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Connecticut · Real Estate

Homes for Sale in
Old Saybrook, CT

There are currently 44 homes for sale in Old Saybrook, Connecticut with an average list price of $2,120,906.

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

44

active listings

Avg. Sale Price

$843K

$9K–$3.4M

Avg. Size Sold

1,885 sf

last 12 mo

vs. Ask Price

-1.8%

avg. paid vs. ask

Stats based on 160 closings in the last 12 months

Showing 12 of 44 listings in Old Saybrook

37 Woodland Drive, Old Saybrook, CT
Active OH 6/27 · 11am–1pm
$1,100,000
3 bd · 2.00 ba · 1,426 sqft
37 Woodland Drive
Old Saybrook, CT 06475
Coldwell Banker Realty SmartMLS
34 Sunset Avenue, Old Saybrook, CT
Active OH 6/26 · 5pm–7pm
$375,000
2 bd · 1.00 ba · 750 sqft
34 Sunset Avenue
Old Saybrook, CT 06475
William Pitt Sotheby's Int'l SmartMLS
25 River Avenue, Old Saybrook, CT
Active OH 6/26 · 4pm–6pm
$800,000
2 bd · 1.00 ba · 1,478 sqft
25 River Avenue
Old Saybrook, CT 06475
William Raveis Real Estate SmartMLS
44 Coulter Street, Old Saybrook, CT
Active OH 6/27 · 12pm–3pm
$450,000
3 bd · 1.00 ba · 960 sqft
44 Coulter Street
Old Saybrook, CT 06475
Berkshire Hathaway NE Prop. SmartMLS
108 Maple Avenue, Old Saybrook, CT
Active OH 6/27 · 12pm–2pm
$2,200,000
4 bd · 4.00 ba · 3,188 sqft
108 Maple Avenue
Old Saybrook, CT 06475
William Pitt Sotheby's Int'l SmartMLS
26 Willard Avenue, Old Saybrook, CT
Active
$1,295,000
3 bd · 2.00 ba · 2,904 sqft
26 Willard Avenue
Old Saybrook, CT 06475
Compass Connecticut, LLC SmartMLS
86 Fenwood Drive, Old Saybrook, CT
Active
$874,900
2 bd · 3.00 ba · 2,209 sqft
86 Fenwood Drive
Old Saybrook, CT 06475
William Pitt Sotheby's International Realty SmartMLS
2 Old South Cove Road, Old Saybrook, CT
Active OH 6/28 · 12pm–2pm
$1,499,000
3 bd · 4.00 ba · 2,472 sqft
2 Old South Cove Road
Old Saybrook, CT 06475
Calcagni Real Estate SmartMLS
9 Farview Avenue, Old Saybrook, CT
Active
$587,500
3 bd · 1.00 ba · 1,038 sqft
9 Farview Avenue
Old Saybrook, CT 06475
Berkshire Hathaway NE Prop. SmartMLS
34 Briarcliffe Trail, Old Saybrook, CT
Active OH 6/27 · 11am–1pm
$1,224,900
4 bd · 3.00 ba · 3,720 sqft
34 Briarcliffe Trail
Old Saybrook, CT 06475
RE/MAX Right Choice SmartMLS
52 Chalker Beach Road, Old Saybrook, CT
Active OH 6/28 · 12pm–2pm
$699,000
3 bd · 2.00 ba · 1,120 sqft
52 Chalker Beach Road
Old Saybrook, CT 06475
William Pitt Sotheby's Int'l SmartMLS
1405-1445 Boston Post Road, Old Saybrook, CT
Active
$12,000,000
Commercial Land
1405-1445 Boston Post Road
Old Saybrook, CT 06475
Houlihan Lawrence WD SmartMLS
See All 44 Homes in Old Saybrook

Buying a Home in Old Saybrook, CT

Current Market Snapshot

Entry Price
$375K
lowest listed
Avg. Price
$2.1M
list price
Top of Market
$12M
highest listed
Listings by Bedroom Count
1 bed
1
2 beds
7
3 beds
18
4 beds
11
5 beds
2
6 beds
2
Property Types Available
Single Family · 40 Land · 3 Condo / Co-Op · 1

The Old Saybrook real estate market currently has 44 active listings with an average list price of $2,120,906 and a price range from $375,000 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 2,343 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 June 2026, there are 44 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?
The average list price in Old Saybrook is $2,120,906. Homes currently range from $375,000 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 (18 listings). Other common sizes include 4-bedroom (11) and 2-bedroom (7). The average home size is 2,343 sq ft.
What types of homes are available in Old Saybrook, CT?
Current listings in Old Saybrook include: Single Family (40), Land (3), Condo / Co-Op (1).
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.

Nearby Towns

Middletown, CT 62 listings
Clinton, CT 54 listings
Essex, CT 35 listings
East Hampton, CT 33 listings
East Haddam, CT 32 listings
Westbrook, CT 23 listings

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