Fort Myers Beach Homes with Intersecting Canal Waterfront

Fort Myers Beach Homes with Intersecting Canal Waterfront

Welcome to Fort Myers Beach, a vibrant coastal gem nestled in Lee County, Florida. Known for its stunning sunsets, pristine sandy shores, and a lively atmosphere, this charming island community offers an idyllic lifestyle that many dream of. Whether you’re seeking a vacation retreat or a permanent residence, Fort Myers Beach boasts an array of delightful homes that cater to every need.

One of the standout features of this area is the captivating waterfront properties with intersecting canals. Imagine waking up to the gentle sound of lapping water and the sight of boats gliding through the canals right outside your window. These homes offer not only breathtaking views but also direct access to the Gulf of Mexico, making them a boater's paradise. With the unique canal system, residents can enjoy a leisurely day on the water, exploring the nearby islands or fishing in the sun-kissed waters.

The community is rich in recreational activities, from water sports and fishing to beachcombing and biking along scenic trails. Fort Myers Beach is also home to a variety of dining options, shopping experiences, and cultural attractions, ensuring that there’s always something exciting to do.

Imagine the perfect blend of relaxation and adventure in your own waterfront haven. With homes that feature spacious layouts, modern amenities, and stunning outdoor spaces, Fort Myers Beach offers an unparalleled lifestyle. Come discover the charm of this coastal paradise, where your dream home awaits amid the tranquil waters of intersecting canals. Embrace a life of sun-soaked days and starry nights in this enchanting Florida retreat!

Newest Fort Myers Beach Homes with Intersecting Canal 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
$1,549,000
226026705 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Exceptional Gulf-Access Waterfront Homesite with New Dock & Boat Lift – Prime Fort Myers Beach Location. Build a luxury 5-bedroom, elevated vacation home designed for today's rental market with the potential to generate $250,000+ in annual gross rental income (buyer to verify). Whether you're building for personal enjoyment, investment, or both, this location consistently attracts vacationers seeking the ultimate beach-and-boating experience. Located within a highly desirable weekly vacation rental zone, this property presents an outstanding opportunity. Build your dream coastal retreat or a high-performing investment property on this exceptional Gulf-access waterfront homesite in the heart of Fort Myers Beach. Situated on a deep, navigable canal with direct Gulf access and no bridges, this premier waterfront lot offers effortless boating with quick access to Estero Bay and the Gulf of Mexico. A brand-new dock spans the length of the seawall and is complemented by a new boat lift, providing immediate enjoyment while you plan your custom waterfront residence. The property also includes a fully operational swimming pool, a rare bonus that adds immediate value and flexibility. Perfectly positioned just minutes on foot to the sugar-sand beaches of the Gulf of America, you'll also enjoy an easy walk to Times Square, the Pier District, Margaritaville Resort, waterfront restaurants, shopping, and entertainment, allowing you to experience the very best of the Fort Myers Beach lifestyle. Multiple respected local builders are available to assist in designing and constructing your custom coastal home, making the building process seamless from concept to completion. Rare opportunities combining direct Gulf access, no bridges, a new dock and boat lift, a working pool, walkability to the beach, and proximity to Times Square are becoming increasingly difficult to find. Secure your piece of paradise and create the waterfront lifestyle you've always envisioned.

800 3rd Street, Fort Myers Beach
$389,500
2 Beds ⋅ 2 Baths ⋅ 2026030821 MLS
Welcome to your own slice of paradise in Bayside Estates! This beautifully remodeled 2-bedroom + flex room, 2-bath gulf access home offers 1,575 square feet of thoughtfully designed living space with an open-concept floor plan perfect for entertaining. The coastal-inspired interior features volume ceilings, luxury laminate and tile flooring, plantation shutters, quartz countertops, a custom tile backsplash, and designer finishes throughout. The spacious kitchen offers abundant storage, including a large walk-in pantry, while the primary suite features a generous walk-in closet. An inside laundry room and zoned A/C provide everyday comfort and convenience. Step outside to take in expansive water views from the composite deck, complete with a 10,000-pound boat lift, captain's walk, covered boat slip, and relaxing jacuzzi. The oversized paver driveway offers ample parking, making it easy to welcome family and friends. Whether you're looking for a year-round residence or the ultimate waterfront retreat, this move-in ready home combines modern updates, exceptional outdoor living, and direct boating access in one of Southwest Florida's most sought-after waterfront communities. Bayside Estates is a vibrant and active 55+ waterfront community located just minutes from Fort Myers Beach. Residents enjoy resort-style amenities including pickleball, bocce, shuffleboard, a community pool, boating opportunities, and a dynamic social calendar filled with events and activities. Whether you are searching for a seasonal retreat or a full-time coastal home, this property offers the perfect opportunity to live the Florida boating lifestyle.

