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$2,495,000

A rare opportunity to secure one of the most visible and strategically positioned commercial assemblages on Sanibel Island's iconic Periwinkle Way corridor. Offering approximately 150 feet of prime frontage along the island's primary commercial artery, 1444 and 1446 Periwinkle Way present a unique chance to shape the future of one of Sanibel's most recognizable locations. The combined offering includes three existing structures spread across two commercial parcels, creating exceptional flexibility for investors, owner-users, developers, retailers, restaurants, garden concepts, professional offices, wellness destinations, galleries, showrooms, mixed-use redevelopment, and countless other possibilities. Imagine revitalizing the existing buildings into a collection of charming Old Florida commercial spaces, creating an inviting courtyard-style destination, or starting fresh with a completely new vision designed to maximize visibility, parking, and customer experience along one of the island's highest traffic corridors. Opportunities of this scale, frontage, and flexibility rarely become available on Sanibel, where commercial land has historically remained tightly held for decades. There has never been a more exciting time to invest in Sanibel's future. The island is experiencing a remarkable rebirth as businesses rebuild, reinvent, and reimagine what comes next. New concepts, new architecture, and new energy are returning to the Sanctuary Island, creating an environment unlike any other point in recent history. As long-established properties transition to new ownership and new ideas, buyers have a rare opportunity to become part of the next chapter of Sanibel's commercial evolution. Adjacent to the Bailey Homestead Preserve and Garden Center and neighboring the lands of SCCF, this highly visible location combines natural beauty with exceptional exposure and accessibility. Whether your vision is restoration, redevelopment, investment, or creating an entirely new island destination, 1444 and 1446 Periwinkle Way offer the location, flexibility, and visibility to bring that vision to life. Prime commercial frontage. Exceptional visibility. Endless possibilities. The future of Sanibel is being written now and this is your opportunity to help shape it.

2026026549 MLS

A rare opportunity to secure one of the most visible and strategically positioned commercial assemblages on Sanibel Island's iconic Periwinkle Way corridor. Offering approximately 150 feet of prime frontage along the island's primary commercial artery, 1444 and 1446 Periwinkle Way present a unique chance to shape the future of one of Sanibel's most recognizable locations. The combined offering includes three existing structures spread across two commercial parcels, creating exceptional flexibility for investors, owner-users, developers, retailers, restaurants, garden concepts, professional offices, wellness destinations, galleries, showrooms, mixed-use redevelopment, and countless other possibilities. Imagine revitalizing the existing buildings into a collection of charming Old Florida commercial spaces, creating an inviting courtyard-style destination, or starting fresh with a completely new vision designed to maximize visibility, parking, and customer experience along one of the island's highest traffic corridors. Opportunities of this scale, frontage, and flexibility rarely become available on Sanibel, where commercial land has historically remained tightly held for decades. There has never been a more exciting time to invest in Sanibel's future. The island is experiencing a remarkable rebirth as businesses rebuild, reinvent, and reimagine what comes next. New concepts, new architecture, and new energy are returning to the Sanctuary Island, creating an environment unlike any other point in recent history. As long-established properties transition to new ownership and new ideas, buyers have a rare opportunity to become part of the next chapter of Sanibel's commercial evolution. Adjacent to the Bailey Homestead Preserve and Garden Center and neighboring the lands of SCCF, this highly visible location combines natural beauty with exceptional exposure and accessibility. Whether your vision is restoration, redevelopment, investment, or creating an entirely new island destination, 1444 and 1446 Periwinkle Way offer the location, flexibility, and visibility to bring that vision to life. Prime commercial frontage. Exceptional visibility. Endless possibilities. The future of Sanibel is being written now and this is your opportunity to help shape it.

1446 Periwinkle Way, Sanibel

$2,700,000

Income-producing two-story commercial building in the heart of Sanibel’s Central Business District, offering 175 feet of prime Palm Ridge Road frontage and outstanding visibility. Zoned Town Center Limited, the preferred location for retail and mixed-use opportunities, and is designated G (Altered Lands) under the City of Sanibel Comprehensive Land Use Plan. The fully leased first floor provides immediate, stable cash flow, while each level offers 4,066 square feet of space. Constructed with steel-reinforced concrete slab and concrete stem wall footings for long-term durability and low maintenance. The second floor presents future residential potential, with architectural plans already prepared and subject to City approval—creating meaningful value-add and additional income upside. A strategic opportunity to secure high-visibility Sanibel commercial real estate with both current performance and long-term growth potential. Building currently being repainted & doors replaced on second floor.

