Bayside Estates Homes with Pool Amenities

Welcome to Bayside Estates, a hidden gem nestled in the heart of Fort Myers Beach, Florida. This vibrant neighborhood is a delightful blend of relaxed coastal living and a strong sense of community. With its lush landscapes, friendly neighbors, and proximity to the stunning Gulf of Mexico, Bayside Estates is the perfect place to call home.

One of the standout features of this charming area is the abundance of homes equipped with pool amenities. Imagine soaking up the Florida sun in your own private oasis, where you can unwind after a day at the beach or host lively gatherings with friends and family. Many properties in Bayside Estates boast beautifully designed pools, complete with serene outdoor spaces that invite relaxation and recreation. Whether you prefer a refreshing dip or lounging poolside with a good book, these homes cater to your desires for leisure and comfort.

The neighborhood itself offers a unique lifestyle, with easy access to local shops, restaurants, and recreational activities. Enjoy a bike ride along the scenic pathways, take a stroll along the waterfront, or indulge in the vibrant nightlife that Fort Myers Beach has to offer. With its close-knit community spirit, Bayside Estates is not just a place to live; it's a place to thrive.

If you're seeking a tranquil retreat with the added luxury of poolside living, Bayside Estates is the ideal destination. Discover your dream home in this enchanting neighborhood and experience the best of Florida living!

Newest Bayside Estates Homes with Pool Amenities

$485,000

3 Beds ⋅ 2 Baths ⋅ 2026031886 MLS

Welcome to your coastal retreat in the highly sought-after 55+ community of Bayside Estates in Fort Myers Beach. This beautifully elevated home offers the perfect combination of comfort, functionality, and the laid-back Southwest Florida lifestyle—just under 3 miles from the beach. Whether you prefer a quick bike ride to the shore or enjoying the vibrant community amenities, this location truly delivers. Step inside to discover a bright, open-concept living space featuring 9-foot ceilings, tray ceilings, crown molding, and luxury vinyl plank flooring throughout. The kitchen is designed for both everyday living and entertaining, complete with stainless steel appliances, a spacious island, and ample cabinetry. Recent upgrades set this home apart. The lower level has been enclosed with a beach vibe and freshly painted, creating a large garage area with two remote-operated doors. A Culligan water treatment system has also been added for enhanced water quality and peace of mind. Additional highlights include: Private lift for easy access Covered porch/deck perfect for relaxing mornings or evenings Generous parking with space for multiple vehicles Being offered turnkey furnished—just bring your suitcase Bayside Estates is a resident-owned community known for its active lifestyle and welcoming atmosphere. Enjoy all of the amenities and a full calendar of events including live entertainment, pool gatherings, bingo nights, and social clubs. This is a rare opportunity to own a move-in-ready elevated 2024 home in one of the area’s most desirable boating and lifestyle communities.

11301 Bayside BLVD, Fort Myers Beach

$389,500

2 Beds ⋅ 2 Baths ⋅ 2026030821 MLS

Welcome to your own slice of paradise in Bayside Estates! This beautifully remodeled 2-bedroom + flex room, 2-bath gulf access home offers 1,575 square feet of thoughtfully designed living space with an open-concept floor plan perfect for entertaining. The coastal-inspired interior features volume ceilings, luxury laminate and tile flooring, plantation shutters, quartz countertops, a custom tile backsplash, and designer finishes throughout. The spacious kitchen offers abundant storage, including a large walk-in pantry, while the primary suite features a generous walk-in closet. An inside laundry room and zoned A/C provide everyday comfort and convenience. Step outside to take in expansive water views from the composite deck, complete with a 10,000-pound boat lift, captain's walk, covered boat slip, and relaxing jacuzzi. The oversized paver driveway offers ample parking, making it easy to welcome family and friends. Whether you're looking for a year-round residence or the ultimate waterfront retreat, this move-in ready home combines modern updates, exceptional outdoor living, and direct boating access in one of Southwest Florida's most sought-after waterfront communities. Bayside Estates is a vibrant and active 55+ waterfront community located just minutes from Fort Myers Beach. Residents enjoy resort-style amenities including pickleball, bocce, shuffleboard, a community pool, boating opportunities, and a dynamic social calendar filled with events and activities. Whether you are searching for a seasonal retreat or a full-time coastal home, this property offers the perfect opportunity to live the Florida boating lifestyle.

