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-.
Available Luxury Homes in Old Saybrook
96 Ayers Point Road
Old Saybrook, Connecticut 06475
37 Woodland Drive
Old Saybrook, Connecticut 06475
5 Woodland Drive
Old Saybrook, Connecticut 06475
2 Old South Cove Road
Old Saybrook, Connecticut 06475
26 Willard Avenue
Old Saybrook, Connecticut 06475
108 Maple Avenue
Old Saybrook, Connecticut 06475
12 Rocky Point Road
Old Saybrook, Connecticut 06475
24 Seabreeze Road
Old Saybrook, Connecticut 06475
11 River Edge Road
Old Saybrook, Connecticut 06475
11 Cambridge Court
Old Saybrook, Connecticut 06475
77 Essex Road Road
Old Saybrook, Connecticut 06475
104 Knollwood Drive
Old Saybrook, Connecticut 06475
4 Beach Road
Old Saybrook, Connecticut 06475
2 Captains Lane
Old Saybrook, Connecticut 06475
17 College Street
Old Saybrook, Connecticut 06475
6 Fencove Court
Old Saybrook, Connecticut 06475
1445 Boston Post Road
Old Saybrook, Connecticut 06475
1405-1445 Boston Post Road
Old Saybrook, Connecticut 06475
96 Ayers Point Road
Old Saybrook, Connecticut 06475
14 Anchorage Lane
Old Saybrook, Connecticut 06475
24 Shore Drive
Old Saybrook, Connecticut 06475
20 Saltus Drive
Old Saybrook, Connecticut 06475
2 Old South Cove Road
Old Saybrook, Connecticut 06475
41 Watrous Point Road
Old Saybrook, Connecticut 06475
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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.