Housing · Chester
Chester, CT housing market
The typical Chester home is worth about $540,000, up 6.3% in a year, 20% above the Connecticut typical home.
Home values, sales, trends and how Chester compares with the towns next door — updated as new data is published.
The market right now
Chester at a glance
Typical home value
$540K
▲ 6.3% in a year · Zillow
Ten-year trend
Typical home value, 2016–2026
ChesterConnecticut
Show as a table
| January | Chester | Connecticut |
|---|---|---|
| 2017 | $282,000 | $248,000 |
| 2018 | $283,000 | $256,000 |
| 2019 | $289,000 | $258,000 |
| 2020 | $288,000 | $264,000 |
| 2021 | $322,000 | $293,000 |
| 2022 | $351,000 | $326,000 |
| 2023 | $393,000 | $357,000 |
| 2024 | $434,000 | $395,000 |
| 2025 | $466,000 | $420,000 |
| 2026 | $522,000 | $438,000 |
| August 2026 | $540,000 | $451,000 |
Next door
Chester and its neighbors
The towns that share a border. Tap one to see its housing page.
| Town | Typical value | 1-yr change | Days on market | Median income |
|---|---|---|---|---|
| Chester | $540K | +6.3% | — | $109,191 |
| Deep River | $444K | +4% | — | $90,253 |
| Deep River Center | — | — | — | $71,447 |
| Chester Center | — | — | — | $89,375 |
| Lyme | $808K | +6.3% | — | $135,000 |
| Haddam | $459K | +4.2% | — | $114,426 |
| East Haddam | $446K | +4.9% | — | $107,861 |
Affordability
4.9 years of income
The typical Chester home costs about 4.9 years of the town's median household income, about the same as across Connecticut (4.7).
How Chester ranks on affordability →
Home value ÷ ACS median household income.
The homes
Owners, rent & taxes
Homeownership
73.2%
Connecticut: 66.5%
Median tax bill
$6,364
Connecticut: $6,643
Median rent
$1,549
Connecticut: $1,488
Typical home built
1969
Connecticut: 1967
U.S. Census Bureau, ACS 2020-2024.
On the market
Recent listings in Chester
Listed in the past 60 days. Each opens on the listing site.
Home values: Zillow Home Value Index (ZHVI), Zillow Research, August 2026. Sales, days on market and supply: Redfin Data Center. Income, ownership, taxes and rent: U.S. Census Bureau, American Community Survey. Listings link to their publishers.