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 $400K
Highest Price $4.3M
Total Listings 23
Avg. Days On Market 72
Avg. Price/SQFT $523

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

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Listing. $4,250,000. 41 Watrous Point Road, Old Saybrook. 6 Beds, 5 Baths, 5,536 SqFt, Single Family For Sale, MLS® # 24105310.
41 Watrous Point Road, Old Saybrook

$4,250,000

Active

41 Watrous Point Road, Old Saybrook

6 Beds 5 Baths 5,536 SqFt Single Family For Sale MLS® # 24105310

William Pitt Sotheby's Int'l

Listing. $3,750,000. 175 North Cove Road, Old Saybrook. 4 Beds, 5 Baths, 3,518 SqFt, Single Family For Sale, MLS® # 24090901.
175 North Cove Road, Old Saybrook

$3,750,000

Active

175 North Cove Road, Old Saybrook

4 Beds 5 Baths 3,518 SqFt Single Family For Sale MLS® # 24090901

Coldwell Banker Realty

Listing. $2,550,000. 372 Maple Avenue, Old Saybrook. 3 Beds, 3 Baths, 3,389 SqFt, Single Family For Sale, MLS® # 24134739.
372 Maple Avenue, Old Saybrook

$2,550,000

Active

372 Maple Avenue, Old Saybrook

3 Beds 3 Baths 3,389 SqFt Single Family For Sale MLS® # 24134739

William Pitt Sotheby's Int'l

Listing. $2,195,000. 125 Main Street, Old Saybrook. 1 Beds, 2 Baths, 7,985 SqFt, Single Family For Sale, MLS® # 24138056.
125 Main Street, Old Saybrook

$2,195,000

Under Contract

125 Main Street, Old Saybrook

1 Bed 2 Baths 7,985 SqFt Single Family For Sale MLS® # 24138056

William Raveis Real Estate

New Listing. $1,375,000. 24 West Shore Drive, Old Saybrook. 3 Beds, 1 Baths, 884 SqFt, Single Family For Sale, MLS® # 24148025.
New
24 West Shore Drive, Old Saybrook

$1,375,000

Active

24 West Shore Drive, Old Saybrook

3 Beds 1 Bath 884 SqFt Single Family For Sale MLS® # 24148025

William Pitt Sotheby's Int'l

Listing. $1,175,000. 11 Trolley Crossing, Old Saybrook. 5 Beds, 5 Baths, 3,664 SqFt, Single Family For Sale, MLS® # 24133796.
11 Trolley Crossing, Old Saybrook

$1,175,000

Under Contract

11 Trolley Crossing, Old Saybrook

5 Beds 5 Baths 3,664 SqFt Single Family For Sale MLS® # 24133796

William Raveis Real Estate

Listing. $1,075,000. 122 Old Post Road, Old Saybrook. 3 Beds, 3 Baths, 2,467 SqFt, Single Family For Sale, MLS® # 24126482.
122 Old Post Road, Old Saybrook

$1,075,000

Active

122 Old Post Road, Old Saybrook

3 Beds 3 Baths 2,467 SqFt Single Family For Sale MLS® # 24126482

William Pitt Sotheby's Int'l

Listing. $1,045,000. 24 Seabreeze Road, Old Saybrook. 2 Beds, 2 Baths, 1,952 SqFt, Single Family For Sale, MLS® # 24129970.
24 Seabreeze Road, Old Saybrook

$1,045,000

Active

24 Seabreeze Road, Old Saybrook

2 Beds 2 Baths 1,952 SqFt Single Family For Sale MLS® # 24129970
Listing. $999,900. 1 Beamon Meadow Place, Old Saybrook. 3 Beds, 3 Baths, 1,632 SqFt, Single Family For Sale, MLS® # 24144841.
1 Beamon Meadow Place, Old Saybrook

$999,900

Active

1 Beamon Meadow Place, Old Saybrook

3 Beds 3 Baths 1,632 SqFt Single Family For Sale MLS® # 24144841

Coldwell Banker Realty

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