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Sheffield, MA Homes for Sale

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  • 153 E Main St, Ashley Falls, MA 01222
    153 E Main St, Ashley Falls, MA 01222
    153 E Main St, Ashley Falls, MA 01222
    /29

    $365,000

    • 3 Beds
    • 1.5 Baths
    • 1,482 Sq Ft

    153 E Main St, Ashley Falls, MA 01222

    Mid-1960s ranch on a quiet street with nearly 1/2 acre! A perfect family home to settle down in Southern Berkshire County. Semi-finished basement is a huge bonus, plus garage and additional detached barn/workshop. Sunny, spacious and ripe with potential. Some thoughtful updates will be needed -- or move in today and make it yours!

    John Segalla HOUSATONIC REAL ESTATE

    153 E Main St, Ashley Falls, MA 01222
  • 175 Main St, Sheffield, MA 01257
    175 Main St, Sheffield, MA 01257
    175 Main St, Sheffield, MA 01257
    /24

    $299,900

    • 6 Beds
    • 5.5 Baths
    • 3,683 Sq Ft

    175 Main St, Sheffield, MA 01257

    Come this charming 1820 colonial located in Downtown Sheffield! This unique property features 6 bedrooms and 5 and half bathrooms. Lovely hardwood showcasing wide plank and parquet style floors encompass 3,683 square feet of living space. Plenty of off street parking due to the oversized driveway and 2 car attached garage with loft space. Full, unfinished basement can provide additional storage

    Nicholas Decaro Property Works New England

    175 Main St, Sheffield, MA 01257
  • 905 West Rd, Great Barrington, MA 01230
    905 West Rd, Great Barrington, MA 01230
    905 West Rd, Great Barrington, MA 01230
    /60

    $1,250,000

    • 3 Beds
    • 2.5 Baths
    • 2,204 Sq Ft

    905 West Rd, Great Barrington, MA 01230

    Welcome to Serenity Hill.This 1994 Cape style home captures the timeless charm of the Berkshires from the moment you arrive. At the entrance, stately stone pillars and a classic stone wall offer a graceful welcome, setting the tone for the calm, natural beauty that defines life in the Berkshires. Located on the border of Great Barrington, this Sheffield home is on a peaceful, quiet country road.

    William Morrow WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    905 West Rd, Great Barrington, MA 01230
  • 730 Clayton Rd, Sheffield, MA 01222
    730 Clayton Rd, Sheffield, MA 01222
    730 Clayton Rd, Sheffield, MA 01222
    /21

    $110,000

    • Land
    • 7.07 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, and/or build a viewing platform for regular visits, it has 7.2 acres (see map with) about 3.5+acres in a bog like 'state', the remainder being usable for building and walking along the bog's

    Robin Leech Robinson Leech Real Estate

    730 Clayton Rd, Sheffield, MA 01222
  • 168 Main St, Sheffield, MA 01257
    168 Main St, Sheffield, MA 01257
    168 Main St, Sheffield, MA 01257
    /55

    $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

    Lance Vermeulen LANCE VERMEULEN RE, INC

    168 Main St, Sheffield, MA 01257
  • 60 Parsley Ln, Sheffield, MA 01257
    60 Parsley Ln, Sheffield, MA 01257
    60 Parsley Ln, Sheffield, MA 01257
    /40

    $970,000

    • 5 Beds
    • 4.5 Baths
    • 2,841 Sq Ft

    60 Parsley Ln, Sheffield, MA 01257

    Nestled at the end of a quiet country cul-de-sac, this newly built 5-bedroom, 4.5-bath home embodies refined country living. A dramatic primary suite offers dual walk-in closets and a spa-inspired bath with soaking tub, while a first-floor ensuite bedroom enhances comfort and flexibility. The gas fireplace living room and chef's kitchen create a seamless flow for entertaining, extending to a

    Vashti Poor WILLIAM RAVEIS - BERKSHIRE

    60 Parsley Ln, Sheffield, MA 01257
  • 1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
    /31

    $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

    Lance Vermeulen LANCE VERMEULEN RE, INC

    1180 Ashley Falls Rd Unit A,B,C,D,E, Sheffield, MA 01222
  • 95 Water Farm Rd, Sheffield, MA 01257
    95 Water Farm Rd, Sheffield, MA 01257
    95 Water Farm Rd, Sheffield, MA 01257
    /28

    $495,000

    • 4 Beds
    • 2 Baths
    • 1,531 Sq Ft

    95 Water Farm Rd, Sheffield, MA 01257

    New roof, siding, and house fully painted. Newer heating system. Experience the perfect blend of modern comfort and historical charm in this beautifully maintained home. Featuring 4 spacious bedrooms and 2 baths, this home offers over 1,500 sq. ft. of living space. Enjoy the character of the 1850s with updates, including new mechanics. This home is truly move-in ready. The stonework patio

    Suzann Ward HOUSATONIC REAL ESTATE

    95 Water Farm Rd, Sheffield, MA 01257
  • 254 Main St, Sheffield, MA 01257
    254 Main St, Sheffield, MA 01257
    254 Main St, Sheffield, MA 01257
    /46

    $340,000

    • 5 Beds
    • 2 Baths
    • 2,485 Sq Ft

    254 Main St, Sheffield, MA 01257

    Welcome the historic Foxdale and the opportunity to own a piece of history that begins before the declaration of independence. This property originally was built in the 1750s. If a house with character is what you're looking for, look no further! In the heart of the village of Sheffield, you will find this property unlike any other. After its complete restoration by its visionary new owner this

