NOMADEReal Estate
Shoreline & Waterfront Properties

Waterfront Homes in Old Saybrook, CT

63 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

7 Pettipaug AvenueActiveResidential Rental
$12,000

7 Pettipaug Avenue

Old Saybrook, Connecticut 06475

5 bd
6 ba
5,008 sqft
95 Middletown AvenueActiveSingle Family For Sale
$1,099,900

95 Middletown Avenue

Old Saybrook, Connecticut 06475

4 bd
2 ba
1,566 sqft
24 Seabreeze RoadActiveSingle Family For Sale
$1,038,880

24 Seabreeze Road

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,952 sqft
3 Wilson AvenueActiveResidential Rental
$8,400

3 Wilson Avenue

Old Saybrook, Connecticut 06475

5 bd
4 ba
3,154 sqft
49 River StreetActiveSingle Family For Sale
$599,000

49 River Street

Old Saybrook, Connecticut 06475

4 bd
3 ba
2,860 sqft
24 Shore DriveActiveSingle Family For Sale
$1,295,000

24 Shore Drive

Old Saybrook, Connecticut 06475

3 bd
1 ba
884 sqft
104 Knollwood DriveActiveSingle Family For Sale
$1,675,000

104 Knollwood Drive

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,809 sqft
18 Cedarwood LaneActiveResidential Rental
$2,750

18 Cedarwood Lane

Old Saybrook, Connecticut 06475

3 bd
1 ba
1,176 sqft
20 Saltus DriveActiveSingle Family For Sale
$9,850,000

20 Saltus Drive

Old Saybrook, Connecticut 06475

5 bd
8 ba
9,481 sqft
621 Boston Post RoadActiveCommercial For Sale
$925,000

621 Boston Post Road

Old Saybrook, Connecticut 06475

4,256 sqft
28 Fenwick AvenueActiveResidential Rental
$16,500

28 Fenwick Avenue

Old Saybrook, Connecticut 06475

8 bd
5 ba
3,505 sqft
46 Lynde StreetActiveSingle Family For Sale
$780,000

46 Lynde Street

Old Saybrook, Connecticut 06475

2 bd
2 ba
1,720 sqft
96 Chalker Beach RoadActiveSingle Family For Sale
$649,900

96 Chalker Beach Road

Old Saybrook, Connecticut 06475

3 bd
1 ba
968 sqft
41 Coulter StreetActiveResidential Rental
$3,200

41 Coulter Street

Old Saybrook, Connecticut 06475

2 bd
2 ba
1,400 sqft
123 Elm Street 12 A,B,CActiveCommercial For Lease
$550

123 Elm Street 12 A,B,C

Old Saybrook, Connecticut 06475

900 sqft
175 Cove RoadActiveSingle Family For Sale
$3,695,000

175 Cove Road

Old Saybrook, Connecticut 06475

4 bd
5 ba
3,518 sqft
6 Parkman PlaceActiveSingle Family For Sale
$1,350,000

6 Parkman Place

Old Saybrook, Connecticut 06475

4 bd
3 ba
3,301 sqft
101-A Sequassen AvenueActiveLots and Land For Sale
$1,950,000

101-A Sequassen Avenue

Old Saybrook, Connecticut 06475

-- sqft
958 Middlesex TurnpikeActiveResidential Rental
$3,500

958 Middlesex Turnpike

Old Saybrook, Connecticut 06475

3 bd
2 ba
2,946 sqft
13-A Cove StreetActiveSingle Family For Sale
$825,000

13-A Cove Street

Old Saybrook, Connecticut 06475

2 bd
1 ba
960 sqft
1333 Boston Post Road 1ActiveLots and Land For Sale
$695,000

1333 Boston Post Road 1

Old Saybrook, Connecticut 06475

-- sqft
1333 Unit 1, Boston Post RoadActiveCommercial For Lease
$85,000

1333 Unit 1, Boston Post Road

Old Saybrook, Connecticut 06475

54,450 sqft
12 Allendale RoadActiveResidential Rental
$3,300

12 Allendale Road

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,196 sqft
1029 Boston Post RoadActiveCommercial For Sale
$549,000

1029 Boston Post Road

Old Saybrook, Connecticut 06475

0 bd
1 ba
960 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.