Rough Riders Landing Community

Residences at Rough Riders Landing range from second-floor units with vaulted ceilings and skylights to large two-bedroom, two-bath condominiums that have been renovated. Double sliding doors open from the living space onto private decks overlooking Fort Pond Bay, framing the sunsets the community is known for. Interiors include efficiency kitchens and living room/dining room layouts, with new carpets and full furnishings in select homes.

Set on Fort Pond Bay within a gated thirty-acre community, Rough Riders Landing places its private beach and 1,075-foot fishing pier with gazebo at the center of daily life. The 32 x 70 heated gunite pool sits alongside a Jacuzzi and sauna, and five tennis courts serve up matches just beyond the door.

The character here is unmistakably coastal Montauk — a one-of-a-kind setting where private decks face open water, sunsets are a nightly event, and the bay itself becomes an extension of home for kayaking, paddle boarding and sailing.