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 charming development offers an exquisite blend of coastal living and modern elegance, making it the perfect haven for those seeking a serene lifestyle by the bay.

Island Shores boasts a collection of beautifully designed homes, each thoughtfully crafted to maximize breathtaking views of the bayfront. Imagine waking up each morning to the gentle sound of waves lapping against the shore, with the sun rising over the tranquil waters of the Gulf of Mexico. These homes are not just residences; they are a lifestyle choice, offering an unparalleled connection to nature and the vibrant community around you.

The bayfront properties at Island Shores provide direct access to the water, making it easy for residents to indulge in a variety of outdoor activities such as boating, fishing, and paddleboarding. Whether you prefer sipping your morning coffee on a spacious balcony or hosting sunset gatherings with friends and family, these homes are designed for both relaxation and entertainment.

Located in the picturesque Lee County, Fort Myers Beach is renowned for its pristine sandy beaches, lush parks, and a lively atmosphere filled with dining, shopping, and cultural experiences. Island Shores is not just a place to live; it’s a gateway to a vibrant lifestyle surrounded by natural beauty and a friendly community.

Discover the allure of Island Shores, where your dream home awaits amidst the stunning backdrop of Florida's beautiful bayfront. Embrace the coastal lifestyle and make this enchanting community your own.

Newest Island Shores Homes with Bayfront Waterfront

$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
$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—storm damage to the dock and lift remains for future remediation. Enjoy the North End locatoin 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
$2,899,000
226010365 MLS
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
$2,899,000
226010364 MLS
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
$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
$1,899,000
226006185 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. SHOVEL-READY Gulf Access development opportunity in the heart of Fort Myers Beach. One of the only vacant lots on the island offering approved architectural plans, engineering, and development work already completed—allowing a buyer to bypass much of the time, uncertainty, and expense typically associated with waterfront development. Situated on a rare oversized 0.40-acre (17,293 sq. ft.) Gulf-access canal-front homesite directly across from the beach, this property offers exceptional flexibility for investors, developers, or end users seeking a premier waterfront location. Approved plans are in place for a luxury triplex designed to capitalize on both bay views and the property’s outstanding income-producing potential. Located just north of Times Square and the Pier District, owners and guests can enjoy a highly walkable lifestyle with immediate access to the beach, waterfront dining, entertainment, shopping, Margaritaville, and the island’s most desirable attractions. Boaters will appreciate quick Gulf access, while beach lovers will enjoy spectacular sunsets just steps away. With development plans already established and significant pre-construction work completed, this property represents a rare opportunity to move forward far faster than most vacant lots currently available on Fort Myers Beach. Whether your vision is a luxury investment property, multi-generational retreat, or income-producing waterfront development, this homesite combines location, boating access, beach proximity, and development readiness in a way that is increasingly difficult to find. Multiple builder introductions available. Approved plans and development information available upon request.

601 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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