Refine Search
Map
Sort by
$1,179,000
3 Beds ⋅ 3 Baths ⋅ 226024512 MLS
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
$1,488,000
2 Beds ⋅ 2 Baths ⋅ 2026018870 MLS
Stepping into this home, you’re immediately welcomed by a bright, open living space designed for both comfort and entertainment. The expansive great room flows seamlessly into the chef’s kitchen, with exotic Brazilian Quartzite countertops, a large center island with generous seating, Bosch double ovens, cooktop, and dishwasher, LG refrigerator makes dual ice, Sharp Pull-out drawer Microwave, A pot-filler and Kraus sink create a true culinary experience. A full bar with matching Brazilian Quartzite, beverage cooler and icemaker opens to the living area complete with a fireplace, making the entire space ideal for gatherings. 2024 updates include all new kitchen cabinetry, new porcelain 3x3 tile floors throughout the entire first floor. Impact windows and doors throughout, with the exception of one upstairs slider equipped with manual hurricane shutters. A flex room is off the living area. The first floor also offers a large bedroom, a bathroom with double vanity with leather granite and walk in shower. A large laundry room with cabinets, granite countertops and utility sink. Large sliders open to offer indoor/outdoor living. Stepping out, you’re greeted by the ultimate waterfront lifestyle. Relax by the pool while watching dolphins and manatees glide through the wide, deep-water canal. With 80-foot frontage on a true DEEP waterway canal, this property is yacht ready and can accommodate substantial vessels. Your boating options are endless with quick access to the Gulf from your private dock. The outdoor living areas include a covered seating space, screened lanai around the pool, and a large open pavered sun deck overlooking the canal. A vinyl louvered privacy fence provides privacy and the circular driveway adds ample parking. A metal roof and Certainteed Cedar Shingles for maintenance free living Back inside, the spiral staircase leads to a loft with a Murphy bed adding flexible sleeping or workspace options with windows overlooking the water. The oversized primary suite provides a private retreat with a sitting area. The primary bath offers a large walk in shower, a jetted tub, double vanities and double sinks. The impact French doors from primary suite lead to an upper deck and cat walk with Brazilian wood railing. Enjoy the sunrise from the back deck and sunsets from the front deck. Being sold furnished, this home offers perfect waterfront living. Minutes to Fort Myers Beach by boat or car. One of the best opportunities in Siesta Isles and SW Florida!!

18323 Cutlass Drive, Fort Myers Beach
$539,000
2 Beds ⋅ 2 Baths ⋅ 226013973 MLS
Coastal Elegance with Panoramic Bay Views! Experience the best of island living in this 1,430 sq ft elegant corner unit, featuring 2-bedroom, 2-bath condominium at Ocean Harbor, one of Fort Myers Beach’s most desirable gated communities. This spectacular 8th-floor residence offers unparalleled Bay views, creating the perfect backdrop for peaceful mornings, brilliant sunrises, and the simple joy of watching boats glide by. The open, light-filled layout connects seamlessly to the outdoors, with two private balconies creating ideal settings to relax, entertain, or simply soak in the beauty of Southwest Florida. Ocean Harbor residents enjoy resort-inspired amenities, including a sparkling pool and spa, tennis and pickleball courts, clubhouse, marina, and beautifully landscaped grounds. All of this is just a short stroll from the sugar-white sands of Fort Myers Beach, as well as Publix, local dining, and boutique shopping. Whether you seek the energy of beachside living or the calm of a private retreat, this condo embodies the perfect balance of luxury and coastal charm.

4745 Estero Boulevard Unit 801, Fort Myers Beach
$824,900
2 Beds ⋅ 2 Baths ⋅ 226012336 MLS
Exceptional Coastal Living awaits in this beautifully updated corner residence in the gated Ocean Harbor community on Fort Myers Beach. This light-filled 2-bedroom, 2-bath condominium offers a desirable split-bedroom floor plan with abundant windows capturing natural light, serene pool views, and stunning Gulf sunsets. The open-concept design blends comfort and style, featuring tile flooring throughout and high-end finishes. The kitchen and baths are thoughtfully updated with custom cabinetry, creating a clean, modern aesthetic ideal for both everyday living and entertaining. Offered furnished, this residence allows for immediate enjoyment of the island lifestyle. Residents of Ocean Harbor enjoy meticulously maintained grounds surrounding a resort-style pool and spa, located adjacent to a recently renovated clubhouse—perfect for social gatherings. Community amenities include pickleball and tennis courts, fishing pier, kayak launch, and private boat docks available for purchase. Embrace the ultimate island lifestyle in this highly desirable gated community, ideally located just across the street from the white sandy beaches of Fort Myers Beach. Enjoy morning walks along the shoreline, breathtaking sunsets, and the ease of coastal living with Publix, shopping, and dining just steps away. Additional features include an extra set of hurricane-impact sliding glass doors on the exterior side of the lanai, providing enhanced protection and peace of mind. Excellent opportunity for full-time living, seasonal use, or investment in one of Fort Myers Beach’s most desirable waterfront communities.

