NOMADEReal Estate
Shoreline & Waterfront Properties

Waterfront Homes in Old Saybrook, CT

94 active listings on the market right now

Discover waterfront homes in Middlesex County in Old Saybrook, CT. Old Saybrook sits where the Connecticut River meets Long Island Sound, offering a vibrant Main Street, multiple beach neighborhoods, the iconic Saybrook Point area, and the famous Katharine Hepburn Cultural Arts Center. It's a beloved shoreline community with deep summer-resident roots. Median home price in Old Saybrook: $575,000. School rating: A-.

Active Listings

Available Waterfront Homes in Old Saybrook

53 Chalker Beach RoadActiveSingle Family For Sale
$549,000

53 Chalker Beach Road

Old Saybrook, Connecticut 06475

3 bd
1 ba
960 sqft
34 Briarcliffe TrailActiveSingle Family For Sale
$999,900

34 Briarcliffe Trail

Old Saybrook, Connecticut 06475

4 bd
3 ba
3,720 sqft
15 Baum AvenueActiveSingle Family For Sale
$365,000

15 Baum Avenue

Old Saybrook, Connecticut 06475

2 bd
1 ba
928 sqft
120 Sandy Point Road 120ActiveCondo/Co-Op For Sale
$599,000

120 Sandy Point Road 120

Old Saybrook, Connecticut 06475

2 bd
3 ba
1,557 sqft
96 Ayers Point RoadActiveSingle Family For Sale
$1,163,000

96 Ayers Point Road

Old Saybrook, Connecticut 06475

4 bd
3 ba
4,109 sqft
28 Bellaire DriveActiveSingle Family For Sale
$850,000

28 Bellaire Drive

Old Saybrook, Connecticut 06475

3 bd
2 ba
960 sqft
37 Woodland DriveActiveSingle Family For Sale
$1,100,000

37 Woodland Drive

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,426 sqft
5 Woodland DriveActiveSingle Family For Sale
$1,590,000

5 Woodland Drive

Old Saybrook, Connecticut 06475

3 bd
3 ba
3,125 sqft
25 River AvenueActiveSingle Family For Sale
$800,000

25 River Avenue

Old Saybrook, Connecticut 06475

2 bd
1 ba
1,478 sqft
115 Ayers Point RoadActiveResidential Rental
$2,000

115 Ayers Point Road

Old Saybrook, Connecticut 06475

0 bd
1 ba
600 sqft
2 Old South Cove RoadActiveSingle Family For Sale
$1,499,000

2 Old South Cove Road

Old Saybrook, Connecticut 06475

3 bd
4 ba
2,472 sqft
100 Dudley Avenue 25ActiveResidential Rental
$3,100

100 Dudley Avenue 25

Old Saybrook, Connecticut 06475

2 bd
3 ba
1,565 sqft
26 Willard AvenueActiveSingle Family For Sale
$1,295,000

26 Willard Avenue

Old Saybrook, Connecticut 06475

3 bd
2 ba
2,904 sqft
108 Maple AvenueActiveSingle Family For Sale
$2,200,000

108 Maple Avenue

Old Saybrook, Connecticut 06475

4 bd
4 ba
3,188 sqft
22 Beaver Dam TrailActiveSingle Family For Sale
$690,000

22 Beaver Dam Trail

Old Saybrook, Connecticut 06475

4 bd
3 ba
1,934 sqft
52 Chalker Beach RoadActiveSingle Family For Sale
$699,000

52 Chalker Beach Road

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,120 sqft
31 River AvenueActiveResidential Rental
$2,650

31 River Avenue

Old Saybrook, Connecticut 06475

2 bd
1 ba
904 sqft
12 Rocky Point RoadActiveSingle Family For Sale
$5,900,000

12 Rocky Point Road

Old Saybrook, Connecticut 06475

4 bd
4 ba
5,651 sqft
9 Barley Hill RoadActiveSingle Family For Sale
$850,000

9 Barley Hill Road

Old Saybrook, Connecticut 06475

4 bd
4 ba
3,544 sqft
2 Pheasant Hill LaneActiveSingle Family For Sale
$759,900

2 Pheasant Hill Lane

Old Saybrook, Connecticut 06475

4 bd
3 ba
2,474 sqft
28 Church StreetActiveResidential Rental
$2,600

28 Church Street

Old Saybrook, Connecticut 06475

2 bd
1 ba
768 sqft
24 Seabreeze RoadActiveSingle Family For Sale
$1,038,880

24 Seabreeze Road

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,952 sqft
11 River Edge RoadActiveSingle Family For Sale
$6,600,000

11 River Edge Road

Old Saybrook, Connecticut 06475

6 bd
4 ba
5,739 sqft
14 Cedarwood LaneActiveSingle Family For Sale
$635,000

14 Cedarwood Lane

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,033 sqft
FAQ

Frequently asked questions

How many waterfront homes are currently for sale in Old Saybrook, CT?

Active inventory in Old Saybrook, CT changes daily as listings come on and go off market. The grid above shows the most recently updated listings — refresh for the latest count.

What is the median home price in Old Saybrook, CT?

The median home price in Old Saybrook, CT is approximately $575,000. Actual sale prices depend on location, condition, lot size, and timing of the listing.

What are property taxes like in Old Saybrook, CT?

Old Saybrook has a mill rate of approximately 20.90. Annual taxes equal the mill rate × the assessed value (70% of fair market value) ÷ 1,000.

Can Nomade Real Estate help me buy a home in Old Saybrook, CT?

Yes. Nomade represents buyers across all eight Connecticut counties with on-the-ground knowledge of Old Saybrook, CT pricing, schools, commute, and what makes each neighborhood different. Reach out via the contact form on any property page to start a search.

Is Old Saybrook a good place to live year-round?

Yes — while Old Saybrook has a strong summer-resident base, the year-round community is engaged with active downtown, schools, and arts. The lower mill rate (20.90) makes it especially attractive.

Looking in Old Saybrook?

Talk to a Nomade agent who actually knows Old Saybrook— pricing, schools, taxes, and what's not on the MLS yet.