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$1M+ Properties

Luxury Homes in Middlesex County, CT

150 active listings on the market right now

Browse current luxury homes in Middlesex County, CT. Middlesex County is one of Connecticut's hidden gems, centered on the Connecticut River as it winds toward Long Island Sound. The county seat of Middletown, home to Wesleyan University, is a lively small city with a thriving Main Street, diverse dining options, and a creative ene Median home prices in Middlesex County run around $350,000, with significant variation by town. Use the listings below to see what's actually available right now and click through for full details.

Active Listings

Available Luxury Homes in Middlesex County

21 Fenbrook RoadActiveSingle Family For Sale
$1,190,000

21 Fenbrook Road

Old Saybrook, Connecticut 06475

3 bd
3 ba
1,916 sqft
96 Ayers Point RoadActiveSingle Family For Sale
$1,029,000

96 Ayers Point Road

Old Saybrook, Connecticut 06475

4 bd
3 ba
4,109 sqft
11 Cambridge CourtActiveSingle Family For Sale
$1,525,000

11 Cambridge Court

Old Saybrook, Connecticut 06475

4 bd
3 ba
2,178 sqft
323 River RoadActiveSingle Family For Sale
$3,750,000

323 River Road

Deep River, Connecticut 06417

5 bd
6 ba
5,557 sqft
21 Clarkson LaneActiveSingle Family For Sale
$1,995,000

21 Clarkson Lane

Killingworth, Connecticut 06419

5 bd
6 ba
4,190 sqft
15 Novelty LaneActiveSingle Family For Sale
$2,499,000

15 Novelty Lane

Essex, Connecticut 06426

3 bd
3 ba
2,384 sqft
111 River RoadActiveCommercial For Sale
$2,600,000

111 River Road

Clinton, Connecticut 06413

2,012 sqft
28 River RoadActiveSingle Family For Sale
$1,595,000

28 River Road

Essex, Connecticut 06426

3 bd
3 ba
2,359 sqft
25 River RoadActiveSingle Family For Sale
$2,250,000

25 River Road

Essex, Connecticut 06426

4 bd
3 ba
3,232 sqft
104 Knollwood DriveActiveSingle Family For Sale
$1,445,000

104 Knollwood Drive

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,809 sqft
703 Fox Hopyard RoadActiveSingle Family For Sale
$1,895,000

703 Fox Hopyard Road

East Haddam, Connecticut 06423

3 bd
4 ba
3,720 sqft
24 Shore DriveActiveSingle Family For Sale
$1,195,000

24 Shore Drive

Old Saybrook, Connecticut 06475

3 bd
1 ba
884 sqft
127 Shore RoadActiveSingle Family For Sale
$2,400,000

127 Shore Road

Clinton, Connecticut 06413

8 bd
3 ba
2,709 sqft
21 River RoadActiveSingle Family For Sale
$2,850,000

21 River Road

Essex, Connecticut 06426

5 bd
5 ba
3,502 sqft
423 Main StreetActiveCommercial For Sale
$3,990,000

423 Main Street

Middletown, Connecticut 06457

0 bd
4 ba
39,000 sqft
30 Knowles RoadActiveSingle Family For Sale
$1,395,000

30 Knowles Road

East Hampton, Connecticut 06424

4 bd
4 ba
3,799 sqft
24 Mallard Point RoadActiveSingle Family For Sale
$1,395,000

24 Mallard Point Road

Essex, Connecticut 06426

2 bd
3 ba
1,880 sqft
147 Westbrook RoadActiveCommercial For Sale
$3,000,000

147 Westbrook Road

Essex, Connecticut 06426

0 bd
3 ba
9,760 sqft
89 River RoadActiveSingle Family For Sale
$5,775,000

89 River Road

East Haddam, Connecticut 06423

4 bd
4 ba
9,852 sqft
198-200 West StreetActiveCommercial For Sale
$2,500,000

198-200 West Street

Cromwell, Connecticut 06416

0 bd
3 ba
4,378 sqft
13 College StreetActiveSingle Family For Sale
$1,490,000

13 College Street

Old Saybrook, Connecticut 06475

4 bd
3 ba
2,070 sqft
1270 Saybrook RoadActiveSingle Family For Sale
$1,400,000

1270 Saybrook Road

Haddam, Connecticut 06438

3 bd
3 ba
3,375 sqft
30 Country Squire DriveActiveCommercial For Sale
$1,300,000

30 Country Squire Drive

Cromwell, Connecticut 06416

0 bd
5 ba
11,602 sqft
18 Birch Mill RoadActiveSingle Family For Sale
$2,195,000

18 Birch Mill Road

Killingworth, Connecticut 06419

4 bd
3 ba
3,700 sqft
FAQ

Frequently asked questions

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

Active inventory in Middlesex County, 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 Middlesex County, CT?

The median home price in Middlesex County, CT is approximately $350,000. Actual sale prices depend on location, condition, lot size, and timing of the listing.

What are property taxes like in Middlesex County, CT?

Connecticut property taxes are levied by individual municipalities via a mill rate × 70% of assessed value. Mill rates vary widely — from around 11 in low-tax shoreline towns to 70+ in some cities.

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

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

Looking in Middlesex County?

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