4745 Estero Boulevard Unit 304, Fort Myers Beach
$4,900,000
5 Beds ⋅ 5 Baths ⋅ 226012044 MLS
Luxury Bayfront Estate | Expansive Bay Views & Resort-Style Living! Imagine waking up each morning to panoramic 180° Bay Views, where the sun rises gracefully over the bay and sets in a blaze of color on the horizon. 30,000 lb Synergy Boatlift, 5 ensuites, elevator, 3+ car garage. Nearly every room in this home captures breathtaking views, immersing you in the beauty of coastal living. After sunset, retreat to the dock, the lanai, or your private master deck to watch the stars emerge—on a clear night, hundreds sparkle above, and you may even glimpse rockets launching from Cape Canaveral. The soothing sound of the distant ocean waves completes the picture of tranquility. The newly remodeled heated saltwater pool and spa create your own private resort. Relax with music or a favorite show on the lanai’s large-screen TV, or gather for a cozy movie night under the stars. With five spacious en-suite bedrooms, the home provides ultimate privacy and comfort for family and guests alike. The open-concept kitchen and dining areas accommodate up to 14, making it perfect for entertaining on any scale. Every detail of this residence is designed for both luxury and function. A 3+ car garage with a newly finished multi-coat polyurea floor offers abundant storage, while numerous large closets ensure everything has its place. Beyond the home, the lush landscape is adorned with fragrant flowering plants and stately palms, creating a true tropical retreat. For the boating enthusiast, the private dock system is unparalleled. Outfitted with a 30,000 lb. Synergy boat lift and new boathouse roof, a double IMM Quality PWC lift and 50-amp shore power, it has been fully re-decked with premium AZEK materials for durability and style. Launch your kayak or paddleboard from the floating EZ Dock and explore mangrove islands teeming with dolphins, manatees, stingrays, & native birds—even the occasional bald eagle. Quick Gulf access means you can reach Big Carlos Pass in about 12 minutes, enjoy a trip to Naples or Marco Island in just over an hour, or head north for a scenic ride to Cabbage Key. At home, cast a line off the dock for snapper or sheepshead while enjoying the evening migration of ibis or the sight of dolphins gliding by. This smartly equipped residence ensures modern comfort with high-speed mesh Wi-Fi extending throughout the home, pool deck, and dock. Even while aboard your boat, you can stream video seamlessly. Smart Leviton lighting controls, newer appliances—including GE Profile washer/dryer, KitchenAid dishwasher, and microwave/convection combo—and thoughtfully included furnishings (7 TVs and more) make this property move-in ready. With deeded neighborhood beach access just a 15-minute stroll away, you’ll also enjoy daily sunset gatherings with neighbors on the white sands of the Gulf. This home is more than a residence—it’s an experience of refined coastal living, where every sunrise, sunset, and starry night is yours to savor.

5640 Williams Drive, Fort Myers Beach
$1,299,900
3 Beds ⋅ 3 Baths ⋅ 226009733 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.  Welcome to 4137 Bay Beach Lane, Unit 525, located in Waterside on the Bay, Dolphin Pointe building, one of the most sought-after communities on Fort Myers Beach. This is truly a boater paradise with private boat docks and slips for residences, with direct Gulf access and no bridges. This newly remodeled, turnkey residence offers a rare opportunity highlighted by an approximately 2,000-square-foot PRIVATE outdoor lanai / elevated terrace space—a feature available in only four residences within the community. This expansive, exclusive outdoor living area is entirely yours, ideal for sunrise mornings, sunset evenings, dining alfresco, and waterfront entertaining with sweeping Bay views and breathtaking sunsets. The interior has been thoughtfully updated with new flooring, cabinetry, countertops, designer lighting, and refined finishes, and is offered turnkey with elevated coastal décor from Tommy Bahama collections and similarly distinguished brands. Located within the only gated community on the island, residents enjoy resort-style amenities, including a pool with cabanas, pickleball, tennis, bocce ball, miles of walking and biking trails through a private bird sanctuary and active social atmosphere and calendar to keep you active! The best feature is a private beach access to the Gulf’s sugar-white sands. Rarely available, newly remodeled, and priced to sell—this exceptional residence will not last.

