NOMADEReal Estate
$1M+ Properties

Luxury Homes in Middlesex County, CT

121 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

108 Maple AvenueActiveSingle Family For Sale
$2,200,000

108 Maple Avenue

Old Saybrook, Connecticut 06475

4 bd
4 ba
3,188 sqft
2 Old South Cove RoadActiveSingle Family For Sale
$1,499,000

2 Old South Cove Road

Old Saybrook, Connecticut 06475

3 bd
4 ba
2,472 sqft
5 Woodland DriveActiveSingle Family For Sale
$1,590,000

5 Woodland Drive

Old Saybrook, Connecticut 06475

3 bd
3 ba
3,125 sqft
5-A Loop Road 5AActiveSingle Family For Sale
$2,600,000

5-A Loop Road 5A

Clinton, Connecticut 06413

3 bd
3 ba
2,436 sqft
46 West AvenueActiveSingle Family For Sale
$1,595,000

46 West Avenue

Essex, Connecticut 06426

3 bd
3 ba
2,708 sqft
448 Grove Beach RoadActiveSingle Family For Sale
$1,195,000

448 Grove Beach Road

Westbrook, Connecticut 06498

3 bd
2 ba
2,728 sqft
12 Rocky Point RoadActiveSingle Family For Sale
$5,900,000

12 Rocky Point Road

Old Saybrook, Connecticut 06475

4 bd
4 ba
5,651 sqft
48 GrovewayActiveSingle Family For Sale
$1,275,000

48 Groveway

Clinton, Connecticut 06413

3 bd
4 ba
1,603 sqft
96 Ayers Point RoadActiveSingle Family For Sale
$1,163,000

96 Ayers Point Road

Old Saybrook, Connecticut 06475

4 bd
3 ba
4,109 sqft
189 Middlesex AvenueActiveCommercial For Sale
$3,675,000

189 Middlesex Avenue

Chester, Connecticut 06412

21,905 sqft
24 Seabreeze RoadActiveSingle Family For Sale
$1,038,880

24 Seabreeze Road

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,952 sqft
51-57 Main StreetActiveCommercial For Sale
$1,695,000

51-57 Main Street

Middletown, Connecticut 06457

0 bd
1 ba
8,390 sqft
167 Shore RoadActiveSingle Family For Sale
$2,749,000

167 Shore Road

Clinton, Connecticut 06413

4 bd
4 ba
4,381 sqft
54 old boston post RoadActiveCommercial For Sale
$1,790,000

54 old boston post Road

Westbrook, Connecticut 06498

0 bd
4 ba
5,244 sqft
11 River Edge RoadActiveSingle Family For Sale
$6,600,000

11 River Edge Road

Old Saybrook, Connecticut 06475

6 bd
4 ba
5,739 sqft
96 Fenwood DriveActiveSingle Family For Sale
$1,250,000

96 Fenwood Drive

Old Saybrook, Connecticut 06475

3 bd
3 ba
2,326 sqft
53-A Oakridge DriveActiveSingle Family For Sale
$1,295,000

53-A Oakridge Drive

Westbrook, Connecticut 06498

4 bd
5 ba
4,465 sqft
8 Meeting House RoadActiveSingle Family For Sale
$1,095,000

8 Meeting House Road

Haddam, Connecticut 06438

5 bd
3 ba
3,741 sqft
30 Country Squire DriveActiveCommercial For Sale
$1,300,000

30 Country Squire Drive

Cromwell, Connecticut 06416

0 bd
5 ba
11,602 sqft
37 Woodland DriveActiveSingle Family For Sale
$1,100,000

37 Woodland Drive

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,426 sqft
13 Mill RoadActiveSingle Family For Sale
$1,190,000

13 Mill Road

Essex, Connecticut 06426

3 bd
3 ba
1,905 sqft
Lot 2 - 160 Saybrook RoadActiveSingle Family For Sale
$2,200,000

Lot 2 - 160 Saybrook Road

Essex, Connecticut 06426

5 bd
5 ba
4,750 sqft
1409 Millbrook RoadActiveSingle Family For Sale
$1,295,000

1409 Millbrook Road

Middletown, Connecticut 06457

4 bd
4 ba
2,656 sqft
Lot 1 - 160 Saybrook RoadActiveSingle Family For Sale
$1,750,000

Lot 1 - 160 Saybrook Road

Essex, Connecticut 06426

4 bd
4 ba
3,500 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.