Chester, WI housing market
Home prices around Chester have risen about 63% over the past 5 years. Builders were permitted 1 new home in 2025.
Home values, sales, trends and how Chester compares with the towns next door — updated as new data is published.
Home prices up 63% in 5 years
The federal house price index for the ZIP codes around Chester rose 63% over the past 5 years, faster than across Wisconsin (57%). Last year prices rose 1.9%.
Show as a table
| Year | Change that year | Since 2000 | Wisconsin since 2000 |
|---|---|---|---|
| 2025 | +1.9% | +148% | +143% |
| 2024 | +8.4% | +143% | +131% |
| 2023 | +23% | +124% | +116% |
| 2022 | +7.8% | +83% | +95% |
| 2021 | +12% | +69% | +70% |
| 2020 | −0.5% | +52% | +54% |
| 2019 | +8.2% | +52% | +50% |
| 2018 | +7.4% | +41% | +43% |
| 2017 | −1.1% | +31% | +36% |
| 2016 | +4.8% | +33% | +29% |
| 2015 | +4.9% | +27% | +24% |
| 2014 | +0.6% | +21% | +21% |
| 2013 | −1.7% | +20% | +19% |
| 2012 | +0.3% | +22% | +19% |
| 2011 | −2.1% | +22% | +21% |
| 2010 | −1.4% | +24% | +25% |
| 2009 | −3.8% | +26% | +31% |
| 2008 | +1.3% | +31% | +36% |
| 2007 | −2% | +29% | +38% |
| 2006 | +7% | +32% | +36% |
| 2005 | +6.7% | +23% | +32% |
| 2004 | +6.2% | +16% | +21% |
| 2003 | +1.8% | +8.9% | +13% |
| 2002 | +2.7% | +7% | +9.3% |
| 2001 | +4.1% | +4.1% | +5.2% |
| 2000 | — | — | — |
Federal Housing Finance Agency House Price Index (annual, developmental) for ZIP codes 53963, 53922, 53006, covering 77% of Chester’s land, weighted by land area. It tracks repeat sales and appraisals of the same homes, so it shows how prices changed, not what homes cost.
1 new home permitted in 2025
Builders were permitted 1 new home in Chester in 2025. Over the past 10 years, Chester has permitted 4 homes in all.
Homes vs. people, 2010–2020
Between the 2010 and 2020 censuses, Chester gained 208 residents while 7 new homes were permitted: about 30 new residents per new home. Population grew faster than building, so existing homes filled up: a sign of tight supply. Across Wisconsin: 1.3 new residents per new home.
Residents: U.S. Census Bureau, 2010 and 2020 censuses. New homes: permits issued 2010–2019.
Show as a table
| Year | New homes | Single-family | 2+ per building | Value |
|---|---|---|---|---|
| 2026 (Jan–Aug) | 1 | 1 | 0 | $400,000 |
| 2025 | 1 | 1 | 0 | $400,000 |
| 2024 | 1 | 1 | 0 | $400,000 |
| 2023 | 1 | 1 | 0 | $900,000 |
| 2022 | 0 | 0 | 0 | — |
| 2021 | 1 | 1 | 0 | $245,000 |
| 2020 | 0 | 0 | 0 | — |
| 2019 | 0 | 0 | 0 | — |
| 2018 | 0 | 0 | 0 | — |
| 2017 | 0 | 0 | 0 | — |
| 2016 | 0 | 0 | 0 | — |
| 2015 | 1 | 1 | 0 | $350,000 |
| 2014 | 2 | 2 | 0 | $700,000 |
| 2013 | 1 | 1 | 0 | $350,000 |
| 2012 | 1 | 1 | 0 | $350,000 |
| 2011 | 1 | 1 | 0 | $350,000 |
| 2010 | 1 | 1 | 0 | $220,000 |
| 2009 | 1 | 1 | 0 | $155,000 |
| 2008 | 0 | 0 | 0 | — |
| 2007 | 3 | 3 | 0 | $420,000 |
| 2006 | 0 | 0 | 0 | — |
| 2005 | 0 | 0 | 0 | — |
| 2004 | 1 | 1 | 0 | $100,000 |
| 2003 | 0 | 0 | 0 | — |
| 2002 | 2 | 2 | 0 | $70,000 |
| 2001 | 2 | 2 | 0 | $70,000 |
| 2000 | 2 | 2 | 0 | $70,000 |
Homes authorized by building permits, counted in the year the permit was issued. U.S. Census Bureau, Building Permits Survey, through August 2026.
Chester and its neighbors
| Town | Typical value | 1-yr change | 2-bed rent | New homes 2025 | Median income |
|---|---|---|---|---|---|
| Chester | — | +1.9%† | $990 | 1 | $94,583 |
| Waupun | — | +1.3%† | $970 | 60 | $65,625 |
| Burnett | — | — | $980 | 0 | $90,313 |
| Trenton | — | +8.4%† | $1,140 | — | $99,074 |
| Waupun | $271K | +4.3% | $980 | 0 | $112,750 |
| Oakfield | $339K | +3.2% | $1,130 | 1 | $115,313 |
| Leroy | — | +9.3%† | $1,090 | — | $85,000 |
† FHFA price index change, where Zillow has no home value for the town.
Owners, rent & taxes
U.S. Census Bureau, ACS 2020-2024 · figures for a place this size carry wide margins of error.
A two-bedroom rents for about $990
HUD's Fair Market Rent for a two-bedroom in Chester is $990 a month, utilities included: roughly what a modest, recently rented unit costs. Renters already in Chester pay a median of $936.
Studio $680 · 4 bedrooms $1,380
U.S. Department of Housing and Urban Development, FY2026 Fair Market Rents by ZIP code (53006, 53922, 53963; Fond du Lac, WI MSA), weighted by land area. A Fair Market Rent is the 40th-percentile rent plus utilities for a standard unit. Median rent: U.S. Census Bureau, American Community Survey.
Home values: Zillow Home Value Index (ZHVI), Zillow Research. Sales, days on market and supply: Redfin Data Center. Income, ownership, taxes and rent: U.S. Census Bureau, American Community Survey. New homes: U.S. Census Bureau, Building Permits Survey. Price trend: Federal Housing Finance Agency House Price Index. Fair Market Rents: U.S. Department of Housing and Urban Development. Listings link to their publishers.