View 105 Fenwood Drive Old Saybrook, CT MLS# 24149726
$1,399,900
4

Beds

2.0

Baths

1,910

Sq.Ft.

105 Fenwood Drive

Old Saybrook, CT

View 7 Ridge Road Old Saybrook, CT MLS# 24163608
$1,499,000
4

Beds

3.1

Baths

2,413

Sq.Ft.

7 Ridge Road

Old Saybrook, CT

View 2 Old South Cove Road Old Saybrook, CT MLS# 24160030
  • New Construction with Virtual Tour
1 of 41
$1,589,000
3

Beds

3.1

Baths

2,472

Sq.Ft.

2 Old South Cove Road

Old Saybrook, CT

The time to sell is now! THE TIME TO SELL IS NOW!
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 43 Indianola Drive Old Saybrook, CT MLS# 24168965
    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 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 5 Woodland Drive Old Saybrook, CT MLS# 24163052
    $1,725,000
    3

    Beds

    3.0

    Baths

    3,125

    Sq.Ft.

    5 Woodland Drive

    Old Saybrook, CT

    View 12 Toms Road Old Saybrook, CT MLS# 24162292
    $1,849,000
    3

    Beds

    2.0

    Baths

    1,652

    Sq.Ft.

    12 Toms Road

    Old Saybrook, CT

    View 125 Main Street Old Saybrook, CT MLS# 24138056
    $2,195,000
    1

    Beds

    1.1

    Baths

    7,985

    Sq.Ft.

    125 Main Street

    Old Saybrook, CT

    View 125 Main Street Old Saybrook, CT MLS# 24138053
    • Virtual Tour
    1 of 35
    $2,195,000
    4.1

    Baths

    7,985

    Sq.Ft.

    125 Main Street

    Old Saybrook, CT

    View 382 Maple Avenue Old Saybrook, CT MLS# 24161079
    $2,250,000
    3

    Beds

    2.1

    Baths

    2,592

    Sq.Ft.

    382 Maple Avenue

    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 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 12 Rocky Point Road Old Saybrook, CT MLS# 24165905
    • Recently Listed
    1 of 33
    $5,900,000
    4

    Beds

    4.0

    Baths

    5,651

    Sq.Ft.

    12 Rocky Point Road

    Old Saybrook, 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

    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

    75

    Estimated median home price

    $739,900
    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 - 700K13
    $700K - 800K6
    $800K - 900K5
    $900K - 1M6
    $1M - Max22

    Homes for Sale by Type in Old Saybrook, CT

    Property TypeCount
    Single Family52
    Townhouse0
    Condo6
    Commercial9
    Rental31
    Lots and Land8
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 4/29/2026)

    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.

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