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222 Flamingo Street, Fort Myers Beach
$1,495,000
3 Beds ⋅ 2 Baths ⋅ 226038882 MLS
Beautifully Appointed Coastal Canal Home with Pool & Beach Access! Welcome to your own slice of paradise on the coveted Flamingo Street — where coastal charm meets effortless comfort. Conveniently located on a weekly rental street with investment opportunity. This beautifully designed 3-bedroom, 2-bath canal-front home built by Woodland Homes offers the perfect blend of relaxation, recreation, and refined living. Step inside to discover a spacious split-bedroom floor plan featuring bright, open living areas and seamless indoor-outdoor flow. The sparkling pool and screened-in lanai create a private retreat ideal for entertaining or simply soaking in the Florida sunshine. A single balcony overlooks the tranquil canal, offering captivating canal and partial bay views that make every moment feel like a getaway. Boating enthusiasts will love the 10,000-lb boat lift and deep, wide canal providing swift Gulf and Bay access, while beach lovers can stroll to the direct beach access just at the corner! The home sits on a spacious parcel with low-maintenance tropical landscaping, offering beauty and ease of ownership. Enjoy ample parking in the oversized garage with bonus space for storage or hobbies. Whether you’re seeking a personal island retreat or an exceptional investment opportunity on a weekly rental street, this property delivers both lifestyle and income potential! Conveniently located near shopping, dining, bars, and the marina, this home is truly a beach and boater’s dream — a place where every day feels like vacation. Make this extraordinary coastal escape yours and turn your island dream into reality!

222 Flamingo Street, Fort Myers Beach

190 Bayview Avenue, Fort Myers Beach
$1,799,000
5 Beds ⋅ 4 Baths ⋅ 2026043670 MLS
Positioned at the very end of the street directly on the bay, this fully remodeled coastal home offers sweeping panoramic water views and a level of privacy rarely found on Fort Myers Beach. The home has an established history as a high performing vacation rental, with over $100,000 in annual gross rental revenue, making it an exceptional opportunity for investors and second home buyers alike. The roof was replaced just two years ago and carries 18 years of remaining warranty, giving the next owner long term peace of mind. Outdoors, the elevated pool deck with a custom tiki hut creates a private setting for entertaining, relaxing, and taking in sunsets over the water. Inside, five spacious bedrooms and four full bathrooms are thoughtfully arranged across two levels. The main floor features a full kitchen and generous living space, while the lower level offers a second living area with its own kitchenette. The layout is well suited to large families, multigenerational living, or separate guest accommodations. Every area of the home has been updated with quality finishes, so it’s truly move in ready. It is directly on public beach access, the property combines everyday convenience with a peaceful beach lifestyle. Whether you’re looking for a coastal retreat, a proven income producing investment, or both, this home is ready to deliver from day one.

190 Bayview Avenue, Fort Myers Beach

140 Bahia Viaduct, Fort Myers Beach
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 226037440 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. NEW CONSTRUCTION | CANAL-FRONT POOL HOME | ELEVATED COASTAL LUXURY! Experience the best of the Fort Myers Beach lifestyle in this exceptional new-construction coastal residence built by Millworth Perkins. This elevated 4-bedroom, 3-bath home blends modern luxury, thoughtful design, and the relaxed elegance of island living. Featuring all-new construction and attention to detail throughout, this residence is designed to deliver the perfect combination of comfort, style, and functionality. The thoughtfully designed floor plan offers a seamless flow for everyday living and entertaining, while a private elevator, currently being installed, will provide added convenience between levels. A private swimming pool is also being installed, creating your own backyard oasis—the perfect setting for relaxing, entertaining, and enjoying the Florida sunshine. Situated on a waterfront homesite with a brand-new seawall, this property offers an incredible opportunity to embrace the boating lifestyle right from your backyard. Enjoy canal-front living with access to boating, fishing, and time spent on the water. When it's time for the beach, take a short stroll to the beautiful sugar-white sands of Fort Myers Beach and enjoy the refreshing Gulf breezes. Conveniently located near local dining, shopping, and island attractions, this home combines waterfront living with beachside convenience. Built to current building codes and modern construction standards, this exceptional residence offers the benefits of contemporary construction in a highly desirable coastal setting. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this outstanding property offers the opportunity to experience the best of Fort Myers Beach living. Your coastal lifestyle awaits!

