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 $339K
    Highest Price $6.4M
    Total Listings 52
    Avg. Days On Market 66
    Avg. Price/SQFT $529

    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. $6,400,000. 12 Rocky Point Road, Old Saybrook. 4 Beds, 5 Baths, 5,651 SqFt, Single Family For Sale, MLS® # 24107247. 12 Rocky Point Road, Old Saybrook

    $6,400,000

    Active

    12 Rocky Point Road, Old Saybrook

    4 Beds 5 Baths 5,651 SqFt Single Family For Sale MLS® # 24107247

    Berkshire Hathaway NE Prop.

    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. $3,750,000. 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. $2,850,000. 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. $2,195,000. 125 Main Street, Old Saybrook. 1 Beds, 2 Baths, 7,985 SqFt, Single Family For Sale, MLS® # 24063444. 125 Main Street, Old Saybrook

    $2,195,000

    Active

    125 Main Street, Old Saybrook

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

    William Raveis Real Estate

    New Listing. $1,999,500. 515 Maple Avenue, Old Saybrook. 2 Beds, 2 Baths, 1,365 SqFt, Single Family For Sale, MLS® # 24111911.
    New
    515 Maple Avenue, Old Saybrook

    $1,999,500

    Under Contract

    515 Maple Avenue, Old Saybrook

    2 Beds 2 Baths 1,365 SqFt Single Family For Sale MLS® # 24111911

    William Pitt Sotheby's Int'l

    Listing. $1,800,000. 5 Oakwood Road, Old Saybrook. 3 Beds, 2 Baths, 3,477 SqFt, Single Family For Sale, MLS® # 24101504. 5 Oakwood Road, Old Saybrook

    $1,800,000

    Under Contract

    5 Oakwood Road, Old Saybrook

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

    William Raveis Real Estate

    Listing. $1,700,000. 64 Otter Cove Drive Lot #2 Pkg, Old Saybrook. 3 Beds, 3 Baths, 2,500 SqFt, Single Family For Sale, MLS® # 24117085. 64 Otter Cove Drive Lot #2 Pkg, Old Saybrook

    $1,700,000

    Active

    64 Otter Cove Drive Lot #2 Pkg, Old Saybrook

    3 Beds 3 Baths 2,500 SqFt Single Family For Sale MLS® # 24117085

    William Raveis Real Estate

    Listing. $1,585,000. 2 Old South Cove Road, Old Saybrook. 3 Beds, 4 Baths, 2,500 SqFt, Single Family For Sale, MLS® # 24105602. 2 Old South Cove Road, Old Saybrook

    $1,585,000

    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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