Sheffield Real Estate

Search new real estate in the Southern Berkshire town of Sheffield, MA. Discover all current listings in this small town, including single-family homes, estates, and residential land. Love what you see? Register with us to save your favorite Sheffield properties, and receive notifications when similar properties are listed. Contact us to see any of the homes below!

795 Rannapo Rd, Sheffield, MA 01257

Price$2,800,000

Est. Mortgage: $/month

MLS Number 217224

  • Single Family
  • Year Built 1850
  • Bedrooms 6
  • Bathroom 6
  • Total Full Baths 6

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!

Listed by Nancy Kalodner and Benchmark Real Estate of BENCHMARK REAL ESTATE

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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514 Rannapo Rd, Sheffield, MA 01257

Price$1,995,000

Est. Mortgage: $/month

MLS Number 214887

  • Single Family
  • Year Built 1785
  • Parking Spaces 1
  • Bedrooms 4
  • Bathroom 4

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

Listed by Dan Alden and Nick Geranios of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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304 Hickey Hill Rd, Sheffield, MA 01257

Price$1,395,000

Est. Mortgage: $/month

MLS Number 217829

  • Single Family
  • Year Built 1799
  • Bedrooms 4
  • Bathroom 3
  • Total Full Baths 3

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.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

50 North Undermountain Rd, Sheffield, MA 01257

Price$1,175,000

Est. Mortgage: $/month

MLS Number 217276

  • Single Family
  • Year Built 1818
  • Bedrooms 4
  • Bathroom 4
  • Total Full Baths 3

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

Listed by Dawn Farley and Patrice Melluzzo of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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102 Rannapo Rd, Sheffield, MA 01222

Price$1,050,000

Est. Mortgage: $/month

MLS Number 217293

  • Single Family
  • Year Built 2002
  • Parking Spaces 2
  • Bedrooms 3
  • Bathroom 2

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

Listed by Lance Vermeulen of LANCE VERMEULEN RE, INC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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1884 N. Main St, Sheffield, MA 01257

MLS Number 217730

  • Commercial
  • Square Feet 7872
  • Year Built 1987
  • Zoning Business

Immaculate and well-equipped, air-conditioned manufacturing facility plus 3 defined office spaces, storage and more. 3 phase power facilitating 400amp and 800 amp service; in floor water and air service. Convenient location to the tri-state region of ct, ma & ny.

Listed by GATEWAY BERKSHIRE REAL ESTATE & SERVICES, LLC.

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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394 Berkshire School Rd, Sheffield, MA 01257

MLS Number 214166

  • Single Family
  • Year Built 1975
  • Parking Spaces 2
  • Bedrooms 5
  • Bathroom 4

THE PERFECT COUNTRY RETREAT FOR LOADS OF FAMILY AND FRIENDS. Surrounded by 25 acres, this private compound offers a 3-4 bedroom contemporary farmhouse; a rustic cottage with a kitchenette and full bath; and a large studio with a kitchenette and full bath above the detached garage. Plenty to do... large lawn, pond, brook for fishing/swimming, hiking trails. All just 5 minutes to Sheffield center.

Listed by Tom Lynch of BERKSHIRE PROPERTY AGENTS

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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21 Sheffield Business Park, Sheffield, MA 01222

MLS Number 217868

  • Commercial
  • Square Feet 4800
  • Year Built 2009
  • Zoning Business

City moves, includes 60'x80' prime steel building on 4 acres, land, business with all equipment, furnishings and vehicles associated with city moves. Established in 1999. Commercial and residential moving and storage. 90 indoor storage containers; temperature controlled. Specializes in serving new england and new york metro and regular trips to florida. Delivers and picks-up in nyc each week

Listed by Anthony Blair and Richard Aldrich of STONE HOUSE PROPERTIES, LLC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

199 Hickey Hill Rd, Sheffield, MA 01257

Price$799,000

Est. Mortgage: $/month

MLS Number 217968

  • Single Family
  • Year Built 1988
  • Bedrooms 4
  • Bathroom 5
  • Total Full Baths 3

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.

Listed by Lance Vermeulen of LANCE VERMEULEN RE, INC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

685 North Undermountain Rd, Sheffield, MA 01257

MLS Number 217145

  • Single Family
  • Year Built 1768
  • Bedrooms 7
  • Bathroom 5
  • Total Full Baths 4

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.

Listed by Lance Vermeulen of LANCE VERMEULEN RE, INC

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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400 Bow Wow Rd, Sheffield, MA 01257

Price$775,000

Est. Mortgage: $/month

Pending

MLS Number 218217

  • Single Family
  • Year Built 1968
  • Parking Spaces 2
  • Bedrooms 4
  • Bathroom 3

Privately situated on scenic Mill Pond, this sophisticated expanded cape, with an in-ground pool set on a lawn with full-sun, has picture windows and glass doors that offer panoramic water views from almost every room. The lakefront location far from the road creates an idyllic retreat that is private and peaceful. The water view is enhanced by infinity-edge landscaping with no other houses in sight. You can launch a kayak or a canoe a few feet from the house. Soft in-tree lighting makes the property feel part of nature even at night. The interiors are sophisticated yet comfortable with an appealing flow. The living room has hand-hewn beams, a stone fireplace and a wall of glass that provides an indoor/outdoor feel in all four seasons.

Listed by Timothy Lovett of BERKSHIRE PROPERTY AGENTS

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

375 Hewins St, Sheffield, MA 01257

Price$699,000

Est. Mortgage: $/month

MLS Number 216058

  • Single Family
  • Year Built 1850
  • Bedrooms 4
  • Bathroom 6
  • Total Full Baths 3

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.

Listed by Sandra Preston of SANDRA M. PRESTON REAL ESTATE

Barnbrook Realty
271 Main Street
Great Barrington MA, 01230
Office: (413) 528-4423

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.09% last updated on Jan 19, 2017
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details