140 Bahia Viaduct, Fort Myers Beach

17721 San Carlos Boulevard, Fort Myers Beach
$994,949
226037420 MLS
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. GULF ACCESS CANAL COMMERCIAL PARCEL. Discover a standout commercial opportunity at 17721 San Carlos Boulevard—a wide canal-front parcel on the mainland side just before the Matanzas Pass Bridge to Fort Myers Beach. This vacant C-2 zoned property allows for a diverse range of commercial uses, including marine services, boat rentals, retail, convenience stores, medical or professional offices, and potential multifamily development. Positioned along a major corridor, the site offers exceptional visibility and steady traffic flow, providing consistent exposure to both residents and beach-bound visitors. The canal frontage adds significant value with direct access to the Gulf of America, making it especially attractive for marine-focused or waterfront-oriented businesses. As Fort Myers Beach continues its transformative redevelopment, demand is increasing for well-located commercial properties like this. Whether you're planning a marine service hub, retail concept, waterfront café, or mixed-use development, this property offers a flexible foundation for long-term success. Refer to Lee County’s Division 6 Commercial Districts code for the complete list of permitted uses. Don’t miss this rare opportunity to secure a prime waterfront position in one of Southwest Florida’s most active and evolving growth corridors

17721 San Carlos Boulevard, Fort Myers Beach

3909 Estero Boulevard, Fort Myers Beach
$1,150,000
226037438 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. UNLIMITED SUNSETS– ACROSS THE STREET FROM THE BEACH! PRIVATE NEIGHBORHOOD BEACH GAZEBO + BAYFRONT PARK WITH FISHING PEIR . WEEKLY RENTAL ZONING. Build Your Dream Home! This Oversized 95' X 88' & 100'+/- corner lot, located directly across from the Sandy Beach, offers the perfect opportunity to build your ideal home or vacation rental. With side street access, the property provides added convenience and potential for easy development. Zoned for weekly rentals, the lot promises high-income potential. Whether you envision a luxurious waterfront retreat, or a captivating vacation home, this property offers the ideal foundation to turn your vision into reality. Don't miss your chance to own a slice of paradise in one of Fort Myers' most sought-after locations. Enjoy the best of beach living with just a short walk or bike ride to local shops, Margaritaville, and more! Convenience is key, as this property is just a stone's throw away from amenities such as Publix, the marina, and shops, ensuring that everything you need is within easy reach. Whether you're envisioning a luxurious beachside retreat or a lucrative rental property, this lot offers the perfect canvas to turn your vision into reality. Builder introductions are available, ensuring a smooth path to bring your vision to life.

3909 Estero Boulevard, Fort Myers Beach

140 Jefferson Street, Fort Myers Beach
$2,439,000
4 Beds ⋅ 4 Baths ⋅ 226032746 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. RARE NEW CONSTRUCTION OPPORTUNITY | WEEKLY RENTALS | PRIVATE POOL & SPA | SHORT STROLL TO THE BEACH! Opportunities like this are becoming harder to find on Fort Myers Beach! With limited new construction inventory approaching completion, 140 Jefferson Street presents an exceptional opportunity to own a brand-new coastal retreat in one of the island's most desirable weekly rental locations, just a short stroll from the beautiful white sandy beaches of the Gulf. Scheduled for completion by the end of 2026, this stunning elevated residence offers 4 bedrooms, 4 bathrooms, and 2,168 square feet under air, thoughtfully designed to embrace the Florida coastal lifestyle. The bright, open-concept floor plan features modern coastal finishes, natural wood accents, stylish cabinetry, and a spacious kitchen island that serves as the heart of the home. The seamless flow between the kitchen, dining, and living areas creates an inviting space for everyday living and entertaining. THE BACKYARD IS SET TO BE A TRUE SHOWSTOPPER! The ground level is designed as an incredible entertainment retreat, featuring a private resort-style swimming pool, integrated spa, outdoor bar area, and generous covered space for gathering with family and friends. Whether you're hosting poolside celebrations or unwinding after a day at the beach, this outdoor oasis is designed for enjoying the Florida lifestyle. Two spacious rear balconies, one on the main living level and another on the upper level, overlook the backyard retreat, while an additional front balcony offers the perfect place to enjoy the coastal breeze. LOCATION, LOCATION, LOCATION! Enjoy convenient access to the Mound House fishing pier, Margaritaville, and the vibrant Pier District, where waterfront dining, shopping, entertainment, and unforgettable sunsets are all part of the island experience. Whether you're looking to become a Fort Myers Beach resident, searching for the perfect vacation getaway, or ready to make your next investment, THIS ONE CHECKS ALL THE BOXES! Brand-new construction, beach proximity, a private pool and spa, incredible entertainment spaces, and a prime island location. The perfect combination of coastal living and investment potential! Don't miss the opportunity to make this one yours!

