Old Saybrook, CT Real Estate Guide

Shoreline, Connecticut

VIEW 110 COMMUNITY LISTINGS

Tracing its roots to the 1635 Saybrook Colony, Old Saybrook offers a scenic coastal setting where the Connecticut River meets the Sound, featuring beaches, parks and a marina.

The Middlesex County town, with a population of approximately 10,500 residents, is comprised of 11 distinctive communities, including the borough of Fenwick, home of the late film star Katharine Hepburn. Old Saybrook is also home to the Katharine Hepburn Cultural Arts Center. In addition, Old Saybrook is the site of the 1775 invention of the first American submarine, and the community takes pride in preserving historically significant buildings and landmarks including the Old Saybrook Train Station. Commuter rail service is provided by Amtrak, and the Estuary Transit District offers public transportation throughout the community and surrounding towns.

The Middlesex County town, with a population of approximately 10,500 residents, is comprised of 11 distinctive communities, including the borough of Fenwick, home of the late film star Katharine Hepburn. Old Saybrook is also home to the Katharine Hepburn Cultural Arts Center. In addition, Old Saybrook is the site of the 1775 invention of the first American submarine, and the community takes pride in preserving historically significant buildings and landmarks including the Old Saybrook Train Station. Commuter rail service is provided by Amtrak, and the Estuary Transit District offers public transportation throughout the community and surrounding towns.

The Middlesex County town, with a population of approximately 10,500 residents, is comprised of 11 distinctive communities, including the borough of Fenwick, home of the late film star Katharine Hepburn. Old Saybrook is also home to the Katharine Hepburn Cultural Arts Center. In addition, Old Saybrook is the site of the 1775 invention of the first American submarine, and the community takes pride in preserving historically significant buildings and landmarks including the Old Saybrook Train Station. Commuter rail service is provided by Amtrak, and the Estuary Transit District offers public transportation throughout the community and surrounding towns.

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Featured Listings

11 River Edge Road
Old Saybrook, CT $6,600,000

11 River Edge Road

Old Saybrook, CT

$6,600,000
  • 6 Beds
  • 4 Baths
  • 7,169 Sqft
108 Maple Avenue
Old Saybrook, CT $1,550,000

108 Maple Avenue

Old Saybrook, CT

$1,550,000
  • 4 Beds
  • 2/2 Baths
  • 3,188 Sqft
24 West Shore Drive
Old Saybrook, CT $1,225,000

24 West Shore Drive

Old Saybrook, CT

$1,225,000
  • 3 Beds
  • 1 Baths
  • 884 Sqft
86 Fenwood Drive
Old Saybrook, CT $859,900

86 Fenwood Drive

Old Saybrook, CT

$859,900
  • 2 Beds
  • 3 Baths
  • 2,210 Sqft
26 College Street
Old Saybrook, CT $849,000

26 College Street

Old Saybrook, CT

$849,000
  • 5 Beds
  • 3 Baths
  • 2,898 Sqft
119 Great Hammock Road
Old Saybrook, CT $799,999

119 Great Hammock Road

Old Saybrook, CT

$799,999
  • 3 Beds
  • 2 Baths
  • 1,834 Sqft
18 Shepard Street
Old Saybrook, CT $699,900

18 Shepard Street

Old Saybrook, CT

$699,900
  • 3 Beds
  • 2 Baths
  • 2,114 Sqft
5 Connally Drive
Old Saybrook, CT $699,000

5 Connally Drive

Old Saybrook, CT

$699,000
  • 3 Beds
  • 3 Baths
  • 2,606 Sqft

Old Saybrook

Area Map

Old Saybrook is within Shoreline, Connecticut and borders Essex, Old Lyme and Westbrook.

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Featured Communities Within

Shoreline

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Old Saybrook

Market Snapshot

Units Sold

September 2026

22 TOTAL UNITS

image description +69.2% image description +37.5% vs

Median Sales Price

September 2026 - Single Family Homes

$708K
image description +9.3% image description -41.0% vs

Percentage of Asking Price

September 2026 Single Family Homes

98%
image description +1.8% image description +0.3% vs
98%
image description +1.8% image description +0.3% vs
98%
image description +1.8% image description +0.3% vs
98%
image description +1.8% image description +0.3% vs