Fort Myers Beach Homes with Gated Community features

Fort Myers Beach Homes with Gated Community features

Welcome to Fort Myers Beach, a coastal gem nestled in the heart of Lee County, Florida. Renowned for its stunning sunsets and pristine sandy shores, this vibrant beach town offers an idyllic lifestyle that perfectly blends relaxation with adventure. With its warm climate, lush palm trees, and crystal-clear waters of the Gulf of Mexico, Fort Myers Beach is a haven for sun seekers and nature enthusiasts alike.

Beyond the beach, Fort Myers Beach boasts a charming community filled with unique shops, delightful dining options, and exciting recreational activities. Whether you’re exploring the scenic trails of the nearby Estero Bay Preserve State Park or indulging in fresh seafood at a waterfront restaurant, there’s always something to enjoy in this lively area.

For those seeking a touch of exclusivity and security, Fort Myers Beach is home to several exquisite gated communities. These neighborhoods offer a perfect blend of luxury and tranquility, providing residents with a serene environment while maintaining easy access to the vibrant beach life. Homes within these gated communities often feature stunning architecture, lush landscaping, and a range of amenities such as private pools, fitness centers, and clubhouses.

Living in a gated community in Fort Myers Beach means not just enjoying your own slice of paradise, but also being part of a close-knit community that values privacy and safety. With the beach just moments away, you can relish in the ultimate Florida lifestyle, where every day feels like a vacation. Discover your dream home in Fort Myers Beach and experience the perfect blend of coastal living and community charm!

Newest Fort Myers Beach Homes with Gated Community features

$1,175,000
2 Beds ⋅ 2 Baths ⋅ Island Winds Condo SubDv.
True Direct Gulf-Front. Completely Renovated. Move-In Ready. Experience beachfront living from a residence that delivers what many properties simply cannot—a true direct Gulf-front orientation. Perched on the ninth floor of Island Winds, this beautifully renovated 2-bedroom, 2-bath condominium offers panoramic western views of the Gulf of Mexico from the living room, primary suite & private lanai. Unlike many beachfront residences where the lanai angles along the shoreline, this home faces directly toward the Gulf, creating uninterrupted water views & spectacular sunsets. Completely renovated within approximately the last five years, the residence showcases large-format porcelain tile flooring throughout, updated doors, trim, baseboards, lighting, custom closet systems & a timeless coastal design. The redesigned kitchen features shaker cabinetry, quartz countertops, stainless steel appliances, a full-height designer tile backsplash, illuminated tray ceiling & an expansive peninsula offering abundant prep space & multiple seating areas. The open design flows seamlessly into the dining area & Gulf-front living room, where impact-rated sliding glass doors frame the beach & Gulf beyond. The covered lanai extends the living space outdoors, while the Gulf-front primary suite enjoys its own private balcony overlooking the water. The renovated ensuite bath features dual quartz vanities, illuminated mirrors, contemporary fixtures & a walk-in shower with frameless glass enclosure. The guest bedroom also features its own private balcony, offering an additional outdoor retreat, while the renovated guest bath continues the home's cohesive design with quartz countertops & contemporary finishes. Additional updates completed within approximately the last five years include the HVAC system, water heater, appliances, impact-rated windows & sliding glass doors, interior finishes & custom closet systems. Island Winds has completed a new roof along with all structural improvements recommended through Florida's milestone inspection process, providing buyers confidence that significant building improvements have already been addressed. Community amenities include direct beach access, Gulf-front pool & spa, fitness center, tennis, pickleball, temporary boat mooring, assigned covered parking, extra storage & professional on-site management. Located on one of Fort Myers Beach's widest stretches of sugar sand near the south end of Estero Island, Island Winds offers convenient access to Lovers Key State Park, Bonita Springs, Naples, shopping, dining & Southwest Florida International Airport. With true direct Gulf-front views, two private bedroom balconies, a Gulf-front lanai, a comprehensive renovation & completed building improvements, this residence offers an exceptional opportunity to own a move-in-ready beachfront home where the quality of the interior matches the quality of the view.

