Bayside Estates Homes under $500,000

Bayside Estates Homes under $500,000

Welcome to Bayside Estates, a hidden gem nestled in the heart of Fort Myers Beach, Florida. This charming subdivision offers a unique blend of coastal living and vibrant community spirit, making it an ideal destination for those seeking a serene yet engaging lifestyle. With its picturesque surroundings and proximity to the stunning Gulf of Mexico, Bayside Estates is perfect for families, retirees, and anyone looking to enjoy the beauty of Florida's sun-soaked shores.

One of the standout features of Bayside Estates is its impressive selection of homes available for under $500,000. This affordability allows you to immerse yourself in the coastal lifestyle without breaking the bank. The homes in this community are diverse, ranging from cozy single-family residences to inviting manufactured homes, each offering a unique charm and character. Many properties boast spacious layouts, modern amenities, and outdoor spaces ideal for entertaining or simply enjoying the warm Florida sunshine.

Residents of Bayside Estates enjoy a range of amenities, including access to community pools, recreational facilities, and walking paths that wind through lush landscapes. The friendly atmosphere fosters a strong sense of community, where neighbors become friends and gatherings are common. Plus, with Fort Myers Beach just a stone's throw away, you'll have the opportunity to indulge in world-class dining, shopping, and beach activities whenever you please.

If you're looking for a vibrant, welcoming community with affordable housing options, Bayside Estates in Fort Myers Beach is the perfect place to call home. Embrace the Florida lifestyle and discover the endless possibilities that await you in this delightful subdivision!

Newest Bayside Estates Homes under $500,000

11321 Bougainvillea Lane, Fort Myers Beach
$305,000
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
2-Bed/2-Bath water front home with DIRECT GULF ACCESS, NO BRIDGES OR LIFT STATION! Beautiful south facing canal views! NEW DOCK WITH BOAT LIFT. Enjoy the dolphins, manatees and fishing right outside your door. The open floor plan allows for great entertaining space inside and out! . COMPLETE REMODEL!stainless appliances, soft close kitchen cabinets, stone surfaces and pantry. New drywall, insulation, electric and mini split AC , subfloor, vinyl plank flooring, cabinets with stone surfaces and vanities, showers and toilets. Large florida room with huge laundry and strorage.The large carport parks 2+ vehicles. . Bayside Estates is a highly desirable community with community pool, tennis, pickle ball, horse shoes, bocce ball, community room and library. Enjoy boating to Ft. Myers Beach, Sanibel and all of the local restaurants and beaches right from your dock. Drive minutes to beaches, restaurants shopping and more! 55+ community. Community offers pickle ball, tennis, shuffle board, pool, work out facility, library, club house, horseshoes, community parties, cards, and tons of social events. Owner open to rental options. Transferable flood insurance.

11321 Bougainvillea Lane, Fort Myers Beach
17620 Bryan Court, Fort Myers Beach
$340,777
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
Beautifully updated 2-bedroom, 2-bath home in Bayside Estates, showcasing meticulous attention to detail throughout. The property features a covered carport with electric hurricane shutters, professional landscaping, inviting canal views, and a covered back patio perfect for enjoying the Florida setting. Inside, built-in buffet cabinetry and thoughtful updates create a comfortable and stylish living space. Bayside Estates offers a low HOA and an array of community amenities and activities, including dinners, live bands, boating opportunities, and social gatherings. Conveniently located approximately 2.5 miles from the island, with easy access for biking to the island’s restaurants and entertainment, including Margaritaville. Whether relaxing at home, enjoying time on the water, or exploring nearby dining and entertainment, this beautifully maintained property provides an opportunity to embrace the Southwest Florida lifestyle.

17620 Bryan Court, Fort Myers Beach
17920 Bryan Court, Fort Myers Beach
$310,000
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
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 Court, Fort Myers Beach
17540 Peppard Drive, Fort Myers Beach
$340,777
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
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 Drive, Fort Myers Beach
11391 Cypress Lane, Fort Myers Beach
$309,000
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
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 Lane, Fort Myers Beach
11111 Bayside Lane, Fort Myers Beach
$399,900
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
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 Lane, Fort Myers Beach
11291 Bougainvillea Lane, Fort Myers Beach
$347,900
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
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 Lane, Fort Myers Beach
17770 Bryan Court, Fort Myers Beach
$434,777
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
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 Court, Fort Myers Beach
17501 Primrose Court, Fort Myers Beach
$384,950
3 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
Welcome to this exceptional Gulf-access corner lot in the highly sought-after boating community of Bayside Estates. This beautifully remodeled newer manufactured home blends modern coastal finishes with an open-concept design. Offering 3 bedrooms and 2 baths, the home is thoughtfully designed for comfort, functionality, and water-inspired living. Interior upgrades include luxury vinyl flooring throughout, a stunning new kitchen with an oversized granite island, vaulted ceilings, and tastefully updated bathrooms — creating the perfect space for everyday living and entertaining. The bright, open kitchen flows seamlessly into the main living area and spacious Florida room, providing multiple flexible spaces for relaxing, dining, or hosting guests. The large primary suite offers a peaceful retreat, while the interior laundry room adds convenience. Recent major improvements include new windows (2018), a new roof (2023), and a new AC system (2025) for added peace of mind. Step outside and enjoy true waterfront living just steps to your dock and boat lift, allowing for quick access to the Gulf. The oversized corner lot enhances privacy, outdoor space, and curb appeal. 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. No flooding during Helene or Milton.