140 Jefferson Street, Fort Myers Beach

116 Coconut Drive, Fort Myers Beach
$399,000
226036393 MLS
BUILD YOUR DREAM BEACH RETREAT ON ONE OF THE MOST CHARMING STREETS ON FORT MYERS BEACH! This vacant lot offers the perfect opportunity to create your own coastal paradise in an exceptional island location! Enjoy DIRECT BEACH ACCESS just steps away, where sugar-white sands, turquoise Gulf waters, and breathtaking sunsets become part of your everyday lifestyle. On the Bayside, enjoy a charming FISHING PIER AND WATERFRONT SITTING AREA, perfect for morning coffee, casting a line, watching dolphins, or simply relaxing while overlooking the beautiful bay. Stroll or bike to the nearby MARINA, PUBLIX, RESTAURANTS, BARS, AND SHOPPING, all within easy walking distance. Nestled along one of the island's most charming streets, this location offers the perfect blend of peaceful coastal living and convenient access to everything Fort Myers Beach has to offer. Whether you're envisioning a custom elevated beach home, a vacation getaway, or an investment property, this exceptional homesite is your opportunity to embrace the ultimate BEACH-TO-BAY LIFESTYLE! Hurry up this wont last long.

116 Coconut Drive, Fort Myers Beach

220 Curlew Street, Fort Myers Beach
$1,594,500
5 Beds ⋅ 3 Baths ⋅ 2026042708 MLS
Mid-island Fort Myers Beach on sought-after Curlew Street, this 5-bedroom, 3-bath canal home offers over 60 ft of sailboat-capable deep-water frontage with direct access to the Gulf, a private dock and boat lift, and a large pool with open deck space above and below that leads straight to the water. The upper level is built for entertaining and everyday living, with a spacious open kitchen concept, an additional eat-in kitchen, a coffee bar, and both formal and informal living areas. The large owner’s suite has double doors that open to the upper pool deck, and the owner’s suite, upper living room, and kitchen all open to the deck overlooking the pool and canal. The lower level adds a second living space with direct access to the pool area and the boat dock. Completely rehabbed after Hurricane Ian and offered turnkey furnished with every amenity a beach-goer needs, this home is an immediate opportunity on a spectacular, PROVEN, high-value investment property, already on its second rental since the rehab, with flexibility for short-term or long-term use. Own one of the finest homes on Curlew Street as your private slice of paradise, or step into an investment with rental history already in place. Beach access, deep water, a dock and lift, and a pool in one location is hard to find on the island. Buyer to verify rental regulations, licensing, and income. Schedule your private showing today.

220 Curlew Street, Fort Myers Beach

4361 Bay Beach Lane Unit 424, Fort Myers Beach
$390,000
2 Beds ⋅ 2 Baths ⋅ 2026042460 MLS
Easy street on the canal at Casa Marina. Come start the day with coffee on the screened lanai, something baking in the kitchen, and the canal glistening in the morning sun. That’s how the day starts at Casa Marina. Then the island calls. Seven miles of white sugar sand beckons, and deeded beach access gets you there. Or start with the fishing pier, right there for a morning cast. There's also access to a wide variety of EBIA amenities, including pickleball, tennis, bocce, putting greens, a driving range, and scenic walking paths around the ponds, all walkable with limited parking available. Or maybe a relaxing day at the pool is all that’s on the agenda. Santini Plaza is close and buzzing. Farmers markets twice a week. There are restaurants for breakfast, lunch, dinner, dessert, and coffee, shops for the beach and more, and even a UPS store. At the marina there are boat rentals, storage, tours, and fishing charters, all within reach. Pick a day on the water, or pick a day for the market and a late lunch. When the day is complete, you’re welcomed back home to vaulted ceilings and crown molding high above you, and the kitchen is ready for whatever you’re cooking. Out back, the boat is ready for tomorrow. This corner unit gives you 1,244 square feet, two bedrooms, two baths, and a screened lanai with gorgeous water views. Deep-water docks with Gulf access available separate Rentals are permitted with a 2-week minimum, a good fit when the home is not in use and you want it working for you. Find out how easy beach and boat mix here at Casa Marina ....

