Waterside At Bay Beach Homes with Pickleball Amenities

Welcome to Waterside At Bay Beach, a stunning waterfront community nestled in the heart of Fort Myers Beach, Florida. This exclusive subdivision offers a harmonious blend of luxury living and vibrant outdoor activities, making it an ideal destination for those seeking a serene yet active lifestyle. With its picturesque surroundings and a strong sense of community, Waterside At Bay Beach is truly a hidden gem in Lee County.

One of the standout features of this enchanting neighborhood is the exceptional pickleball amenities available to residents. As this popular sport continues to gain traction, Waterside At Bay Beach has embraced the trend by providing well-maintained pickleball courts that cater to players of all skill levels. Whether you're a seasoned pro or a novice looking to learn the ropes, you'll find a welcoming environment to enjoy friendly matches with neighbors and friends.

The homes in Waterside At Bay Beach are designed with elegance and comfort in mind, featuring modern architecture and spacious layouts that maximize the stunning views of the surrounding waterways. Many residences boast private balconies, gourmet kitchens, and luxurious finishes, creating a perfect retreat after a day of pickleball or beachside relaxation.

In addition to the fantastic amenities, residents can take advantage of the community's prime location, just moments away from the sun-kissed shores of Fort Myers Beach. With easy access to dining, shopping, and outdoor adventures, Waterside At Bay Beach offers the ultimate coastal lifestyle.

Discover the charm of Waterside At Bay Beach, where luxury meets leisure, and every day feels like a vacation. Experience the joy of pickleball and the beauty of waterfront living in this idyllic Florida community!

Newest Waterside At Bay Beach Homes with Pickleball Amenities

$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

$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

$799,999

3 Beds ⋅ 2 Baths ⋅ 226019084 MLS ⋅ Waterside At Bay Beach BLDG.

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 LN Unit 4P3, Fort Myers Beach

$595,000

3 Beds ⋅ 2 Baths ⋅ 2026016833 MLS ⋅ Waterside At Bay Beach BLDG.

Coastal living at its finest within Manatee Bay at Waterside at Bay Beach. This stunning 3 bedroom/2 bathroom condo offers a resort worthy lifestyle on the south peninsula of Fort Myers Beach, where sun soaked days and ocean breezes become your everyday reality. Enter via your own secured private elevator that opens directly into the residence, greeting you with soaring 11 foot ceilings. The freshly installed luxury vinyl plank flooring and elegant tile flow seamlessly throughout. The expansive outdoor terrace is your personal retreat, perfect for morning coffee or evening cocktails as the Gulf sky puts on its nightly show. Climate controlled storage and GARAGE parking! This gate attended luxury waterfront community delivers an impressive collection of amenities that rival any five-star resort. Enjoy deeded beach access with dedicated parking, a sparkling pool and hot tub, a fishing pier, fitness center, sauna, social room, tennis and pickleball courts, bocce ball, and barbecue grills. The location its perfect for easy on and off the island plus stroll to the marina, waterfront restaurants, charming shops, and pristine white sand beaches. Lovers Key State Park sits just minutes away for nature lovers. Gulf access boat slips are available for purchase, making this a boater's dream come true. Schedule your private tour today and discover the lifestyle you deserve!

4182 Bay Beach LN Unit 722, Fort Myers Beach

$895,000

3 Beds ⋅ 2 Baths ⋅ 2026015481 MLS ⋅ Waterside At Bay Beach BLDG.

Welcome to Waters Edge at Waterside at Bay Beach. Stunning 1810 square foot 5th floor, corner unit featuring 3 bedrooms and 2 bathrooms with unobstructed water views of Estero Bay. Desirable under building GARAGE parking located close to the lobby doors. Optional PRIVATE POOL CABANA available for sale. The spacious primary living areas flow onto a huge private lanai that expands the entire width of the condo unit. Enjoy watching boating activities as well as the dolphins and manatees right from the comfort of this condo. A second lanai extends off the guest suites, giving visitors their own private space. Both lanais offer electric storm shutters and all windows and doors are impact resistant. Custom closets keep everything beautifully organized, while a built-in Murphy bed in the third bedroom allows the space to shift effortlessly between guest quarters and a functional home office. The unit is sold TURNKEY, so you can skip the moving headaches and step straight into beach life from day one. Resort style amenities include a pool, fitness center, 2 guest suites, community room, tennis and pickleball courts, fishing pier, bocce ball, chipping greens, golf driving cage, walking paths, deeded beach access and 24 hour guard gated security. BOAT Slips available for purchase. Located on the south end of Fort Myers Beach close to Santini Plaza, the Farmers Market, Restaurants, Shopping and just minutes from Lovers Key State Park. PLUS, a quick drive to RSW airport makes this a great location. Schedule your private showing today!

4141 Bay Beach LN Unit 456, 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

$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

$899,000

3 Beds ⋅ 2 Baths ⋅ 2026004158 MLS ⋅ Waterside At Bay Beach BLDG.

VIEWS, VIEWS, VIEWS! Breathtaking panoramic views of Estero Bay and the Gulf from this stunning 7th floor Waterside at Bay Beach condo. This 3 bed/2 bath condo offers water views from every window! The kitchen showcases elegant white shaker cabinets and stainless appliances, creating a fresh and contemporary cooking space. Natural light floods the living spaces, perfectly framing those spectacular water views that will never grow old. Enjoy daily spectacular evening sunsets! The over sized lanai is perfect for entertaining or just relaxing while watching dolphins and wildlife. This condo also offers 2 storage units and covered attached parking space. Amenities include: fitness room, locker room with sauna, 2 guest suites, community room, community pool, fishing pier, walking path, pickleball, tennis, bocce ball, chipping greens, golf driving cage and deeded beach access. Located on the south end of Fort Myers Beach close to Santini Plaza, restaurants, shopping Lover Key State Park and more! Boat docks available for purchase. Schedule a showing today!

4198 Bay Beach LN Unit 174, 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

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