Island Shores Homes with Intersecting Canal Waterfront

Island Shores Homes with Intersecting Canal Waterfront

Welcome to Island Shores, a stunning waterfront community nestled in the heart of Fort Myers Beach, Florida. This serene development offers an idyllic blend of coastal living and modern conveniences, making it the perfect sanctuary for those seeking relaxation and adventure alike.

Island Shores is renowned for its picturesque homes that boast intersecting canal waterfront views. Imagine waking up each morning to the gentle lapping of water against the dock, with vibrant sunsets painting the sky in hues of orange and pink. Each property is thoughtfully designed to maximize the beauty of the surrounding landscape, featuring spacious layouts, contemporary finishes, and ample outdoor living spaces perfect for entertaining or simply soaking in the sun.

With direct access to the sparkling waters of the Gulf of Mexico, residents of Island Shores enjoy a lifestyle filled with boating, fishing, and water sports right at their doorstep. The canals not only provide breathtaking views but also create a vibrant community atmosphere where neighbors become friends, and the joys of waterfront living are shared.

Located in Lee County, Fort Myers Beach is celebrated for its pristine sandy shores, vibrant local culture, and an array of dining and shopping options. Whether you’re looking to enjoy a leisurely day at the beach, explore nearby nature preserves, or savor fresh seafood at a waterfront restaurant, Island Shores places you in the heart of it all.

Come discover your slice of paradise at Island Shores, where every day feels like a vacation! Your dream home awaits in this charming waterfront community.

Newest Island Shores Homes with Intersecting Canal Waterfront

$1,899,000
226033544 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. PRIME NORTH-END FORT MYERS BEACH DEVELOPMENT OPPORTUNITY! Located near the northern tip of the island, 601 Estero Boulevard offers a rare combination of location, size, Gulf access, water views, and development readiness. This oversized 0.40-acre (17,293 sq. ft.) canal-front homesite sits directly across from the Gulf of Mexico, offering the potential for beautiful Gulf and bay views while providing boating access from your own property. The location is hard to beat. Just minutes from the bridge and within walking distance of the beach, Times Square, the Pier District, Margaritaville, waterfront dining, shopping, entertainment, and many of the exciting new developments transforming the north end of Fort Myers Beach. Enjoy everything the island has to offer while also being positioned near the north-end exit for convenient access on and off the island. What truly separates this property from the typical vacant lot is the amount of work already completed. An approved luxury triplex design is available, along with architectural and engineering plans, survey, elevation certificate, soil reports, and extensive development documentation. A buyer wishing to move forward with the existing triplex concept has the opportunity to save substantial time and expense compared with starting the development process from scratch. Prefer a different vision? The existing plans are an opportunity—not the limitation. This exceptional homesite provides a remarkable canvas for a buyer to explore the possibilities for the property and create a waterfront project tailored to their goals, subject to applicable approvals and development requirements. With its oversized footprint, Gulf access, proximity to the beach, Gulf and bay view potential, walkability, and premier north-end location, opportunities like this are increasingly difficult to duplicate on Fort Myers Beach. Priced to sell and ready for its next chapter. Approved triplex plans and development documentation available upon request. Multiple builder introductions available.

601 Estero Boulevard, Fort Myers Beach
$4,250,000
2026032834 MLS
Estero Bay is every boaters dream location with endless water views on the exclusive North End of Fort Myers Beach. Here’s your opportunity to own one of the few remaining large parcels that can support a truly grand, private estate in this beautiful boater's community. Tucked away on a quiet cul de sac, this rare property offers the perfect blend of seclusion and proximity, with the connecting lot also available for sale (MLS#2025007080) —it's an ideal location for the ultimate waterfront compound. The adjoining 16,000 square foot parcel allows you to expand your footprint to nearly an acre of waterfront bliss, all with direct Gulf access, panoramic water views, and room to accommodate large yachts. This site offers everything the most discerning buyers seek—privacy, spectacular water views, and an unrivaled location just minutes from Times Square, Margaritaville, and the island’s top hotspots. The shoreline features 200 feet of protected seawall and intersecting canal frontage with the bonus exceptional deepwater access. Combining both lots would transform the property into an expansive waterfront retreat—perfect for hosting, relaxing, or simply enjoying the horizon from sunrise to sunset.The property is development ready with $350,000 design plans included by acclaimed architect Rich Guzman and styled by Adelyn Interiors. The plans showcase a sleek 6,075 sq. ft. estate with around 17,000 sq. ft. of outdoor living, including an elevated infinity pool, wrap around decks, and multiple outdoor lounges—blurring the line between indoors and out. Utilities are in place for a smooth start and every interior detail has been carefully curated for a flawless finish with the option to customize to your taste. This large site offers endless possibilities—add guest quarters, luxury amenities, or create a sprawling compound. With the ability to combine both parcels, you’re looking at a rare opportunity to build one of the most impressive estates on the island, fully tailored to your vision. Whether you choose to build on one of the lots or both, your vision starts here.

645 Matanzas Court, Fort Myers Beach
$1,950,000
2 Beds ⋅ 2 Baths ⋅ 226019599 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Built to Commercial Code, brand-new 2 bed/2 bath gulf-access condo on Fort Myers Beach’s coveted North End with private boat slip, rare enclosed garage, and direct Gulf access—just about 400 ft from the sand. 855 Lagoon Street was built with high-performance SIP construction, serious hurricane engineering, a new poured-concrete seawall, and easy-care tropical landscaping, so you can spend more time on the water and less on maintenance. Inside, you get a bright open layout, stylish tilework, modern cabinetry, generous bedrooms, and timeless but modern finishes. Your slip is just outside—reach the Gulf in roughly 10 minutes—or relax at the community pool, then walk to Margaritaville, Times Square, Bowditch Park, dining, shops, and the new Whale. If you’ve been holding out for a North End new-construction waterfront condo that truly checks the boxes, this is the one.

855 Lagoon Street Unit 4, Fort Myers Beach
$2,699,000
2026011222 MLS
Introducing an exceptional direct bayfront lot on the prestigious north end of Fort Myers Beach — an area now transforming with a collection of newly built ultra-luxury estates that are redefining the island’s skyline. This rare parcel offers a premier opportunity to design a signature residence or duplex in one of the most coveted waterfront corridors on the island. Set along the shimmering expanse of Estero Bay, the property delivers unobstructed panoramic water views, daily marine life activity, and effortless Gulf access from your future private dock. The white sands of Fort Myers Beach lie just across the street, creating a true dual-waterfront lifestyle — beach out front, boating out back. Zoned for either a single-family home or duplex and located within a short-term rental district, this lot offers exceptional flexibility for luxury living, high-end rental income, or a combination of both. With no HOA or club fees, owners retain full control over design, use, and long-term value. Surrounded by a growing enclave of multimillion-dollar custom homes, this property stands as a premier canvas for a showpiece build. Its 53-year legacy of single-family ownership underscores the rarity and desirability of this location — a place where memories have been made for decades and where a new owner can now create an extraordinary coastal retreat. A direct bayfront lot in a rapidly elevating luxury neighborhood, with beach access steps away and Gulf boating at your back door, represents one of the strongest long-term investment plays on Fort Myers Beach

507 Carlos Circle, Fort Myers Beach
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