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Sheffield Homes for Sale

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  • /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

    Tony Segalla WILLIAM RAVEIS - BERKSHIRE

    168 Main St, Sheffield, MA 01257
  • /40

    $970,000

    • 5 Beds
    • 4.5 Baths
    • 3,024 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
  • /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
  • /33

    $775,000

    • 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
  • /29

    $365,000

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

    153 E Main St, Ashley Falls, MA 01222

    TITLE V PASSED. 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
  • /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
  • /36

    $1,475,000

    • 1 Bed
    • 2 Baths
    • 1,296 Sq Ft

    481 Shunpike Rd, Sheffield, MA 01257

    A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.

    Suzann Ward HOUSATONIC REAL ESTATE

    481 Shunpike Rd, Sheffield, MA 01257
  • /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
  • /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
  • /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
  • /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
  • /11

    $479,000 Open Sat 12PM - 1PM

    • 3 Beds
    • 3 Baths
    • 1,765 Sq Ft

    107 S Main St, Sheffield, MA 01257

    OPEN HOUSE SAT 4/11 12-2PMStep into history with this iconic property known as ''The Hatfield's,'' a beloved antique landmark in Sheffield. Built in 1793, the original home showcases timeless charm and classic architecture. A late-1990s addition created a flexible two-family layout with a one-bedroom, easily converted back to a spacious 3-bedroom, 3-bath single-family home. Recent updates include

    Judi Panzano HOUSATONIC REAL ESTATE

    107 S Main St, Sheffield, MA 01257

Frequently Asked Questions Why Live in Sheffield

Is Sheffield a good place to live?
Sheffield is a good place to live. Sheffield is considered very car-dependent and somewhat bikeable. Sheffield is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Sheffield has 1 park for recreational activities. It has a median age of 53. The average household income is $112,124 which is above the national average. College graduates make up 35.2% of residents. A majority of residents in Sheffield are home owners, with 23.1% of residents renting and 76.9% of residents owning their home. A local real estate agent serving Sheffield can help you decide if this neighborhood is the right one for you. Learn more on our Sheffield neighborhood guide.
Is Sheffield, MA a safe neighborhood?
Sheffield, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Sheffield?
The median home price in Sheffield is $730,000. If you put a 20% down payment of $146,000 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $3,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $158K a year to afford the median home price in Sheffield. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Sheffield is $112K.
What are the best public schools in Sheffield?
The best public schools that serve Sheffield are:
What are the best private schools in Sheffield?
The best private schools that serve Sheffield are:
  • Berkshire School has an A+ Niche grade, a student teacher ratio of 4:1 and an average review score of 4.5.
What are the most popular zip codes in Sheffield, Sheffield, MA?
The most popular zip codes in Sheffield, Sheffield, MA include 01257, 01230, 01259, 06018 and 06068.
What are the most popular neighborhoods near Sheffield, Sheffield, MA?
The most popular neighborhood near Sheffield, Sheffield, MA is North East.
Are home prices dropping in Sheffield?
Yes, home prices in Sheffield are down 7% in the last 12 months.

Home Trends in Sheffield, MA

Housing Trends

Median Sale Price
$680,000
Median Single Family Sale Price
$680,000
Median Townhouse Sale Price
$649,000
Average Price Per Sq Ft
$330
Number of Homes for Sale
11
Last 12 months Home Sales
38
Months of Supply
3.50
Median List Price
$730,000
Median Change From 1st List Price
13%
Median Home Sale Price YoY Change
24%
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