Waterside At Bay Beach Homes with Guest Room Amenities

Welcome to Waterside At Bay Beach, an exquisite subdivision nestled in the heart of Fort Myers Beach, Florida. This vibrant community is a hidden gem in Lee County, offering residents a perfect blend of coastal living and luxurious amenities. With its stunning waterfront views and lush landscapes, Waterside At Bay Beach is the ideal place for those seeking tranquility and elegance.

The homes in this subdivision are designed with comfort and convenience in mind, featuring spacious layouts that include guest room amenities. Whether you’re hosting family and friends or welcoming visitors, these thoughtfully designed guest rooms provide the perfect retreat for your loved ones. Imagine the joy of entertaining in your stylish home, creating unforgettable memories while enjoying the serene surroundings.

Residents of Waterside At Bay Beach benefit from an array of community amenities, including access to beautiful beaches, scenic walking trails, and recreational facilities. The close-knit community fosters a sense of belonging, where neighbors become friends and every day feels like a vacation.

Just a short drive away, you can explore the vibrant dining and shopping options that Fort Myers Beach has to offer. From fresh seafood restaurants to charming boutiques, there’s something for everyone.

Experience the best of Florida living at Waterside At Bay Beach, where luxurious homes with guest room amenities await you. Come and discover the lifestyle you’ve always dreamed of—your piece of paradise is just a visit away!

Newest Waterside At Bay Beach Homes with Guest Room Amenities

$950,000

3 Beds ⋅ 2 Baths ⋅ 2026038358 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. PRIVATE POOL CABANA INCLUDED! 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

$495,000

2 Beds ⋅ 2 Baths ⋅ 226030781 MLS ⋅ Waterside At Bay Beach BLDG.

Welcome to effortless coastal living in this beautifully updated 2-bedroom, 2-bath residence at Waterside. Impeccably maintained and offered furnished with some exclusions, this move-in ready condominium invites you to enjoy Florida living from day one. Step from your private elevator into a light-filled foyer that opens to a thoughtful floor plan showcasing updated kitchen cabinetry, newer stainless steel appliances, and freshly cleaned soft carpeting throughout. The screened lanai frames sweeping Gulf and lagoon views along with tranquil vistas of the resort-style pool, the perfect backdrop for morning coffee or sunset unwinding. Waterside’s amenity offerings are truly exceptional, featuring a fitness center, sauna, community room, tennis, new pickleball courts, bocce, scenic walking trails, and deeded beach access with dedicated parking exclusive to Bay Beach Lane residents. Just a short stroll away, Santini Marina Plaza offers waterfront dining, boutique shopping, and a popular seasonal farmers market. Priced to sell and ready for your personal touch, this residence presents a rare opportunity to own in one of Southwest Florida's most sought-after communities. Discover your slice of paradise today.

4182 Bay Beach LN Unit 754, Fort Myers Beach

$759,900

3 Beds ⋅ 2 Baths ⋅ 2026033031 MLS ⋅ Waterside At Bay Beach BLDG.

Water’s Edge at Waterside | Refined Coastal Living on Estero Bay Experience the effortless elegance of coastal living at Water’s Edge IV in Waterside at Bay Beach, where tranquil Estero Bay views and resort-inspired amenities create an exceptional Florida lifestyle. From the moment you enter through the double doors into this REMODELED condo, the expansive water views immediately capture your attention, setting the tone for this beautifully appointed, turnkey three-bedroom, two-bath residence offering 1,519 square feet of sophisticated living space. The open-concept design is enhanced by rich wood flooring throughout the main living areas and beautiful tile in the wet spaces. The gourmet-inspired kitchen features 36-inch cabinetry, quartz countertops, stainless steel appliances and a dedicated breakfast area framed by a stunning bay window with floor-to-ceiling glass, inviting abundant natural light and serene views. The spacious primary suite offers direct access to the lanai and a generous walk-in closet. Its luxurious ensuite bath showcases floor-to-ceiling porcelain tile in the walk-in shower, seamless glass enclosure, separate soaking tub, quartz-topped vanity and private water closet. A nicely proportioned second bedroom and beautifully appointed guest bath with quartz countertops and a shower/tub combination provide comfort and versatility for family and guests. The versatile den/office can easily serve as a private third bedroom, featuring elegant double doors that provide comfort, privacy, and flexibility for guests or family. Designed for effortless indoor-outdoor living, the condo has impact glass while the lanai offers electric shutters, allowing you to enjoy the spectacular surroundings with peace of mind. An enclosed under-building garage with one deeded parking space and private owner storage adds convenience and valuable additional space. Step seamlessly into your Southwest Florida lifestyle from day one. Waterside at Bay Beach offers an impressive collection of resort-style amenities, including a bayside community pool and spa, fitness center, guest suites, community room, tennis and pickleball courts, fishing pier, bocce ball, chipping greens, golf driving cage and scenic walking paths. Deeded beach access and 24-hour guard-gated security further enhance the exceptional lifestyle. Boat slips are also available for purchase, providing an ideal opportunity to embrace the boating lifestyle that makes this location so desirable. Situated on the desirable south end of Fort Myers Beach, the residence is conveniently close to Santini Plaza, local restaurants, shopping, the Farmers Market and Lovers Key State Park, with Southwest Florida International Airport just a short drive away. Beautifully appointed. Effortlessly turnkey. Unmistakably Southwest Florida.

4141 Bay Beach LN Unit 463, 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

$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

$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

$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

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