Tip Top Isles Real Estate

Welcome to Tip Top Isles—a hidden gem nestled in the heart of Fort Myers Beach, Florida. This charming waterfront community offers a unique blend of coastal living and a relaxed lifestyle, making it the perfect destination for those seeking a serene retreat or an exciting vacation home.

Tip Top Isles is known for its picturesque canals and easy access to the stunning Gulf of Mexico. Residents enjoy a vibrant boating culture, with many homes featuring private docks that provide direct access to the water. Whether you're an avid fisherman, a leisurely boater, or simply someone who loves to watch the sunset over the water, this neighborhood has it all.

The community boasts a friendly atmosphere, where neighbors become friends and gatherings are common. With its lush tropical landscaping and well-maintained properties, Tip Top Isles exudes a welcoming charm that makes it feel like home. The nearby beaches are just a short drive or bike ride away, offering endless opportunities for sun-soaked days and beachside relaxation.

In addition to its natural beauty, Tip Top Isles is conveniently located near a variety of dining, shopping, and entertainment options. From local seafood restaurants to boutique shops, residents have everything they need within reach. The nearby Fort Myers Beach area also hosts a range of events and activities throughout the year, ensuring there’s always something to do.

If you’re looking for a slice of paradise in Southwest Florida, Tip Top Isles is the perfect place to call home. Experience the beauty of coastal living and the warmth of a close-knit community—come discover Tip Top Isles today!

Newest Listings in Tip Top Isles

$649,000

3 Beds ⋅ 3 Baths ⋅ 2026023938 MLS

Embrace waterfront living at its finest in Tip Top Isles—an exclusive haven for boating enthusiasts. Discover the allure of direct Gulf access, a premium canvas for your dream waterfront retreat and hotspot for those seeking an active coastal lifestyle. This desirable neighborhood is undergoing a captivating transformation, reflecting the area's evolution into a modern waterfront paradise. Convenience is key, just north of the Fort Myers Beach bridge with pristine beaches such as Sanibel, Bunche, and Fort Myers, as well as top-notch restaurants, shopping destinations and medical facilities just moments away. This generously-sized property includes a seawall spanning 100 feet & offers a dock with 12,000, 10,000 and 8,000 pound lifts. (need work) TWO 2 ton A/C's, 2.5 ton handler & heavy gauge metal, mill finish, standing seam roof. No rental restrictions or HOA fees, providing you with the freedom to customize and enjoy your waterfront oasis to the fullest. DREAM LOCATION+DIRECT GULF ACCESS CANAL HOME…Be a part of designing and renovating this amazing gem.

17731 Broadway AVE, Fort Myers Beach

$999,949

226016585 MLS

Discover a standout commercial opportunity at 17721 San Carlos Boulevard—a wide canal-front parcel on the mainland side just before the Matanzas Pass Bridge to Fort Myers Beach. This vacant C-2 zoned property allows for a diverse range of commercial uses, including marine services, boat rentals, retail, convenience stores, medical or professional offices, and potential multifamily development. Positioned along a major corridor, the site offers exceptional visibility and steady traffic flow, providing consistent exposure to both residents and beach-bound visitors. The canal frontage adds significant value with direct access to the Gulf of America, making it especially attractive for marine-focused or waterfront-oriented businesses. As Fort Myers Beach continues its transformative redevelopment, demand is increasing for well-located commercial properties like this. Whether you're planning a marine service hub, retail concept, waterfront café, or mixed-use development, this property offers a flexible foundation for long-term success. Refer to Lee County’s Division 6 Commercial Districts code for the complete list of permitted uses. Don’t miss this rare opportunity to secure a prime waterfront position in one of Southwest Florida’s most active and evolving growth corridors

17721 San Carlos BLVD, Fort Myers Beach

$649,900

2026014213 MLS

Fantastic opportunity to own a waterfront, commercial lot on San Carlos Blvd just minutes from the Fort Myers Beach bridge!!! This lot has a variety of commercial uses and is GULF ACCESS, with NO bridges!!! Imagine the possibilities with so much visibility, surrounded by established restaurants, shopping, marinas. Seller owns adjacent lot and willing to sell both if buyer wants an additional parcel which could be combined.

17637 San Carlos BLVD, Fort Myers Beach

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.