17591 Bryan Court, Fort Myers Beach
$169,000
2026030954 MLS
Build your dream coastal retreat in Port Carlos Cove, an intimate, resident-owned 55+ co-op community of just 155 homes on Hurricane Bay, only a short walk from the white sands of Fort Myers Beach. One of the larger lots in the neighborhood, this premium waterfront property offers extra space, a private boat lift, and direct Gulf access with no bridges. Reach open water in under 10 minutes and enjoy easy access to the backwaters of Estero Bay as well as the Gulf. The boat lift structure is sound, although the motor may need replacement. The lot is cleared and ready for a site-built or modular elevated home. FEMA-compliant construction allows valuable space below for covered parking, storage, or outdoor living. With no homes directly across the street, the property enjoys a more open setting, added privacy, and less passing traffic. Port Carlos Cove offers an active, social lifestyle centered around boating and waterfront living. Residents enjoy a renovated clubhouse, heated community pool, pickleball and bocce courts, shuffleboard, a community boat ramp, dedicated storage areas, and clubhouse laundry facilities—all available with no additional use fees. The low $200 monthly maintenance fee includes water, sewer, trash pickup, seawall repair, road maintenance, and care of the common areas. Whether you envision a seasonal getaway or a full-time residence, this property offers exceptional value in one of Fort Myers Beach’s most desirable boating communities. You will be within walking distance of Margaritaville Resort, Salty Sam’s Marina, Parrot Key Caribbean Grill, Times Square, Doc Ford’s Rum Bar & Grille, Bonita Bill’s Waterfront Café, and Dixie Fish Co. Dining, drinks, live music, boat rentals, and waterfront entertainment are all just around the corner. Bring your builder and your boat—this is a rare opportunity to own a spacious waterfront lot in one of Southwest Florida’s most walkable and vibrant boating communities.

8 Galleon Way, Fort Myers Beach
$899,000
2 Beds ⋅ 2 Baths ⋅ 226026325 MLS
Beautifully RENOVATED Classic Florida Beach Cottage. Perfectly positioned along a GULF ACCESS CANAL, this ELEVATED beach cottage offers classic island living at its finest. ROOM FOR A POOL. Great for Personal use and RENTAL INCOME. Recently RENOVATED to perfection, the residence showcases stunning flooring, vibrant coastal tones, and a seamless blend of modern coastal elegance and timeless design. The open-concept living area flows effortlessly into a spacious screened-in balcony, where tranquil water views set the stage for relaxing mornings and breezy evenings. This serene outdoor space connects beautifully to both the main living area and the primary bedroom, offering an ideal indoor-outdoor lifestyle. Recent improvements include a new driveway, along with updated fixtures, lighting, and finishes throughout, complemented by tasteful coastal furnishings and new interior window treatments that add a refined finishing touch. Impact-rated windows and sliders installed in 2022 provide peace of mind, durability, and energy efficiency. The property also offers room for a pool, enhancing both lifestyle enjoyment and rental appeal. Just a short, enchanting stroll to the sugar-sand beach, this home blends coastal charm with modern updates, creating an inviting retreat for personal enjoyment or income-producing potential.Ideally located on a peaceful street with convenient access to the Gulf of Mexico and bay via the backyard canal, this home is perfectly suited for boating enthusiasts, beach lovers, and those seeking a refined island escape. Whether envisioned as a personal sanctuary or an income-producing opportunity, this exceptional property invites you to experience the very best of coastal living.