4361 Bay Beach Lane Unit 424, Fort Myers Beach

6899 Estero Boulevard Unit 213, Fort Myers Beach
$315,900
2 Beds ⋅ 2 Baths ⋅ 226036392 MLS
YOUR SLICE OF PARADISE AWAITS AT ESTERO COVE! Discover the perfect blend of modern comfort and coastal living in this beautifully updated 2-bedroom, 2-bathroom condo on Fort Myers Beach! Situated on the second floor for added peace of mind, this residence features a desirable split-bedroom floor plan, stylish updates throughout, and a STANDOUT FEATURE—a rare, enclosed lanai offering versatile additional space to relax, entertain, or simply unwind. A private storage closet provides extra convenience for all your beach essentials. Just steps from the sugar-white sands of the Gulf, you’ll enjoy endless beach days and breathtaking sunsets right across the street! Estero Cove offers an incredible collection of resort-style amenities, including a heated swimming pool, tennis and pickleball courts, bocce ball, shuffleboard, BBQ and picnic areas, and scenic nature trails leading to the back bay and fishing pier. Spend your mornings on the beach, afternoons by the pool, and evenings enjoying spectacular Southwest Florida sunsets. Conveniently located near shopping, restaurants, and island entertainment, with easy access to Bonita Springs and Naples. Whether you’re searching for a vacation retreat or a place to call home, this coastal gem offers the laid-back island lifestyle you’ve been dreaming of!

6899 Estero Boulevard Unit 213, Fort Myers Beach

4183 Bay Beach Lane Unit 375, Fort Myers Beach
$719,000
3 Beds ⋅ 2 Baths ⋅ 2026041497 MLS
Wake up to sparkling water views from this beautifully updated 3-bedroom, 2-bath coastal residence at Waterside. Perfectly positioned on the southern end of Estero Island, this home offers panoramic Gulf and Bay views highlighted by spectacular sunrises throughout the year. Thoughtfully renovated with high-end finishes, the residence features newer cabinetry, updated countertops, upgraded flooring, stainless steel appliances, a modern HVAC system, and a water heater with a water cop for added safety. Soft coastal tones complement custom tilework, trim, and millwork, creating a refined beach-inspired interior. The property is offered turnkey, furnished, with select personal exclusions, and includes a highly desirable enclosed parking space. Waterside residents enjoy 24-hour guarded entry, private beach access, and resort-style amenities, including pickleball, tennis, putting green, pool and spa, fitness center, sauna, steam room, social room, guest suites, walking paths, and fishing pier. Waterside at Bay Beach is ideally located near the sugar sand beaches of Fort Myers Beach, with convenient access to waterfront dining, Lover’s Key State Park, and a short drive to Bonita Springs and Naples. Near Santini Plaza and a full-service marina provide easy access to Estero Bay and the Gulf. Boat docks are available for lease or purchase.

4183 Bay Beach Lane Unit 375, Fort Myers Beach

120 Albatross Street, Fort Myers Beach
$949,000
3 Beds ⋅ 2 Baths ⋅ 226030921 MLS
WATERFRONT LIVING | SOUTH END FORT MYERS BEACH | DIRECT GULF ACCESS! Welcome to your opportunity to own a beautifully updated canal-front residence in one of Fort Myers Beach’s most desirable south-end locations, Fairview Isles. Offering direct access to a deep-water canal, this property is ideal for boating enthusiasts with space for your private vessel and a rare covered boat well. Extensively improved, the home features impact-resistant windows and doors, a new roof (2023), and a thoughtfully renovated interior. The chef-inspired kitchen showcases premium appliances (2025), an elegantly designed butler’s pantry, and additional hidden storage for optimal functionality. Bathrooms have been updated, and durable, moisture-resistant materials have been incorporated throughout, along with elevated electrical outlets and fresh interior finishes. Designed for both relaxation and entertaining, the outdoor living area offers expansive decking, a private pool, and a large dock complete with a fish cleaning station. Enjoy peaceful canal views and the natural beauty of Southwest Florida with both sunrise and sunset vistas from your own backyard. Located on a quiet canal street, this home provides a sense of privacy while remaining conveniently close to beach access, local dining, shopping, and island attractions. A rare opportunity to own in a rapidly revitalizing coastal community—perfect for those seeking the ultimate Southwest Florida lifestyle.

120 Albatross Street, Fort Myers Beach

260 Key West Court, Fort Myers Beach
$3,500,000
3 Beds ⋅ 4 Baths ⋅ 226027621 MLS
Experience elevated coastal living in this exceptional two-story beach home, ideally situated just steps from the sugar-white sands and Gulf waters of Fort Myers Beach. Located in a desirable weekly rental area, the property offers the flexibility to enjoy as a private beach retreat while also providing excellent rental potential. Beautifully appointed and filled with natural light, the residence combines refined finishes, generous living spaces, and gorgeous Gulf views with an effortless indoor-outdoor lifestyle. The open-concept main living area features a well-equipped kitchen with stainless steel appliances that flows seamlessly into the dining and living spaces. Multiple Gulf-view balconies extend the living area outdoors, providing inviting spaces for morning coffee, alfresco dining, and spectacular sunset views. The spacious primary suite is a private retreat featuring a king-sized bedroom, wet bar, luxurious Jacuzzi tub, and an expansive private balcony overlooking the Gulf. An additional generously sized guest bedroom with its own en-suite bath provides comfort and privacy for family and guests. Additional features include a full laundry room, ample storage, and quality finishes throughout. Residents also enjoy a heated community pool shared exclusively by the four homes within the intimate Key West Court enclave. The location offers exceptional convenience, with Publix, a nearby marina, restaurants, shopping, and the Fort Myers Beach trolley all within walking distance. Whether enjoyed as a full-time residence, seasonal retreat, or income-producing investment, this distinctive beach home delivers an exceptional combination of Gulf views, rental flexibility, privacy, convenience, and the relaxed coastal lifestyle that makes Fort Myers Beach so desirable.

