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 $399K
    Highest Price $4.5M
    Total Listings 57
    Avg. Days On Market 51
    Avg. Price/SQFT $527

    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. $4,450,000. 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

    $4,450,000

    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. $3,995,000. 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

    $3,995,000

    Active

    175 North Cove Road, Old Saybrook

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

    Coldwell Banker Realty

    Listing. $3,400,000. 9 Whisper Cove Road, Old Saybrook. 4 Beds, 5 Baths, 4,768 SqFt, Single Family For Sale, MLS® # 24081745. 9 Whisper Cove Road, Old Saybrook

    $3,400,000

    Under Contract

    9 Whisper Cove Road, Old Saybrook

    4 Beds 5 Baths 4,768 SqFt Single Family For Sale MLS® # 24081745

    William Pitt Sotheby's Int'l

    Listing. $2,850,000. 372 Maple Avenue, Old Saybrook. 3 Beds, 3 Baths, 4,789 SqFt, Single Family For Sale, MLS® # 24051865. 372 Maple Avenue, Old Saybrook

    $2,850,000

    Active

    372 Maple Avenue, Old Saybrook

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

    Showcase Realty, Inc.

    Listing. $2,345,000. 125 Main Street, Old Saybrook. 1 Beds, 2 Baths, 7,985 SqFt, Single Family For Sale, MLS® # 24063444. 125 Main Street, Old Saybrook

    $2,345,000

    Active

    125 Main Street, Old Saybrook

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

    William Raveis Real Estate

    Listing. $2,100,000. 5 Oakwood Road, Old Saybrook. 3 Beds, 2 Baths, 3,477 SqFt, Single Family For Sale, MLS® # 24101504. 5 Oakwood Road, Old Saybrook

    $2,100,000

    Active

    5 Oakwood Road, Old Saybrook

    3 Beds 2 Baths 3,477 SqFt Single Family For Sale MLS® # 24101504

    William Raveis Real Estate

    New Listing. $1,995,000. 49 Cromwell Place, Old Saybrook. 3 Beds, 4 Baths, 3,965 SqFt, Single Family For Sale, MLS® # 24096594.
    New
    49 Cromwell Place, Old Saybrook

    $1,995,000

    Under Contract

    49 Cromwell Place, Old Saybrook

    3 Beds 4 Baths 3,965 SqFt Single Family For Sale MLS® # 24096594

    William Pitt Sotheby's Int'l

    Listing. $1,795,000. 4 Old Fenwick Road, Old Saybrook. 5 Beds, 3 Baths, 2,994 SqFt, Single Family For Sale, MLS® # 24076865. 4 Old Fenwick Road, Old Saybrook

    $1,795,000

    Active

    4 Old Fenwick Road, Old Saybrook

    5 Beds 3 Baths 2,994 SqFt Single Family For Sale MLS® # 24076865

    Coldwell Banker Realty

    New Listing. $1,790,000. 2 Old South Cove Road, Old Saybrook. 3 Beds, 4 Baths, 2,500 SqFt, Single Family For Sale, MLS® # 24105602.
    New
    2 Old South Cove Road, Old Saybrook

    $1,790,000

    Active

    2 Old South Cove Road, Old Saybrook

    3 Beds 4 Baths 2,500 SqFt Single Family For Sale MLS® # 24105602

    Calcagni Real Estate

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