Waterside At Bay Beach Homes with Tennis Court(s) Exterior Features

Welcome to Waterside at Bay Beach, an enchanting subdivision nestled in the heart of Fort Myers Beach, Florida. This picturesque community offers a unique blend of coastal charm and modern luxury, making it the perfect place to call home. With its stunning waterfront views and lush landscaping, Waterside at Bay Beach is a serene oasis that invites residents to indulge in the beauty and tranquility of Florida living.

One of the standout features of this exquisite community is its exclusive access to homes with tennis courts. Imagine stepping out of your beautifully designed residence and onto your private court, where you can enjoy a friendly match or a rigorous workout surrounded by the natural beauty of the area. Whether you're a seasoned player or just starting, these tennis courts provide the perfect setting for both relaxation and recreation.

The exterior features of these homes are nothing short of spectacular. Many properties boast spacious patios, sparkling pools, and meticulously manicured gardens, creating an inviting atmosphere for entertaining friends and family. The architectural styles range from contemporary to classic Floridian, ensuring that each home harmonizes beautifully with its surroundings.

In addition to the tennis courts, residents of Waterside at Bay Beach enjoy easy access to pristine beaches, vibrant dining options, and an array of recreational activities. The community's prime location in Lee County means you're never far from the excitement of Fort Myers Beach, while still enjoying the peaceful ambiance of a close-knit neighborhood.

Discover the charm of Waterside at Bay Beach, where luxury meets leisure, and make your dream of coastal living a reality!

Newest Waterside At Bay Beach Homes with Tennis Court(s) Exterior Features

$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

$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

$1,299,900

3 Beds ⋅ 3 Baths ⋅ 226009733 MLS ⋅ Waterside At Bay Beach BLDG.

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 LN Unit 525, Fort Myers Beach

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 2026010999 MLS ⋅ Waterside At Bay Beach BLDG.

Spectacular views from this 3 bed+den/3 bath condo at Dolphin Pointe in the luxurious community of Waterside at Bay Beach! This 2100 sq foot condo features soaring 11 foot ceilings!! The open kitchen and living room overlooks the expansive panoramic views of Estero Bay. Beautiful finishes include granite counter tops, stainless appliances, tile back splash, tile flooring and tray ceiling. The 1300 sq ft extended private terrace is a unique bonus and must see! Enjoy watching dolphins, manatees and boating life with panoramic water views. Perfect for entertaining guests with 2 guest rooms with ensuite bathrooms. Feel rest assured with impact windows and doors and electric hurricane shutters. Assigned covered parking space & climate controlled storage room included. Building amenities include 2 guest suites, pool/hot tub, BBQ grills, social room, fitness center, tennis courts and fishing pier. Additional community amenities include deeded beach access, pickle ball, tennis courts, bocce ball, chipping greens, driving cage and walking paths. Located South Island on Fort Myers Beach close to Santini Shopping Plaza, Restaurants & Marina and a quick exit via the South Bridge to airport, Estero, Bonita Springs and Naples. Boat docks available for purchase. Call today to find out more information.

4137 Bay Beach LN Unit 522, Fort Myers Beach

$825,000

3 Beds ⋅ 3 Baths ⋅ 2026010286 MLS ⋅ Waterside At Bay Beach BLDG.

Perched on the 7th floor, this exceptional three-bedroom, three-bath residence showcases sweeping, unobstructed views of Estero Bay that immediately impress upon entry. Floor-to-ceiling vistas fill the home with natural light, creating a serene coastal backdrop from sunrise to sunset. The gourmet kitchen is thoughtfully appointed for both everyday living and entertaining, featuring premium appliances, quartz countertops, and a dedicated wine refrigerator. The spacious primary suite serves as a private retreat, offering tranquil water views, a spa-inspired bath with an expansive walk-in shower, and a generous walk-in closet. The second bedroom provides comfort and functionality with custom built-in closets, while the versatile third bedroom/den includes a Murphy bed and built-in desk—ideal for guests or a sophisticated home office. Located in the highly sought-after Waterside community, residents enjoy an impressive array of amenities designed for a true resort lifestyle. Spend your days lounging by the pool, relaxing in the spa or sauna, staying active in the fitness center, or gathering with neighbors in the community room. Tennis and pickleball courts, along with scenic walking paths, offer abundant opportunities for recreation. One of the most coveted features of living at Waterside on Bay Beach is the exclusive beach access with resident parking—your private gateway to the Gulf and the very best of Florida coastal living. This is more than a condominium—it’s an elevated waterfront lifestyle where every day feels like a vacation.