    Cortney Dupont COHEN & WHITE ASSOCIATES

    254 Main St, Sheffield, MA 01257
  • 166 Berkshire School Rd, Sheffield, MA 01257
    166 Berkshire School Rd, Sheffield, MA 01257
    166 Berkshire School Rd, Sheffield, MA 01257
    /43

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    166 Berkshire School Rd, Sheffield, MA 01257

    Nestled in Sheffield Village on 8+ acres, this charming New England farmhouse blends rustic character with modern comfort. Featuring 3 bedrooms, 2 baths, wood floors, beams, Great Room with a gas stove offers a warm inviting space Enjoy a country kitchen with a pantry. Screened in porch with outdoor patio, gardens, and two sheds for storage or hobbies. Perfect as a private sanctuary or Airbnb,

    Suzann Ward HOUSATONIC REAL ESTATE

    166 Berkshire School Rd, Sheffield, MA 01257
  • 594 Shunpike Rd, Sheffield, MA 01257
    594 Shunpike Rd, Sheffield, MA 01257
    594 Shunpike Rd, Sheffield, MA 01257
    /56

    $899,000

    • 3 Beds
    • 3.5 Baths
    • 2,748 Sq Ft

    594 Shunpike Rd, Sheffield, MA 01257

    The Ultimate Berkshire Retreat: Designer Luxury with Versatile Income Potential.Experience the pinnacle of refined living in this ''essentially brand new'' masterpiece by Wingate Ltd. Spanning 2,748 sq. ft. across three levels, this reimagined residence sits on one of the Berkshires' most scenic corridors, surrounded by rolling dairy farms and dramatic mountain vistas.Designed for Luxury &

    John Burns WILLIAM PITT SOTHEBY'S - GT BARRINGTON

    594 Shunpike Rd, Sheffield, MA 01257
  • 86 Main St, Sheffield, MA 01257
    86 Main St, Sheffield, MA 01257
    86 Main St, Sheffield, MA 01257
    /33

    $775,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 3,082 Sq Ft

    86 Main St, Sheffield, MA 01257

    SOUTH BERKSHIRE COUNTY, UPDATED VILLAGE CENTER HOME & OFFICEThis graciously restored vintage house has all the benefits of an ideal Sheffield setting with walkability to restaurants, Bushnell-Sage Library, Dewey Hall, post office, bank, and churches. With residential/commercial zoning, the house features an above-garage private large office/studio, a 1,000 sq. ft. outbuilding with plumbing and

    David Taylor ELYSE HARNEY REAL ESTATE

    86 Main St, Sheffield, MA 01257
Massachusetts Berkshire County Sheffield

Real Estate & Homes for Sale in Sheffield, MA

Why Live in Sheffield

Sheffield, Massachusetts, a rural community in the Berkshires, offers tranquility and scenic beauty with its rolling green hills and the Housatonic River Valley. Bordering Connecticut and 9 miles from the New York state line, Sheffield is known for its historic charm, including homes dating back to the 1700s. The area is ideal for outdoor enthusiasts, with attractions such as the Appalachian Trail, Mount Washington State Forest, and Race Brook Falls providing ample hiking opportunities. Winter sports are available at nearby Catamount Mountain Resort and Ski Butternut. Sheffield Town Park features Little League fields, a basketball court, and a pavilion, while the Bushnell-Sage Library offers a playground and a wildflower garden. The residential landscape includes Cape Cod, ranch-style, and contemporary homes, with properties ranging from the 1760s to modern builds. Sheffield students attend Southern Berkshire Public Schools, with the highly regarded Berkshire School also available. Dining options include the Marketplace Kitchen and Café and the Sheffield Farmers Market, which operates year-round. Sheffield is conveniently located along U.S. Route 7, providing access to Great Barrington's amenities and an hour's drive to Springfield, Hartford, or Albany. The town is also notable for the Historic Upper Sheffield Covered Bridge, the site of a government-verified UFO encounter in 1969.

Learn more about living in Sheffield

Frequently Asked Questions

What is the average home price in Sheffield, MA?
Homes for sale in Sheffield, MA have an average home price of $915,817.
Are home prices dropping in Sheffield?
Yes, home prices in Sheffield are down 14% in the last 12 months.
How many homes have sold over the last 12 months in Sheffield, MA?
31 homes have sold in Sheffield, MA over the last 12 months.
What are the most popular zip codes in Sheffield, MA?
The most popular zip codes in Sheffield, MA include 01257, 01230, 01259, 06018 and 06068.
How much do you need to make to afford a house in Sheffield?
The median home price in Sheffield is $729,000. If you put a 20% down payment of $145,800 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $3,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $153K a year to afford the median home price in Sheffield. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Sheffield, MA?
Sheffield, MA has highly rated public and private schools. Some of the best schools in Sheffield based on Niche Grades are Berkshire School, North Canaan Elementary School and Muddy Brook Regional Elementary School. Browse all the schools in Sheffield, MA to learn more.

Home Trends in Sheffield, MA

On average, homes in Sheffield, MA sell after 132 days on the market compared to the national average of 55 days. The median sale price for homes in Sheffield, MA over the last 12 months is $680,000, up 20% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$680,000
Median Single Family Sale Price
$677,500
Median Townhouse Sale Price
$649,000
Average Price Per Sq Ft
$307
Number of Homes for Sale
8
Last 12 months Home Sales
31
Months of Supply
3.10
Median List Price
$729,000
Median Change From 1st List Price
16%
Median Home Sale Price YoY Change
20%
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