NOMADEReal Estate
$1M+ Properties

Luxury Homes in Old Saybrook, CT

26 active listings on the market right now

Discover luxury 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 Luxury Homes in Old Saybrook

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
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
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
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
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
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
11 Cambridge CourtActiveSingle Family For Sale
$1,695,000

11 Cambridge Court

Old Saybrook, Connecticut 06475

4 bd
3 ba
2,178 sqft
77 Essex Road RoadActiveSingle Family For Sale
$1,495,000

77 Essex Road Road

Old Saybrook, Connecticut 06475

3 bd
4 ba
2,890 sqft
104 Knollwood DriveActiveSingle Family For Sale
$1,595,000

104 Knollwood Drive

Old Saybrook, Connecticut 06475

3 bd
2 ba
1,809 sqft
4 Beach RoadActiveSingle Family For Sale
$1,790,000

4 Beach Road

Old Saybrook, Connecticut 06475

3 bd
3 ba
3,745 sqft
2 Captains LaneActiveSingle Family For Sale
$2,899,900

2 Captains Lane

Old Saybrook, Connecticut 06475

5 bd
5 ba
5,062 sqft
17 College StreetActiveSingle Family For Sale
$1,140,000

17 College Street

Old Saybrook, Connecticut 06475

3 bd
3 ba
1,960 sqft
6 Fencove CourtActiveSingle Family For Sale
$1,350,000

6 Fencove Court

Old Saybrook, Connecticut 06475

4 bd
4 ba
2,040 sqft
1445 Boston Post RoadActiveSingle Family For Sale
$12,000,000

1445 Boston Post Road

Old Saybrook, Connecticut 06475

4 bd
1 ba
2,059 sqft
1405-1445 Boston Post RoadActiveLots and Land For Sale
$12,000,000

1405-1445 Boston Post Road

Old Saybrook, Connecticut 06475

-- sqft
96 Ayers Point RoadActiveSingle Family For Sale
$1,179,900

96 Ayers Point Road

Old Saybrook, Connecticut 06475

4 bd
3 ba
4,109 sqft
14 Anchorage LaneActiveSingle Family For Sale
$2,000,000

14 Anchorage Lane

Old Saybrook, Connecticut 06475

4 bd
2 ba
1,776 sqft
24 Shore DriveActiveSingle Family For Sale
$1,295,000

24 Shore Drive

Old Saybrook, Connecticut 06475

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

20 Saltus Drive

Old Saybrook, Connecticut 06475

5 bd
8 ba
9,481 sqft
2 Old South Cove RoadActiveSingle Family For Sale
$1,589,000

2 Old South Cove Road

Old Saybrook, Connecticut 06475

3 bd
4 ba
2,472 sqft
41 Watrous Point RoadActiveSingle Family For Sale
$3,995,000

41 Watrous Point Road

Old Saybrook, Connecticut 06475

6 bd
5 ba
5,536 sqft
FAQ

Frequently asked questions

How many luxury 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.