242 OAK AVENUE

ANNA MARIA, FL 34216

Come sit on the lanai at this stunning property and you will realize just how different it is from anything else on Anna Maria Island. Set behind gates, tropically landscaped and surrounded by water on three sides, this very private property has only changed hands once in nearly 60 years. It is located on one of the most desirable beach access streets, yet feels remarkably removed from neighboring properties. This four-bedroom family home was constructed in 2020 and engineered to exceed the latest hurricane standards with the safety and security of a concrete elevated home. It was built as an upscale residence, for those who wish to live on Anna Maria, whether seasonally or full-time. It was not designed as a rental home, where the living space is sacrificed to multiple bedrooms. Instead the 3,850 square feet of air-conditioned living area is designed for effortless indoor/outdoor Florida living offering two primary bedrooms with ensuites, a formal dining room, family room and even a dedicated office for those who occasionally work from home. A guest house, connected by a bridge, has two more bedrooms, a full bath and kitchenette, giving family and guests total privacy. Separate utilities even allow this space to be easily closed off when not in use. Architecturally, the home blends Florida, Caribbean and South Pacific influences with custom imported cabinetry, vaulted wood ceilings and walls of glass that allow natural light to fill the interiors. Expansive glass doors disappear to open the great room completely to the covered waterfront lanai, where morning coffee may come with dolphins passing through Bimini Bay. Entertaining flows just as naturally. A Teppanyaki cooking island sits steps from the gourmet kitchen and on the same level, making it easy to move between indoor and outdoor spaces while enjoying the sweeping water views. Or gather around the fire pit, under the stars on your own sandy “beach” at the point of this extraordinary triangular waterfront parcel, surrounded by Bimini Bay. The grounds feel like a private resort, with a dramatic pool featuring fire and water elements, lush landscaping and multiple places to dine, gather or simply enjoy the view. The property is protected by more than 500 feet of new concrete seawall and for boaters offers direct access to the Gulf. A 60-foot dock with power and water accommodates a cruiser, while a separate 12,000-pound boat lift and additional dock provide space for smaller watercraft and toys. With more than 7,000 square feet of luxury covered living area on a one-of-a-kind waterfront parcel, perhaps the greatest luxury here is not something measured in square feet. It is the feeling of openness and privacy, with water in nearly every direction and the ability to enjoy everything you love about Anna Maria Island, then retreat to a place where, for a little while, the island feels entirely your own. Call now to experience this extraordinary waterfront retreat for yourself.

Listing courtesy of MICHAEL SAUNDERS & COMPANY (941) 900-9828



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Last checked: 2026-10-02 12:39 AM EDT