4137 Bay Beach Lane Unit 525, Fort Myers Beach
$2,100,000
4 Beds ⋅ 4 Baths ⋅ 2026007583 MLS
3 story concrete block home, 300' from the Beach

137 Hibiscus Drive, Fort Myers Beach
$4,899,000
4 Beds ⋅ 4 Baths ⋅ 225083279 MLS
A striking fusion of modern architecture, refined craftsmanship, and coastal living, 441 stands as one of Fort Myers Beach’s most exceptional north-end waterfront residences. Located just moments from Times Square with quick access to the Matanzas Pass Bridge, this premier address offers the perfect balance of convenience, privacy, and postcard-worthy surroundings. With the Bay in your backyard just minutes to open water and the beach in your front yard, the lifestyle here is nothing short of extraordinary. Bold curb appeal sets the tone with a wide paver driveway, abundant exterior lighting, and commanding modern lines that create a powerful first impression. Inside, the home’s elevated design showcases full concrete walls and concrete floors throughout, custom plantation shutters, two laundry rooms, and an expansive enclosed lower level in addition to two garages. Architectural resin pecky cypress ceilings, monolithic quartzite slabs, Lauriermax cabinetry, and a curated LED lighting design enrich every room with luxurious texture and ambiance. The gourmet kitchen is both sculptural and functional, featuring a Wolf 6-burner natural gas range, Sub-Zero refrigeration, a hidden walk-in pantry, quartzite surfaces, an integrated barista system, and instant hot water on demand at the kitchen sink. The adjoining bar area is perfectly designed for elevated entertaining with a full-size wine refrigerator, fridge and freezer drawer, and an under-counter ice maker. Floor-to-ceiling glass fills the home with natural light and frames expansive Bay views, complemented by a sleek interior gas fireplace. Each bedroom offers a private balcony and spa-inspired bathrooms with custom cabinetry and quartzite finishes, while the owner’s suite adds serene water views, a hydrotherapy tub, and a custom wardrobe. Outdoors, the home becomes a private waterfront resort with an alfresco culinary area featuring roll-down screens, a custom pool with underwater seating, a fire pit, and low-maintenance artificial turf surrounded by native palms. A brand-new seawall lines the shoreline, leading to a high-performance dock with two boat lifts—15,000 lbs and 6,000 lbs. The home is connected to natural gas, enhancing efficiency and performance throughout. A high-end designer furniture package can be negotiated or purchased separately, allowing for a turnkey transition into one of Fort Myers Beach’s most remarkable custom residences.

441 Estero Boulevard, Fort Myers Beach
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 225078598 MLS
Penthouse living redefined—where elevated design meets sweeping Gulf and lagoon vistas. This beautifully updated three-bedroom, two-bathroom residence crowns the coveted Waterside community, offering a rare vantage point high above Fort Myers Beach with panoramic water views from nearly every room. Bathed in natural light, the interiors have been thoughtfully curated with modern tile flooring throughout, a crisp white chef’s kitchen with sleek cabinetry, and an open-concept living and dining space designed to frame uninterrupted Gulf views. From sunrise over the bay to sunset over the Gulf, this penthouse delivers a constantly evolving coastal backdrop. Privately positioned at the top, the residence offers a true sense of exclusivity, enhanced by a private elevator entry that opens directly into your home. The primary suite and main living areas capture breathtaking Gulf-front sunsets, while the guest bedrooms enjoy tranquil bay breezes and peaceful lagoon views—creating a perfect balance of energy and serenity. Beyond the residence, Waterside offers a resort-caliber lifestyle with a full suite of amenities including a fitness center, sauna, tennis, bocce, and pickleball courts, as well as scenic walking trails set along a former golf course. A beautifully appointed community room with kitchen, guest suites for visiting friends and family, and deeded beach access further elevate the experience. Ideally located just steps from Santini Plaza, enjoy effortless access to the weekly Farmers Market, boutique shopping, and a variety of dining options. With close proximity to Bonita Springs, Naples, and Southwest Florida International Airport, this exceptional penthouse represents the pinnacle of coastal living—where privacy, elevation, and lifestyle converge.

4182 Bay Beach Lane Unit 7112, Fort Myers Beach
$1,749,000
3 Beds ⋅ 3 Baths ⋅ 225078800 MLS
Experience elevated coastal living in one of Fort Myers Beach’s most sought-after neighborhoods. Perfectly positioned in one of the island’s highest-elevated areas, this impeccably remodeled residence now features a brand-new metal roof, adding lasting value and peace of mind to an already exceptional coastal retreat. Inside, modern luxury and effortless sophistication are showcased throughout, with every detail thoughtfully curated—from high-end cabinetry and premium Bosch appliances to designer furnishings and elegant décor that complete this turnkey home. The open-concept living area was designed for entertaining, offering a seamless flow between the interior and inviting outdoor spaces. Two spacious guest suites are thoughtfully positioned on the opposite side of the home, providing privacy and comfort for family and friends. Upstairs, the expansive primary suite serves as a private sanctuary with panoramic bay views, glass railings, and a spa-inspired bathroom filled with natural light from elegant skylights. Outside, lush tropical landscaping frames an extraordinary backyard oasis complete with a custom pool, tranquil lounge areas, and a covered boat dock offering direct bay access for effortless boating adventures. Ideally situated just one block south of Publix, this home blends luxury, convenience, and island lifestyle in perfect harmony—an exceptional opportunity in the heart of Fort Myers Beach.

