410 Flagship DR, Naples, FL 34108

The Ultimate Naples Waterfront Lifestyle — Private Garage, Expansive Terrace & Boat Dock — Everything You Want in a Naples Residence. Rarely available as an annual rental at Regatta, this spacious, beautifully updated waterfront condo offers an exceptional coastal living experience.The standout feature is the expansive 400+ sq. ft. open-air terrace—an incredibly rare find in condominium living—perfect for entertaining, relaxing, or taking in sweeping views of Vanderbilt Bay and stunning sunsets. The terrace has been upgraded with new brick pavers and includes a private staircase with direct access to the pool area.

Inside, this 3-bedroom + den, 2.5-bath residence features an open, airy layout with elegant wood flooring throughout the main living areas and a thoughtfully renovated interior designed for both comfort and style. The eat-in kitchen is equipped with stainless steel appliances, an induction range, granite countertops, and classic shaker cabinetry, complemented by designer finishes that add character and warmth. Offered beautifully furnished in a light, coastal style, the home is completely turnkey for an effortless annual stay.

Additional highlights include a highly desirable oversized 1.5-car private garage, providing ample room for parking and storage. Boating enthusiasts will appreciate the availability of a 40’ boat slip with lift, making it easy to enjoy life on the water.

Residents of Regatta enjoy a gated, well-maintained community with resort-style amenities, including two pools (one featuring a tranquil waterfall), fitness rooms, grilling areas, and a clubhouse. Ideally located just a short walk to Vanderbilt Beach and nearby restaurants, with convenient access to Mercato, Waterside Shops, and more.

This is a rare opportunity to enjoy space, views, and location in one of Naples’ most desirable waterfront communities.