260 Key West Court, Fort Myers Beach

8771 Estero Boulevard Unit 807, Fort Myers Beach
$399,000
1 Beds ⋅ 1 Baths ⋅ 226026233 MLS
Experience the perfect blend of comfort, relaxation, and investment potential in this beautifully updated 8th-floor corner residence at Lovers Key Resort. Offering breathtaking panoramic views of Estero Bay and the Gulf of Mexico, this exceptional condo features floor-to-ceiling heavy duty storm slider and a private open balcony, creating the ideal setting to enjoy spectacular sunrises, sunsets, and coastal breezes. This great opportunity to retreat features a thoughtfully designed floor plan with a fully renovated kitchen complete with appliances, modern finishes, and a convenient eat in island. The spacious bathroom creates a spa-like experience with a tub & shower, offering the perfect place to unwind after a day exploring Southwest Florida. An outstanding income-producing opportunity, the condo generated $22,185 in rental income in 2025 and has already produced $31,234.99 year-to-date in 2026, making it an excellent choice for investors or owners looking to offset ownership costs. Resort amenities include a waterfront waterfall pool, hot tub, fitness center, business center, and climate-controlled owner storage. Enjoy the convenience of the award-winning Flipper's on the Bay restaurant, located onsite for exceptional waterfront dining. Perfectly positioned directly across from Lovers Key State Park, you'll enjoy easy access to pristine beaches, kayaking, paddleboarding, hiking trails, shelling, and abundant wildlife, while remaining just minutes from Bonita Springs, Fort Myers Beach, and Naples. Whether you're looking for a personal coastal retreat, vacation getaway, or income-producing investment, this residence offers exceptional flexibility with optional onsite rental management and nightly rental opportunities to maximize your return. All special assessments have been paid. Furnishings are negotiable, allowing the next owner the flexibility to personalize the space or continue its successful rental program.

8771 Estero Boulevard Unit 807, Fort Myers Beach

3 Pepita Street, Fort Myers Beach
$1,095,000
4 Beds ⋅ 3 Baths ⋅ 226026322 MLS
Location, Location, Location!!! Exceptional property, "The Ultimate Beach & Boater’s Retreat." Perfect as a primary residence, seasonal getaway, or investment opportunity, this canal-front home offers an unparalleled Southwest Florida waterfront lifestyle. This immaculately maintained 4-bedroom, 3-bath residence is being sold fully furnished and is truly move-in ready. Key features of the property include: - Boater’s Paradise: Situated on a deep-water canal with direct Gulf access and no bridges, allowing you to reach open water within minutes. Recent Renovations: Extensive updates completed within the last four months, including a new dock, new pool equipment and resurfacing, renovated bathrooms, new flooring, and fresh interior/exterior paint. - Outdoor Living: A tropical retreat featuring a sparkling pool, a durable metal roof, and dedicated RV/boat parking with no HOA restrictions. -Prime Location: Just a short walk to sugar-sand beaches and minutes away from Margaritaville Resort, Boutique shopping, Waterfront dinning, Santini Plaza, Publix, and the downtown entertainment district. Whether you are interested in boating, fishing, or simply enjoying the coastal breeze, this home offers the very best of island living.