2026002508 MLS ⋅ Pelican Place Shopping Center BLDG.

Income-producing two-story commercial building in the heart of Sanibel’s Central Business District, offering 175 feet of prime Palm Ridge Road frontage and outstanding visibility. Zoned Town Center Limited, the preferred location for retail and mixed-use opportunities, and is designated G (Altered Lands) under the City of Sanibel Comprehensive Land Use Plan. The fully leased first floor provides immediate, stable cash flow, while each level offers 4,066 square feet of space. Constructed with steel-reinforced concrete slab and concrete stem wall footings for long-term durability and low maintenance. The second floor presents future residential potential, with architectural plans already prepared and subject to City approval—creating meaningful value-add and additional income upside. A strategic opportunity to secure high-visibility Sanibel commercial real estate with both current performance and long-term growth potential. Building currently being repainted & doors replaced on second floor.

2440 Palm Ridge Rd, Sanibel

$2,999,000

This bank-owned property presents an iconic Sanibel development opportunity offering 200 feet of frontage on Periwinkle Way, 2.5-plus acres of land and waterfront features. Presenting a once-in-a-generation opportunity to acquire one of Sanibel Island’s most storied and strategically located commercial parcels. Formerly home to the iconic Jacaranda Restaurant and Bar, a beloved institution that served generations of islanders and visitors, and most recently the Tipsy Turtle, this legacy property is ready for its next chapter. Ideally along 200 feet of frontage on Periwinkle Way, Sanibel’s main thoroughfare and commercial spine, the property spans over 2.5 acres of developable land zoned General Commercial and D2 Upland Wetland. This premier site offers exceptional development flexibility, with initial assessments suggesting the potential to construct 8-9 residential units. Alternatively, zoning allows for a mixed-use development, combining residential living with a commercial component. The final residential count in this scenario would vary depending on footprint of the commercial structure, allowing for a custom-tailored approach to suit investor or developer goals. Adding to its appeal, the property features a scenic central lake and frontage along the tranquil Sanibel River at the rear—rare natural amenities that enhance its desirability for residential or hospitality development. Whether reimagined as an upscale enclave, a vibrant mixed-use destination or a new community hub, this property represents a unique and irreplaceable opportunity in the heart of Sanibel Island. Iconic history. Prime location. Boundless potential.

225044961 MLS

This bank-owned property presents an iconic Sanibel development opportunity offering 200 feet of frontage on Periwinkle Way, 2.5-plus acres of land and waterfront features. Presenting a once-in-a-generation opportunity to acquire one of Sanibel Island’s most storied and strategically located commercial parcels. Formerly home to the iconic Jacaranda Restaurant and Bar, a beloved institution that served generations of islanders and visitors, and most recently the Tipsy Turtle, this legacy property is ready for its next chapter. Ideally along 200 feet of frontage on Periwinkle Way, Sanibel’s main thoroughfare and commercial spine, the property spans over 2.5 acres of developable land zoned General Commercial and D2 Upland Wetland. This premier site offers exceptional development flexibility, with initial assessments suggesting the potential to construct 8-9 residential units. Alternatively, zoning allows for a mixed-use development, combining residential living with a commercial component. The final residential count in this scenario would vary depending on footprint of the commercial structure, allowing for a custom-tailored approach to suit investor or developer goals. Adding to its appeal, the property features a scenic central lake and frontage along the tranquil Sanibel River at the rear—rare natural amenities that enhance its desirability for residential or hospitality development. Whether reimagined as an upscale enclave, a vibrant mixed-use destination or a new community hub, this property represents a unique and irreplaceable opportunity in the heart of Sanibel Island. Iconic history. Prime location. Boundless potential.

1223 Periwinkle Way, Sanibel