Tip Top Isles Real Estate

Tip Top Isles Real Estate

Welcome to Tip Top Isles, a vibrant waterfront community nestled in the heart of Fort Myers Beach, Florida. This charming neighborhood is a hidden gem within Lee County, offering residents the perfect blend of coastal living and modern convenience.

Tip Top Isles is renowned for its picturesque canals and stunning views, making it an ideal location for boating enthusiasts and those who appreciate the beauty of nature. With direct access to the Gulf of Mexico, residents can enjoy endless days of fishing, kayaking, and sun-soaked adventures right from their backyards. The community features a variety of well-maintained homes, many of which boast private docks and lush tropical landscaping, creating a serene oasis for relaxation and recreation.

Beyond the serene waterfront lifestyle, Tip Top Isles is conveniently located just a short drive from the lively attractions of Fort Myers Beach. Enjoy the soft sands and vibrant nightlife of the beach, explore local shops and eateries, or indulge in the area's renowned seafood cuisine. The community is also close to nature preserves and parks, providing ample opportunities for hiking, biking, and wildlife watching.

Whether you’re looking for a seasonal getaway or a permanent residence, Tip Top Isles offers a welcoming atmosphere and a strong sense of community. Experience the best of Florida living in this delightful neighborhood, where every day feels like a vacation. Come discover your dream home in Tip Top Isles—where the sun shines brighter, and life is simply better by the water!

Newest Listings in Tip Top Isles

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 Avenue, Fort Myers Beach

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 Boulevard, Fort Myers Beach

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 Boulevard, Fort Myers Beach

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Kelly O'Connell

Kelly O’Connell, Realtor® – Serving Cape Coral and SWFL With almost a decade of real estate experience and more than 25 years in Sales and Marketing leadership within the Property Management industry, Kelly O’Connell brings a wealth of knowledge and professionalism to every client interaction. Based in Cape Coral, Kelly has built her reputation representing top builders and specializing in new construction homes, helping clients navigate the exciting process of building or buying in one of Florida’s most desirable markets. Her expertise extends beyond new construction to luxury homes, relocations, first-time home buyers, and investment properties, ensuring every client—no matter their goals—receives the same level of attentive, personalized service. Kelly’s approach is founded on building lasting relationships, transparent communication, and always putting her clients first. Her extensive background in property management and marketing gives her a unique perspective on market trends and makes her a trusted advisor throughout every stage of the real estate journey. Whether you’re relocating to Southwest Florida, investing in a vacation property, or building your dream home, Kelly is dedicated to helping you achieve your real estate goals with confidence and care.

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Jennifer Oravec‑Cottrell

Jennifer Oravec‑Cottrell is a trusted Realtor focused on providing personalized, client‑centered service. With a strong sales background and a commitment to clear communication, Jennifer helps buyers and sellers achieve their real estate goals with confidence. She is known for her professionalism, responsiveness, and dedication to making every transaction as smooth and stress‑free as possible. We can take care of everything you need, from start to close. Your Trusted Southwest Florida Real Estate Experts As local real estate experts, Jennifer & Kelly bring an unmatched depth of knowledge about buying and selling homes in Southwest Florida. Real estate is never one-size-fits-all, and having a trusted advisor with up-to-date market insight makes all the difference. Their expertise ensures you’re informed, confident, and fully supported every step of the way. Find Your Next Home You deserve more than just a home—you deserve the right home. Jennifer & Kelly know Southwest Florida inside and out and will work closely with you to find the perfect property at the right price. From neighborhood amenities and lifestyle considerations to the must-have features on your wish list, they focus on what matters most to you. Sell Your Home with Confidence When it’s time to move, you need professionals who can handle every detail seamlessly. From strategic marketing and professional showings to contract negotiations, financing coordination, inspections, and closing, Jennifer & Kelly manage the entire process from start to finish—ensuring a smooth, stress-free experience and maximum value for your home. Strategic Home Selling Consultation Buyers don’t always see a home the way sellers do—and that’s where expert guidance matters. Jennifer & Kelly provide tailored recommendations to position your home for its ideal audience, helping it stand out, attract strong offers, and achieve top dollar. Whether you’re buying, selling, relocating, or investing, Jennifer & Kelly are committed to delivering personalized service, clear communication, and exceptional results. Let’s get you moving—with confidence and care.

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