17591 Bryan CT, Fort Myers Beach

$333,777

2 Beds ⋅ 2 Baths ⋅ 2026024354 MLS

Luxury waterfront living meets an unbeatable lifestyle in this beautifully renovated 2-bedroom, 2-bath canal-front home with direct boating access to the Gulf. Perfectly positioned across from the community pool and clubhouse, this home showcases high-end finishes, an open-concept design, and exceptional indoor and outdoor living spaces. The stunning kitchen is the heart of the home, featuring an impressive wall of premium cabinetry, gorgeous quartz countertops, a large center island, and upscale appliances. Luxury vinyl flooring, crown molding, and abundant natural light create a warm yet sophisticated atmosphere that's ideal for entertaining family and friends. The spacious air-conditioned lanai offers incredible flexibility with three separate rooms, including the laundry area. Whether you're looking for additional living space, a home office, hobby room, game room, or future entertaining area, the possibilities are endless. Better yet, the plumbing is already in place for a wet bar. Step outside to enjoy multiple outdoor living areas, including a spacious paver patio, private gathering spaces, and a maintenance-free composite dock overlooking long, picturesque canal views. Whether you're hosting guests, relaxing with your morning coffee, or heading out for a day on the water, this home is designed to make the most of the Florida lifestyle. A rare 2-car garage provides plenty of room for vehicles, golf carts, and all your boating gear. Located in desirable Bayside Estates, a friendly 55+ boating community with low HOA fees, you'll enjoy quick Gulf access by boat and be just 2.5 miles from Fort Myers Beach. Hop on your golf cart to visit neighbors or take part in the endless community activities, including live bands, bingo, card games, dinners, dances, clubs, and social events. This is more than a beautiful waterfront home—it's an opportunity to enjoy one of Southwest Florida's most active and welcoming waterfront lifestyles.

11181 Azalea LN, Fort Myers Beach

$125,000

2026027053 MLS

Build your dream home in this sought-after 55+ waterfront community on the saltwater side of Bayside. This exceptional homesite offers direct Gulf access and features a composite dock with a 10,000-pound boat lift, making it ideal for boating enthusiasts. Enjoy watching dolphins play right from your backyard while taking in the beautiful waterfront setting.Located just minutes from Fort Myers Beach and Sanibel Island, you'll have easy access to pristine beaches, restaurants, shopping, grocery stores, and everyday conveniences. Residents enjoy an active Florida lifestyle with amenities including a community pool, tennis courts, bocce, and more. The low HOA fee covers water, internet, garbage service, and access to community amenities. With only 2.5 miles to the beach and endless opportunities for recreation on and off the water, this is the perfect place to build your custom home and enjoy Southwest Florida living at its finest.

17760 Stevens BLVD, Fort Myers Beach

$310,000

2 Beds ⋅ 2 Baths ⋅ 2026024155 MLS

Located at Bayside Estates, a 55+ Community. This 1406 sq. ft. Canal Front Home has Easy Direct Access to the Gulf of America for your boating needs. This Home is Furnished and has nearly New Appliances. The HVAC and Water Heater are approximately 1yr. Old. Both bathrooms have Hard Surface Countertops with the Master having Double Sinks. Both Bedrooms have walk in Closets. Bayside Estates the Best Kept Secret of Fort Myers Beach. This incredibly active and friendly community is the crown jewel of the Gulf Coast. Bayside is 2.5 miles from the beach and is accessible by car or boat. Bayside Estates is a very fun and friendly place to call home. Whether you want to play pickle ball, Tennis, boce ball or hang out at community pool, or simply cruise the hood in your golf cart there is something always going on. The owner has a recent Home Inspection Report that is available to the purchaser to save them $600.