270 Dundee Road, Fort Myers Beach
$1,999,000
4 Beds ⋅ 4 Baths ⋅ 226026003 MLS
Exceptional Estero Bayfront residence offering rare peninsula living and breathtaking panoramic water views. Situated on an oversized 0.34-acre (14,636 sq. ft.) bayfront lot, this truly one-of-a-kind home delivers approximately 280-degree views of Estero Bay, providing remarkable privacy and a serene coastal setting rarely found on Fort Myers Beach. Spanning over 3,000 square feet, this thoughtfully designed four-bedroom, three-and-a-half-bath home features an open-concept layout with porcelain tile flooring, recessed lighting, and modern zebra window shades throughout. Walls of impact-resistant glass—including a four-panel stacking slider and additional sliding doors—frame the expansive bay views while seamlessly connecting the interior living space to a screened lanai with picture-window screens. Outdoor living is enhanced by a waterfront pool and spill-over spa, positioned at the bay’s edge and surrounded by a travertine-tiled deck ideal for entertaining and relaxed coastal living. The southern canal side of the property is well-suited for boating, offering a private dock with lift, plus an extended dock accommodating visiting boats or personal watercraft. The flexible floor plan provides multiple primary suite options, allowing owners to tailor the home to their lifestyle. The main-level suite features a spacious bath, walk-in closet, and private den that may easily convert to a fourth bedroom with Jack-and-Jill bath access. The upstairs primary retreat offers exceptional natural light, arched windows, a lighted tray ceiling, and an extended private balcony—ideal for enjoying sunrise views. This suite is completed by a large walk-in closet and an en-suite bath with dual-sink vanity, platform-raised soaking tub, and beautifully tiled walk-in shower. The updated kitchen serves as the heart of the home, featuring quartz countertops, a full-height tiled backsplash, a wall of cabinetry, and an under-mount stainless steel sink—blending modern design with everyday functionality. A welcoming foyer provides space for a sitting area, while southern and eastern exposures fill the main living spaces with natural light. A breezeway connects the home to a two-car garage with additional storage or workshop space. Additional improvements include impact-resistant windows and doors throughout, a new A/C condenser and first-floor ductwork, 4-foot cement board walls on the lower level, and first-floor laundry. Very few properties on Fort Myers Beach offer this level of privacy, water frontage, boating access, and panoramic bay views. An extraordinary opportunity to own a distinctive Estero Bayfront home in a premier island setting.

266 Curlew Street, Fort Myers Beach
$1,499,500
4 Beds ⋅ 3 Baths ⋅ 226025587 MLS
STUNNING NEWLY REMODELED GULF-ACCESS CANAL HOME WITH POOL & DEEDED BEACH ACCESS & 20k BOAT LIFT! Experience luxury coastal living in this expansive 4-bedroom, 3-bath, 1,928 sq. ft. pool home ideally situated on a Gulf-access canal in the highly sought-after Fairview Isles community. Completely remodeled down to the studs, this open-concept residence showcases impeccable craftsmanship, high-end finishes, and modern coastal elegance throughout. The home features new plank tile flooring, a fully redesigned kitchen with new cabinetry, an oversized statement island, quartz countertops, and top-of-the-line appliances—perfect for entertaining and everyday living. A desirable split-bedroom floor plan offers both a Primary Suite and Junior Primary Suite, each with pool views and spa-inspired en-suite baths featuring designer tile and large walk-in showers. Outdoor living is exceptional with an expansive pool and deck area, ideal for entertaining, relaxing in the Florida sunshine, and enjoying tranquil canal views. Boating enthusiasts will appreciate the newly upgraded boat lift with 20,000-lb motors, a private dock with brand-new Trex composite decking, and quick, direct access to the Gulf of Mexico. For added peace of mind, expandable flood barriers have been installed, offering a ready-to-use solution for door protection that can be quickly and easily deployed in advance of storm conditions. Additional highlights include a two-car garage, a spacious interior laundry room, and numerous recent upgrades throughout. Fairview Isles offers deeded beach access, just a short stroll to the sugar-sand beaches and dreamy sunsets of Fort Myers Beach. Ideally located on the south end of the island with convenient access to Naples, Bonita Springs, restaurants, golf courses, and RSW International Airport. This exceptional home delivers the ultimate boating and beach lifestyle, blending luxury, location, and peace of mind in one remarkable offering. Welcome home.