3 Pepita Street, Fort Myers Beach

7146 Estero Boulevard Unit 212, Fort Myers Beach
$479,000
2 Beds ⋅ 2 Baths ⋅ 2026030266 MLS
MOTIVATED SELLERS — ALL SERIOUS OFFERS WILL BE CONSIDERED. This is an exceptional opportunity to own in one of Fort Myers Beach’s most extensively refreshed coastal communities, where the major work has already been done and the next owner gets to enjoy the benefit. The community has undergone a remarkable transformation with beautifully updated grounds, a newly completed pool, redesigned courtyard spaces, refreshed landscaping, upgraded gathering areas, hurricane-impact windows and sliders throughout, completed mandatory building inspections, and most recently, the replacement of the community’s original cast iron plumbing with PVC. With these substantial improvements complete and ALL ASSESSMENTS PAID OFF, buyers can step into a significantly renewed beachfront community without the premium typically associated with new construction. This turnkey residence adds even more value with one assigned underground garage parking space and a private additional storage unit—two highly desirable features that provide everyday convenience and functionality. Perfectly positioned just steps from the sugar-white sands of the Gulf, the home offers both Gulf and pool views from an oversized lanai, creating the perfect backdrop for morning coffee, coastal breezes, or Southwest Florida sunsets. Inside, the residence is bright, inviting, and move-in ready, making it an easy fit for a full-time home, seasonal retreat, or investment property. Tastefully furnished and offered turnkey, there is nothing standing between you and enjoying the Fort Myers Beach lifestyle from day one. The pet-friendly community also offers flexible rental opportunities, adding versatility for owners who want to enjoy the property personally while maintaining the option for rental income. Beyond the residence itself, the location puts you minutes from everything that continues to make Fort Myers Beach one of Southwest Florida’s most loved destinations—beaches, waterfront dining, restaurants, boutique shopping, entertainment, and the laid-back island lifestyle. As Fort Myers Beach continues its resurgence, this community stands apart because so much of the heavy lifting has already been completed. Updated infrastructure, refreshed amenities, underground parking, private storage, a turnkey residence, paid assessments, and an outstanding location near the Gulf all come together to create a compelling value. The sellers are highly motivated, ready for their next chapter, and actively exploring all serious offers. Private showings are encouraged to fully appreciate the improvements, amenities, and value this property has to offer.

7146 Estero Boulevard Unit 212, Fort Myers Beach

5300 Estero Boulevard, Fort Myers Beach
$4,850,000
226023612 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. PRIME GULF-FRONT DEVELOPMENT OPPORTUNITY ON FORT MYERS BEACH! 5300 Estero Boulevard presents a rare opportunity to acquire a three-parcel assemblage consisting of 5300 Estero Boulevard, 5280 Estero Boulevard, and 5268 Estero Boulevard. The offering combines a coveted Gulf-front parcel with two Estero Boulevard parcels, creating an exciting opportunity for investors, developers, or buyers looking to establish a significant presence along one of Southwest Florida’s most desirable beachfront corridors. Envision luxury single-family residences, a private Gulf-front compound, or a thoughtfully designed multi-home development, subject to all applicable zoning, permitting, building requirements, and governmental approvals. With direct Gulf frontage, Estero Boulevard access, and three contiguous parcels offered together, the property provides a combination of location, flexibility, and development potential that is increasingly difficult to replicate on Fort Myers Beach. For those looking for an even larger opportunity, this assemblage may also be combined with the separately offered adjoining 5256 Estero Boulevard property. 5256 offers over one-half acre, approximately 90 feet of direct Gulf frontage, and approximately 270 feet of depth, providing the potential to create an extraordinary larger-scale Gulf-front assemblage. 5256 Estero Boulevard is offered separately and is not included in the listing price for 5300, 5280, and 5268 Estero Boulevard. As Fort Myers Beach continues its transformation and redevelopment, opportunities to assemble multiple parcels with Gulf frontage are increasingly limited. Whether the vision is luxury residential development, a signature beachfront project, or a long-term land investment, this offering provides a remarkable canvas for what comes next on Fort Myers Beach. Offering includes 5300 Estero Boulevard, 5280 Estero Boulevard, and 5268 Estero Boulevard. One or more photos have been virtually staged, AI generated, or rendered. Renderings are conceptual and intended to illustrate potential development possibilities only. Buyer to independently verify all lot dimensions, zoning, land use, development potential, building requirements, permitting, and governmental approvals.

5300 Estero Boulevard, Fort Myers Beach

4137 Bay Beach Lane Unit 585, Fort Myers Beach
$1,159,000
3 Beds ⋅ 3 Baths ⋅ 226024512 MLS
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 Lane Unit 585, Fort Myers Beach