490 Randy Lane, Fort Myers Beach
$6,295,000
4 Beds ⋅ 6 Baths ⋅ 225071721 MLS
Exceptional 2019-built masterpiece on the coveted South end of Estero Island. Offering some of the most expansive and breathtaking bay views the island has to offer, this residence is the epitome of coastal luxury living. A haven for boating enthusiasts, it boasts direct access to the Gulf with just a two-minute boat ride. The property features a private dock, a 12,000 lb boat lift that previously accommodated a 40-foot boat, and a jet ski lift. Located just a 7-minute (0.3-mile) stroll from deeded beach access exclusive to a limited number of South end bayside residents, this home is perfectly positioned for both beach and boat lovers. No details were overlooked while meticulously crafting this architectural marvel, from beautiful oak flooring to inverted tray ceilings with custom lighting. Inside, the expansive open layout includes 4 spacious bedrooms, 4 full bathrooms, 2 half-baths, dual laundries, and a garage that has ample space for 6+ cars. Step outside to your own backyard oasis, where an expansive pool deck awaits, featuring an elevated pool with a sun shelf, spa, a fireplace, a summer kitchen, a pool bath, and a bar area with swinging chairs and seating – perfect for entertaining or relaxing. The gourmet chef’s kitchen is equipped with high-end granite waterfall countertops, sleek white cabinetry, premium Jenn-Air appliances, and a butler’s pantry. The luxurious primary suite offers sweeping Bay views, a private lanai, dual walk-in closets, and a spa-like bathroom with dual vanities, a freestanding tub, and a shower with multiple shower heads for ultimate relaxation. Additional features include a whole-house filtration system, a 500 lb buried propane tank, a private elevator, hurricane impact windows and sliders, electric storm shutters, interior electric screens, a Lutron lighting system, and a surround sound system. Prime location on a peaceful stretch of South Estero Island close to many fantastic restaurants and easy access to Lovers Key/Bonita Beach. This is the pinnacle of waterfront living.

160 Little Carlos Lane, Fort Myers Beach
$6,850,000
6 Beds ⋅ 8 Baths ⋅ 225031703 MLS
An exclusive & spectacular beachfront home located on the tranquil south end of Fort Myers Beach offers unrivaled panoramic gulf & beach front views stretching from Naples to Sanibel on clear days & evenings serving as a perfect backdrop of luxury & privacy. Positioned on a rare section of beach w/ultra-private backyard yet, from the home, you have direct access to the sandy beach & gulf waters. Featuring 6 spacious ensuite bedrooms or 5 ensuites & a den w/full bathroom, the residence boasts 10’ to 15’ high ceilings, stunning hardwood & tile flooring, fully color-coordinated accents, an open 3-tiered floorplan drawing in natural light throughout plus, an elevator that provides easy access to all levels, ensuring convenience throughout the home. The chef-inspired kitchen is equipped with top-tier appliances, dual ovens, dual dishwashers, large walk-in pantry, wet bar, multiple dining options from casual to formal both inside & outside, ideal for both everyday living, entertaining & those special gatherings. Step outside to the expansive patio, where you’ll enjoy a full outdoor experience from lounging, sunbathing, dining & more. Complete outdoor kitchen, fireplace, infinity pool & spa, all designed for taking full advantage of the mesmerizing sunsets & living the ultimate beach front lifestyle. Designed with comfort, efficiency & luxury at top-of-mind, this home features high-impact windows & doors, electric Clear Choice Storm Shutters, motion-senor automated sliders that open up to the beach, a garage that follows the footprint of the home to accommodate 6+ cars, double laundries (main & upper level) & Lutron lighting system. Additional highlights include two new A/C systems (2024), on-demand gas water heaters, a 1,000-gallon underground propane tank, a MyQ WiFi-controlled garage & beautiful, irrigated landscaping. A short drive, bike ride or trolley connection can take you to Lovers Key State Park, a variety of local marinas, various local shopping & dining venues as well as easy access to a number of public boat launches. The trolley-stop is just across the street. This home is perfect for enjoying the finest in beachfront living as well as both current & future local attractions as investment in the community continues to unfold.

8180 Estero Boulevard, Fort Myers Beach