Island Shores Homes with Boat Dock Private Exterior Features

Welcome to Island Shores, a hidden gem nestled in the vibrant heart of Fort Myers Beach, Florida! This charming subdivision offers a unique blend of coastal living and modern convenience, making it the perfect retreat for those seeking both relaxation and adventure.

Island Shores is known for its picturesque streets lined with palm trees and stunning waterfront views. The community is a haven for boating enthusiasts, featuring homes with private boat docks that provide direct access to the sparkling waters of the Gulf of Mexico. Imagine stepping out of your backyard and onto your boat, ready to explore the beautiful coastline or enjoy a day of fishing in the sun-drenched waters.

The homes in Island Shores boast an array of exterior features designed to enhance your lifestyle. With spacious decks and outdoor living areas, you can soak up the warm Florida sunshine while entertaining friends or simply enjoying a peaceful evening watching the sunset. Many properties include lush landscaping, adding to the tropical ambiance that defines this lovely neighborhood.

Living in Island Shores means being just moments away from the soft sandy beaches, local dining, and vibrant shopping options that Fort Myers Beach has to offer. Whether you're looking to unwind on the beach, indulge in fresh seafood, or embark on water sports adventures, this community caters to every desire.

Discover the charm of Island Shores, where coastal living meets a laid-back lifestyle. Your dream home awaits in this idyllic waterfront community!

Newest Island Shores Homes with Boat Dock Private Exterior Features

$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 CT, 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 BLVD, 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 BLVD, Fort Myers Beach

$4,899,000

4 Beds ⋅ 4 Baths ⋅ 225083279 MLS

A striking fusion of modern architecture, refined craftsmanship, and coastal living, 441 stands as one of Fort Myers Beach’s most exceptional north-end waterfront residences. Located just moments from Times Square with quick access to the Matanzas Pass Bridge, this premier address offers the perfect balance of convenience, privacy, and postcard-worthy surroundings. With the Bay in your backyard just minutes to open water and the beach in your front yard, the lifestyle here is nothing short of extraordinary. Bold curb appeal sets the tone with a wide paver driveway, abundant exterior lighting, and commanding modern lines that create a powerful first impression. Inside, the home’s elevated design showcases full concrete walls and concrete floors throughout, custom plantation shutters, two laundry rooms, and an expansive enclosed lower level in addition to two garages. Architectural resin pecky cypress ceilings, monolithic quartzite slabs, Lauriermax cabinetry, and a curated LED lighting design enrich every room with luxurious texture and ambiance. The gourmet kitchen is both sculptural and functional, featuring a Wolf 6-burner natural gas range, Sub-Zero refrigeration, a hidden walk-in pantry, quartzite surfaces, an integrated barista system, and instant hot water on demand at the kitchen sink. The adjoining bar area is perfectly designed for elevated entertaining with a full-size wine refrigerator, fridge and freezer drawer, and an under-counter ice maker. Floor-to-ceiling glass fills the home with natural light and frames expansive Bay views, complemented by a sleek interior gas fireplace. Each bedroom offers a private balcony and spa-inspired bathrooms with custom cabinetry and quartzite finishes, while the owner’s suite adds serene water views, a hydrotherapy tub, and a custom wardrobe. Outdoors, the home becomes a private waterfront resort with an alfresco culinary area featuring roll-down screens, a custom pool with underwater seating, a fire pit, and low-maintenance artificial turf surrounded by native palms. A brand-new seawall lines the shoreline, leading to a high-performance dock with two boat lifts—15,000 lbs and 6,000 lbs. The home is connected to natural gas, enhancing efficiency and performance throughout. A high-end designer furniture package can be negotiated or purchased separately, allowing for a turnkey transition into one of Fort Myers Beach’s most remarkable custom residences.

441 Estero 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.