4183 Bay Beach LN Unit 374, Fort Myers Beach

$1,399,000

3 Beds ⋅ 3 Baths ⋅ 2025025624 MLS ⋅ Waterside At Bay Beach BLDG.

Experience elevated coastal living in this stunning 5th-floor waterfront residence offering 3 bedrooms plus a den and 3 full baths in the prestigious Dolphin Pointe at Waterside at Bay Beach. Positioned as a rare corner unit, this home provides enhanced privacy, abundant natural light, and captivating Gulf and Bay views from nearly every living space. Designed for both comfort and entertaining, the open floor plan is complemented by elegant designer furnishings and expansive windows that frame the surrounding water views. The gourmet kitchen features stainless steel appliances, Cambria countertops, and a breakfast bar that flows seamlessly into the living and dining areas, creating a welcoming space for gathering and relaxation. Start each day with beautiful sunrises and unwind on the spacious screened lanai, where serene bay views and coastal breezes set the tone for relaxed Florida living. The primary suite offers a peaceful retreat with water views, a walk-in closet, and a spa-inspired ensuite bath with dual vanities, a jetted tub, and a separate shower. Additional living and dining areas provide flexibility for hosting guests or enjoying quiet evenings at home. Residents enjoy an exceptional lifestyle with resort-style amenities including beach access, community pool and spa, fitness center, tennis and pickleball courts, putting green, social room, guest suites for overflow of guests and additional storage. Ideally located on the south end of Fort Myers Beach, near Lovers Key State Park, marinas, dining, and shopping. This is a rare opportunity to own a beautifully appointed waterfront residence in one of Fort Myers Beach’s most desirable communities. Sold Turnkey with exclusions. Your paradise awaits!

4137 Bay Beach LN Unit 556, Fort Myers Beach

$1,245,000

4 Beds ⋅ 3 Baths ⋅ 2025026182 MLS ⋅ Waterside At Bay Beach BLDG.

Million-dollar views await! Experience some of the most spectacular water views at Waterside from this rarely available 8th-floor corner residence in Sunset Gulf. This spacious 4-bedroom, 3-bath condo offers breathtaking panoramic views from every room, delivering a true coastal luxury lifestyle. Enjoy unforgettable sunsets from your expansive, screened and glass-enclosed lanai—ideal for relaxing or entertaining year-round. The condo has been meticulously maintained. Located in Building Eight, one of the brightest and most desirable buildings in Waterside, this residence truly stands out. Visit at any time of day and you’ll quickly see why. Waterside is the only gated community on Fort Myers Beach and features exceptional amenities, including a fishing pier, tennis courts, pickleball, walking paths, guest suites, resort-style pools, and deeded beach access. Deep-water boat slips are available for purchase separately, with additional slips available for rent nearby making this a rare opportunity for true waterfront living. Conveniently located within walking distance to Santini Plaza, with new shops and restaurants opening regularly, and just a short drive from the south end of the beach to Coconut Point Mall, Naples, and the renowned shops and dining of Fifth Avenue South. MUST SEE 3-D Tour and floorplan!