6612 Estero Boulevard Unit 903, Fort Myers Beach
$645,000
3 Beds ⋅ 2 Baths ⋅ Waterside At Bay Beach SubDv.
Wake up to breathtaking panoramic views of Estero Bay, the Gulf of Mexico, and the sparkling resort-style pool and waterfall from this beautifully appointed waterfront residence in Waterside. Enjoy spectacular sunrises from the spacious screened lanai while watching dolphins, manatees, and boats glide along the bay. Designed for comfortable living and effortless entertaining, the kitchen features expansive granite countertops, stainless steel appliances, and abundant solid wood cabinetry. The spacious primary suite offers direct lanai access and stunning water views, while the luxurious bath includes dual vanities, a soaking tub overlooking the bay, and a separate walk-in shower. A private guest suite with its own en-suite bath provides comfort and beautiful bay views for family and friends. Additional features include a dedicated laundry room, pantry, generous storage, an assigned covered parking space, and a private exterior storage closet. Waterside is a prestigious gated community offering private beach access and exceptional amenities, including a resort-style pool and spa, fitness center, social rooms, saunas, guest suites, tennis and pickleball courts, a fishing pier, walking paths, and a putting green. Building One is one of the community’s most desirable addresses, known for its outstanding post-hurricane restoration, completed inspections, strong financial reserves, and exceptional management. Just a short walk to the revitalized Santini Plaza with its growing collection of restaurants and shops, this residence offers the very best of Southwest Florida waterfront living. Schedule your private showing today.

4198 BAY BEACH Lane Unit 113, Fort Myers Beach
$696,000
3 Beds ⋅ 2 Baths ⋅ Waterside At Bay Beach SubDv.
What's not to love about this beautiful 3BR/2BA CORNER condominium residence?!?!?! Now is the time to experience the joys and relaxation of living in a prime gated community in Waterside at Bay Beach! This residence has a 3-season glassed-in & optional screened lanai bonus room with an expansive view of the Gulf of Mexico AND Estero Bay! Located on the 6th floor, it has excellent SW exposure views from sunrise to sunset! A semi-private elevator opens directly to the foyer entrance! Also included are a deeded underbuilding secured parking space and an air-conditioned storage space! This property is being sold "turnkey" furnished (w/some personal exemptions) and is ready for you to enjoy Waterside's island living experience! Amenities include Har-Tru Tennis Courts, walking/jogging path, pickle ball courts, community pool & spa, fitness center, sauna, fishing pier, beach access, and as an added feature, Waterside boat slips are available for purchase when available (Separate Association). Waterside has easy southern access over the beautiful new bridge to Bonita Springs, Naples, Estero & RSW International Airport, shopping, restaurants and marinas. Life's more fun when you live in Waterside - luxury living at its finest!

4182 Bay Beach Lane Unit 761, Fort Myers Beach
$1,325,000
3 Beds ⋅ 3 Baths ⋅ Waterside At Bay Beach SubDv.
From sunrise over Estero Bay to spectacular sunsets across the Gulf of Mexico, this extraordinary residence at Waterside at Bay Beach offers a waterfront lifestyle that few properties can match. Completely reimagined in 2021, this beautifully renovated three-bedroom, two-and-a-half-bath residence features an open-concept floor plan designed to maximize expansive water views while creating an elegant, light-filled living environment. Every detail reflects quality craftsmanship and timeless coastal sophistication. The beautifully renovated kitchen is the heart of the home, featuring elegant granite countertops, custom light gray cabinetry with convenient pull-out drawers, stainless steel appliances, a striking glass tile backsplash, custom lighting, and generous bar seating. Rich hardwood flooring throughout the living areas, complemented by tile in the wet areas, creates a warm yet sophisticated coastal ambiance. Wake each morning to breathtaking Gulf views from the breakfast room, then unwind on the expansive screened lanai as unforgettable Southwest Florida sunsets paint the sky. The private rear balcony overlooks picturesque Estero Bay, where dolphins, boats, and native wildlife create an ever-changing waterfront panorama. Few residences offer the rare privilege of enjoying both Gulf and Bay views from the comfort of home. Designed for beauty and peace of mind, the residence features impact-resistant openings, along with electric hurricane shutters on the lanai. A standout feature is the PRIVATE, climate-controlled, oversized Two-car garage with added additional storage—a rare luxury in waterfront condominium living that provides exceptional convenience, security, and value. Residents enjoy resort-style amenities including a waterfront pool, fitness center, sauna, tennis courts, bocce, fishing pier, two beautifully appointed guest suites, deeded beach access, and lush tropical landscaping. The community is pet friendly, and boat docks are available for purchase, providing convenient Gulf access for boating enthusiasts. This is more than a luxury condominium—it's an opportunity to experience the very best of Southwest Florida waterfront living. Rarely does a residence combine this level of renovation, exceptional amenities, and an unmatched waterfront lifestyle in one extraordinary offering.

