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Middlesex County is a historic region located in central Connecticut, with a rich past dating back to the colonial era. The area is known for its picturesque towns, scenic natural beauty, and vibrant arts and culture scene.

The population of Middlesex County is around 165,000 people, with a diverse mix of residents from all walks of life. The region’s economy is anchored by a mix of industries including healthcare, education, manufacturing, and tourism.

Real estate in Middlesex County is varied, with a wide range of housing options available to suit every budget and lifestyle. The median home value in the area is around $280,000, which is slightly higher than the national average.

Whether you’re looking for a place to live, work, or play, Middlesex County offers something for everyone. With its rich history, diverse population, and attractive real estate market, it’s no wonder that so many people choose to call this region home.

Middlesex County is comprised of the following towns:

Min. Price
Max. Price
Beds
Baths
13 Green Acres Park Drive Westbrook, CT 06498
$199,900
2 Beds 1 | 1 Baths 1,388 SqFt Listing No. 24185724 Property Type: House camera (25)
Details
92 Founders Village #92 Clinton, CT 06413
$199,900
1 Beds 1 Baths 728 SqFt Listing No. 24167519 Property Type: Condo camera (18)
Details
1221 Washington Street #8 Middletown, CT 06457
$198,000
2 Beds 1 Baths 845 SqFt Listing No. 24183869 Property Type: Condo camera (24) Open House: Jun 28, 2026, 10:00 AM - 12:00 PM
Details
19 Old Forge Road Westbrook, CT 06498
$197,900
2 Beds 1 Baths 888 SqFt Listing No. 24155406 Property Type: House camera (20)
Details
2324 Cromwell Hills Drive #2324 Cromwell, CT 06416
$184,609
2 Beds 1 | 1 Baths 1,057 SqFt Listing No. 24179046 Property Type: Condo camera (17)
Details
10 Chestnut Drive Westbrook, CT 06498
$184,500
2 Beds 1 | 1 Baths 868 SqFt Listing No. 24182332 Property Type: House camera (31) Open House: Jun 28, 2026, 12:00 PM - 2:00 PM
Details
5 Hilltop Road East Hampton, CT 06424
$180,000
2 Beds 1 Baths 1,385 SqFt Listing No. 24185063 Property Type: House camera (38)
Details
52 Jobs Gate 2 Portland, CT 06480
$179,900
1 Beds 1 Baths 592 SqFt Listing No. 24163884 Property Type: House camera (40)
Details
7 Portland Street Middletown, CT 06457
$169,900
3 Beds 1 Baths 1,440 SqFt Listing No. 24183830 Property Type: House camera (5)
Details
40 Evergreen Park Clinton, CT 06413
$169,000
3 Beds 2 Baths 1,680 SqFt Listing No. 24180168 Property Type: House camera (11)
Details
111 Dekoven Drive #908 Middletown, CT 06457
$163,000
1 Beds 1 | 1 Baths 738 SqFt Listing No. 24174644 Property Type: Condo camera (38)
Details
1 Russell Street #22 Middletown, CT 06457
$150,000
2 Beds 1 Baths 924 SqFt Listing No. 24182065 Property Type: Condo camera (22)
Details
 13 Green Acres Park Drive, Westbrook, CT 06498
Coming Soon
camera (25)
price

$199,900

beds

2 2 Beds

baths

1 | 1 1 | 1 Baths

lot size

1,388 SqFt 1,388 SqFt

listing no.

24185724 Listing No. 24185724

property type

House Property Type: House

gallery photos

camera (25)

 92 Founders Village #92, Clinton, CT 06413
camera (18)
price

$199,900

beds

1 1 Beds

baths

1 1 Baths

lot size

728 SqFt 728 SqFt

listing no.

24167519 Listing No. 24167519

property type

Condo Property Type: Condo

gallery photos

camera (18)

 1221 Washington Street #8, Middletown, CT 06457
camera (24)
price

$198,000

beds

2 2 Beds

baths

1 1 Baths

lot size

845 SqFt 845 SqFt

listing no.

24183869 Listing No. 24183869

property type

Condo Property Type: Condo

gallery photos

camera (24)

Open House: Jun 28, 2026, 10:00 AM - 12:00 PM

 19 Old Forge Road, Westbrook, CT 06498
camera (20)
price

$197,900

beds

2 2 Beds

baths

1 1 Baths

lot size

888 SqFt 888 SqFt

listing no.

24155406 Listing No. 24155406

property type

House Property Type: House

gallery photos

camera (20)

 2324 Cromwell Hills Drive #2324, Cromwell, CT 06416
camera (17)
price

$184,609

beds

2 2 Beds

baths

1 | 1 1 | 1 Baths

lot size

1,057 SqFt 1,057 SqFt

listing no.

24179046 Listing No. 24179046

property type

Condo Property Type: Condo

gallery photos

camera (17)

 10 Chestnut Drive, Westbrook, CT 06498
camera (31)
price

$184,500

beds

2 2 Beds

baths

1 | 1 1 | 1 Baths

lot size

868 SqFt 868 SqFt

listing no.

24182332 Listing No. 24182332

property type

House Property Type: House

gallery photos

camera (31)

Open House: Jun 28, 2026, 12:00 PM - 2:00 PM

 5 Hilltop Road, East Hampton, CT 06424
camera (38)
price

$180,000

beds

2 2 Beds

baths

1 1 Baths

lot size

1,385 SqFt 1,385 SqFt

listing no.

24185063 Listing No. 24185063

property type

House Property Type: House

gallery photos

camera (38)

 52 Jobs Gate 2, Portland, CT 06480
camera (40)
price

$179,900

beds

1 1 Beds

baths

1 1 Baths

lot size

592 SqFt 592 SqFt

listing no.

24163884 Listing No. 24163884

property type

House Property Type: House

gallery photos

camera (40)

 7 Portland Street, Middletown, CT 06457
camera (5)
price

$169,900

beds

3 3 Beds

baths

1 1 Baths

lot size

1,440 SqFt 1,440 SqFt

listing no.

24183830 Listing No. 24183830

property type

House Property Type: House

gallery photos

camera (5)

 40 Evergreen Park, Clinton, CT 06413
camera (11)
price

$169,000

beds

3 3 Beds

baths

2 2 Baths

lot size

1,680 SqFt 1,680 SqFt

listing no.

24180168 Listing No. 24180168

property type

House Property Type: House

gallery photos

camera (11)

 111 Dekoven Drive #908, Middletown, CT 06457
camera (38)
price

$163,000

beds

1 1 Beds

baths

1 | 1 1 | 1 Baths

lot size

738 SqFt 738 SqFt

listing no.

24174644 Listing No. 24174644

property type

Condo Property Type: Condo

gallery photos

camera (38)

 1 Russell Street #22, Middletown, CT 06457
camera (22)
price

$150,000

beds

2 2 Beds

baths

1 1 Baths

lot size

924 SqFt 924 SqFt

listing no.

24182065 Listing No. 24182065

property type

Condo Property Type: Condo

gallery photos

camera (22)

IDX information is provided by SmartMLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 the SmartMLS All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.
SmartMLS (CTMLS-GFC) data last updated at June 26, 2026, 2:59 PM ET
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