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Connecticut · Real Estate

Homes for Sale in
Old Saybrook, CT

As of November 10, 2026, per SmartMLS, there are 39 homes for sale in Old Saybrook, Connecticut with an average list price of $1,789,224.

Old Saybrook is a Connecticut River shoreline town of about 10,200 at the mouth of the river on Long Island Sound. It's associated with Katharine Hepburn, who grew up on a waterfront estate here. Saybrook Point, a lively marina and hotel complex, anchors the town's waterfront character, and the Main Street corridor offers good restaurants and independent shops. Shore Line East rail service and Amtrak access make New Haven and New York reachable. A classic Connecticut shoreline destination.

For Sale

39

active listings

Median Sale Price

$721K

$162K–$3.8M

Avg. Size Sold

1,936 sf

last 12 mo

vs. Ask Price

-0.9%

avg. paid vs. ask

Stats based on 163 closings in the last 12 months · SmartMLS, as of Nov 10, 2026

Showing 12 of 39 listings in Old Saybrook

7 Cromwell Court, Old Saybrook, CT
Active
$1,750,000
4 bd · 3 ba · 2,618 sqft
7 Cromwell Court
Old Saybrook, CT 06475
William Pitt Sotheby's Int'l SmartMLS
3 Town Beach Road, Old Saybrook, CT
Active
$839,000
4 bd · 3 ba · 3,472 sqft
3 Town Beach Road
Old Saybrook, CT 06475
Lyman Real Estate SmartMLS
2 Hawk Brook, Old Saybrook, CT
Active
$900,000
3 bd · 3 ba · 3,128 sqft
2 Hawk Brook
Old Saybrook, CT 06475
Team Jermainne Real Estate Services, LLC SmartMLS
7 Toms Road, Old Saybrook, CT
Active
$1,200,000
2 bd · 1 ba · 624 sqft
7 Toms Road
Old Saybrook, CT 06475
Berkshire Hathaway NE Prop. SmartMLS
514 Main Street, Old Saybrook, CT
Active
$2,495,000
4 bd · 4 ba · 3,766 sqft
514 Main Street
Old Saybrook, CT 06475
William Pitt Sotheby's Int'l SmartMLS
11 Kitteridge Hill Road, Old Saybrook, CT
Active
$679,000
3 bd · 3 ba · 2,755 sqft
11 Kitteridge Hill Road
Old Saybrook, CT 06475
William Pitt Sotheby's Int'l SmartMLS
21 Fenbrook Road, Old Saybrook, CT
Active
$1,190,000
3 bd · 3 ba · 1,916 sqft
21 Fenbrook Road
Old Saybrook, CT 06475
Coldwell Banker Realty SmartMLS
12 Drummers Trail, Old Saybrook, CT
Active
$995,000
4 bd · 4 ba · 3,277 sqft
12 Drummers Trail
Old Saybrook, CT 06475
Carl Guild & Associates SmartMLS
5 Connally Drive, Old Saybrook, CT
Active
$659,000
3 bd · 3 ba · 2,606 sqft
5 Connally Drive
Old Saybrook, CT 06475
William Pitt Sotheby's Int'l SmartMLS
1 Briarcliffe Trail, Old Saybrook, CT
Active
$485,000
4 bd · 2 ba · 1,373 sqft
1 Briarcliffe Trail
Old Saybrook, CT 06475
Coldwell Banker Realty SmartMLS
17 College Street, Old Saybrook, CT
Active
$955,000
3 bd · 3 ba · 1,960 sqft
17 College Street
Old Saybrook, CT 06475
Compass Connecticut, LLC SmartMLS
6 Overlook Drive, Old Saybrook, CT
Active
$935,000
4 bd · 4 ba · 2,816 sqft
6 Overlook Drive
Old Saybrook, CT 06475
Berkshire Hathaway NE Prop. SmartMLS
Read our Living in Old Saybrook, CT guide
See All 39 Homes in Old Saybrook

Buying a Home in Old Saybrook, CT

Current Market Snapshot

Entry Price
$285K
lowest listed
Avg. Price
$1.8M
list price
Top of Market
$12M
highest listed
Listings by Bedroom Count
2 beds
5
3 beds
15
4 beds
14
6 beds
1
Property Types Available
Single Family · 33 Land · 4 Condo / Co-Op · 2

As of November 10, 2026, the Old Saybrook real estate market has 39 active listings with an average list price of $1,789,224 and a price range from $285,000 to $12,000,000. Single Family homes make up the largest share of available inventory. Most listings are 3-bedroom homes. The average home size is 2,138 sq ft. All listings are sourced directly from SmartMLS and updated every 15 minutes.

Frequently Asked Questions

How many homes are for sale in Old Saybrook, CT right now?
As of November 10, 2026, per SmartMLS, there are 39 active listings in Old Saybrook, CT. All listings are updated every 15 minutes directly from SmartMLS.
What is the average home price in Old Saybrook, CT?
As of November 10, 2026, per SmartMLS, the average list price in Old Saybrook is $1,789,224. Homes currently range from $285,000 to $12,000,000.
What size homes are most common in Old Saybrook, CT?
The most common listing in Old Saybrook is a 3-bedroom home (15 listings). Other common sizes include 4-bedroom (14) and 2-bedroom (5). The average home size is 2,138 sq ft.
What types of homes are available in Old Saybrook, CT?
Current listings in Old Saybrook include: Single Family (33), Land (4), Condo / Co-Op (2).
Is Old Saybrook, CT a good place to buy a home?
Old Saybrook is a Connecticut River shoreline town of about 10,200 at the mouth of the river on Long Island Sound. It's associated with Katharine Hepburn, who grew up on a waterfront estate here. Saybrook Point, a lively marina and hotel complex, anchors the town's waterfront character, and the Main Street corridor offers good restaurants and independent shops. Shore Line East rail service and Amtrak access make New Haven and New York reachable. A classic Connecticut shoreline destination.
Does RYZE Realty Group serve Old Saybrook, CT?
Yes — RYZE Realty Group is a Connecticut real estate team serving buyers and sellers across Middlesex County and the greater Connecticut market, including Old Saybrook. Contact us for a free consultation.