17920 Bryan CT, Fort Myers Beach

$359,444

2 Beds ⋅ 2 Baths ⋅ 2026022382 MLS

This beautifully remodeled Gulf-access home combines coastal elegance, modern upgrades, and exceptional outdoor living in one move-in-ready package. Offered with furnishings in a casual yet sophisticated coastal style, this meticulously maintained 2-bedroom, 2-bath residence features newer vinyl plank flooring throughout, newer shaker-style cabinetry, granite countertops, custom stone backsplash, stainless steel appliances, updated vanities, tiled showers, impact glass in the Florida room, and custom closet cabinetry in the guest bedroom. The thoughtfully designed kitchen includes a built-in desk overlooking the water — the perfect place to work, plan, or simply enjoy the peaceful canal views. Major improvements include newer A/C with updated ductwork, mini split systems for enhanced comfort, a newer hot water heater, and maintenance contracts already in place for lawn care, pest control, and A/C servicing. The spacious Florida room and lanai create inviting indoor-outdoor living spaces ideal for relaxing or entertaining. Situated on a large corner lot with lush mature tropical landscaping, the property also offers an extra-wide driveway with room for up to five vehicles, a spacious covered carport, and a detached outbuilding with additional storage, washer/dryer area, and extra screened entertaining space. Outdoor living truly shines with a large Trex dock, newer boat lift, kayak storage, and direct Gulf access for boating enthusiasts. Located in the highly desirable Bayside Estates, a pet-friendly 55+ boating and golf cart community where you own the land, residents enjoy an active lifestyle with amenities including a community pool, pickleball, tennis courts, shuffleboard, bocce ball, activity center, and numerous social activities. Quarterly HOA fees of $700 include internet, lawn and land maintenance, water, sewer, and trash service. Ideally positioned just 2.5 miles from Fort Myers Beach and minutes from Sanibel Island, this home offers convenient access to world-famous beaches, waterfront dining, entertainment, shopping, and the newly built Margaritaville resort. Move right in and enjoy the ultimate Southwest Florida lifestyle.

17540 Peppard DR, Fort Myers Beach

$165,000

226020564 MLS

If you have been waiting for a prime Bayside Estates lot with a new dock and boat lift, wait no longer. This lovely vacant lot in the highly desirable community of Bayside Estates has been cleared and is ready for a new buyer to purchase a state-of-the-art manufactured home and have it delivered. Start living the retired life in Southwest Florida just minutes from Fort Myers Beach. You can either drive or boat to the beach from this highly active 55+ community. Many vacant lots in Bayside Estates either don't have a dock and boat lift or the dock and boat lift that is there is in need of repair or replacement---at considerable cost. This lot however has a NEW dock and boat lift built to standards not found by most dock builders. This lot would most appeal to those who are looking for a great value. Come see this beautiful lot today.

17801 Stevens BLVD, Fort Myers Beach

$309,000

2 Beds ⋅ 2 Baths ⋅ 2026020491 MLS

A charming canal-front manufactured home nestled in the welcoming Bayside Estates community. Boat lift and dock are ready for your boat. This delightful 2-bedroom + den, 2-bath retreat spans approximately 1,458 square feet and sits on a cozy 3,920 sq ft lot. Sip your coffee from the porch and watch the dolphins play. Step into a bright, airy layout that flows effortlessly into a screened porch and private patio—perfect for morning coffee or evening relaxation. The lush landscaping and direct canal access make this home a tropical oasis for boating enthusiasts and those seeking serene waterfront living. Bayside Estates offers a vibrant, active lifestyle with amenities like a clubhouse, pool, tennis and pickleball courts, shuffleboard, spa/hot tub, and more—all included in the HOA. Conveniently located just minutes from Fort Myers Beach, you’ll enjoy easy access to local favorites such as Bayfront Bistro, Publix Super Market, Snook Bight Marina, and many more.

11391 Cypress LN, Fort Myers Beach

$424,777

2 Beds ⋅ 2 Baths ⋅ 2026014930 MLS

Big water views. Real outdoor living. A garage. That combination is hard to find in Bayside Estates—and this home delivers all three. Set on one of the community’s largest lagoon-style waterways, this 2-bedroom, 2-bath home offers a wide, open water backdrop you don’t often see. It’s the kind of view that changes your daily routine—in the best way—with mornings on the dock and evenings that naturally drift outdoors. The outdoor space is where this property truly stands out. You get both covered and open-air areas, giving you flexibility throughout the day—shade when you want it, sun when you don’t. The screened lanai creates a comfortable extension of the home, while the additional outdoor space and private dock make it easy to fully enjoy the waterfront setting. Inside, the layout is open and functional with approximately 1,500 square feet. A large family room with vaulted ceilings serves as the centerpiece, designed to capture the water views and provide a versatile space for relaxing or entertaining. The kitchen, living, and dining areas flow together naturally without feeling closed off. The primary suite offers a private setting with an en-suite bath, while the guest bedroom is well-sized for visitors or flexible use. A one-car garage adds valuable storage and convenience—an important feature that’s not always available in this community. Boating is simple with a straight-in dock approach, making access easy for a variety of vessels. Recent updates include a 2022 roof, 2021 siding and deck, 2025 driveway and enclosed lanai, 2025 plantation shutters, and 2024 mini-split A/C systems, offering added comfort and peace of mind. Located in a 55+ community known for its active and social atmosphere, residents enjoy amenities such as pickleball, tennis, bocce, and a community pool, along with a full calendar of activities. The property is also conveniently located near beaches, dining, shopping, and everyday essentials. If you’ve been waiting for a home with a true water presence, flexible outdoor living, and the added benefit of a garage, this is one you’ll want to see.