4192 Bay Beach Lane Unit 875, Fort Myers Beach
$1,179,000
3 Beds ⋅ 3 Baths ⋅ Waterside At Bay Beach SubDv.
Welcome to Waterside, one of Southwest Florida’s most desirable gated condominium communities, perfectly positioned at the southern tip of Estero Island. This spacious 3-bedroom, 3-bath residence with a den offers over 2,100 square feet of beautifully appointed living space, turnkey furnishings, and sweeping bayfront views that capture the very best of coastal living. From the moment you enter, walls of windows draw your attention to the water, framing breathtaking views of Estero Bay, Lovers Key, Bonita Springs, and the Gulf beyond. Whether you are watching dolphins and manatees pass by, enjoying the coastal birdlife, or simply taking in the peaceful beauty of the bay, this residence offers a private front-row seat to the natural surroundings that make Fort Myers Beach so special. Inside, the condo blends comfort and elegance with crown molding, plantation shutters, beadboard accents, and rich diagonal wood flooring. The kitchen features granite countertops, updated fixtures, and generous space for entertaining, while the open living and dining areas create an inviting setting for both everyday living and hosting guests. Offered turnkey furnished with high-quality pieces, this residence is ready to enjoy from day one. Additional peace of mind comes with a newly installed 2024 A/C system featuring a variable-speed blower, providing modern efficiency and comfort. Waterside is known for its exceptional lifestyle amenities, including deeded beach access, a fitness center, sauna, tennis and pickleball courts, bocce, walking trails, a community social room, two rentable guest suites, and air-conditioned private storage for all your beach and boating essentials. The location offers the perfect balance of privacy and convenience. Just minutes from Santini Plaza’s shops and restaurants, and a short drive to the dining, boutique shopping, art galleries, and nightlife of Naples and Bonita Springs, Waterside places you close to everything while still feeling tucked away in a serene bayfront setting. Easy access to Southwest Florida International Airport adds convenience for seasonal residents and frequent travelers. With expansive water views, turnkey comfort, beach access, resort-style amenities, and one of the most convenient south-end locations on Fort Myers Beach, this Waterside residence offers more than a home — it offers a complete coastal lifestyle.

4137 Bay Beach Lane Unit 585, Fort Myers Beach
$600,000
2 Beds ⋅ 2 Baths ⋅ Island Winds Condo SubDv.
Experience breathtaking Gulf sunsets and sweeping beach, pool, and island views from this exceptional residence at Island Winds on Fort Myers Beach. Designed with an expansive open floor plan and desirable split-bedroom layout, this beautifully maintained condominium is filled with natural light from walls of windows and features three private balconies, each offering its own spectacular perspective of the Gulf of Mexico, Estero Bay, and the sparkling resort-style pool below. Located on the quiet south end of Estero Island, the gated Island Winds community offers an exceptional beachfront lifestyle with direct beach access, a heated pool and spa, tennis and pickleball courts, fitness center, shuffleboard, covered grilling areas, and beautifully maintained tropical grounds. Just minutes from Lovers Key State Park, marinas, waterfront restaurants, boutique shopping, and the beach trolley to Times Square, this is the perfect opportunity to enjoy everything Fort Myers Beach has to offer. Whether you're seeking a full-time residence, vacation retreat, or investment property, this remarkable beachfront condominium delivers the ultimate Southwest Florida lifestyle.

