Southampton Shores Cottage Offers Waterfront Living With Community Tennis Access
A waterfront cottage at 38 East Beach Drive in Southampton Shores pairs a private dock on Wooley Pond with three community tennis courts and resident-only marina dockage.

Three community tennis courts, no separate club application required. That detail, buried in the amenity list for 38 East Beach Drive in Southampton Shores, is the kind of thing a Hamptons player notices immediately when scrolling a new listing in the spring market. The cottage, a Saunders exclusive handled by licensed real estate salesperson Linda Kabot, was listed on April 6 on a 0.27-acre parcel in North Sea, off Noyac Road, about five miles from Southampton Village.
Southampton Shores is a neighborhood built around shared use and multigenerational ownership, and the courts reflect that culture. Residents have access to three tennis courts and pickleball courts as part of the community's exclusive amenity package, which also includes a large bayfront pavilion picnic area and resident-only marina dockage. For a buyer accustomed to navigating seasonal wait lists or club lotteries, the arrangement is straightforward: join the neighborhood, use the courts. Finding hitting partners is a function of knowing your neighbors, and in a community where families return year after year, that network tends to already be in place by the time summer peaks.
For players who want professional instruction beyond what the community courts offer, the Southampton Racquet Club is nearby in North Sea. It runs seven Har-Tru courts under a Cliff Drysdale Tennis program, with private lessons, clinics, game-arranging services, and a pro shop stocked with Head apparel and racquets. That gives 38 East Beach Drive residents a practical two-tier setup: community courts for pickup matches and morning sessions, the Racquet Club for structured work on specific parts of the game.
The after-match geography is where the listing earns its "rare offering" label. The cottage sits directly on Wooley Pond, with a private dock and deck space overlooking the water. Peconic Bay is accessible across the pond, reachable by kayak, paddleboard, or the dock itself. The combination, court time in the morning and open water in the afternoon, is the kind of day that Hamptons summers are organized around.
The property has been updated with a new four-bedroom-capacity septic system and a recently reconstructed detached two-car garage with a second-floor recreation room, adding practical year-round utility to what is otherwise a classic beach cottage footprint. For buyers whose spring calendars are shaped around where they will play tennis this summer, 38 East Beach Drive's community courts clear the first question before the tour even begins.
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