Island Shores Homes with Bayfront Waterfront

Island Shores Homes with Bayfront Waterfront

Welcome to Island Shores, a stunning waterfront community nestled in the heart of Fort Myers Beach, Florida. This enchanting development offers an unparalleled lifestyle, where the serene beauty of nature meets modern living. With its prime location in Lee County, Island Shores is the epitome of coastal elegance, making it an ideal destination for those seeking a tranquil retreat or a vibrant beachside experience.

Each home in Island Shores boasts breathtaking bayfront waterfront views, providing residents with a daily dose of Florida’s stunning sunsets and the soothing sounds of the ocean. Imagine waking up to the gentle lapping of waves and the soft glow of sunrise over the water, all from the comfort of your own home. These thoughtfully designed residences feature spacious layouts, contemporary finishes, and private outdoor spaces, perfect for entertaining or simply soaking in the picturesque surroundings.

Island Shores is not just about beautiful homes; it’s about a lifestyle. Residents can enjoy easy access to pristine beaches, charming local shops, and delectable dining options, all just a short stroll or bike ride away. For outdoor enthusiasts, the nearby parks and recreational areas offer endless opportunities for kayaking, fishing, and exploring the lush coastal ecosystems.

Whether you’re looking for a permanent residence or a seasonal getaway, Island Shores offers a unique blend of luxury, comfort, and natural beauty. Embrace the coastal lifestyle and make Island Shores your new home in Fort Myers Beach, where every day feels like a vacation!

Newest Island Shores Homes with Bayfront Waterfront

621 Estero Boulevard, Fort Myers Beach
$1,899,000
226036765 MLS
PRIME NORTH END GULF ACCESS HOMESITE – WEEKLY RENTALS PERMITTED! Exceptional opportunity to build your dream coastal retreat or luxury investment property in one of the most desirable locations on Fort Myers Beach! Located at 621 Estero Boulevard, just north of Times Square, this Gulf-access waterfront lot offers the perfect combination of boating, beach access, walkability, and income-producing potential. Enjoy quick and convenient boating access to Estero Bay and the Gulf of Mexico, with some of Southwest Florida’s most beautiful waterways just minutes away. For beach lovers, public beach access is just a short walk across Estero Boulevard, making it easy to enjoy the white sandy beaches and breathtaking Gulf sunsets. Situated within walking distance of Times Square, the Fort Myers Beach Pier District, waterfront dining, shopping, entertainment, and the island’s most popular attractions, this location delivers the coastal lifestyle that homeowners and vacationers seek. WEEKLY RENTALS PERMITTED, offering exceptional flexibility for those looking to build a luxury vacation rental, seasonal getaway, or full-time waterfront residence. The highly sought-after north end of Fort Myers Beach is especially desirable for its convenient access on and off the island, reduced exposure to the heavier traffic farther south, and proximity to the beach and entertainment district. Estero Boulevard’s north-end Gulf-access properties have historically attracted significant interest from luxury homebuyers and investors, with premier waterfront homes commanding some of the island’s most impressive sale prices. Whether you’re envisioning a spectacular elevated coastal residence or a high-end vacation rental designed to maximize the property’s location and boating lifestyle, 621 Estero Boulevard presents an outstanding opportunity to invest in the future of Fort Myers Beach!

621 Estero Boulevard, Fort Myers Beach
601 Estero Boulevard, Fort Myers Beach
$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
385 Estero Boulevard, Fort Myers Beach
$2,899,000
226030735 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Premier Bayfront Homesite | High-Performance Vacation Rental Opportunity Exceptional opportunity to build a luxury income-producing vacation rental property on this prime bayfront homesite overlooking Estero Bay, ideally located on the highly desirable north end of Fort Myers Beach. This rare 8,525± sq ft lot (50’ x 160’) offers the potential to design an elevated luxury residence with panoramic bay views and Gulf views just across the street, creating the ultimate beach-to-bay rental destination. Perfectly positioned for the vacation market, this property offers direct boating access to Estero Bay and the Gulf of Mexico, with boating routes to Sanibel, Boca Grande, Cabbage Key, and numerous waterfront restaurants throughout Southwest Florida. The location is highly attractive to vacation guests seeking boating, beach access, and walkable island entertainment. Design a large luxury rental residence featuring multiple bedrooms, expansive outdoor living areas, rooftop or balcony viewing decks, and a resort-style pool and spa overlooking the bay. The lot offers space for outdoor entertainment areas, a private dock, and sunset-view terraces—features that significantly increase rental demand and nightly rates. An assemblage opportunity is also available with the adjacent lot at 385 Estero, creating potential for an even larger luxury rental compound or estate-sized development. Just a short walk along the beach to Times Square, the Pier District, Margaritaville, and dozens of restaurants, shops, and entertainment venues, this location consistently attracts visitors seeking the best of Fort Myers Beach. A rare investment opportunity to develop a premier waterfront vacation rental property in one of the island’s most desirable and walkable locations. Multiple Builder introductions available.

