Old Saybrook

Shoreline, Connecticut

VIEW 77 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 10,200 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 10,200 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 10,200 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

41 Watrous Point Road
Old Saybrook, CT $4,250,000

41 Watrous Point Road

Old Saybrook, CT

$4,250,000
  • 6 Beds
  • 4/1 Baths
  • 5,536 Sqft
372 Maple Avenue
Old Saybrook, CT $2,550,000

372 Maple Avenue

Old Saybrook, CT

$2,550,000
  • 3 Beds
  • 3 Baths
  • 3,389 Sqft
24 West Shore Drive
Old Saybrook, CT $1,375,000

24 West Shore Drive

Old Saybrook, CT

$1,375,000
  • 3 Beds
  • 1 Baths
  • 884 Sqft
122 Old Post Road
Old Saybrook, CT $1,075,000

122 Old Post Road

Old Saybrook, CT

$1,075,000
  • 3 Beds
  • 2/1 Baths
  • 2,467 Sqft
26 College Street
Old Saybrook, CT $849,000

26 College Street

Old Saybrook, CT

$849,000
  • 5 Beds
  • 3 Baths
  • 2,898 Sqft
99 Maple Avenue
Old Saybrook, CT $649,000

99 Maple Avenue

Old Saybrook, CT

$649,000
  • 3 Beds
  • 1/1 Baths
  • 1,170 Sqft
100 Dudley Avenue #H43
Old Saybrook, CT $599,000

100 Dudley Avenue #H43

Old Saybrook, CT

$599,000
  • 2 Beds
  • 2/1 Baths
  • 1,920 Sqft
123 Elm Street #15
Old Saybrook, CT $139,000

123 Elm Street #15

Old Saybrook, CT

$139,000
  • 1/1 Baths
  • 1,200 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

January 2026

10 TOTAL UNITS

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Median Sales Price

January 2026 - Single Family Homes

$900K
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Percentage of Asking Price

January 2026 Single Family Homes

99%
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99%
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99%
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99%
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99%
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