Middlesex Connecticut Homes for Sale

743 total properties
View 115 Cow Hill Road Clinton, CT MLS# 170596183
$8,500,000
7,123

Sq.Ft.

115 Cow Hill Road

Clinton, CT

View 175 River Road Essex, CT MLS# 24164990
  • Virtual Tour
1 of 40
$7,889,000
3

Beds

3.2

Baths

4,664

Sq.Ft.

175 River Road

Essex, CT

View 11 River Edge Road Old Saybrook, CT MLS# 24151590
$6,600,000
6

Beds

4.0

Baths

5,739

Sq.Ft.

11 River Edge Road

Old Saybrook, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 252 River Road Deep River, CT MLS# 24143703
$6,500,000
5

Beds

5.2

Baths

7,697

Sq.Ft.

252 River Road

Deep River, CT

View 12 Rocky Point Road Old Saybrook, CT MLS# 24165905
$5,900,000
4

Beds

4.0

Baths

5,651

Sq.Ft.

12 Rocky Point Road

Old Saybrook, CT

View 7 Hanna Lane Essex, CT MLS# 24169987
  • Recently Listed with Virtual Tour
1 of 32
$4,300,000
3

Beds

3.1

Baths

4,383

Sq.Ft.

7 Hanna Lane

Essex, CT

View 189 Middlesex Avenue Chester, CT MLS# 24120456
$4,200,000
21,905

Sq.Ft.

189 Middlesex Avenue

Chester, CT

View 148 & 153 Wallingford Road Durham, CT MLS# 24015202
$4,100,000
Studio

Beds

0.0

Baths

148 & 153 Wallingford Road

Durham, CT

View 41 Watrous Point Road Old Saybrook, CT MLS# 24162782
$3,995,000
6

Beds

4.1

Baths

5,536

Sq.Ft.

41 Watrous Point Road

Old Saybrook, CT

View 82 Main Street East Hampton, CT MLS# 24173970
  • Recently Listed with Virtual Tour
1 of 34
$3,900,000
27

Beds

17.5

Baths

16,973

Sq.Ft.

82 Main Street

East Hampton, CT

View 175 North Cove Road Old Saybrook, CT MLS# 24166649
$3,695,000
4

Beds

4.1

Baths

3,518

Sq.Ft.

175 North Cove Road

Old Saybrook, CT

View 17 Scholes Lane Essex, CT MLS# 24170658
  • Recently Listed
1 of 32
$3,495,000
3

Beds

2.1

Baths

2,092

Sq.Ft.

17 Scholes Lane

Essex, CT

View 288 Middlesex Avenue Chester, CT MLS# 24166793
  • Virtual Tour
1 of 38
$3,150,000
4

Beds

4.2

Baths

4,926

Sq.Ft.

288 Middlesex Avenue

Chester, CT

View 167 Shore Road Clinton, CT MLS# 24161457
  • Virtual Tour
1 of 40
OPEN HOUSE: Saturday 5/16 12:00 PM - 3:00 PM
$2,849,000
4

Beds

4.0

Baths

4,381

Sq.Ft.

167 Shore Road

Clinton, CT

View 153 Wallingford Road Durham, CT MLS# 24045388
  • Virtual Tour
1 of 13
$2,800,000
15

Beds

7.1

Baths

10,623

Sq.Ft.

153 Wallingford Road

Durham, CT

View 88 Main Street Essex, CT MLS# 24162042
$2,800,000
5

Beds

5.1

Baths

5,234

Sq.Ft.

88 Main Street

Essex, CT

View 198-200 West Street Cromwell, CT MLS# 24170060
  • Recently Listed
1 of 36
$2,500,000
3.0

Baths

4,378

Sq.Ft.

198-200 West Street

Cromwell, CT

View 192 Westbrook Road Essex, CT MLS# 24056735
$2,450,000
4.4

Baths

15,316

Sq.Ft.

192 Westbrook Road

Essex, CT

View 250-252 East Main Street Clinton, CT MLS# 24114067
$2,400,000
12,050

Sq.Ft.

250-252 East Main Street

Clinton, CT

View 127 Shore Road Clinton, CT MLS# 24157517
$2,400,000
8

Beds

3.0

Baths

2,709

Sq.Ft.

127 Shore Road

Clinton, CT

Information deemed reliable but not guaranteed.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

© Copyright 2026 Smart Multiple Listing Service, Inc.