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Newest Homes for Sale in Cheshire, MA

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  • 573 Stafford Hill Rd, Cheshire, MA 01225
    573 Stafford Hill Rd, Cheshire, MA 01225
    573 Stafford Hill Rd, 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
  • 18 W Mountain Rd, Cheshire, MA 01225
    18 W Mountain Rd, Cheshire, MA 01225
    18 W Mountain 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
  • 53 Depot St, Cheshire, MA 01225
    53 Depot St, Cheshire, MA 01225
    53 Depot St, 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
  • 16 2nd Ave, Cheshire, MA 01225
    16 2nd Ave, Cheshire, MA 01225
    16 2nd Ave, Cheshire, MA 01225
    /20

    $69,900

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    16 2nd Ave, Cheshire, MA 01225

    Clean, bright, & move-in ready. This remodeled 2-bedroom, 1-bath mobile home offers simple Berkshire living with a comfortable layout & plenty of updates. The kitchen shines with stainless steel appliances & fresh paint. The bathroom was fully renovated with subway tile, built-in shower seat, & modern finishes. There's a 3-season room that could easily be extra living space or a 3rd bedroom with

    THE KAHN TEAM BISHOP WEST REAL ESTATE

    16 2nd Ave, Cheshire, MA 01225
  • 40 Curran Rd, Cheshire, MA 01225
    40 Curran Rd, Cheshire, MA 01225
    40 Curran 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
  • Lot 9E Stewart White Rd, Cheshire, MA 01225
    Lot 9E Stewart White Rd, Cheshire, MA 01225
    Lot 9E Stewart White Rd, Cheshire, MA 01225
    /5

    $114,900

    • Land
    • 1.38 Acres
    • $83,417 per Acre

    Lot 9E Stewart White Rd, Cheshire, MA 01225

    Discover the perfect setting for your dream home on this gently sloping, 1.4-acre lot located in the rural countryside of Cheshire. With breathtaking views and a cleared, ready-to-build landscape, this property offers the ideal blend of privacy and natural beauty. Situated on a town-maintained road and includes drilled well and perc test. Additional 1.4 acre adjacent lot available.

    Jeffrey King ALTON & WESTALL REAL ESTATE AGENCY, LLC

    Lot 9E Stewart White Rd, Cheshire, MA 01225
  • 867 Notch Rd, Cheshire, MA 01225
    867 Notch Rd, Cheshire, MA 01225
    867 Notch Rd, Cheshire, MA 01225
    /24

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 3,307 Sq Ft

    867 Notch Rd, Cheshire, MA 01225

    A charming, spacious Colonial with privacy, and lovely grounds. Breathtaking mountain views. Built in 2005 and set on 7.25 acres, this 5-bedroom, 4.5-bathroom residence offers 3,307 square feet of living space. Two primary suites, one up and one down. The open-concept kitchen flows seamlessly into a great room, perfect for entertaining. This home does need work but is priced accordingly. Make

    Marnie Garzone THE KINDERHOOK GROUP

    867 Notch Rd, Cheshire, MA 01225
  • 136 Church St Unit 142, Cheshire, MA 01225
    136 Church St Unit 142, Cheshire, MA 01225
    136 Church St Unit 142, Cheshire, MA 01225
    /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 3 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 & spacious

    Agent Photo

    Nadine Hiser

    KRG - Key Realty Group

    (413) 475-9494

    136 Church St Unit 142, Cheshire, MA 01225
  • 12 South St, Cheshire, MA 01225
    12 South St, Cheshire, MA 01225
    12 South St, Cheshire, MA 01225
    /16

    $599,000

    • Land
    • 1.7 Acres
    • $352,353 per Acre

    12 South St, Cheshire, MA 01225

    Property on corner of busy 4 way stoplight in the heart of town with 256 ft of frontage. High visibility and high traffic count: 11,777 on average. Multi-zoned for multiple different uses & possibilities. The source of all representations are from the seller or a public source; broker has not verified same. It is recommended that buyer independently verify all information.

    Deb Trzcinski Steepleview Realty - Mass

    12 South St, Cheshire, MA 01225
Massachusetts Berkshire County Cheshire

Newest Listings for Sale in Cheshire, MA

Frequently Asked Questions

What is the average home price in Cheshire, MA?
Homes for sale in Cheshire, MA have an average home price of $409,353.
How many homes have sold over the last 12 months in Cheshire, MA?
40 homes have sold in Cheshire, MA over the last 12 months.
What are the most popular zip codes in Cheshire, MA?
The most popular zip codes in Cheshire, MA include 01225, 01220, 01237, 01270 and 01226.
How much do you need to make to afford a house in Cheshire?
The median home price in Cheshire is $399,000. If you put a 20% down payment of $79,800 and had a 30-year fixed mortgage with an interest rate of 6.26%, your estimated principal and interest payment would be $1,970 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $84K a year to afford the median home price in Cheshire. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Cheshire, MA?
Cheshire, MA has highly rated public and private schools. Some of the best schools in Cheshire based on Niche Grades are Lanesborough Elementary School, Mt. Greylock Regional High School and Wahconah Regional High School. Browse all the schools in Cheshire, MA to learn more.

Home Trends in Cheshire, MA

On average, homes in Cheshire, MA sell after 44 days on the market compared to the national average of 53 days. The median sale price for homes in Cheshire, MA over the last 12 months is $376,025, up 21% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$376,025
Median Single Family Sale Price
$387,931
Average Price Per Sq Ft
$195
Number of Homes for Sale
5
Last 12 months Home Sales
40
Months of Supply
1.50
Median List Price
$399,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
21%
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