6612 ESTERO Boulevard Unit 301, Fort Myers Beach
$1,275,000
3 Beds ⋅ 3 Baths ⋅ Old Pelican Bay SubDv.
Welcome to 12205 Siesta Drive, the ultimate boating and fishing community located on an oversized southern exposure 1.5-lot parcel in the secure, gated enclave of Old Pelican Bay in Fort Myers Beach, the Boater & Fisherman's Paradise. With it's bonus rooms, the home offers over 2300 sq ft of living space under air. This property features one of the deepest, quickest Gulf-access canal locations in Southwest Florida with zero bridge restrictions. Fire up the engines and be in the Gulf in minutes, or head to the Keys and Bahamas. Walk down your private path and step onto your boat. Your private end-unit dock slip features a raised pedestal for dedicated electric and water, easily accommodating a deep-draft yacht up to 48 feet or a heavy-duty lift. Located on the naturally deep East canal, you will never face shallow water or expensive dredging bills. Built to support a marine lifestyle, this oversized 1.5-lot parcel offers plenty of room to add a custom pool and spa, with utility hookups in place. An enclosed, lockable storage shed comes equipped with a dedicated electrical subpanel—perfect for stashing rods, tackle, nets, and diving gear. Tough mechanical upgrades keep maintenance low, including a durable metal roof, private elevator, dual-zone AC, and a central vacuum system. Inside, find refined details including 9-foot ceilings, 3rd-floor cathedral ceilings, crown molding, plantation shutters, and gorgeous, rich maple cabinetry. Over $135k in upgrades and generous credits includes a huge $27,000 cash credit to the buyer at closing. This covers a brand-new appliance package ($6k), new flooring/carpet ($5k), and new 2nd-floor PGT hurricane windows ($16k). Combined with existing 3rd-floor impact glass and motorized storm shutters, the home is built like a fortress. Outside, beautiful Areca palms, Ficus hedges, and a custom 12V landscape lighting system create a magnificent private nighttime oasis. Spend your time on the water, not doing yard work. A weekly landscape crew handles all lawn cutting and edging. Low HOA fees ($429/month) cover your complete lawn care and the community's state-of-the-art security gate, complete with a license plate reader and contractor call-in office.

12205 Siesta Drive, Fort Myers Beach
$359,999
2 Beds ⋅ 3 Baths ⋅ Boardwalk Caper SubDv.
Experience waterfront living at its finest in the highly sought-after Boardwalk Caper community **Quarterly Fees Recently Reduced**. This fully remodeled residence includes its own *Deeded boat slip* and showcases modern coastal elegance with exceptional finishes throughout. The open-concept floor plan features large-format porcelain tile flooring, a designer kitchen with custom cabinetry, quartz countertops, cafe collection appliances, and an oversized island that seamlessly connects the living and dining areas. The spacious primary suite offers a relaxing retreat with contemporary finishes, while additional guest accommodations provide comfort and privacy for family and visitors. Every detail has been thoughtfully updated, including remodeled bathrooms, modern lighting, custom stair railings, updated flooring, and a beautifully designed laundry area, creating a truly move-in-ready home.Enjoy peaceful courtyard/pool views from the enclosed lanai, perfect for morning coffee or evening relaxation. The residents enjoy access to multiple heated pools, tennis and pickleball courts, clubhouse, marina, waterfront boardwalk, and an active social atmosphere.Ideally situated near Fort Myers Beach, shopping, dining, and entertainment, this exceptional waterfront property offers the perfect combination of luxury, convenience, boating access, and coastal living.

18010 San Carlos Boulevard Unit 33, Fort Myers Beach
$94,900
Gulf Cove Trailer Park Co-Op SubDv.
Location, location, location! Fort Myers Beach is just a walk over the bridge. This lot is located in Gulf Cove, a co-op community. This means you own 1/60th of the community. It is a 55+ waterfront community with GULF ACCESS, the Board of Directors is working on a process for the boat slip assignments. Low HOA fees, only $800/quarter! Sewer water and electric for the community has been completed, a new power pedestal and concrete pad have been installed for your convenience. Highway ready RVs allowed on the lot through October 2027. New homes must be built to FEMA standards 8-10 feet above ground. Discover your new piece of paradise today!

