Housing · Middlebury
Middlebury, CT housing market
The typical Middlebury home is worth about $552,000, up 1.9% in a year, 22% above the Connecticut typical home.
Home values, sales, trends and how Middlebury compares with the towns next door — updated as new data is published.
The market right now
Middlebury at a glance
Typical home value
$552K
▲ 1.9% in a year · Zillow
Ten-year trend
Typical home value, 2016–2026
MiddleburyConnecticut
Show as a table
| January | Middlebury | Connecticut |
|---|---|---|
| 2017 | $325,000 | $248,000 |
| 2018 | $322,000 | $256,000 |
| 2019 | $326,000 | $258,000 |
| 2020 | $332,000 | $264,000 |
| 2021 | $363,000 | $293,000 |
| 2022 | $413,000 | $326,000 |
| 2023 | $451,000 | $357,000 |
| 2024 | $497,000 | $395,000 |
| 2025 | $529,000 | $420,000 |
| 2026 | $550,000 | $438,000 |
| August 2026 | $552,000 | $451,000 |
Next door
Middlebury and its neighbors
The towns that share a border. Tap one to see its housing page.
Affordability
4.1 years of income
The typical Middlebury home costs about 4.1 years of the town's median household income, less than across Connecticut (4.7 years).
How Middlebury ranks on affordability →
Home value ÷ ACS median household income.
The homes
Owners, rent & taxes
Homeownership
87.8%
Connecticut: 66.5%
Median tax bill
$8,434
Connecticut: $6,643
Median rent
$398
Connecticut: $1,488
Typical home built
1976
Connecticut: 1967
U.S. Census Bureau, ACS 2020-2024.
On the market
Recent listings in Middlebury
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.