Island Shores Homes with Waterfront

Island Shores Homes with Waterfront

Welcome to Island Shores, a picturesque waterfront subdivision nestled in the heart of Florida. This idyllic community is a hidden gem for those seeking a serene lifestyle surrounded by the beauty of nature and the soothing sounds of water. With its stunning views and tranquil ambiance, Island Shores offers a perfect blend of luxury and relaxation.

The homes in Island Shores are nothing short of spectacular, boasting direct access to the shimmering waters that define the area. Each residence is thoughtfully designed to maximize waterfront living, featuring expansive windows that invite natural light and provide breathtaking views of the surrounding landscape. Imagine waking up to the gentle lapping of waves and enjoying your morning coffee on a private deck overlooking the water—this is the everyday reality for residents of Island Shores.

This vibrant community is not just about beautiful homes; it’s also about a lifestyle. Residents can indulge in various water activities, from boating and fishing to paddleboarding and kayaking, all just steps from their front door. The lush, landscaped surroundings create a peaceful retreat, while nearby parks and recreational areas provide ample opportunities for outdoor adventures.

Island Shores is conveniently located near local shops, dining, and entertainment, ensuring that everything you need is within reach. Whether you’re looking for a year-round residence or a vacation getaway, Island Shores offers an unparalleled waterfront living experience that is sure to captivate your heart. Discover the charm of Island Shores and make your dream home a reality today!

Newest Island Shores Homes with Waterfront

$4,250,000
Island Shores SubDv.
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
Island Shores SubDv.
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
$975,000
Island Shores SubDv.
One or more photo(s) has been virtually staged, AI generated or rendered. RARE OPPORTUNITY—BUILD YOUR OLDE FLORIDA BEACH COTTAGE WITH STUNNING GULF VIEWS! Beach & SUNSET Lovers DREAM HOME LCOATION. Build your 2 Story Gulf Front Cottage on this Prime location. Stroll along the Beach to Margaritaville, a few steps more to Nellies, SOB, Yucatan and more. Wake up to the soothing sound of waves and end your day with stunning Gulf-front sunsets—all from a second-row lot that offers views typically reserved for Gulf-front properties! This prime North Tip parcel sits just one lot back from the Gulf, but here’s what makes it truly exceptional: the Gulf-front lot in front of you has a permit in place for a one-story home. That means if you build a two-story beach house, you’ll enjoy unobstructed, panoramic Gulf views from your second floor! It’s an incredible advantage—capturing the beauty of beachfront living without the Gulf-front price tag. With the sand at your doorstep and the Gulf as your backdrop, this is your chance to create a one-of-a-kind retreat in one of the most coveted locations on Fort Myers Beach. Survey and MUD letter are ready to go, making your path to paradise even easier! And the location? Unbeatable. Just a five-minute stroll along the sparkling white sand leads you to Times Square, the town fishing pier, vibrant restaurants, live entertainment, and Margaritaville. Whether you crave the energy of island life or the peace of a secluded beachfront escape, this lot delivers the best of both worlds. A rare find. A prime location. A view that will never be blocked. This is one of the best values on Fort Myers Beach—don’t let it slip away! Rendering is for concept purposes only, and the home is not included in the price.

716 Estero Boulevard, Fort Myers Beach
$1,950,000
2 Beds ⋅ 2 Baths ⋅ Island Shores SubDv.
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
$1,950,000
2 Beds ⋅ 2 Baths ⋅ Island Shores SubDv.
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 Street Unit 3, Fort Myers Beach
$2,150,000
2 Beds ⋅ 2 Baths ⋅ Island Shores SubDv.
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 Street Unit 2, Fort Myers Beach
$2,150,000
2 Beds ⋅ 2 Baths ⋅ Island Shores SubDv.
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 Street Unit 1, Fort Myers Beach
$1,499,000
Island Shores SubDv.
Build Your Dream Waterfront Retreat on Fort Myers Beach! Discover the ultimate in coastal living with this oversized, DIRECT GULF ACCESS lot perfectly situated in one of the most desirable locations on Fort Myers Beach. Boasting an impressive 100 FEET OF CANAL FRONTAGE, this rare property provides a quick and direct route to the sparkling waters of the Gulf, making it a boater’s paradise. Just STEPS FROM BEACH ACCESS — less than 100 yards away — you’ll enjoy effortless days spent basking in the sun, strolling along soft sandy shores, and taking in the laid-back charm that defines life on the island. This prime homesite is the perfect blank canvas to build your custom dream home in the vibrant, reimagined community of Fort Myers Beach. With a BRAND-NEW REINFORCED SEAWALL already in place, your investment is protected and ready for your vision to take shape. As evening falls, take in breathtaking sunset views over the Gulf of Mexico — the kind of moments that make every day feel like a vacation. Embrace the beauty, serenity, and exclusivity of coastal living at its finest. Opportunities like this are truly rare — secure your slice of paradise today.

710 Matanzas Court, Fort Myers Beach
$6,000,000
Island Shores SubDv.
Rare opportunity to own a prime beachfront development site on beautiful Fort Myers Beach! This unique offering includes two adjoining lots being sold together, boasting approximately 105+/- feet of direct Gulf frontage and endless possibilities for investors, developers, or those seeking an exceptional coastal property. The combined parcels are approved to accommodate up to five cottages, with five water hookups already in place, adding tremendous value and convenience for future development. Ideally situated next door to the Best Western Plus Beach Resort, with residential property on the opposite side, this location provides the perfect blend of accessibility, neighboring amenities, and privacy. Enjoy all that Fort Myers Beach has to offer, including waterfront dining, boutique shopping, boating, swimming, sunbathing, and vibrant entertainment. Just moments away is the popular Margaritaville resort destination, making this property even more desirable. Whether you're looking to build income producing vacation cottages, a private beachfront retreat, or capitalize on one of Southwest Florida’s most sought after beach communities, this is an exceptional opportunity to invest in paradise. Strap #'s for both lots are 24-46-23-W4-00400.013A (approx .55 acres) & 24-46-23-W4-00400.013D (approx .33acres)

650 & 632 Estero Boulevard, Fort Myers Beach
$1,200,000
Island Shores SubDv.
Discover the perfect canvas for your island dream home on the sugar-white sands of Fort Myers Beach. This 50x120 Gulf-side vacant lot offers an exceptional opportunity to build a custom coastal retreat tailored to your vision—whether it’s a luxurious personal getaway or a high-performing investment property. Ideally positioned in a weekly rental zone, this property presents outstanding income potential with strong demand for short-term beach rentals. Just a short stroll from the vibrant energy of Times Square, you’ll enjoy effortless access to popular dining, shopping, and entertainment, along with the highly anticipated new pier that will further enhance the area’s appeal. The neighboring home in front is only one story, creating a rare advantage—build a two-story residence with an inverted floor plan and unlock sweeping, panoramic Gulf views from your main living and entertaining spaces. Imagine sunset vistas, sea breezes, and indoor-outdoor living designed to maximize the beauty of your surroundings. Whether you’re envisioning a serene coastal escape or a lucrative beachside investment, this prime homesite delivers location, flexibility, and limitless potential in one of Southwest Florida’s most desirable destinations. Multiple builder introductions and plans are available, not included in purchase price.

626 Estero Boulevard, Fort Myers Beach
$2,899,000
Island Shores SubDv.
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
Island Shores SubDv.
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
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