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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.

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

$2,650,000

Experience the ultimate Southwest Florida beach lifestyle in this stunning newer-construction Fort Myers Beach residence, perfectly positioned just steps from the sugar-sand shores of the Gulf with deeded beach access directly across the street. This exceptional 5-bedroom, 5-bathroom home offers luxury, comfort, and investment potential as a highly successful vacation rental with future bookings already in place. Designed with both entertaining and relaxation in mind, four of the five bedrooms serve as spacious primary suites, each featuring walk-in closets and private en-suite bathrooms. An elevator provides access to all three levels, while travertine flooring flows throughout the home. The third-floor great room is the heart of the home, showcasing breathtaking Gulf views and opening to an oversized balcony where you can enjoy sunsets and coastal breezes. The thoughtfully designed floor plan also includes a game room, creating endless opportunities for family fun and guest entertainment. Step outside to your private tropical oasis featuring a resort-style pool and spa, complemented by a unique outdoor poolside projector for unforgettable movie nights. Offered fully turnkey, this property is ready for immediate enjoyment or continued rental success. Whether you're seeking a luxury beach retreat, an income-producing investment property, or both, this extraordinary Fort Myers Beach home delivers an unparalleled coastal living experience.

5 Beds ⋅ 5 Baths ⋅ 2026024527 MLS

Experience the ultimate Southwest Florida beach lifestyle in this stunning newer-construction Fort Myers Beach residence, perfectly positioned just steps from the sugar-sand shores of the Gulf with deeded beach access directly across the street. This exceptional 5-bedroom, 5-bathroom home offers luxury, comfort, and investment potential as a highly successful vacation rental with future bookings already in place. Designed with both entertaining and relaxation in mind, four of the five bedrooms serve as spacious primary suites, each featuring walk-in closets and private en-suite bathrooms. An elevator provides access to all three levels, while travertine flooring flows throughout the home. The third-floor great room is the heart of the home, showcasing breathtaking Gulf views and opening to an oversized balcony where you can enjoy sunsets and coastal breezes. The thoughtfully designed floor plan also includes a game room, creating endless opportunities for family fun and guest entertainment. Step outside to your private tropical oasis featuring a resort-style pool and spa, complemented by a unique outdoor poolside projector for unforgettable movie nights. Offered fully turnkey, this property is ready for immediate enjoyment or continued rental success. Whether you're seeking a luxury beach retreat, an income-producing investment property, or both, this extraordinary Fort Myers Beach home delivers an unparalleled coastal living experience.

5335 Estero Boulevard, Fort Myers Beach

$1,999,000

Discover the perfect blend of coastal living and exceptional income potential with this beautifully updated 6-bedroom, 5-bath beachside retreat featuring direct beach access to the Gulf shoreline. Zoned for WEEKLY RENTALS, this versatile two-level home offers outstanding flexibility. Use it as a spacious single-family residence or operate it as a duplex with two fully functional living spaces—ideal for maximizing rental income, accommodating extended family, or enjoying as your private beach getaway. Recently remodeled and refreshed throughout, the property includes a NEW roof, NEW water heater, NEW siding, and NEW pool equipment, providing modern comfort and peace of mind. The private pool and expansive outdoor areas create the perfect setting for relaxation, entertaining, and embracing the coastal lifestyle. Currently managed by a local rental company, the home offers a projected gross annual rental revenue of $202,238, making it a compelling investment opportunity. With direct beach access, a flexible layout, and strong income potential, this coastal retreat delivers the ultimate combination of lifestyle, convenience, and financial return—perfect for hosting unforgettable family gatherings or welcoming vacationing guests year-round.

6 Beds ⋅ 5 Baths ⋅ 226009291 MLS

Discover the perfect blend of coastal living and exceptional income potential with this beautifully updated 6-bedroom, 5-bath beachside retreat featuring direct beach access to the Gulf shoreline. Zoned for WEEKLY RENTALS, this versatile two-level home offers outstanding flexibility. Use it as a spacious single-family residence or operate it as a duplex with two fully functional living spaces—ideal for maximizing rental income, accommodating extended family, or enjoying as your private beach getaway. Recently remodeled and refreshed throughout, the property includes a NEW roof, NEW water heater, NEW siding, and NEW pool equipment, providing modern comfort and peace of mind. The private pool and expansive outdoor areas create the perfect setting for relaxation, entertaining, and embracing the coastal lifestyle. Currently managed by a local rental company, the home offers a projected gross annual rental revenue of $202,238, making it a compelling investment opportunity. With direct beach access, a flexible layout, and strong income potential, this coastal retreat delivers the ultimate combination of lifestyle, convenience, and financial return—perfect for hosting unforgettable family gatherings or welcoming vacationing guests year-round.

5440 Palmetto Street, Fort Myers Beach

$675,000

An income-producing gem with proven rental history awaits on Fort Myers Beach—ideally located just a stone’s throw from the sugar-white sandy shoreline. Located in the highly desirable WEEKLY rental zone of Fort Myers Beach, this 3 bed, 2 bath two-story home has been thoughtfully modernized to create a clean aesthetic throughout and delivers immediate returns from day one with tenants already in place. Additional features include wood-style flooring, stainless steel appliances, a light-filled Florida room, and an open-air deck ideal for sunset lounging. Located in a prime, walkable area, this residence is just a short stroll to the beach, dining, shopping, and island activities—an ideal choice for expanding your investment portfolio, enjoying a seasonal retreat, renting while you gather permits to build the island home of your dreams, or establishing a forever home in paradise. Opportunities like this are rare—claim your slice of island paradise before it’s gone.

3 Beds ⋅ 2 Baths ⋅ 225081944 MLS

An income-producing gem with proven rental history awaits on Fort Myers Beach—ideally located just a stone’s throw from the sugar-white sandy shoreline. Located in the highly desirable WEEKLY rental zone of Fort Myers Beach, this 3 bed, 2 bath two-story home has been thoughtfully modernized to create a clean aesthetic throughout and delivers immediate returns from day one with tenants already in place. Additional features include wood-style flooring, stainless steel appliances, a light-filled Florida room, and an open-air deck ideal for sunset lounging. Located in a prime, walkable area, this residence is just a short stroll to the beach, dining, shopping, and island activities—an ideal choice for expanding your investment portfolio, enjoying a seasonal retreat, renting while you gather permits to build the island home of your dreams, or establishing a forever home in paradise. Opportunities like this are rare—claim your slice of island paradise before it’s gone.

5474 Oak Ridge Avenue, Fort Myers Beach