanicals. Step onto the white-washed front porch and into the front parlor, where a wood-burning fireplace and

Vashti Poor LANCE VERMEULEN RE, INC

194 Main St, Sheffield, MA 01257

/39
Est $3,373,662 Not Listed For Sale
- 11 Beds
- 5.5 Baths
- 5,850 Sq Ft
2080 S Undermountain Rd, Sheffield, MA 01257

2080 S Undermountain Rd, Sheffield, MA 01257

/54
$649,000
- 5 Beds
- 2.5 Baths
- 2,750 Sq Ft
168 Main St, Sheffield, MA 01257

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra

Tony Segalla LANCE VERMEULEN RE, INC

168 Main St, Sheffield, MA 01257
/16
$232,000 Sold Nov 01, 2024
- 960 Sq Ft
- $242/SF
- 61 Days On Market
- 2 Beds
- 1 Bath
- Built 1977
205 E Stahl Rd, Ashley Falls, MA 01222

Discover potential and opportunity at 205 East Stahl Rd, a quaint home nestled in the peaceful surroundings of Ashley Falls, MA. This property features a brand-new septic system, along with a one-year-old water heater and furnace, ensuring reliable performance and peace of mind.This house presents a canvas for transformation and personalization. With a little vision and TLC, it can be revitalized

Patrick Kennedy CENTURY 21 NORTHEAST

205 E Stahl Rd, Ashley Falls, MA 01222

/52
Est $1,851,451 Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 4,059 Sq Ft
301 Shunpike Rd, Sheffield, MA 01257

301 Shunpike Rd, Sheffield, MA 01257

/44
$1,600,000
- 9 Beds
- 4.5 Baths
- 8,406 Sq Ft
2049 S Undermountain Rd, Sheffield, MA 01257

An exceptional opportunity awaits on 11 private acres in Sheffield. This unique property, currently utilized as a functional therapy facility, offers a massive footprint and a flexible canvas for your next venture. The centerpiece is an 8,000+ sq. ft. building comprised of over 10 offices, multiple conference rooms, common areas, and three residential apartments, creating an ideal setup for a

Tony Segalla LANCE VERMEULEN RE, INC

2049 S Undermountain Rd, Sheffield, MA 01257
/19
$225,000 Sold Nov 01, 2024
- 1,160 Sq Ft
- $194/SF
- 195 Days On Market
- 2 Beds
- 1 Bath
- Built 1945
590 S Main St, Sheffield, MA 01257

This sweet little house offers lots of potential for first-time buyers or anyone looking to down-size. Conveniently located just south of the center of Sheffield and 5 minutes north of CT border, this home has been updated since 2021 including a new boiler and siding. The single level, 2-bedroom floor plan offers lots of space and nice light with room to add a 3rd bedroom (w/ septic capacity).

Dan Alden ALDEN COUNTRY REAL ESTATE SERVICES

590 S Main St, Sheffield, MA 01257

/36
Est $455,000 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
125 Main St, Sheffield, MA 01257

125 Main St, Sheffield, MA 01257

/30
$695,000
- 3 Beds
- 6 Baths
- 4,044 Sq Ft
1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222

Old Historic Village downtown location! The centrally located Post Office building constructed in 1860, presents a unique opportunity for both residential and commercial use. Its strategic location ensures consistent foot traffic, making it an invaluable cornerstone of village life. With no mail delivery service in Ashley Falls, the Post Office attracts local residents daily. This building is

Tony Segalla LANCE VERMEULEN RE, INC

1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
/22
$335,000 Sold Oct 11, 2024
- 832 Sq Ft
- $403/SF
- 31 Days On Market
- 2 Beds
- 1 Bath
- Built 1955
381 Clayton Rd, Sheffield, MA 01222

Turnkey 2-bedroom, 1-bath home on an acre in Sheffield! Updates include windows, boiler, electrical, kitchen, bath and roof--all within the last 10 years. This charming property offers a blend of classic appeal and modern efficiency. Inside, the home is filled with natural light, creating a warm and inviting atmosphere. The spacious yard is ideal for gardening, outdoor activities, or future

Freddy Friedman BIRCH PROPERTIES

381 Clayton Rd, Sheffield, MA 01222

/32
Est $812,879 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,480 Sq Ft
524 Hewins St, Sheffield, MA 01257

524 Hewins St, Sheffield, MA 01257

/53
$3,250,000
- 4 Beds
- 3.5 Baths
- 3,459 Sq Ft
232 Giberson Rd, Sheffield, MA 01257

The Quarry - A One-of-a-Kind Berkshire Estate on 60 Private Acres!Singular, stunning, and secluded--the quarry pool at the heart of this 60-acre Berkshire estate is truly one of its kind: the culmination of geology, industry, and artistry. Carved into a reclaimed limestone quarry and framed by towering stone walls and a 16-foot waterfall, the quarry pool is a marvel in and of itself--equal parts

Jared Kelly WILLIAM PITT SOTHEBY'S - GT BARRINGTON

232 Giberson Rd, Sheffield, MA 01257
/44
$1,225,000 Sold Oct 07, 2024
- 2,550 Sq Ft
- $480/SF
- 20 Days On Market
- 4 Beds
- 3 Baths
- Built 1991
105 Bears Den Rd, Sheffield, MA 01257

Berkshire contemporary masterpiece - offering privacy, a Gunite pool and stunning mature landscaping with a meadow creating an estate-like feel. Inside you will find yourself drenched in sunlight streaming in from the wall of windows and looking over the westerly view. With glass doors leading to the large cedar deck from every room, you will always feel a connection to nature. Recently updated,

Tony Segalla LANCE VERMEULEN RE, INC

105 Bears Den Rd, Sheffield, MA 01257

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