About Old Saybrook
What it's like to live here
Old Saybrook is a Middlesex County town of about 10,700 people where the Connecticut River meets Long Island Sound. Interstate 95 and Route 9 meet in town, and Old Saybrook station has Amtrak Northeast Regional trains plus Shore Line East commuter service toward New Haven and New London. Downtown Middletown is about 35 minutes up Route 9, and a wide, walkable Main Street runs through the center of town.
English settlers seized Saybrook Point in November 1635 and built Fort Saybrook, the earliest fort in the Connecticut Colony, which makes Old Saybrook the oldest town on the Shoreline. The Collegiate School, later Yale University, was chartered here in 1701, and the seal of the Saybrook Colony inspired the Connecticut state flag. North Cove served as a busy port until the railroad filled its mouth in 1871, and Katharine Hepburn made her lifelong home in the borough of Fenwick.
Our Middletown office at 32 Washington Street is about 35 minutes up Route 9, and our headquarters is at 40 West High Street in East Hampton. Our agents live and sell here.
Old Saybrook Highlights
- Saybrook Point, where the Saybrook Colony and its fort were founded in 1635
- Amtrak and Shore Line East trains at Old Saybrook station
- The Katharine Hepburn Cultural Arts Center, a 285-seat theater in the 1911 town hall
- Fenwick's two lighthouses and 9-hole public golf course
Old Saybrook market at a glance
Old Saybrook real estate market
Year to date through August 2026, single-family homes in Old Saybrook sold for a median of $750,000, closed at a median of 99.6% of list price, and spent a median of 34 days on the market. At the end of August, 46 single-family homes were for sale (4.2 months of supply). Condos and townhouses sold for a median of $650,000.
Written figures: SmartMLS Local Market Update, single-family, year to date through August 2026. Charts update automatically from SmartMLS, include all property types, and show rolling 12-month data.
Neighborhoods
Getting to know Old Saybrook
Main Street and the South Green
The town center, including the Old Saybrook South Green historic district, a green laid out around 1760 and lined with 18th and 19th century homes.
Saybrook Point
The peninsula at the mouth of the river where the Saybrook Colony and its fort were established in 1635, now home to Saybrook Point Mini Golf.
North Cove
The North Cove Historic District along North Cove Road, a 17th-century waterfront street with homes built mostly between 1700 and 1855.
Fenwick
A small borough at the mouth of the river with the Lynde Point and Saybrook Breakwater lighthouses, a 9-hole public golf course and the longtime home of Katharine Hepburn.
Saybrook Manor
The shoreline section south of Route 1 between the Westbrook town line and the Oyster River.
Cornfield Point
A Long Island Sound neighborhood served by the Cornfield Point Association, one of the town's beach associations.
Buying or selling
Why Old Saybrook?
Why buy in Old Saybrook
- Old Saybrook station, with Amtrak Northeast Regional and Shore Line East trains, and the junction of I-95 and Route 9
- Old Saybrook Public Schools: Kathleen E. Goodwin School, Old Saybrook Middle School and Old Saybrook High School
- Old Saybrook Town Beach, kayaking in North Cove, a seven-mile scenic loop and more than 1,000 acres of preserved coastal forest
- Main Street shops and restaurants and the Acton Public Library
- The Katharine Hepburn Cultural Arts Center at 300 Main Street and the Fenwick lighthouses
Why sell in Old Saybrook now
- Single-family homes are selling in a median of 34 days (year to date through August 2026)
- Sellers are getting a median of 99.6% of list price
- The single-family median sale price is $750,000 year to date
- About 4.2 months of supply, a more balanced market where pricing matters
Questions
Old Saybrook real estate FAQ
What is the median home price in Old Saybrook, CT?
For single-family homes, $750,000 year to date through August 2026, according to the SmartMLS Local Market Update. Condos and townhouses: $650,000. The live charts above show the latest trend.
What is the property tax rate in Old Saybrook?
The mill rate for fiscal year 2026-27 is 15.77 for real estate, per the Town of Old Saybrook. That is $15.77 in tax per $1,000 of assessed value, and Connecticut assesses homes at 70% of market value.
How far is Old Saybrook from Middletown, New Haven and New London?
Downtown Middletown is about 25 miles, roughly 35 minutes, via Route 9. Downtown New Haven is about 31 miles and downtown New London about 28 miles, each roughly 35 to 40 minutes on I-95. Amtrak and Shore Line East trains also stop at Old Saybrook station.
What schools serve Old Saybrook?
Old Saybrook Public Schools is the town's own district: Kathleen E. Goodwin School (PreK-4), Old Saybrook Middle School (5-8) and Old Saybrook High School (9-12).
Does Carl Guild & Associates have an office near Old Saybrook?
Yes. Our Middletown office at 32 Washington Street is about 35 minutes up Route 9, and our headquarters is at 40 West High Street in East Hampton. Call 860-474-3500.
Currently on the market
Homes for sale in Old Saybrook
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Nearby
Other towns in Middlesex County
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