Island Shores Homes with Intersecting Canal Waterfront

Island Shores Homes with Intersecting Canal Waterfront

Welcome to Island Shores, a hidden gem nestled in the heart of Fort Myers Beach, Florida. This captivating waterfront community offers an unparalleled lifestyle where the beauty of nature meets modern luxury. Imagine waking up to the soothing sounds of water lapping against your private dock, with intersecting canal waterfront homes that provide breathtaking views and easy access to the pristine waters of the Gulf of Mexico.

Island Shores is more than just a place to live; it’s a vibrant community that embraces the laid-back Florida lifestyle. Each home is thoughtfully designed to maximize the stunning waterfront views, featuring spacious layouts, contemporary finishes, and outdoor living spaces perfect for entertaining. Whether you’re sipping your morning coffee on the patio or hosting sunset gatherings with friends, the ambiance of Island Shores is sure to inspire relaxation and joy.

Located in Lee County, Island Shores offers residents the best of both worlds: a serene retreat just minutes away from the bustling activity of Fort Myers Beach. Explore the nearby sandy shores, indulge in fresh seafood at local restaurants, or take a leisurely stroll along the picturesque waterfront. With a variety of recreational activities, including boating, fishing, and kayaking right at your doorstep, adventure awaits at every turn.

Discover the charm of Island Shores, where your dream of waterfront living can become a reality. Embrace the tranquility of canal-side living while enjoying the vibrant lifestyle that Fort Myers Beach has to offer. Welcome home to Island Shores, where every day feels like a vacation!

Newest Island Shores Homes with Intersecting Canal Waterfront

$1,950,000
2 Beds ⋅ 2 Baths ⋅ 226019599 MLS
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
$4,250,000
2026018662 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
$2,699,000
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
$3,925,000
5 Beds ⋅ 5 Baths ⋅ 226009493 MLS
Stunning Beach-to-Bay View Canal Pool Home | 5 Bedrooms, 5 Baths. Experience the ultimate in coastal living with this newer Key West–style waterfront home, perfectly positioned across the street from the Gulf of Mexico and directly on a tranquil canal of Estero Bay. Offering breathtaking Gulf and bay views from every bedroom, this residence blends elegance, comfort, and convenience in one of Fort Myers Beach’s most desirable north-end locations—just a short stroll to Times Square. Step inside to discover 5 spacious bedrooms and 5 full bathrooms, including two master suites—one on each level. The first master retreat boasts a spa-like bath with a freestanding soaker tub and shower, while the second features a luxurious walk-in rainfall shower with dual shower heads. Each bedroom offers the privacy of an ensuite bath, ideal for hosting family and guests. Designed for both relaxation and entertaining, the home features two expansive family rooms, a well-equipped chef’s kitchen, two wet bars, and two laundry rooms. An elevator provides easy access to every level and a ground-level walkout. Outdoors, enjoy the saltwater pool and spa, complete with an outdoor kitchen and multiple balconies where you can soak in stunning sunrise and sunset views. This exceptional residence combines the best of beach and bay living—whether you’re watching the waves roll in from your balcony, entertaining poolside, or taking a short walk to restaurants, shops, and the iconic pier. A rare opportunity to own a true family-sized retreat in the heart of Fort Myers Beach.

661 Estero Boulevard, 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
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