Old Saybrook

Shoreline, Connecticut

VIEW 112 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

9 Whisper Cove Road
Old Saybrook, CT $3,400,000

9 Whisper Cove Road

Old Saybrook, CT

$3,400,000
  • 4 Beds
  • 3/2 Baths
  • 4,768 Sqft
49 Cromwell Place
Old Saybrook, CT $1,995,000

49 Cromwell Place

Old Saybrook, CT

$1,995,000
  • 3 Beds
  • 2/2 Baths
  • 3,965 Sqft
35 Soundview Avenue
Old Saybrook, CT $1,550,000

35 Soundview Avenue

Old Saybrook, CT

$1,550,000
  • 3 Beds
  • 2 Baths
  • 1,680 Sqft
20 Otter Cove Drive
Old Saybrook, CT $1,500,000

20 Otter Cove Drive

Old Saybrook, CT

$1,500,000
  • 4 Beds
  • 2/1 Baths
  • 3,529 Sqft
15 Buckingham Avenue
Old Saybrook, CT $1,299,000

15 Buckingham Avenue

Old Saybrook, CT

$1,299,000
  • 3 Beds
  • 3 Baths
  • 2,132 Sqft
134 School House Road
Old Saybrook, CT $925,000

134 School House Road

Old Saybrook, CT

$925,000
  • 4 Beds
  • 2/1 Baths
  • 4,559 Sqft
1370 Boston Post Road
Old Saybrook, CT $799,000

1370 Boston Post Road

Old Saybrook, CT

$799,000
  • 2/1 Baths
  • 2,945 Sqft
100 Sheffield Street  #B4
Old Saybrook, CT $695,000

100 Sheffield Street #B4

Old Saybrook, CT

$695,000
  • 2 Beds
  • 2/1 Baths
  • 1,830 Sqft

Old Saybrook

Area Map

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

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+-

Old Saybrook

Market Snapshot

Units Sold

May 2025

18 TOTAL UNITS

image description +38.5% image description +50.0% vs

Median Sales Price

May 2025 - Single Family Homes

$699K
image description +2.4% image description +22.6% vs

Percentage of Asking Price

May 2025 Single Family Homes

101%
image description +2.2% image description -1.3% vs
101%
image description +2.2% image description -1.3% vs
101%
image description +2.2% image description -1.3% vs
101%
image description +2.2% image description -1.3% vs