Cheshire, MA housing market
The typical Cheshire home is worth about $363,000, up 2.4% in a year, 45% below the Massachusetts typical home.
Home values, sales, trends and how Cheshire compares with the towns next door — updated as new data is published.
Cheshire at a glance
Only 2 sales in March 2026: in a market this size, monthly medians swing a lot, so the typical value above is the steadier guide.
Typical home value, 2016–2026
Show as a table
| January | Cheshire | Massachusetts |
|---|---|---|
| 2017 | $194,000 | $382,000 |
| 2018 | $203,000 | $407,000 |
| 2019 | $206,000 | $426,000 |
| 2020 | $217,000 | $438,000 |
| 2021 | $244,000 | $485,000 |
| 2022 | $276,000 | $536,000 |
| 2023 | $308,000 | $572,000 |
| 2024 | $335,000 | $616,000 |
| 2025 | $345,000 | $648,000 |
| 2026 | $358,000 | $658,000 |
| August 2026 | $363,000 | $662,000 |
Cheshire and its neighbors
| Town | Typical value | 1-yr change | Days on market | Median income |
|---|---|---|---|---|
| Cheshire | $363K | +2.4% | — | $69,803 |
| Lanesborough | — | — | — | $86,219 |
| Windsor | $362K | +1.4% | — | $115,563 |
| Savoy | $326K | +0.2% | — | $61,328 |
| Dalton | $348K | +2.1% | — | $79,438 |
5.2 years of income
The typical Cheshire home costs about 5.2 years of the town's median household income, less than across Massachusetts (6.4 years).
How Cheshire ranks on affordability →
Home value ÷ ACS median household income.
Owners, rent & taxes
U.S. Census Bureau, ACS 2020-2024.
Home values: Zillow Home Value Index (ZHVI), Zillow Research, August 2026. Sales, days on market and supply: Redfin Data Center, March 2026. Income, ownership, taxes and rent: U.S. Census Bureau, American Community Survey. Listings link to their publishers.