23 Palmview Boulevard, Fort Myers Beach
$1,799,500
226025627 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. BOATER’S BAYFRONT PARADISE | BUILD YOUR WATERFRONT LEGACY Discover one of Fort Myers Beach’s most exceptional waterfront opportunities. Situated on an oversized .23-acre (10,106± sq. ft.) homesite, this rare Bayfront & Canal Front property offers panoramic Intracoastal Waterway views, Gulf access, and the flexibility of dual dock placements along the wraparound canal and bay frontage. Unlike many waterfront lots, this property offers the opportunity to build on roughly 5,780 sq. ft. buildable footprint after setbacks, creating the potential for an extraordinary custom estate with expansive indoor and outdoor living spaces designed to capture breathtaking bay views. Preliminary builder concepts envision a grand luxury residence with soaring ceilings, dramatic walls of glass, elevated construction, and spectacular waterfront entertaining areas. Imagine sunrise coffee overlooking the bay, afternoons cruising to the Gulf, and evenings entertaining family and friends while watching boats pass by from your own backyard. Boaters will appreciate the direct Gulf access and an unbeatable location just 5 minutes by boat to the Fort Myers Beach Pier District, where waterfront restaurants, marinas, shopping, nightlife, and entertainment await. Walk or bike to the sugar-white sand beaches, enjoy world-class fishing, island hopping, paddleboarding, waterfront dining, and everything that makes Fort Myers Beach one of Southwest Florida’s most desirable waterfront destinations. Whether your vision is a modern coastal masterpiece, an elegant island retreat, or an iconic legacy estate, 470 Madison Court offers one of the most exciting waterfront building opportunities available on Fort Myers Beach. Whether your vision is a modern coastal masterpiece, an elegant island retreat, or an iconic legacy estate, 470 Madison Court offers one of the most exciting waterfront building opportunities available on Fort Myers Beach.

470 Madison Court, Fort Myers Beach
$310,000
1 Beds ⋅ 2 Baths ⋅ 2026027323 MLS
Some people come to Fort Myers Beach for a week. Others eventually decide they want a place of their own and become part of the island's story. The location is what keeps owners and guests coming back year after year. Morning walks along the beach, afternoons on the water, sunset dinners with friends, and the simple pleasure of having your own place to return to whenever the mood strikes. This completely remodeled ground-floor condominium at Estero Island Yacht & Racquet Club offers that opportunity. Beautifully updated with quartz countertops, stainless steel appliances, new cabinetry, updated electrical, and renovated bathrooms, the work has already been done. Simply arrive, unpack, and start enjoying the island lifestyle. Located on the desirable south end of Fort Myers Beach, you're just a short walk from the beach, Santini Plaza, restaurants, shopping, marina access, and everything that makes this area so special. Weekly rentals are permitted, providing flexibility for personal enjoyment, investment potential, or both. Owners and guests enjoy a heated pool, bike storage, community laundry facilities, and access to privately owned boat slips and lifts when available. Every great beach property has a history of creating memories for the people fortunate enough to own it. Now, this residence is ready for its next steward—someone who understands that owning a place on Fort Myers Beach isn't just about real estate. It's about having your own piece of an island that keeps calling people back year after year.

200 Lenell Road Unit 214, Fort Myers Beach
$1,350,000
226022743 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. BOATERS DREAM LOCATION. Relax and enjoy Endless PANORAMIC BAY views  from this extraordinary Oversized Gulf Access Canal parcel with 112' of Seawall. Amazing NEW CONSTRUCTION opportunity, perfectly positioned on a Gulf-access homesite at the end of a quiet cul-de-sac, this RARE property captures stunning water vistas across Estero Bay while offering the ultimate island lifestyle with direct beach access just moments away. Optional assemblage opportunity with 18 & 20 Avenida Carita; purchase separately or together to create an exceptional waterfront compound totaling approximately .37 acres. These oversized canal-front lots offer unparalleled flexibility for a grand estate, guest residence, or multiple homes. 18 Avenida Carita features a boat lift, private dock, and a grandfathered waterfront structure with a metal roof, adding unique character and flexibility rarely found on island properties. The covered boat lift is complemented by an additional open-air lift with dedicated space for both a boat and personal watercraft. 20 Avenida Carita offers its own separate boat lift and dock, providing extensive dockage for multiple vessels and an unparalleled waterfront experience. Whether enjoying morning coffee overlooking the water, watching dolphins play in the bay, or taking in the vibrant evening sunsets, the setting is truly exceptional. This premier boating location provides quick and convenient access to open waters, making it a dream destination for boating enthusiasts and waterfront lovers alike. The generous parcel provides ample room for a custom estate home, resort-style pool, outdoor living spaces, and extensive dockage, creating the perfect private coastal retreat. Multiple builder introductions are available, and a survey is available upon request. Whether you're seeking a luxury waterfront residence, a family compound, or a legacy island estate, this one-of-a-kind property presents a rare opportunity to build around some of the most captivating bay views and boating access Southwest Florida has to offer.

