Home Homes for Sale Middlebury, CT

Connecticut · Real Estate

Homes for Sale in
Middlebury, CT

There are currently 26 homes for sale in Middlebury, Connecticut with an average list price of $758,330.

Middlebury is a small New Haven County town of about 7,600 situated between Waterbury and Southbury with easy I-84 access. Quassy Amusement Park, on Lake Quassapaug, is a beloved family destination. The town offers suburban-quality schools, well-maintained neighborhoods, and a more affordable price point than neighboring Southbury. A solid, practical choice in the I-84 corridor.

For Sale

26

active listings

Avg. Sale Price

$586K

$85K–$4.1M

Avg. Size Sold

2,283 sf

last 12 mo

vs. Ask Price

-0.6%

avg. paid vs. ask

Stats based on 115 closings in the last 12 months

Showing 12 of 26 listings in Middlebury

See All 26 Homes in Middlebury

Buying a Home in Middlebury, CT

Current Market Snapshot

Entry Price
$230K
lowest listed
Avg. Price
$758K
list price
Top of Market
$2.9M
highest listed
Listings by Bedroom Count
2 beds
2
3 beds
10
4 beds
9
5 beds
1
8 beds
1
Property Types Available
Single Family · 19 Land · 3 Multi-Family For Sale · 2 Condo / Co-Op · 2

The Middlebury real estate market currently has 26 active listings with an average list price of $758,330 and a price range from $229,900 to $2,850,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,492 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Middlebury, CT right now?
As of March 2026, there are 26 active listings in Middlebury, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Middlebury, CT?
The average list price in Middlebury is $758,330. Homes currently range from $229,900 to $2,850,000.
What size homes are most common in Middlebury, CT?
The most common listing in Middlebury is a 3-bedroom home (10 listings). Other common sizes include 4-bedroom (9) and 2-bedroom (2). The average home size is 2,492 sq ft.
What types of homes are available in Middlebury, CT?
Current listings in Middlebury include: Single Family (19), Land (3), Multi-Family For Sale (2), Condo / Co-Op (2).
Is Middlebury, CT a good place to buy a home?
Middlebury is a small New Haven County town of about 7,600 situated between Waterbury and Southbury with easy I-84 access. Quassy Amusement Park, on Lake Quassapaug, is a beloved family destination. The town offers suburban-quality schools, well-maintained neighborhoods, and a more affordable price point than neighboring Southbury. A solid, practical choice in the I-84 corridor.
Does RYZE Realty Group serve Middlebury, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across Connecticut County and the greater Connecticut market, including Middlebury. Contact us for a free consultation.