View 25 Sheffield Street 7 Old Saybrook, CT MLS# 24171224
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 5/2 12:00 PM - 2:00 PM
$940,000
2

Beds

2.2

Baths

2,151

Sq.Ft.

25 Sheffield Street 7

Old Saybrook, CT

View 446 Main Street 9 Old Saybrook, CT MLS# 24171024
  • Recently Listed
1 of 10
OPEN HOUSE: Sunday 5/3 12:00 PM - 3:00 PM
$1,300,000
2

Beds

2.1

Baths

2,294

Sq.Ft.

446 Main Street 9

Old Saybrook, CT

View 46 Lynde Street Old Saybrook, CT MLS# 24171782
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 5/2 11:00 AM - 1:30 PM
$795,000
2

Beds

2.0

Baths

1,720

Sq.Ft.

46 Lynde Street

Old Saybrook, CT

The time to sell is now! THE TIME TO SELL IS NOW!
View 14 Denmore Lane Old Saybrook, CT MLS# 24170563
  • Recently Listed
1 of 34
$504,900
3

Beds

1.0

Baths

1,196

Sq.Ft.

14 Denmore Lane

Old Saybrook, CT

View 71 Maple Avenue Old Saybrook, CT MLS# 24170611
  • Recently Listed with Virtual Tour
1 of 33
OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
$650,000
2

Beds

2.0

Baths

2,069

Sq.Ft.

71 Maple Avenue

Old Saybrook, CT

View 6 Watch Hill Road Old Saybrook, CT MLS# 24170006
  • Recently Listed
1 of 15
$551,000
3

Beds

3.0

Baths

2,830

Sq.Ft.

6 Watch Hill Road

Old Saybrook, CT

View 92 Bokum Road Old Saybrook, CT MLS# 24164864
  • Recently Listed
1 of 40
OPEN HOUSE: Saturday 5/2 12:00 PM - 2:00 PM
$559,000
2

Beds

1.1

Baths

1,376

Sq.Ft.

92 Bokum Road

Old Saybrook, CT

View 43 Indianola Drive Old Saybrook, CT MLS# 24168965
  • Recently Listed
1 of 40
OPEN HOUSE: Sunday 5/3 11:00 AM - 1:00 PM
$1,695,000
3

Beds

2.1

Baths

2,978

Sq.Ft.

43 Indianola Drive

Old Saybrook, CT

View 49 River Street Old Saybrook, CT MLS# 24168604
  • Recently Listed
1 of 29
$625,000
4

Beds

3.0

Baths

2,860

Sq.Ft.

49 River Street

Old Saybrook, CT

View 175 North Cove Road Old Saybrook, CT MLS# 24166649
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Sunday 5/3 11:00 AM - 2:00 PM
$3,695,000
4

Beds

4.1

Baths

3,518

Sq.Ft.

175 North Cove Road

Old Saybrook, CT

View 93 Elm Street Old Saybrook, CT MLS# 24167568
  • Recently Listed
1 of 40
$1,050,000
2.0

Baths

6,897

Sq.Ft.

93 Elm Street

Old Saybrook, CT

View 104 Knollwood Drive Old Saybrook, CT MLS# 24167090
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 5/2 12:00 PM - 2:00 PM
$1,700,000
3

Beds

2.0

Baths

1,809

Sq.Ft.

104 Knollwood Drive

Old Saybrook, CT

View 100 Dudley Avenue H42 Old Saybrook, CT MLS# 24167484
$650,000
2

Beds

2.1

Baths

1,565

Sq.Ft.

100 Dudley Avenue H42

Old Saybrook, CT

View 4 Fenwood Lane Old Saybrook, CT MLS# 24167269
  • Recently Listed
1 of 39
$985,000
4

Beds

2.0

Baths

1,957

Sq.Ft.

4 Fenwood Lane

Old Saybrook, CT

View 61 Ingham Hill Road Old Saybrook, CT MLS# 24169155
$449,000
1

Beds

1.1

Baths

1,205

Sq.Ft.

61 Ingham Hill Road

Old Saybrook, CT

View 14 Cedarwood Lane Old Saybrook, CT MLS# 24171389
$675,000
3

Beds

1.1

Baths

1,033

Sq.Ft.

14 Cedarwood Lane

Old Saybrook, CT

View 3 Deerfield Road Old Saybrook, CT MLS# 24168780
$699,900
4

Beds

2.1

Baths

1,916

Sq.Ft.

3 Deerfield Road

Old Saybrook, CT

View 4 Sheffield Cove Road Old Saybrook, CT MLS# 24166936
$1,595,000
3

Beds

2.1

Baths

2,821

Sq.Ft.

4 Sheffield Cove Road

Old Saybrook, CT

View 16 Lynde Street Old Saybrook, CT MLS# 24166861
  • Virtual Tour
1 of 34
$585,000
2

Beds

1.1

Baths

1,258

Sq.Ft.

16 Lynde Street

Old Saybrook, CT

View 6 South Street Old Saybrook, CT MLS# 24166874
$159,900
Studio

Beds

0.0

Baths

6 South Street

Old Saybrook, CT

About Old Saybrook

The Long Island Sound community of Old Saybrook is well known as a summer vacation retreat, doubling the population in the warmer months.  Westbrook extends four miles along the shore at the eastern end of Long Island Sound, with an inland boundary that reaches the towns of Essex and Deep River.

Listings in Old Saybrook, CT

78

Estimated median home price

$744,950
Old Saybrook CT Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Old Saybrook, Connecticut real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Old Saybrook, CT.

Homes for Sale by Price in Old Saybrook, CT

PriceCount
$0 - 100K1
$100K - 200K2
$200K - 300K1
$300K - 400K2
$400K - 500K7
$500K - 600K10
$600K - 700K14
$700K - 800K7
$800K - 900K5
$900K - 1M6
$1M - Max23

Homes for Sale by Type in Old Saybrook, CT

Property TypeCount
Single Family54
Townhouse0
Condo7
Commercial9
Rental31
Lots and Land8
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 5/1/2026)

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.