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

Property Results

Click the links below to sort results by price range.

• All Listings
• $300,000 - $400,000
• $400,000 - $500,000
• $500,000 - $600,000
• $600,000 - $700,000
• $700,000 - $800,000
• $800,000 - $900,000
• $900,000 - $1,000,000
• Over $1,000,000

Bedrooms

Bathrooms

Price Range

Save Search

Sort by:

Price, high to low

Listing. $6,995,000. 91 North Cove Road, Old Saybrook. 6 Beds, 8 Baths, 5,592 SqFt, Single Family For Sale, MLS® # 24061077.

$6,995,000

Active

91 North Cove Road, Old Saybrook

6 Beds 8 Baths 5,592 SqFt Single Family For Sale MLS® # 24061077

Berkshire Hathaway NE Prop.

Listing. $3,100,000. 372 Maple Avenue, Old Saybrook. 3 Beds, 3 Baths, 4,789 SqFt, Single Family For Sale, MLS® # 24051865.

$3,100,000

Active

372 Maple Avenue, Old Saybrook

3 Beds 3 Baths 4,789 SqFt Single Family For Sale MLS® # 24051865

Showcase Realty, Inc.

Listing. $2,495,000. 125 Main Street, Old Saybrook. 1 Beds, 2 Baths, 7,985 SqFt, Single Family For Sale, MLS® # 24063444.

$2,495,000

Active

125 Main Street, Old Saybrook

1 Bed 2 Baths 7,985 SqFt Single Family For Sale MLS® # 24063444

William Raveis Real Estate

Listing. $1,995,000. 9 Overlook Drive, Old Saybrook. 4 Beds, 5 Baths, 4,300 SqFt, Single Family For Sale, MLS® # 24044960.

$1,995,000

Active

9 Overlook Drive, Old Saybrook

4 Beds 5 Baths 4,300 SqFt Single Family For Sale MLS® # 24044960

BHGRE Bannon & Hebert

New Listing. $1,750,000. 152 North Cove Road, Old Saybrook. 2 Beds, 3 Baths, 2,256 SqFt, Single Family For Sale, MLS® # 24056821.

New

$1,750,000

Under Contract

152 North Cove Road, Old Saybrook

2 Beds 3 Baths 2,256 SqFt Single Family For Sale MLS® # 24056821

William Pitt Sotheby's Int'l

Listing. $1,550,000. 30 Watrous Point Road, Old Saybrook. 4 Beds, 5 Baths, 4,546 SqFt, Single Family For Sale, MLS® # 24043614.

$1,550,000

↓ $100,000 Active

30 Watrous Point Road, Old Saybrook

4 Beds 5 Baths 4,546 SqFt Single Family For Sale MLS® # 24043614

Coldwell Banker Realty

Listing. $1,500,000. 11 Chandler Street, Old Saybrook. 3 Beds, 3 Baths, 2,052 SqFt, Single Family For Sale, MLS® # 24010523.

$1,500,000

↓ $250,000 Under Contract

11 Chandler Street, Old Saybrook

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

William Raveis Real Estate

Listing. $1,500,000. 64 Otter Cove Drive Lot #2 Pkg, Old Saybrook. 4 Beds, 3 Baths, 2,500 SqFt, Single Family For Sale, MLS® # 24034793.

$1,500,000

↓ $200,000 Active

64 Otter Cove Drive Lot #2 Pkg, Old Saybrook

4 Beds 3 Baths 2,500 SqFt Single Family For Sale MLS® # 24034793

William Raveis Real Estate

Listing. $1,150,000. 973 Middlesex Turnpike, Old Saybrook. 2 Beds, 1 Baths, 751 SqFt, Single Family For Sale, MLS® # 170558520.

$1,150,000

Active

973 Middlesex Turnpike, Old Saybrook

2 Beds 1 Bath 751 SqFt Single Family For Sale MLS® # 170558520

Kennedy Real Estate Solutions

1 2 3

Next