20 Avenida Carita, Fort Myers Beach
$1,380,000
226022741 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. Introducing an EXTRAORDINARY Waterfront NEW CONSTRUCTION opportunity on a .21 Acres Gulf-access homesite. Boasting an IMPRESSIVE 140 feet of Gulf Access Canal frontage, this OVERSIZED estate-sized parcel offers an exceptionally rare combination of expansive water frontage, direct Gulf access, and breathtaking bay views. The nearby Direct Beach access offers unlimited sunsets and beach walks. Situated at the end of a quiet cul-de-sac, this premier boating location provides quick, convenient access to open waters, making it a true boater's dream. With ample space to design and build a custom luxury waterfront residence, the property offers endless possibilities for creating a private coastal retreat tailored to your lifestyle. Assemblage opportunity at 18 & 20 Avenida Carita. Purchase separately or as a package of 2 properties with lot 20 adjacent to it, to build your waterfront island compound (or two homes if you wish) on these oversized canal lots with a combined size of .37 acres. Lot 18 features a boat lift, private dock, and a grandfathered waterfront structure with a metal roof, adding unique character and flexibility rarely found on island properties. The covered boat lift is complemented by an additional open-air lift with dedicated space for both a boat and personal watercraft. Lot 20 offers its own separate boat lift and dock, providing extensive dockage for multiple vessels and an unparalleled waterfront experience. MULTIPLE BUILDER INTRODUCTIONS AVAILALBE. The generous homesite showcases stunning water vistas from multiple vantage points and provides abundant room for outdoor living, resort-style amenities, and extensive waterfront dockage. Whether you're an avid boater, waterfront enthusiast, or simply seeking an unparalleled Southwest Florida setting, this one-of-a-kind property presents a rare opportunity to create a legacy estate in an exceptional Gulf-access location.

18 Avenida Carita, Fort Myers Beach
$350,000
1 Beds ⋅ 2 Baths ⋅ 226021637 MLS
Location, location, location! Situated on the highly desirable south end of Fort Myers Beach, this beautifully upgraded waterfront condo offers the ultimate island lifestyle with an unbeatable walkable location. Just steps from the beach, Santini Plaza, CVS, Fishtail Marina, Freedom Boat Club, dining, shopping, and entertainment, you'll love the convenience and endless opportunities for fun right outside your door. Whether you're searching for a personal island retreat, an investment property, or the perfect combination of both, this condo checks all the boxes with weekly rentals permitted. Inside, you'll find a thoughtfully updated interior featuring luxury vinyl plank flooring, granite countertops, new vanities, new cabinetry throughout, all-new appliances, and stylish designer furnishings. Impact sliders and a new AC too! Best of all, it is being offered completely TURNKEY, allowing you to start enjoying island life from day one. Unwind on the sunny southern-facing lanai and take in the peaceful waterfront views as boats glide through the no-wake zone. Watching the daily parade of boats, dolphins, and manatees has become a favorite pastime for residents lucky enough to call this special place home. Nestled within Estero Island Yacht & Racquet Club, a waterfront community situated on one of the widest canals on Fort Myers Beach, you'll enjoy an exceptional setting where marina activity and abundant wildlife create an ever-changing waterfront backdrop. Community amenities include a waterfront pool, laundry facilities, and two additional waterside lounging and grilling areas designed to maximize the incredible views. From watching boats drift by to sunset walks on the beach, this is more than a condo—it's the island lifestyle you've been dreaming about. Truly a magical place to experience all that Fort Myers Beach has to offer.

200 Lenell Road Unit 215, Fort Myers Beach
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