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$8,975,000
226023612 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. 5300 Estero Boulevard presents an exceptional Gulf-front investment and development opportunity on Fort Myers Beach. This rare assemblage consists of four contiguous parcels totaling over ½ acre, offering approximately 90 feet of direct Gulf frontage and 270 feet of depth. The assemblage includes two Gulf-front parcels and two Estero Boulevard parcels, all zoned for single-family residential development, creating an outstanding opportunity for luxury beachfront homes or a multi-home investment project. For an even larger development opportunity, 5300 Estero Boulevard can be combined with the adjoining 5256 Estero Boulevard assemblage, creating approximately 1 acre with 180 feet of continuous Gulf frontage, one of the largest contiguous beachfront holdings on Fort Myers Beach. The combined assemblage offers the potential for up to eight luxury single-family homes, or the opportunity to create a signature Gulf-front resort-style development, subject to all applicable approvals and permitting. With extremely limited Gulf-front inventory and continued redevelopment on Fort Myers Beach, this unique offering represents an extraordinary opportunity for investors, developers, and portfolio builders seeking exceptional scale, long-term appreciation, and lasting value in one of Southwest Florida's most desirable beachfront locations.

5300 Estero BLVD, Fort Myers Beach

$8,975,000
6 Beds 8 Baths 226023614 MLS
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 90 feet of direct Gulf frontage and approximately 270 feet of depth, this exceptional offering provides an unmatched opportunity for investors, developers, or those seeking to create a legacy beachfront estate. (See the adjoining 5300 Estero assemblage for additional Gulf-front opportunities.) The property consists of three parcels, including two Gulf-front single-family residences offering a combined 8 bedrooms, 6.5 bathrooms, and more than 4,500 square feet of living space, along with a large multifamily parcel extending to Estero Boulevard. This rear parcel can also be divided into two single-family homesites, creating an irreplaceable development footprint in one of Southwest Florida's most desirable beachfront locations. Zoned for weekly rentals and new elevated construction with private pools, the property offers exceptional flexibility for luxury vacation homes, a boutique beachfront resort, an exclusive residential compound, or a high-performing income-producing investment. The weekly rental zoning significantly enhances the property's revenue potential while maximizing future development opportunities. For those seeking an even larger vision, 5256 Estero Boulevard can be combined with the adjacent 5300 Estero assemblage, creating nearly one acre with approximately 180 feet of continuous Gulf frontage—one of the largest and most prestigious contiguous beachfront holdings on Fort Myers Beach. With extremely limited Gulf-front inventory and the island's continued redevelopment, this is a once-in-a-generation opportunity to secure a premier beachfront investment offering exceptional scale, outstanding income potential, long-term value, and lasting legacy appeal in the heart of Fort Myers Beach.

5256 Estero BLVD, Fort Myers Beach

$2,650,000
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 BLVD, Fort Myers Beach

$2,050,000
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 ST, Fort Myers Beach

$675,000
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 AVE, Fort Myers Beach

$1,149,000
3 Beds 3 Baths 225043303 MLS
Don’t miss this incredible opportunity to own a fully updated corner-lot property just a short stroll from the white sand beaches of Fort Myers Beach! This rare offering includes TWO separate residences on one lot—a 2 bed / 2 bath main home and a 1 bed / 1 bath guest house—perfect for flexible living, multigenerational use, or lucrative short-term rental income. Both homes have NEW metal roofs, NEW A/C and thoughtfully remodeled and designed with comfort and privacy in mind. This home’s ability to host WEEKLY RENTALS makes it an ideal for short-term RENTAL INCOME potential, drawing guests looking to experience the beautiful Gulf Coast. The property is already being rented with the local rental management company making gross revenue of $106,000 annually. Nestled in a prime location, just a short stroll from pristine sandy shores, it is the perfect rental property or personal paradise. Designed with relaxation and convenience in mind, home features sparkling POOL and relaxing SPA, perfect for outdoor entertaining. This home’s spacious layout and outdoor oasis create an ideal setting for family living or as a high-demand vacation rental. This property embodies the best of Fort Myers Beach living!

210 Dakota AVE, Fort Myers Beach

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.