Island Shores Homes with Boating Community Type

Island Shores Homes with Boating Community Type

Welcome to Island Shores, where paradise meets community living in the heart of Fort Myers Beach, Florida. Nestled in Lee County, this enchanting subdivision offers a unique blend of coastal charm and vibrant community spirit, making it an ideal destination for those seeking a serene yet active lifestyle.

Island Shores is renowned for its boating community, perfect for water enthusiasts and nature lovers alike. With direct access to the Gulf of Mexico, residents can indulge in a variety of water activities, from sailing and fishing to kayaking and paddleboarding. Imagine waking up to the gentle sounds of the waves and stepping out onto your private dock, ready to embark on your next adventure.

The homes in Island Shores are thoughtfully designed to embrace the laid-back Florida lifestyle. Many properties boast stunning waterfront views, spacious layouts, and outdoor living spaces that invite you to soak up the sun and enjoy the gentle sea breeze. Whether you’re looking for a cozy retreat or a spacious family home, Island Shores offers a range of options to suit your needs.

Beyond the beautiful homes, this community fosters a strong sense of camaraderie among residents. With regular social events and activities, neighbors quickly become friends, creating a warm and welcoming atmosphere. The nearby beaches, parks, and local shops enhance the appeal, providing endless opportunities for recreation and relaxation.

Discover your dream home in Island Shores, where the beauty of nature meets the joys of community living. Experience the best of Fort Myers Beach and make this idyllic subdivision your new home today!

Newest Island Shores Homes with Boating Community Type

$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 BLVD, 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 BLVD, 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 CT, 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 CT, Fort Myers Beach
$1,950,000
2 Beds ⋅ 2 Baths ⋅ 226019599 MLS ⋅ Island Shores BLDG.
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 ST Unit 4, Fort Myers Beach
$2,150,000
2 Beds ⋅ 2 Baths ⋅ 226019596 MLS ⋅ Island Shores BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Live where your boat, beach days, and brand new luxury all come together - featuring direct Gulf access boat slip, private enclosed garage, prime North end location & only 400 ft to the beach. 855 Lagoon Street offers high-performance SIP construction, hurricane-ready engineering, a new bulkhead, and low-maintenance tropical landscaping. Inside, enjoy a bright open floor plan, elegant tilework, modern cabinetry, generous bedrooms, and timeless finishes throughout. Enjoy a privilege few condos offer: YOUR OWN PRIVATE BOAT SLIP with direct Gulf access. Your designated boat slip is just steps from the door—reach the Gulf in about 10 minutes. A rare enclosed garage with epoxy floor provides secure parking and storage for a vehicle, golf cart, or water toys. Community amenities include a beautiful pool and professionally maintained grounds. Unbeatable walkability to Margaritaville, Times Square, Bowditch Park, dining, shops, and the new Whale. Quick on/off island access adds daily convenience and strong future value. From peaceful mornings on the water to vibrant evenings just steps from the island’s best dining and entertainment, 855 Lagoon Street offers the full rhythm of Fort Myers Beach living — elevated, effortless, and ready now. If you’ve been waiting for the rare new-construction waterfront condo that checks every box, this is it. Your future island lifestyle begins here. A best-in-class North End opportunity.

855 Lagoon ST Unit 2, Fort Myers Beach
$2,150,000
2 Beds ⋅ 2 Baths ⋅ 226019595 MLS ⋅ Island Shores BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. STUNNING LAGOON VIEWS — THE FMB NORTH END OPPORTUNITY YOU’VE BEEN WAITING FOR! At 855 Lagoon, you’ll find NEW construction, DIRECT Gulf access, a PRIVATE boat slip, and BEACH ACCESS just STEPS away! BRAND-NEW 2/2 condo on Fort Myers Beach’s desirable north end with private boat slip, enclosed garage, and direct Gulf access. ONLY 400 FT TO THE BEACH!!! High-performance SIP construction, hurricane-ready engineering, a new poured-concrete bulkhead, and tropical landscaping. Inside, enjoy a bright open floor plan, modern cabinetry, elegant tile-work, generous bedrooms, and timeless finishes. Your private boat slip is just steps away, offering quick access to the Gulf. The enclosed garage with epoxy floor provides secure parking and storage. Community amenities include a beautiful pool and professionally maintained grounds. Walk to Margaritaville Beach Resort, Times Square, Bowditch Point Park, shopping, dining, and the newly opened Whale Restaurant, with quick and convenient on/off island access. From peaceful mornings on the water to vibrant evenings enjoying the island’s best dining and activities, 855 Lagoon Street offers an elevated coastal lifestyle in the HEART of Fort Myers Beach! A rare blend of quality, location, and Gulf access. STEP INSIDE AND FEEL THE DIFFERENCE FOR YOURSELF! One or more photo(s) has been virtually staged, AI generated or rendered.

855 Lagoon ST Unit 1, Fort Myers Beach
$1,950,000
2 Beds ⋅ 2 Baths ⋅ 226019597 MLS ⋅ Island Shores BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. PREMIER NORTH-END LUXURY OPPORTUNITY WITH STUNNING LAGOON VIEWS! Experience high-end coastal living in this brand-new luxury residence offering direct Gulf access, a private boat slip, enclosed garage, and beach access just steps away (approximately 400 ft). Built with advanced SIP construction, full hurricane-impact systems, and a newly poured concrete bulkhead, this property combines superior quality with long-term durability. This beautifully designed 2-bedroom, 2-bath condo features a bright, open-concept layout with designer cabinetry, elegant tile flooring, modern lighting, and timeless upscale finishes throughout. Spacious bedrooms provide comfort and privacy, while the main living area showcases breathtaking lagoon views and the iconic Matanzas Pass Bridge — creating a stunning backdrop for everyday living and entertaining. The private boat slip is just steps from your door for quick Gulf access, and the enclosed epoxy-finished garage offers secure parking and valuable storage — a rare luxury on the north end. Residents enjoy a sparkling pool, lush tropical landscaping, and a prime walkable location near Times Square, Margaritaville, Bowditch Point Park, dining, shopping, and convenient on/off-island access. A rare combination of luxury, quality construction, exceptional views, and premier north-end location.

855 Lagoon ST Unit 3, 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 CIR, 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
$950,000
2026001292 MLS
BEACH SIDE WITH BEACH ACCESS ! Build your dream cottage here ! North end old cottage lot ! Bay views and beach views , dead end to the Gulf ! This is a weekly rental area so maximize your investment by renting it out and make an income ! This is a dead end , legal access street to the Gulf off America , not a paved street but a Sandy street like access so other cottages have access as well! Steps in the white soft sand take you to the gulf in minutes. Build a modular , or stick build up off the ground with parking underneath and storage! There are some going up now nearby so you can see both! Electric, water, sewage are already for you to plug into! Don’t wait this won’t last !

700 Estero BLVD, Fort Myers Beach
Start Your Search

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.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Regional Multiple Listing Service of Minnesota. Real estate listings held by brokerage firms other this firm are marked with the Broker Reciprocity logo. Information Deemed Reliable But Not Guaranteed. Property locations as displayed on any map are best approximations only and exact locations should be independently verified.

Listing data © 2026 Regional Multiple Listing Service of Minnesota. All rights reserved. By searching, you agree to the EULA.