Market Overview
Home Prices in Middlebury, CT
The median home value in Middlebury, CT is $559,723 as of mid-2026, according to Zillow's Home Value Index (ZHVI).That's up 2.4% compared to a year ago and up 3.6% from two years prior.
Compared to the U.S. national median of $410,000, homes in Middlebury are priced37% above average. Middlebury is part of the New Haven-Milford, CT metro area.
Over the past five years, Middlebury home values have risen by approximately39.8%, reflecting strong long-term appreciation in this market.
Price History
Middlebury Home Price Trend
City Comparison
Middlebury vs. National Median
At $559,723, homes in Middlebury cost 37% above the national median of $410,000. Buyers in Middlebury should expect to pay a premium compared to most U.S. markets.
Affordability
What Does It Cost to Buy in Middlebury?
20% Down Payment
$111,945
on $559,723
Monthly P&I
$2,919/mo
30-yr @ 6.8%
Total Monthly Est.
~$3,707/mo
incl. taxes & insurance
Income Needed
$148,280
gross annual (30% rule)
10% Down Option
$55,972
+ PMI applies
Loan Amount (20% dn)
$447,778
at current rates
Estimates assume a 30-year fixed mortgage at 6.8%. Monthly total includes estimated property taxes and homeowner's insurance. Actual costs vary.
FAQ
Frequently Asked Questions
What is the average home price in Middlebury, CT?
The median home value in Middlebury is $559,723 as of mid-2026, according to Zillow's Home Value Index (ZHVI). That's up 2.4% year-over-year.
How much have home prices changed in Middlebury?
Over the past year, home values in Middlebury have increased by 2.4%. Over five years, prices have risen approximately 39.8%.
How much do I need to earn to buy a home in Middlebury?
To comfortably afford the median home price of $559,723 with a 20% down payment ($111,945) at today's rates (6.8%), you'd need a gross annual income of approximately $148,280. This assumes keeping total housing costs at or below 30% of gross income.
How does Middlebury compare to the national average home price?
The national median home value is approximately $410,000. At $559,723, homes in Middlebury are 37% above the national average.
What metro area is Middlebury part of?
Middlebury is part of the New Haven-Milford, CT metropolitan area. Home prices and market conditions can vary across the broader metro region.