One or more photo(s) has been virtually staged, AI generated or rendered. 5256 Estero Boulevard presents a rare and captivating Gulf-to-Boulevard assemblage on Fort Myers Beach. Spanning over ½ acre with 90 feet of direct Gulf frontage and approximately 270 feet of depth, this exceptional offering provides an unmatched opportunity for investors, developers, or those seeking to create a legacy beachfront estate. (See the adjoining 5300 Estero assemblage for additional Gulf-front opportunities.) The property consists of three parcels, including two Gulf-front single-family residences offering a combined 8 bedrooms, 6.5 bathrooms, and more than 4,500 square feet of living space, along with a large multifamily parcel extending to Estero Boulevard. This rear parcel can also be divided into two single-family homesites, creating an irreplaceable development footprint in one of Southwest Florida's most desirable beachfront locations. Zoned for weekly rentals and new elevated construction with private pools, the property offers exceptional flexibility for luxury vacation homes, a boutique beachfront resort, an exclusive residential compound, or a high-performing income-producing investment. The weekly rental zoning significantly enhances the property's revenue potential while maximizing future development opportunities. For those seeking an even larger vision, 5256 Estero Boulevard can be combined with the adjacent 5300 Estero assemblage, creating nearly one acre with approximately 180 feet of continuous Gulf frontage—one of the largest and most prestigious contiguous beachfront holdings on Fort Myers Beach. With extremely limited Gulf-front inventory and the island's continued redevelopment, this is a once-in-a-generation opportunity to secure a premier beachfront investment offering exceptional scale, outstanding income potential, long-term value, and lasting legacy appeal in the heart of Fort Myers Beach.