385 Estero Boulevard, Fort Myers Beach
355 Estero Boulevard, Fort Myers Beach
$2,899,000
226030734 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Premier Coastal Luxury Bayfront Homesite | Beach-to-Bay Lifestyle. An extraordinary opportunity to build a custom Bayfront luxury estate on this exceptional homesite overlooking Estero Bay, ideally positioned on the highly coveted north end of Fort Myers Beach. This rare property offers 8,525 sq ft +/- , 50 ft x 160 ft and the potential to design an elevated residence capturing sweeping panoramic bay views with the Beaches just across the street, creating the ultimate beach-to-bay lifestyle. Perfectly situated for boating enthusiasts, the property offers direct access to Estero Bay, the Gulf and world-class destinations such as Sanibel Island, Boca Grande, Cabbage Key, and numerous waterfront restaurants nearby on Fort Myers Beach just a scenic boat ride away. Envision a stunning custom home designed to maximize the waterfront setting, with expansive terraces and outdoor living spaces perfect for enjoying vibrant sunrises over the bay and breathtaking sunsets over the Gulf. The homesite provides ample room for a resort-style pool, outdoor entertaining areas, and a private dock for effortless days on the water. Located just a short stroll along the beach to Times Square, the Pier District, Margaritaville, and a vibrant collection of restaurants, boutiques, and island entertainment, this property blends luxury waterfront living with walkable coastal charm. A rare and coveted opportunity to create a signature waterfront estate in one of Fort Myers Beach’s most prestigious and desirable locations. An ASSEMBLAGE opportunity is available with the adjacent lot at 385 ESTERO. Multiple Builder Introductions available.

355 Estero Boulevard, Fort Myers Beach
645 Matanzas Court, 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
655 Matanzas Court, Fort Myers Beach
$2,350,000
2026032829 MLS
HUGE PRICE REDUCTION! Mother Nature’s Playground Meets the Ultimate in Luxury—Your future Estero Bay estate begins here. Discover a once in a lifetime opportunity to own a pristine, sprawling waterfront parcel on the prestigious North End of Estero Bay. This large, vacant lot offers nearly 90 feet of direct waterfront access with Gulf access just steps from your front yard—perfect for boaters seeking both convenience and exclusivity. Located on a peaceful cul de sac within the exclusive Matanzas Court neighborhood, this property provides the perfect blend of seclusion and vibrant island living. Imagine waking up to breathtaking sunrises over peaceful waters, enjoying evening strolls along the endless beach, and having effortless access to the Gulf from your own backyard. The seawall spans 89 feet across the rear of the property, Enjoy the North End location with just a short 5-10 minute walk to Times Square, Margaritaville, beachy restaurants, shops, and nightlife. The dedicated turn lane from the Matanzas Bridge ensures seamless high season access. Seeking a larger estate? The connecting Bayfront lot, (MLS #2025007037) with approved plans offers the opportunity for a larger footprint—perfect for creating an expansive compound or multiple residences. Elevate your living with direct access to the Gulf, unmatched privacy, and endless natural beauty—all within reach of Southwest Florida’s most vibrant hotspots. Imagine hosting unforgettable gatherings, indulging in picturesque sunrise mornings, or exploring the Gulf’s islands at your leisure. This is more than just land—it’s a rare opportuntiy to craft a custom coastal retreat beyond ordinary expectations. With over 15 commercial projects approved or underway across the island, now is the ideal moment to secure this special waterfront opportunity! SELLER FINANCING is available.

655 Matanzas Court, Fort Myers Beach
507 Carlos Circle, 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
475 Estero Boulevard, Fort Myers Beach
$1,595,000
2025015697 MLS
Price just reduced! Discover one of the most desirable bayfront opportunities near Bowditch Point Park on the far north end of Fort Myers Beach. This property offers wide views of the Bay, and the beach is just across the street with an easy walk to the vibrant Times Square district, where restaurants, pubs and entertainment abound. Boaters will appreciate the quick access to the open Gulf Waters. Located in a weekly rental zone, this property also presents a valuable investment opportunity for owners interested in generating income through a rental program once a home is built. With its rare combination of bayfront tranquility, Gulf proximity, walkability, and panoramic views, this property stands out as one of the most exceptional waterfront offerings on Fort Myers Beach. A perfect canvas for your dream coastal home.

475 Estero Boulevard, Fort Myers Beach
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