5256 Estero Boulevard, Fort Myers Beach
$6,850,000
6 Beds ⋅ 8 Baths ⋅ 226023614 MLS
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. 5256 Estero Boulevard presents a rare and captivating Gulf-to-Boulevard assemblage on Fort Myers Beach. Spanning over ½ acre with approximately 90 feet of direct Gulf frontage and approximately 270 feet of depth, this exceptional offering provides a unique opportunity for investors, developers, or those seeking to create a legacy beachfront estate. The assemblage includes two Gulf-front properties 5266 Estero Boulevard (Pink House) and 5256 Estero Boulevard (Yellow House) plus the rear 5250 Estero Boulevard double lot, which can be legally divided into two separate single-family homesites. Together, the assemblage provides the potential for four individual single-family homesites extending from the Gulf of Mexico to Estero Boulevard. Each homesite offers the potential for a new elevated residence with approximately 2,250 square feet of living area across two living levels, with elevation and garage space on the ground level. This creates an exceptional opportunity to develop four luxury coastal residences within one Gulf-to-Boulevard assemblage. The existing Gulf-front residences at 5266 and 5256 Estero Boulevard offer a combined 8 bedrooms, 6.5 bathrooms, and more than 4,500 square feet of living space, providing immediate use while offering substantial future redevelopment potential. Zoned for weekly rentals, the property offers significant flexibility for luxury vacation homes, an exclusive residential compound, or income-producing investment properties. The combination of Gulf frontage, multiple potential homesites, weekly rental zoning, and future redevelopment potential creates a particularly compelling opportunity on Fort Myers Beach. For those seeking an even larger development footprint, the 5256 Estero Boulevard assemblage can be combined with the adjacent 5300 Estero Boulevard assemblage, which includes the Gulf-front 5268 Estero Boulevard lot and the rear 5300 Estero Boulevard and 5280 Estero Boulevard lots. Combining the two assemblages creates an extraordinary Gulf-to-Boulevard development opportunity with substantial Gulf frontage and exceptional flexibility for a larger-scale luxury residential or investment project. With extremely limited Gulf-front inventory and the continued redevelopment of Fort Myers Beach, this offering provides exceptional scale, flexibility, income potential, and long-term value in one of Southwest Florida's most desirable beachfront locations.

5256 Estero Boulevard, Fort Myers Beach

21601/03 Widgeon Terrace, Fort Myers Beach
$2,199,000
6 Beds ⋅ 5 Baths ⋅ 226021941 MLS
Welcome to 21601 Widgeon Terrace, a waterfront triplex in a prime weekly rental zone—perfect for generating steady income. With a brand-new oversized dock and lift offering Gulf access, it’s an ideal destination for boating and fishing enthusiasts. Close to Publix and across from one of Fort Myers Beach’s top beach accesses, it’s perfectly placed. With a major development coming soon down the street, future rental demand will soar. The interior has been finished very nicely—tasteful and welcoming, standing out above typical rentals. Upgrades include impact doors and windows, a 2020 roof, new AC, water heater, and pool equipment. Renters will enjoy not just a home, but a lifestyle—where every day brings the opportunity to embrace the Florida dream, while you enjoy a thriving investment.

21601/03 Widgeon Terrace, Fort Myers Beach

7330 Estero Boulevard Unit 601, Fort Myers Beach
$359,000
1 Beds ⋅ 1 Baths ⋅ 226023395 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. WEEKLY RENTALS – GULF VIEW – UPDATED KITCHEN – RESORT-STYLE AMENITIES! Seller needs an offer, contact listing agent to discuss details! Located in the highly desirable Estero Beach and Tennis Club, this beautifully positioned unit offers an ideal opportunity for both personal enjoyment and strong rental income potential. Enjoy the flexibility of weekly rentals allowed, making this property perfect as an investment, seasonal getaway, or full-time beach retreat. The unit features a slight Gulf view, allowing you to enjoy coastal breezes and glimpses of the water from your own private space. Inside, the home offers an updated kitchen with modern finishes, creating a bright and functional space for everyday living or hosting guests. The open layout provides a comfortable flow throughout the unit, maximizing both space and natural light. The location is truly unbeatable—situated directly across the street from Santini Marina Plaza, where you’ll find restaurants, shops, and local conveniences all within walking distance. You’re also just minutes from additional dining options, entertainment, and the beautiful white-sand beaches of Fort Myers Beach. Residents and guests enjoy access to resort-style amenities, including a beachfront pool, tennis courts, and direct beach access, making this one of the most desirable vacation rental communities in the area. Whether you’re looking for a high-performing investment property or your own coastal escape, Estero Beach and Tennis Club delivers the perfect combination of location, flexibility, and lifestyle. THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER, INQUIRE FOR MORE DETAILS** Renderings that showcase furniture have been virtually staged

