3788 Harold AVE, FORT MYERS

Panoramic riverfront views and 1.33 acres of privacy directly off McGregor Boulevard define this truly one-of-a-kind estate property along the Caloosahatchee River. Offering an extraordinary combination of acreage, DEEP WATER river frontage, and unmatched convenience, this rare opportunity allows you to enjoy miles of open water views, vibrant western sunsets, and quick access to shopping, dining, downtown Fort Myers, and area beaches by both boat and car. Spanning nearly 8,000 total square feet, the estate consists of two residences across one expansive property, featuring a total of 8 bedrooms, 6.5 bathrooms, multiple living and entertaining spaces, and a 6+ car garage, ideal for collectors and enthusiasts. With approximately 141 feet of shoreline, this stretch of river is known for its exceptional width and deeper water depth, accommodating larger vessels and delivering the sought-after “big water” views rarely found in Fort Myers. Designed with entertaining and lifestyle in mind, the property is highlighted by an extraordinary 2,600-square-foot rooftop terrace with 360-degree panoramic river views. Complete with a full outdoor kitchen, bar, and lift access for seamless service, this space is perfectly suited for hosting private gatherings, corporate events, or unforgettable sunset evenings with family and friends. The original residence, built in 1972, offers 5 spacious bedrooms and 3 bathrooms, showcasing timeless architectural character and solid construction. The second residence, added in 2003, provides 3 additional bedrooms, 3.5 bathrooms, and a substantial 6-car garage, making it ideal for multi-generational living, guest accommodations, or a private retreat. Positioned along one of Fort Myers’ most iconic corridors, near the historic winter estates of Edison and Ford Winter Estates, this location is synonymous with prestige, history, and natural beauty. Enjoy a short drive to Downtown Fort Myers, where you’ll find a vibrant mix of dining, entertainment, and cultural attractions, including favorites like The Veranda, Oxbow Bar & Grill, Izzy’s Fish & Oyster, Ford’s Garage, and Firestone Grill Room. The area also hosts renowned events such as the Edison Festival of Light and ArtFest Fort Myers, along with weekly art walks, farmers markets, and waterfront events. Surrounded by riverfront parks, boutique shopping, the scenic promenade, and landmarks like the Luminary Hotel & Co., this property offers a lifestyle that blends privacy, convenience, and energy. Framed by sweeping water views and glowing sunsets, this exceptional riverfront estate presents a once-in-a-generation opportunity to own one of Fort Myers’ most significant waterfront properties. This is a property that cannot be assembled again. 1.33 acres. 141 ft deep-water frontage. Two residences. 2,600 SF rooftop terrace. McGregor Boulevard. The combination together simply does not exist anywhere else in Fort Myers.

130 days on market · Listing updated April 22, 2026

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