4192 Bay Beach LN Unit 881, Fort Myers Beach

$1,199,000

3 Beds ⋅ 2 Baths ⋅ 225078598 MLS ⋅ Waterside At Bay Beach BLDG.

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 LN Unit 7112, Fort Myers Beach

$625,000

3 Beds ⋅ 3 Baths ⋅ 2025012463 MLS ⋅ Waterside At Bay Beach BLDG.

Beautiful Waterside 3 bed, 3 bath condominium that has a panoramic view of a large green nature preserve with lots of bird life and a skyline of beachfront condo on the Gulf of Mexico. You can enjoying sitting on the lanai watching the winter sunset skies and a bright natural ambience! This property is being offered turnkey furnished with tasteful modern furnishings! The kitchen has soft touch cabinetry and beautiful polished granite countertops. The large bay windows are tinted to keep the heat out and no need for curtains. The third bedroom has a queen size murphy bed and built in office space for two! It's the perfect office and spare bedroom. You have storage outside by the packing space and on the 2nd floor for easy convenience. You have one assigned covered parking space. Social room and exercise room are on the first floor. There are also guest suites on the first floor available to rent if the three bedrooms are not enough to handle guests or family. Waterside 1 is the first building as you go through the Guard Gate AC 2025 Electric panel 2024

4198 Bay Beach LN Unit 126, Fort Myers Beach

$2,499,000

3 Beds ⋅ 3 Baths ⋅ 225068785 MLS ⋅ Waterside At Bay Beach BLDG.

A rare offering within Waterside—this penthouse includes a PRIVATE AIR-CONDITIONED TWO-CAR GARAGE, an exceptional luxury seldom found in beachfront condominium living. Set at the very end of Bay Beach Lane within the prestigious Waterside community, this beautifully appointed 3-bedroom, 3-bath penthouse captures sweeping panoramic views of both the Gulf of Mexico and the tranquil lagoon, offering 2,605 square feet of refined coastal living. A private elevator entry opens directly into the residence, where a thoughtfully designed floor plan blends comfort with elegant design. The gourmet kitchen is tailored for both everyday living and entertaining, featuring a Viking refrigerator and freezer, Bosch induction cooktop, dual wall ovens, beverage center with built-in ice maker, Mingel custom cabinetry, and an oversized island that serves as a natural gathering space. Expansive sliding glass doors and motorized shades enhance the light-filled living areas, while additional impact sliders extend the lanai into a seamless indoor-outdoor living environment ideal for enjoying the Gulf breezes and spectacular sunsets. The primary suite is a private retreat showcasing Gulf views, a sitting area, dual custom closets, and a spa-inspired bath complete with a soaking tub and walk-in shower. Guest suites are equally well appointed, each with custom baths and access to a second bayfront terrace overlooking the peaceful waters of Estero Bay. Bolen woven vinyl tile flooring adds both durability and sophistication throughout the private suites. Residents of Waterside enjoy an exceptional collection of resort-style amenities, including a lagoon-style pool and spa, sauna, steam room, state-of-the-art fitness center, Har-Tru tennis courts, pickleball, bocce, driving range, fishing pier, guest suites, and deeded beach access just steps away. An extraordinary opportunity to experience luxury, boating, and beach living—all in one remarkable residence.

4192 Bay Beach LN Unit PH3, Fort Myers Beach

$649,000

3 Beds ⋅ 2 Baths ⋅ 224087372 MLS ⋅ Waterside At Bay Beach BLDG.

Waterside Building II- large pristine 3 bed 2 bath condo on the 5th floor with awesome sunset views of Gulf of Mexico, Big Carlos pass, Lovers Key and the intercoastal water way. Rarely used furnished condo that feels like a home with surround sound and 9 foot ceilings. SEE VIRTUAL TOUR. Waterside is the Premier gated community on Fort Myers Beach. Deeded beach access, private fishing pier, gate attendant, exercise room, sauna, social room, lighted clay tennis courts and resort style pool, biking and walking paths, new bocce ball and pickle ball courts. The building also has guest suites for when your family or friends come to visit. Walk to the beach, Fishtail Marina is nearby for boat rentals. Boat slips are available for rent or purchase. Located on the south end of the beach for quick access to the shops of Promenade, Coconut Point or a Trip to South Naples Fifth Ave. Schedule your showing today!

4191 Bay Beach LN Unit 253, 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.