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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
31 North Main Street Essex, CT 06426
$2,195,000
- 1 | 7 Baths 12,155 SqFt Listing No. 24145390 Property Type: House camera (26)
Details
14 Anchorage Lane Old Saybrook, CT 06475
$2,000,000
4 Beds 2 Baths 1,776 SqFt Listing No. 24180902 Property Type: House camera (21)
Details
148 Wallingford Road Durham, CT 06422
$1,999,000
7 Beds 2 | 1 Baths 3,308 SqFt Listing No. 24045370 Property Type: House camera (11)
Details
5 Hemlock Drive Essex, CT 06426
$1,975,000
4 Beds 3 Baths 3,023 SqFt Listing No. 24172998 Property Type: House camera Virtual Tour camera (36)
Details
53 Shanaghans Road East Haddam, CT 06423
$1,895,000
5 Beds 4 | 1 Baths 6,517 SqFt Listing No. 24140199 Property Type: House camera (11)
Details
108 Westbrook Road Essex, CT 06409
$1,795,000
4 Beds 4 | 1 Baths 5,610 SqFt Listing No. 24156056 Property Type: House camera Virtual Tour camera (40)
Details
101 North Main Street Essex, CT 06426
$1,795,000
4 Beds 3 | 1 Baths 3,724 SqFt Listing No. 24160026 Property Type: House camera Virtual Tour camera (39)
Details
4 Beach Road Old Saybrook, CT 06475
$1,790,000
3 Beds 2 | 1 Baths 3,745 SqFt Listing No. 24176301 Property Type: House camera (39)
Details
11 Cambridge Court East Old Saybrook, CT 06475
$1,695,000
4 Beds 3 Baths 2,178 SqFt Listing No. 24178785 Property Type: House camera (28)
Details
5 Woodland Drive Old Saybrook, CT 06475
$1,665,000
3 Beds 3 Baths 3,125 SqFt Listing No. 24163052 Property Type: House camera (40) Open House: Jun 28, 2026, 12:00 PM - 2:00 PM
Details
30 Knowles Road East Hampton, CT 06424
$1,650,000
4 Beds 4 Baths 3,799 SqFt Listing No. 24171409 Property Type: House camera (40)
Details
449 Seaside Avenue Westbrook, CT 06498
$1,625,000
3 Beds 2 | 1 Baths 3,431 SqFt Listing No. 24168569 Property Type: House camera (40)
Details
 31 North Main Street, Essex, CT 06426
camera (26)
price

$2,195,000

beds

- -

baths

1 | 7 1 | 7 Baths

lot size

12,155 SqFt 12,155 SqFt

listing no.

24145390 Listing No. 24145390

property type

House Property Type: House

gallery photos

camera (26)

 14 Anchorage Lane, Old Saybrook, CT 06475
camera (21)
price

$2,000,000

beds

4 4 Beds

baths

2 2 Baths

lot size

1,776 SqFt 1,776 SqFt

listing no.

24180902 Listing No. 24180902

property type

House Property Type: House

gallery photos

camera (21)

 148 Wallingford Road, Durham, CT 06422
camera (11)
price

$1,999,000

beds

7 7 Beds

baths

2 | 1 2 | 1 Baths

lot size

3,308 SqFt 3,308 SqFt

listing no.

24045370 Listing No. 24045370

property type

House Property Type: House

gallery photos

camera (11)

 5 Hemlock Drive, Essex, CT 06426
camera VIRTUAL TOUR camera (36)
price

$1,975,000

beds

4 4 Beds

baths

3 3 Baths

lot size

3,023 SqFt 3,023 SqFt

listing no.

24172998 Listing No. 24172998

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (36)

 53 Shanaghans Road, East Haddam, CT 06423
camera (11)
price

$1,895,000

beds

5 5 Beds

baths

4 | 1 4 | 1 Baths

lot size

6,517 SqFt 6,517 SqFt

listing no.

24140199 Listing No. 24140199

property type

House Property Type: House

gallery photos

camera (11)

 108 Westbrook Road, Essex, CT 06409
camera VIRTUAL TOUR camera (40)
price

$1,795,000

beds

4 4 Beds

baths

4 | 1 4 | 1 Baths

lot size

5,610 SqFt 5,610 SqFt

listing no.

24156056 Listing No. 24156056

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (40)

 101 North Main Street, Essex, CT 06426
camera VIRTUAL TOUR camera (39)
price

$1,795,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

3,724 SqFt 3,724 SqFt

listing no.

24160026 Listing No. 24160026

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (39)

 4 Beach Road, Old Saybrook, CT 06475
camera (39)
price

$1,790,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

3,745 SqFt 3,745 SqFt

listing no.

24176301 Listing No. 24176301

property type

House Property Type: House

gallery photos

camera (39)

 11 Cambridge Court East, Old Saybrook, CT 06475
camera (28)
price

$1,695,000

beds

4 4 Beds

baths

3 3 Baths

lot size

2,178 SqFt 2,178 SqFt

listing no.

24178785 Listing No. 24178785

property type

House Property Type: House

gallery photos

camera (28)

 5 Woodland Drive, Old Saybrook, CT 06475
camera (40)
price

$1,665,000

beds

3 3 Beds

baths

3 3 Baths

lot size

3,125 SqFt 3,125 SqFt

listing no.

24163052 Listing No. 24163052

property type

House Property Type: House

gallery photos

camera (40)

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

 30 Knowles Road, East Hampton, CT 06424
camera (40)
price

$1,650,000

beds

4 4 Beds

baths

4 4 Baths

lot size

3,799 SqFt 3,799 SqFt

listing no.

24171409 Listing No. 24171409

property type

House Property Type: House

gallery photos

camera (40)

 449 Seaside Avenue, Westbrook, CT 06498
camera (40)
price

$1,625,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

3,431 SqFt 3,431 SqFt

listing no.

24168569 Listing No. 24168569

property type

House Property Type: House

gallery photos

camera (40)

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, 10:43 AM ET
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