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Cheshire Reservoir, MAPhoto: John Phelan · CC BY 3.0
Housing in Cheshire

6 homes sold in Cheshire in the last year, at a typical $272K

Almost every sale is a house. Below: a shortcut to every site where Cheshire homes are listed.

Homes sold
6
April 2025 to March 2026
Typical sale price
$272K
median, weighted by sales
Price per square foot
$144
Massachusetts $392
Paid vs. asking
94.5%
0% sold over asking
For sale now
1
March 2026 · 2 sold that month
Rent or buy?

Owning the typical Cheshire home costs about $1,673 a month

Mortgage
Property tax
Insurance
Rent

Price: Cheshire’s typical sale, last 12 months. Property tax at Cheshire’s 1.1% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Cheshire is affordable on local pay is on Cost of living.

Before you buy in Cheshire

Five things worth knowing

1.1%

Property tax, a year

Of a home’s value: the median bill over the median home value. On a $272K home, about $3,050 a year.

Taxes vs. neighbors
C−

Schools

The schools grade for Cheshire, from test results, graduation and how much students grow.

Schools in Cheshire
29 min

Typical commute

The average one-way trip to work for people who live in Cheshire.

Work & commute
Flood

Check the flood map

Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.

Natural hazards
Records

Look up any property

Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.

Selling, or renting out?

Post your home to Cheshire, free

Selling it yourself, renting out an apartment or looking for a roommate? Post it to Cheshire. People who follow the town see it, and so do people comparing Cheshire with their own town. No commission, no listing fee.

Questions about buying a home in Cheshire

What do homes sell for in Cheshire, MA?

6 homes sold in the year to March 2026 at a typical $272K, $144 a square foot.

Is Cheshire a buyer’s or seller’s market?

A seller’s market: 1 homes were for sale in March 2026 and 2 sold, about 0.5 months of supply. Buyers paid 94.5% of asking on average, and 25% of listings cut their price.

How much are property taxes in Cheshire?

About 1.1% of a home’s value a year. On a $272K home that’s near $3,050.

Where can I see homes for sale in Cheshire?

Zillow, Redfin, Realtor.com and Homes.com all carry Cheshire’s MLS listings; the search links above open each one filtered to Cheshire.

Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).