11111 Bayside LN, Fort Myers Beach

$650,000

2 Beds ⋅ 2 Baths ⋅ 2026018678 MLS

Welcome to this beautifully maintained residence offering approximately 1,634 square feet of thoughtfully designed living space, featuring 2 bedrooms with office space, 2 bathrooms, and an expansive family room looking out to the canal. A great feature that many homes in the community do not have is a huge 2 car garage!! Property provides direct access to a boating-friendly environment, making it an exceptional opportunity for those who appreciate life on the water. The outdoor setting offers peaceful water views and the potential to create a personalized waterfront retreat. Inside, the home showcases a spacious and functional layout with a large family room with vaulted ceiling that serves as a versatile centerpiece—ideal for entertaining, relaxing, or flexible use. The primary suite offers a private and comfortable setting with an en-suite bath, while the second bedroom is sized for guests to feel comfortable or for additional use. Additional features include an extra 100 AMP service w/220V outlet, laundry off the spacious screened lanai, 4 newer (2024) Mini Split AC/Heat units and ample storage throughout. Located within a 55+ community, residents enjoy access to an active environment with amenities and opportunities designed to support an engaging and social lifestyle. The community also offers convenient proximity to shopping, dining, and everyday essentials. Come be a part of this great community!

17630 Stevens BLVD, Fort Myers Beach

$369,900

2 Beds ⋅ 2 Baths ⋅ 2026015741 MLS

This meticulously updated 2-bedroom + den, 2-bath canal-front home with direct Gulf access is a boater’s paradise right from your dock. Seller offering Seller Financing! This home has been completely renovated from top to bottom, featuring a new A/C system, updated plumbing, a durable metal roof-over with reinforced carport, modern kitchen cabinetry with Samsung Bespoke appliances, plantation shutters, and luxury vinyl plank flooring installed over a reinforced plywood subfloor. Both bathrooms have been stylishly upgraded, and the home is fully insulated with spray foam—including the walls and underneath—for maximum comfort and efficiency. Step inside to a spacious screened lanai, perfect for entertaining family and friends. The lanai can also be fully opened to accommodate parking for your car and golf cart. The open-concept kitchen, dining, and living areas create a bright, inviting space ideal for everyday living. The primary suite features an updated bath with custom shower, while the guest bedroom and bath are conveniently located down the hall. The cozy den/sunroom—accessible from both the rear and the primary bedroom—offers a versatile space for guests or a peaceful retreat. Outside, enjoy a low-maintenance decorative paver driveway leading to the rear screened patio and a new composite dock with canopy, updated electrical, and beautiful canal views. Located in Bayside Estates, a vibrant 55+ boating community filled with amenities and activities, this home offers the perfect blend of relaxation and recreation. Take leisurely morning strolls, spend your days at the beach, and unwind with stunning sunset views—this is coastal living at its finest. Additional highlights include a Transferable Flood Insurance policy. Buyers in Bayside pay a $2,800 resale capital contribution fee.

11291 Bougainvillea LN, Fort Myers Beach

$434,777

2 Beds ⋅ 2 Baths ⋅ 2026014921 MLS

Welcome to Bayside Estates, a desirable 55+ waterfront community offering relaxed coastal living. New construction and elevated to current standards, this canal-front home delivers modern quality and peace of mind—why wait to build when you can move right in and start enjoying it today? This property features a private dock with lift and canopy, ideal for boating and water access. Professionally landscaped and thoughtfully designed, it’s well-suited for seasonal use, full-time living, or as an investment opportunity. Enjoy your private balcony—perfect for morning coffee or evening refreshments while taking in the coastal surroundings. Located just 2.5 miles from Fort Myers Beach, you’ll have convenient access to the shoreline by tram, e-bike, or car, all while being tucked away from heavier traffic. Take advantage of nearby destinations like Margaritaville Beach Resort Fort Myers Beach and enjoy the ease of a move-in-ready home designed for comfortable coastal living.

17770 Bryan CT, Fort Myers Beach

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