Middlesex Connecticut Homes for Sale

701 total properties
View 20 Saltus Drive Old Saybrook, CT MLS# 24125295
  • Virtual Tour
1 of 40
$9,850,000
5

Beds

7.1

Baths

9,481

Sq.Ft.

20 Saltus Drive

Old Saybrook, CT

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

Sq.Ft.

115 Cow Hill Road

Clinton, CT

View 12 Rocky Point Road Old Saybrook, CT MLS# 24107247
$6,400,000
4

Beds

4.1

Baths

5,651

Sq.Ft.

12 Rocky Point Road

Old Saybrook, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 189 Middlesex Avenue Chester, CT MLS# 24120456
$4,695,000
21,905

Sq.Ft.

189 Middlesex Avenue

Chester, CT

View 41 Watrous Point Road Old Saybrook, CT MLS# 24105310
$4,250,000
6

Beds

4.1

Baths

5,536

Sq.Ft.

41 Watrous Point Road

Old Saybrook, 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 175 North Cove Road Old Saybrook, CT MLS# 24090901
$3,750,000
4

Beds

4.1

Baths

3,518

Sq.Ft.

175 North Cove Road

Old Saybrook, CT

View 20 School House Road Old Saybrook, CT MLS# 24137029
$3,500,000
6.0

Baths

205,603

Sq.Ft.

20 School House Road

Old Saybrook, CT

View 288 Middlesex Avenue Chester, CT MLS# 24124960
  • Virtual Tour
1 of 40
$3,375,000
4

Beds

4.2

Baths

4,926

Sq.Ft.

288 Middlesex Avenue

Chester, CT

View 177 Boston Post Road Westbrook, CT MLS# 24107958
$3,250,000
2.2

Baths

4,320

Sq.Ft.

177 Boston Post Road

Westbrook, 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 372 Maple Avenue Old Saybrook, CT MLS# 24134739
$2,795,000
3

Beds

3.0

Baths

3,389

Sq.Ft.

372 Maple Avenue

Old Saybrook, CT

View 291 Injun Hollow Road Haddam, CT MLS# 24122924
$2,650,000
4

Beds

3.1

Baths

6,406

Sq.Ft.

291 Injun Hollow Road

Haddam, CT

View 198-200 West Street Cromwell, CT MLS# 24087438
$2,500,000
3.0

Baths

4,378

Sq.Ft.

198-200 West Street

Cromwell, CT

View 50 & 61 Grove Way Clinton, CT MLS# 24090050
  • Virtual Tour
1 of 39
$2,500,000
3

Beds

3.0

Baths

3,164

Sq.Ft.

50 & 61 Grove Way

Clinton, CT

View 50 & 61 Grove Way Clinton, CT MLS# 24133954
  • Virtual Tour
1 of 39
$2,500,000
3

Beds

3.0

Baths

3,164

Sq.Ft.

50 & 61 Grove Way

Clinton, CT

View 114 Walkley Hill Road Haddam, CT MLS# 24137439
  • Recently Listed
1 of 28
$2,500,000
5

Beds

5.2

Baths

5,768

Sq.Ft.

114 Walkley Hill Road

Haddam, CT

View 31 North Main Street Essex, CT MLS# 24108510
$2,495,000
12,600

Sq.Ft.

31 North Main Street

Essex, CT

View 31 North Main Street Essex, CT MLS# 24109157
$2,495,000
Studio

Beds

1.7

Baths

12,155

Sq.Ft.

31 North Main Street

Essex, CT

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

Baths

15,316

Sq.Ft.

192 Westbrook Road

Essex, 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 2025 Smart Multiple Listing Service, Inc.