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$1M+ Properties

Luxury Homes in Middletown, CT

15 active listings on the market right now

Discover luxury homes in Middlesex County in Middletown, CT. Middletown is a small city on the Connecticut River, home to Wesleyan University and a vibrant Main Street known throughout New England for its restaurant scene. The town blends university culture with historic neighborhoods like Wesleyan Hills and downtown urban living. Median home price in Middletown: $325,000. School rating: B.

Active Listings

Available Luxury Homes in Middletown

423 Main StreetActiveCommercial For Sale
$3,990,000

423 Main Street

Middletown, Connecticut 06457

0 bd
4 ba
39,000 sqft
942 Washington StreetActiveCommercial For Sale
$1,500,000

942 Washington Street

Middletown, Connecticut 06457

0 bd
2 ba
2,048 sqft
516 Washington Street 1ActiveCommercial For Sale
$1,000,000

516 Washington Street 1

Middletown, Connecticut 06457

5,115 sqft
145 Monarca DriveActiveSingle Family For Sale
$1,200,000

145 Monarca Drive

Middletown, Connecticut 06457

3 bd
4 ba
3,456 sqft
61 Main StreetActiveMulti-Family For Sale
$1,395,000

61 Main Street

Middletown, Connecticut 06457

21 bd
9 ba
10,629 sqft
480 Main StreetActiveCommercial For Sale
$1,300,000

480 Main Street

Middletown, Connecticut 06457

0 bd
10 ba
13,837 sqft
480 Main StreetActiveMulti-Family For Sale
$1,300,000

480 Main Street

Middletown, Connecticut 06457

8 bd
10 ba
13,837 sqft
575 Main Street 3ActiveCommercial For Sale
$1,350,000

575 Main Street 3

Middletown, Connecticut 06457

0 bd
2 ba
7,814 sqft
145 Monarca DriveActiveSingle Family For Sale
$1,350,000

145 Monarca Drive

Middletown, Connecticut 06457

3 bd
4 ba
3,456 sqft
1409 Millbrook RoadActiveSingle Family For Sale
$1,295,000

1409 Millbrook Road

Middletown, Connecticut 06457

4 bd
4 ba
2,656 sqft
51-57 Main StreetActiveCommercial For Sale
$1,695,000

51-57 Main Street

Middletown, Connecticut 06457

0 bd
1 ba
8,390 sqft
13 Portland StreetActiveCommercial For Sale
$1,300,000

13 Portland Street

Middletown, Connecticut 06457

0 bd
8 ba
9,890 sqft
13-15 Portland StreetActiveMulti-Family For Sale
$1,300,000

13-15 Portland Street

Middletown, Connecticut 06457

12 bd
8 ba
9,890 sqft
942 Washington StreetActiveCommercial For Sale
$1,700,000

942 Washington Street

Middletown, Connecticut 06457

0 bd
2 ba
2,048 sqft
145 Monarca DriveActiveSingle Family For Sale
$1,325,000

145 Monarca Drive

Middletown, Connecticut 06457

3 bd
4 ba
3,456 sqft
FAQ

Frequently asked questions

How many luxury homes are currently for sale in Middletown, CT?

Active inventory in Middletown, CT changes daily as listings come on and go off market. The grid above shows the most recently updated listings — refresh for the latest count.

What is the median home price in Middletown, CT?

The median home price in Middletown, CT is approximately $325,000. Actual sale prices depend on location, condition, lot size, and timing of the listing.

What are property taxes like in Middletown, CT?

Middletown has a mill rate of approximately 35.80. Annual taxes equal the mill rate × the assessed value (70% of fair market value) ÷ 1,000.

Can Nomade Real Estate help me buy a home in Middletown, CT?

Yes. Nomade represents buyers across all eight Connecticut counties with on-the-ground knowledge of Middletown, CT pricing, schools, commute, and what makes each neighborhood different. Reach out via the contact form on any property page to start a search.

What is Middletown CT known for?

Middletown is best known for Wesleyan University and its acclaimed Main Street restaurant scene. The Connecticut River, historic neighborhoods, and central state location are additional draws.

Looking in Middletown?

Talk to a Nomade agent who actually knows Middletown— pricing, schools, taxes, and what's not on the MLS yet.