7330 Estero Boulevard Unit 601, Fort Myers Beach

18 Avenida Carita, Fort Myers Beach
$1,380,000
226022741 MLS
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. Introducing an EXTRAORDINARY Waterfront NEW CONSTRUCTION opportunity on a .21 Acres Gulf-access homesite. Boasting an IMPRESSIVE 140 feet of Gulf Access Canal frontage, this OVERSIZED estate-sized parcel offers an exceptionally rare combination of expansive water frontage, direct Gulf access, and breathtaking bay views. The nearby Direct Beach access offers unlimited sunsets and beach walks. Situated at the end of a quiet cul-de-sac, this premier boating location provides quick, convenient access to open waters, making it a true boater's dream. With ample space to design and build a custom luxury waterfront residence, the property offers endless possibilities for creating a private coastal retreat tailored to your lifestyle. Assemblage opportunity at 18 & 20 Avenida Carita. Purchase separately or as a package of 2 properties with lot 20 adjacent to it, to build your waterfront island compound (or two homes if you wish) on these oversized canal lots with a combined size of .37 acres. Lot 18 features a boat lift, private dock, and a grandfathered waterfront structure with a metal roof, adding unique character and flexibility rarely found on island properties. The covered boat lift is complemented by an additional open-air lift with dedicated space for both a boat and personal watercraft. Lot 20 offers its own separate boat lift and dock, providing extensive dockage for multiple vessels and an unparalleled waterfront experience. MULTIPLE BUILDER INTRODUCTIONS AVAILALBE. The generous homesite showcases stunning water vistas from multiple vantage points and provides abundant room for outdoor living, resort-style amenities, and extensive waterfront dockage. Whether you're an avid boater, waterfront enthusiast, or simply seeking an unparalleled Southwest Florida setting, this one-of-a-kind property presents a rare opportunity to create a legacy estate in an exceptional Gulf-access location.

18 Avenida Carita, Fort Myers Beach

200 Curlew Street, Fort Myers Beach
$599,000
2026024249 MLS
South-end waterfront lot on Curlew Street with direct Gulf Access for boaters, and just a short stroll across Estero Boulevard to the white sandy beaches. Available now for your custom-built island home perfect for year-round and seasonal residence or an income producing vacation rental. Enjoy the privacy on this canal-front property located close to the bay, with nearby shops & restaurants, Santini Plaza Marina, entertainment, CVS Pharmacy, 7-11 with gas station, the local Publix grocery store, Lover's Key State Park, several beachfront resorts and more. New, beautiful homes are going up, as value increases island wide. This is an opportunity to build a waterfront home in the Town of Fort Myers Beach now or hold the land for future opportunity. You and your guests are going to love it here!

200 Curlew Street, Fort Myers Beach

6500 Estero Boulevard Unit C113, Fort Myers Beach
$469,000
2 Beds ⋅ 2 Baths ⋅ 226021168 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. THIS is the winter escape you have been waiting for! Centrally located on Fort Myers Beach and steps away from the beach, this two-bedroom, two-bathroom end unit has been tastefully updated. The home boasts white shaker cabinets, quartz countertops, stainless appliances, luxury vinyl wood-look flooring throughout, hurricane impact windows and doors, and so much more! Upon entering, you will notice the open-concept floor plan allowing for an abundance of natural light. The primary suite features plenty of room for a king-size bed and an ensuite bathroom with a stunning walk-in shower. The second bedroom can be utilized as a guest suite or additional living area. Spend your winters enjoying the Gulf breeze and white sand beneath your feet. The community pool is also located just steps away from this home and the beach. This is Florida living at its finest. The Privateer is located minutes from some of Fort Myers Beach’s finest restaurants, grocery stores, and more. Don't miss your opportunity to experience everything this incredible home and community have to offer!

6500 Estero Boulevard Unit C113, Fort Myers Beach

7360 Estero Boulevard Unit 703, Fort Myers Beach
$399,000
1 Beds ⋅ 1 Baths ⋅ 2026024362 MLS
Enjoy Gulf breezes and stunning sunsets from your seventh-floor balcony in this bright and inviting one-bedroom, one-bath beachfront condo. Beautifully decorated with a tropical flair, this turnkey residence features a newly remodeled bathroom and is ready for immediate enjoyment, whether as a personal beach retreat, seasonal getaway, or income-producing investment property! Located in the highly desirable Estero Beach and Tennis Club, residents and guests enjoy a large community pool, pickleball and tennis courts, shuffleboard, and a variety of social activities during the winter season. Conveniently situated across the street from Santini Plaza, you’ll have easy access to restaurants, shops, and the popular seasonal Farmers Market held every Tuesday and Thursday from November through May. Nature lovers will appreciate being just a short drive from Lovers Key State Park and the waterfront dining and entertainment at Flippers on the Bay. Experience the best of Fort Myers Beach living in this move-in-ready coastal retreat! There is currently a balcony project at Estero Beach and Tennis Club and is projected to be finished mid October. Unit 703C balcony is expected to be repaired beginning in September and new impact sliders will be put in at unit 703C after the repair is complete. This unit also includes 2 bikes that are located in the bike room at EBTC!

7360 Estero Boulevard Unit 703, Fort Myers Beach

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