Old Saybrook

Old Saybrook is one of the oldest towns in the state and is located in Middlesex County where the Connecticut River meets the Long Island Sound. The town of Old Saybrook has a population of about 10,000 residents and offers beautiful shoreline, vistas, marinas, and a diverse collection of shops, restaurants, and entertainment for locals and visitors alike. Saybrook Point is a great place to check out and a water enthusiast paradise. There are also two public beaches in Old Saybrook along with several parks and a number of boat marinas and a state-owned boat launching area so everyone can enjoy the fun. 


Waterfront Homes | Waterfront Lots | Waterfront Condos

Local Shops & Restaurants
Waterfront

Real Estate Statistics

Average Price $1.2M
Lowest Price $275K
Highest Price $7.7M
Total Listings 48
Avg. Days On Market 66
Avg. Price/SQFT $475

Property Types (active listings)

Neighborhood

Highlights

  • 01
    Historic downtown with fun shops, cafes, and restaurants.
  • 02
    Thriving cultural and arts center including The Katharine Hepburn Cultural Arts Center and local art galleries.
  • 03
    Rich New England coastal and seafaring charm.
  • 04
    7 Marinas, 1 Public Boat Launch and 1 Public Beach.

Property Results

Click the links below to sort results by price range.

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Listing. $7,749,000. 12 Billow Road, Old Saybrook. 11 Beds, 11 Baths, 17,000 SqFt, Single Family For Sale, MLS® # 24017928.
12 Billow Road, Old Saybrook

$7,749,000

Active

12 Billow Road, Old Saybrook

11 Beds 11 Baths 17,000 SqFt Single Family For Sale MLS® # 24017928

Berkshire Hathaway NE Prop.

Listing. $4,150,000. 9 River Edge Road, Old Saybrook. 4 Beds, 6 Baths, 5,552 SqFt, Single Family For Sale, MLS® # 24003657.
9 River Edge Road, Old Saybrook

$4,150,000

Active

9 River Edge Road, Old Saybrook

4 Beds 6 Baths 5,552 SqFt Single Family For Sale MLS® # 24003657

William Pitt Sotheby's Int'l

Listing. $3,495,000. 102b Sequassen Avenue, Old Saybrook. 4 Beds, 3 Baths, 2,643 SqFt, Single Family For Sale, MLS® # 170575167.
102b Sequassen Avenue, Old Saybrook

$3,495,000

Under Contract

102b Sequassen Avenue, Old Saybrook

4 Beds 3 Baths 2,643 SqFt Single Family For Sale MLS® # 170575167

William Pitt Sotheby's Int'l

Listing. $2,975,000. 29 West Shore Drive, Old Saybrook. 4 Beds, 3 Baths, 2,510 SqFt, Single Family For Sale, MLS® # 24003230.
29 West Shore Drive, Old Saybrook

$2,975,000

Active

29 West Shore Drive, Old Saybrook

4 Beds 3 Baths 2,510 SqFt Single Family For Sale MLS® # 24003230

The Cordido Group, LLC

Listing. $2,500,000. 2 Cottage Road, Old Saybrook. 3 Beds, 3 Baths, 2,788 SqFt, Single Family For Sale, MLS® # 24020773.
2 Cottage Road, Old Saybrook

$2,500,000

Under Contract

2 Cottage Road, Old Saybrook

3 Beds 3 Baths 2,788 SqFt Single Family For Sale MLS® # 24020773

Coldwell Banker Realty

Listing. $1,750,000. 11 Chandler Street, Old Saybrook. 3 Beds, 3 Baths, 2,052 SqFt, Single Family For Sale, MLS® # 24010523.
11 Chandler Street, Old Saybrook

$1,750,000

↓ $250,000 Active

11 Chandler Street, Old Saybrook

3 Beds 3 Baths 2,052 SqFt Single Family For Sale MLS® # 24010523

William Raveis Real Estate

Listing. $1,545,000. 55 Otter Cove Drive, Old Saybrook. 5 Beds, 4 Baths, 4,792 SqFt, Single Family For Sale, MLS® # 24026044.
55 Otter Cove Drive, Old Saybrook

$1,545,000

Active

55 Otter Cove Drive, Old Saybrook

5 Beds 4 Baths 4,792 SqFt Single Family For Sale MLS® # 24026044

Coldwell Banker Realty

Listing. $1,495,000. 32 Willard Avenue, Old Saybrook. 5 Beds, 4 Baths, 3,502 SqFt, Single Family For Sale, MLS® # 24019051.
32 Willard Avenue, Old Saybrook

$1,495,000

↓ $100,000 Under Contract

32 Willard Avenue, Old Saybrook

5 Beds 4 Baths 3,502 SqFt Single Family For Sale MLS® # 24019051

Coldwell Banker Realty

New Listing. $1,350,000. 7 Beach Road West, Old Saybrook. 3 Beds, 2 Baths, 1,360 SqFt, Single Family For Sale, MLS® # 24029133.
New
7 Beach Road West, Old Saybrook

$1,350,000

Active

7 Beach Road West, Old Saybrook

3 Beds 2 Baths 1,360 SqFt Single Family For Sale MLS® # 24029133

William Pitt Sotheby's Int'l

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