Fort Myers Beach Homes with Gated Community Type

Welcome to Fort Myers Beach, a sun-kissed paradise located in Lee County, Florida, where the Gulf of Mexico meets serene coastal living. Known for its stunning sunsets and soft sandy shores, Fort Myers Beach is not just a vacation destination; it’s a vibrant community that offers a perfect blend of relaxation and adventure. With a rich history, diverse wildlife, and a plethora of recreational activities, this charming beach town is ideal for both families and retirees seeking a tranquil lifestyle.

One of the standout features of Fort Myers Beach is its array of gated communities, providing an added layer of security and exclusivity for residents. These communities are designed to foster a sense of belonging while offering luxurious amenities such as private pools, tennis courts, and beautifully landscaped parks. Imagine waking up to the sound of waves and enjoying your morning coffee on a private patio, surrounded by lush greenery and friendly neighbors.

The real estate market in Fort Myers Beach boasts a variety of homes, from elegant condos with breathtaking ocean views to spacious single-family homes perfect for entertaining. Living in a gated community here means not just a home, but a lifestyle filled with social activities, community events, and easy access to the pristine beaches just minutes away.

Whether you’re looking to invest in a vacation home or seeking a permanent residence, Fort Myers Beach offers a unique opportunity to embrace the Florida lifestyle in a secure and welcoming environment. Come discover your dream home in this coastal haven!

Newest Fort Myers Beach Homes with Gated Community Type

$120,000

226028790 MLS

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, 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, and a newer electric power pedestal has already been installed for the lot. Highway ready RVs currently allowed on the lot through October 2027. Large lot with concrete pad allows enough space to accommodate a double wide trailer. New homes must be built to FEMA standards 8-10 feet above ground. Water, sewer, and electric available. Discover your new piece of paradise today!

19281 #3 San Carlos BLVD, Fort Myers Beach

$510,000

2 Beds ⋅ 2 Baths ⋅ 2026032102 MLS ⋅ Ocean Harbor Condo BLDG.

Welcome to our beautiful condo at Ocean Harbor on Fort Myers Beach. LOCATION! Our mid-island, gated community is in a most prime location. Only minutes to the deeded beach access point along with offering boating access to the Bay and Gulf for those interested. Publix Supermarket, full service marina and a restaurant with Bay views are all withing walking distance of our community. This is a fully furnished unit, turnkey and ready for your enjoyment. Property is very clean with many great upgrades along with two screened lanais for your total relaxation. Two very spacious bedrooms and bathrooms, spectacular kitchen and approximately 1500 square feet of enjoyable living space, not seen in many condos on FMB. Price / value is second to none, call today for your private showing and see what makes Ocean Harbor such a sought after address on Fort Myers Beach.

4745 Estero BLVD Unit 201, Fort Myers Beach

$750,000

3 Beds ⋅ 2 Baths ⋅ 2026031864 MLS ⋅ Waterside At Bay Beach BLDG.

Great opportunity to own the largest floor plan in the building at Water’s Edge in Waterside at Bay Beach, offering 2,119 square feet of exceptional waterfront living with sweeping Estero Bay views. This 4th floor residence is offered turnkey furnished and features 3 bedrooms plus a den, two bathrooms, and a spacious open concept layout that combines comfort, functionality, and coastal elegance. Designed to capture the beauty of Southwest Florida, the light filled living area opens to an oversized screened lanai overlooking Estero Bay-your private retreat for morning coffee, sunset views, watching boats pass by, and enjoying frequent sightings of dolphins and manatees. The generous floor plan provides plenty of space for everyday living, entertaining, and hosting guests, while the versatile den offers the flexibility of a home office, media room, or additional private space. The residence features impact resistant windows and doors, electric shutters, modern coastal finishes, and thoughtful updates throughout, providing both style and peace of mind. Premium covered parking space! Waterside at Bay Beach is one of Fort Myers Beach’s premier gated waterfront communities, offering an exceptional resort style lifestyle with amenities including a bay front pool and spa, fitness center with saunas, tennis and pickleball courts, bocce, chipping greens, golf driving cage, a private fishing pier, walking paths, deeded beach access, secure lobby entry, and boat slips available for lease or purchase. Located on the desirable south end of Fort Myers Beach, this condo is just minutes from Lovers Key State Park, boating, fishing, marinas, waterfront dining, shopping, and outdoor recreation. Enjoy the best of island living with the convenience of a well appointed condominium community and the tranquility of breathtaking bay views. Whether you are searching for a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront condo delivers the space, upgrades, amenities, and lifestyle that make Southwest Florida living truly special.

4141 Bay Beach LN Unit 442, Fort Myers Beach

$1,175,000

2 Beds ⋅ 2 Baths ⋅ 226028014 MLS ⋅ Island Winds Condo BLDG.

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 BLVD Unit 903, Fort Myers Beach

$645,000

3 Beds ⋅ 2 Baths ⋅ 226025000 MLS ⋅ Waterside At Bay Beach BLDG.

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 LN Unit 113, Fort Myers Beach

$696,000

3 Beds ⋅ 2 Baths ⋅ 226026369 MLS ⋅ Waterside At Bay Beach BLDG.

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 LN Unit 761, Fort Myers Beach

$1,325,000

3 Beds ⋅ 2.5 Baths ⋅ 226026392 MLS ⋅ Waterside At Bay Beach BLDG.

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 LN Unit 875, Fort Myers Beach

$1,179,000

3 Beds ⋅ 3 Baths ⋅ 226024512 MLS ⋅ Waterside At Bay Beach BLDG.

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 LN Unit 585, Fort Myers Beach

$600,000

2 Beds ⋅ 2 Baths ⋅ 226023554 MLS ⋅ Island Winds Condo BLDG.

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 BLVD Unit 301, Fort Myers Beach

$1,275,000

3 Beds ⋅ 3 Baths ⋅ 2026025498 MLS

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 DR, Fort Myers Beach

$359,999

2 Beds ⋅ 2.5 Baths ⋅ 2026024201 MLS ⋅ Boardwalk Caper BLDG.

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 BLVD Unit 33, Fort Myers Beach

$94,900

226021456 MLS

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 BLVD, Fort Myers Beach

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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.