19281 #37 San Carlos Boulevard, Fort Myers Beach
$799,999
3 Beds ⋅ 2 Baths ⋅ Waterside At Bay Beach SubDv.
Experience Elevated Island Living on Fort Myers Beach! Wake up each morning to the soft glow of a spectacular sunrise over Estero Bay from this beautifully furnished 3-bedroom, 2-bath penthouse—a perfect blend of coastal elegance and casual comfort. Every window captures peaceful water views and lush tropical scenery, while the desirable eastern exposure fills the home with gentle morning light and keeps it cool and comfortable throughout the day. Move-in ready, this tastefully furnished residence invites you to simply bring your swimsuit, flip-flops, and toothbrush—everything else is already in place for your island lifestyle. Nestled within the prestigious, gated Waterside community on the tranquil southern tip of Fort Myers Beach, residents enjoy exceptional resort-style amenities, including a spacious pool and spa, tennis courts, a modern fitness center, and a fishing pier with cleaning station for the angler at heart. Deeded pool cabanas and boat docks occasionally come up for sale, offering added opportunities for convenience and recreation. The community also offers guest suites available at a fraction of hotel rates, perfect for welcoming visiting family and friends. And with the security of an enclosed garage plus 24-hour gate access, peace of mind is built into your daily life. From your morning walk or bike ride to the nearby beach, cafés, and local shops, to evenings watching the city lights shimmer across the bay, every moment here celebrates the effortless beauty and warmth of coastal living. This is more than a home, it’s an invitation to the refined, relaxed lifestyle that makes Southwest Florida living truly special. Deeded pool cabanas and dock slips occasionally become available for purchase from fellow residents.

4141 Bay Beach Lane Unit 4P3, Fort Myers Beach
$499,900
1 Beds ⋅ 1 Baths ⋅ Estero Beach And Tennis Club SubDv.
THE PERFECT LITTLE GET AWAY! and when you’re not using it…..Weekly rentals having the potential of a $50k annual gross income. Watch our famous Sunsets right from your balcony. Located directly on the sugary white sands and just across the street is Santini Plaza. Wake up and sit on the balcony drinking your coffee and looking out on the island shoreline. Relax at the pool looking out on the gulf waters and soak up the sun. Then of an evening walk across the street to the plaza or jump on the trolley to many restaurants and bars on the island. Plenty of fun amenities, ie. Tennis, Pickleball, Bocce Ball and shuffle board. Marina across the street if you’re up to boating or fishing. This beautiful updated unit is waiting for you

7330 Estero Boulevard Unit 702, Fort Myers Beach
$310,000
Gulf Cove Trailer Park Co-Op SubDv.
Welcome to Gulf Cove Trailer Park Co-Op, a rare opportunity to own two side-by-side lots in one of San Carlos Island’s hidden waterfront communities just moments from Fort Myers Beach. Lots 32 and 33 are being offered together as a package deal, creating an oversized footprint rarely available within this highly sought-after 55+ co-op community. Completely paved with updated landscaping already in place, the property offers a clean, low-maintenance setup ready for immediate enjoyment or future redevelopment. Located at the gateway to Fort Myers Beach, Gulf Cove places you near marinas, waterfront dining, boating, fishing, entertainment, and the island lifestyle Southwest Florida is known for. Ownership within Gulf Cove includes a 1/60th interest in the entire co-op community, creating a unique blend of private ownership and community-oriented waterfront living on San Carlos Island. Gulf Cove is a gulf-access oriented waterfront community, with the Board of Directors currently working through a future process for boat slip assignments. Throughout the community, residents enjoy bay, marina, and water views along with the convenience of being surrounded by ongoing redevelopment and investment in the Fort Myers Beach area. Major infrastructure improvements have already been completed throughout the community, including sewer, water, and electric services. The expansive paved configuration of these combined lots creates flexibility for RV/Park Model use, outdoor entertaining, parking, or future elevated residential construction. Future homes within Gulf Cove are required to meet current FEMA elevation standards, generally requiring construction approximately 8–10 feet above grade. This opens the door for elevated coastal home concepts with open-air entertaining areas, covered parking, storage, or additional outdoor living space below. The double-lot setup provides additional design flexibility that is difficult to find within the community and may allow for expanded custom home concepts or multiple structures subject to approvals. Quarterly HOA fees of approximately $800(per parcel) include lawn and land maintenance, sewer, water, trash removal, street maintenance, and community upkeep, helping keep ownership simple and manageable. Whether you are looking for a seasonal retreat, RV getaway, future island home site, or long-term investment within a revitalizing waterfront community, Lots 32 and 33 offer a unique opportunity to secure a larger presence in one of Southwest Florida’s most desirable coastal locations.

19281 #32-33 San Carlos Boulevard, Fort Myers Beach
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