17501 Primrose Court, Fort Myers Beach
17561 Canal Cove Court, Fort Myers Beach
$499,900
3 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
Beautiful 3-bedroom, 2-bath home with quick access to the Gulf of Mexico! Wake up to beautiful morning sunrises and enjoy tranquil preserve views from your own canal-front property. Inside, you’ll find a thoughtfully designed open-concept layout that was completely remodeled in 2023. The kitchen features upscale appliances, granite countertops, and a spacious walk-in pantry. With a breakfast bar and seamless flow between the dining and living areas, this home is perfect for entertaining. Split floor plan offers a private primary suite with an en-suite bath that includes a custom shower. The guest bedroom, den, and additional bath are thoughtfully located on the opposite side of the home for added privacy. Step into the rear sunroom, which is fully air-conditioned and showcases sweeping canal and preserve views, AND no neighbors behind you. The expansive multi-level paver patio (with plenty of room to add a pool) leads directly to your captain’s walk dock and boat lift. 2-car covered carport can be an enclosed, making your own enclosed space to park your vehicles with extra storage. foundation certification. All Tie-Downs and Straps have been replaced under the home and is engineer certified to meet HUD Permanent Foundation requirements. Your slice of tropical paradise awaits! Bayside Estates, is a highly desirable boating community, close to beaches, restaurants and everything SW Florida has to offer. This fantastic 55+, manufactured home community has so many activities to choose from. The community Clubhouse & Office now have a water barrier planking system up to 31” High & Cool Seal waterproof insulated paint. Buyers in Bayside pay a $2800 resale capital contribution fee. Call to schedule your private showing!

17561 Canal Cove Court, Fort Myers Beach
17721 Stevens Boulevard, Fort Myers Beach
$309,777
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
Located at 17721 Stevens Blvd, this waterfront property offers a premier opportunity to join the active 55+ community of Bayside Estates. Positioned on a canal with direct access to the Gulf of Mexico, this location is ideal for those who want to be on the water and minutes from the best of the local area. The interior features a functional layout highlighted by a kitchen outfitted with durable granite countertops. This home comes partially furnished, easing your transition into the Florida lifestyle. A standout feature is the large owner’s suite, which provides ample room for a full bedroom set and a private seating area, serving as a quiet retreat within the home. The living area is extended by a large, finished lanai in the back. Included in the home's total square footage, this versatile, enclosed space functions as a sunroom or secondary living area, allowing you to enjoy the canal views year-round. Living in Bayside Estates means enjoying a low-maintenance lifestyle where the monthly fees cover essential services including lawn care, water, trash, and internet. Residents also have access to a wide array of amenities such as a community pool, pickleball, tennis, and a busy clubhouse social calendar. The location is perfectly situated for beach lovers and explorers alike. You are located just 2.5 miles from the sugar-sand shores of Fort Myers Beach—a quick 5-minute drive or an easy bike ride away. Additionally, the property is just minutes from the Sanibel Causeway, providing fast access to world-class shelling and sunsets. Whether you are looking for a permanent residence or a seasonal escape, this property combines updated finishes with an unbeatable location.

17721 Stevens Boulevard, Fort Myers Beach
11381 Bayside Boulevard, Fort Myers Beach
$234,000
2 Beds ⋅ 2 Baths ⋅ Bayside Estates SubDv.
They say great things come in small packages. This is just the case in this lovely Bayside Estates home. Attractively priced at only $275,000 this home has been completely remodeled with new everything. The wiring, plumbing, windows, drywall, insulation flooring, AC units, and even new state-of-the-art vinyl shiplap siding. The siding is much much thicker than typical vinyl siding. The siding is so thick it is rigid and can withstand anything mother nature throws at it. It also provides a greater level of insulation. The interior is nicely proportioned, and the layout is very functional. For the single person or a couple, it has everything you would need and to make it yours, you won’t need to break the bank. So make an appointment today to see this little gem. Bayside Estates is the best kept secret of Fort Myers Beach. This incredibly active and friendly 55+ community is the crown jewel on the gulf coast. Bayside estates is only 2.5 miles to the beach and is accessible by either car or boat--right from either your driveway or private boat dock. A very popular activity is riding your electric bicycles to the beach for the day and visit the world-famous Jimmy Buffett’s Margaritaville. Just don't step on a pop-top!!. Nearly all of the major retail vendors are within a very short driving distance for ultimate convenience. For those who don’t know a lot about Bayside Estates, it is a very fun place to call home---some would even say it’s a mature person’s playground. Whether you want to play pickleball, tennis or bocce ball or hang out at the community pool, or simply cruise the hood in your golf cart, there is always something going on around here. People are friendly and you will be warmly welcomed.

11381 Bayside Boulevard, Fort Myers Beach
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