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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
1445 Boston Post Road Old Saybrook, CT 06475
$12,000,000
4 Beds 1 Baths 2,059 SqFt Listing No. 24183764 Property Type: House camera (12)
Details
20 Saltus Drive Old Saybrook, CT 06475
$9,850,000
5 Beds 7 | 1 Baths 9,481 SqFt Listing No. 24125295 Property Type: House camera Virtual Tour camera (40)
Details
175 River Road Essex, CT 06426
$7,889,000
3 Beds 3 | 2 Baths 4,664 SqFt Listing No. 24164990 Property Type: House camera Virtual Tour camera (40)
Details
11 River Edge Road Old Saybrook, CT 06475
$6,600,000
6 Beds 4 Baths 5,739 SqFt Listing No. 24151590 Property Type: House camera (39)
Details
12 Rocky Point Road Old Saybrook, CT 06475
$5,900,000
4 Beds 4 Baths 5,651 SqFt Listing No. 24165905 Property Type: House camera (39)
Details
89 River Road East Haddam, CT 06423
$5,775,000
4 Beds 3 | 1 Baths 9,852 SqFt Listing No. 24179508 Property Type: House camera Virtual Tour camera (40)
Details
7 Hanna Lane Essex, CT 06426
$4,300,000
3 Beds 3 | 1 Baths 4,383 SqFt Listing No. 24169987 Property Type: House camera Virtual Tour camera (32)
Details
10 Scholes Lane Essex, CT 06426
$4,195,000
4 Beds 4 Baths 3,769 SqFt Listing No. 24166118 Property Type: House camera (40)
Details
41 Watrous Point Road Old Saybrook, CT 06475
$3,995,000
6 Beds 4 | 1 Baths 5,536 SqFt Listing No. 24162782 Property Type: House camera Virtual Tour camera (40)
Details
24 New City Street Essex, CT 06426
$3,895,000
3 Beds 4 Baths 2,738 SqFt Listing No. 24162549 Property Type: House camera (40) Open House: Jun 27, 2026, 11:00 AM - 2:00 PM
Details
17 Scholes Lane Essex, CT 06426
$3,495,000
3 Beds 2 | 1 Baths 2,092 SqFt Listing No. 24170658 Property Type: House camera (36)
Details
288 Middlesex Avenue Chester, CT 06412
$3,150,000
4 Beds 4 | 2 Baths 4,926 SqFt Listing No. 24166793 Property Type: House camera Virtual Tour camera (38)
Details
 1445 Boston Post Road, Old Saybrook, CT 06475
camera (12)
price

$12,000,000

beds

4 4 Beds

baths

1 1 Baths

lot size

2,059 SqFt 2,059 SqFt

listing no.

24183764 Listing No. 24183764

property type

House Property Type: House

gallery photos

camera (12)

 20 Saltus Drive, Old Saybrook, CT 06475
camera VIRTUAL TOUR camera (40)
price

$9,850,000

beds

5 5 Beds

baths

7 | 1 7 | 1 Baths

lot size

9,481 SqFt 9,481 SqFt

listing no.

24125295 Listing No. 24125295

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (40)

 175 River Road, Essex, CT 06426
camera VIRTUAL TOUR camera (40)
price

$7,889,000

beds

3 3 Beds

baths

3 | 2 3 | 2 Baths

lot size

4,664 SqFt 4,664 SqFt

listing no.

24164990 Listing No. 24164990

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (40)

 11 River Edge Road, Old Saybrook, CT 06475
camera (39)
price

$6,600,000

beds

6 6 Beds

baths

4 4 Baths

lot size

5,739 SqFt 5,739 SqFt

listing no.

24151590 Listing No. 24151590

property type

House Property Type: House

gallery photos

camera (39)

 12 Rocky Point Road, Old Saybrook, CT 06475
camera (39)
price

$5,900,000

beds

4 4 Beds

baths

4 4 Baths

lot size

5,651 SqFt 5,651 SqFt

listing no.

24165905 Listing No. 24165905

property type

House Property Type: House

gallery photos

camera (39)

 89 River Road, East Haddam, CT 06423
camera VIRTUAL TOUR camera (40)
price

$5,775,000

beds

4 4 Beds

baths

3 | 1 3 | 1 Baths

lot size

9,852 SqFt 9,852 SqFt

listing no.

24179508 Listing No. 24179508

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (40)

 7 Hanna Lane, Essex, CT 06426
camera VIRTUAL TOUR camera (32)
price

$4,300,000

beds

3 3 Beds

baths

3 | 1 3 | 1 Baths

lot size

4,383 SqFt 4,383 SqFt

listing no.

24169987 Listing No. 24169987

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (32)

 10 Scholes Lane, Essex, CT 06426
camera (40)
price

$4,195,000

beds

4 4 Beds

baths

4 4 Baths

lot size

3,769 SqFt 3,769 SqFt

listing no.

24166118 Listing No. 24166118

property type

House Property Type: House

gallery photos

camera (40)

 41 Watrous Point Road, Old Saybrook, CT 06475
camera VIRTUAL TOUR camera (40)
price

$3,995,000

beds

6 6 Beds

baths

4 | 1 4 | 1 Baths

lot size

5,536 SqFt 5,536 SqFt

listing no.

24162782 Listing No. 24162782

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (40)

 24 New City Street, Essex, CT 06426
camera (40)
price

$3,895,000

beds

3 3 Beds

baths

4 4 Baths

lot size

2,738 SqFt 2,738 SqFt

listing no.

24162549 Listing No. 24162549

property type

House Property Type: House

gallery photos

camera (40)

Open House: Jun 27, 2026, 11:00 AM - 2:00 PM

 17 Scholes Lane, Essex, CT 06426
camera (36)
price

$3,495,000

beds

3 3 Beds

baths

2 | 1 2 | 1 Baths

lot size

2,092 SqFt 2,092 SqFt

listing no.

24170658 Listing No. 24170658

property type

House Property Type: House

gallery photos

camera (36)

 288 Middlesex Avenue, Chester, CT 06412
camera VIRTUAL TOUR camera (38)
price

$3,150,000

beds

4 4 Beds

baths

4 | 2 4 | 2 Baths

lot size

4,926 SqFt 4,926 SqFt

listing no.

24166793 Listing No. 24166793

property type

House Property Type: House

virtual tour

camera VIRTUAL TOUR

gallery photos

camera (38)

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, 12:50 PM ET
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