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Studio to 5 Bedroom Homes for Sale in Cheshire, MA

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  • /32

    $149,900

    • 5 Beds
    • 3 Baths
    • 2,250 Sq Ft

    136 Church St Unit 142, Cheshire, MA 01225

    Situated in the heart of the quaint town of Cheshire, this multi- family offers potential for the new owner as an investment or owner occupied. First floor has 2 bedrooms, primary is large, living room and kitchen are also spacious and kitchen offers pantry w/ potential laundry hook ups. Upstairs back unit is 2 bedroom, Upstairs front unit is 1 bedrooms & currently vacant. Long term tenants &

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    (413) 475-9494

    136 Church St Unit 142, Cheshire, MA 01225
  • /50

    $549,900

    • 3 Beds
    • 2.5 Baths
    • 2,134 Sq Ft

    132 Outlook Ave, Cheshire, MA 01225

    Classic country charm awaits you in the foothills of Cheshire Massachusetts and escape home to privacy and serenity in Central Berkshire to live and play in the great outdoors. Enjoy hiking out your door and follow the Appalachian Trail even reach Mount Greylock, bike ride north and south on the Ashuwillticook Trail exercising and exploring the beautiful farmlands and countryside as you immerse

    Tonia Scalise WILLIAM PITT SOTHEBY'S - LENOX

    132 Outlook Ave, Cheshire, MA 01225
  • /33

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    1416 Windsor Rd, Cheshire, MA 01225

    Discover the perfect blend of country charm and everyday convenience with this 3-bedroom home on 1.38 acres. On a paved road, this property offers privacy, space, and endless potential. With an attached two-car garage and the additional shed/one-car garage it's ideal for hobbies, storage, or extra parking. Inside, you'll find a full bath, fireplaced living room, ready for your personal touch--the

    Barbara Osborne ASHMERE REALTY, INC.

    1416 Windsor Rd, Cheshire, MA 01225
  • /22

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    53 Depot St, Cheshire, MA 01225

    Nestled in the heart of downtown Cheshire, this beautifully updated New England farmhouse blends classic charm with modern comforts. Featuring a convenient first-floor bedroom and full bath, plus two additional bedrooms and a second full bath upstairs. The recently renovated kitchen boasts granite countertops, abundant cabinet space, stainless steel appliances, and an abundance of natural light.

    Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

    53 Depot St, Cheshire, MA 01225
  • /44

    $539,900

    • 4 Beds
    • 1.5 Baths
    • 1,865 Sq Ft

    573 Stafford Hill Rd, Cheshire, MA 01225

    Welcome to this spacious 4-bedroom, 2-bathroom home offering 1,865 sq ft. of comfortable living space on a generous 1.42 acre lot in the beautiful town of Cheshire. This property features a bright and inviting layout, well-sized bedrooms, and ample room for everyday living or entertaining. New vinyl siding, gutters & awnings added in the most recent years. Enjoy the privacy and outdoor

    Sara Bresett NOCHER REALTY

    573 Stafford Hill Rd, Cheshire, MA 01225
  • /33

    $489,999

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

    40 Curran Rd, Cheshire, MA 01225

    Welcome to 40 Curran Rd. This beautifully updated modern home sits on over an acre of private land. This turnkey home offers 3 bedrooms, 2 full baths, an open-flow layout filled with natural light. The inviting living room features a cozy wood-burning fireplace, perfect for gathering on cool fall evenings with pumpkin spice everything! Primary bedroom includes private en-suite bath. Updated

    Laura Arseneau PAULA MCLEAN REALTORS INC.

    40 Curran Rd, Cheshire, MA 01225
  • /16

    $389,900

    • 3 Beds
    • 1.5 Baths
    • 2,747 Sq Ft

    18 W Mountain Rd, Cheshire, MA 01225

    Center of town 1820s colonial home with natural sunlight throughout. Oversized garage with attic storage/access. Seasonal Cabin with own septic, water, gas and electric (needs updates/repair). Irregular lot with privacy, fencing and wooded boundaries to neighbors.

    Chris Warner CHRISTOPHER A WARNER REALTY

    18 W Mountain Rd, Cheshire, MA 01225
  • /9

    $115,000

    • 3 Beds
    • 1 Bath
    • 1,681 Sq Ft

    57 Church St, Cheshire, MA 01225

    An exceptional investment property nestled in the heart of Cheshire MA. The Property has 7 rooms total . 3 bedrooms and 1 full bath. Whether you're looking to expand your rental portfolio or embark on a fix-and-flip project, this property caters to a variety of investment strategies. With its flexible layout and potential for customization there is possibility to add 4th bed and 2nd bath if town

    Letizia Dutra Cameron Real Estate Group

    57 Church St, Cheshire, MA 01225

Home Trends in Cheshire, MA

Housing Trends

Median Sale Price
$391,481
Median Single Family Sale Price
$389,900
Average Price Per Sq Ft
$199
Number of Homes for Sale
7
Last 12 months Home Sales
40
Months of Supply
2.10
Median List Price
$399,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
3%
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