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Since its inception with the first US homesteaders in 1867, such as the Webb Family in Osprey and the Knight Family in Nokomis, the allure of Nokomis-Osprey real estate has been synonymous with natural beauty and untapped potential. This region boasts a diverse real estate landscape, ranging from modest $300,000 bungalows to lavish $25,500,000 estates on prestigious Casey Key.

Among the notable communities, Sorrento East, Sorrento Villas, and Sorrento Shores stand out, offering a range of housing options. Non-waterfront villas begin at $295,000, while homes start at $475,000, and waterfront properties start at $850,000. Developed in the late 1970s and early 1980s, these subdivisions exude charm and accessibility.

For waterfront enthusiasts, Southbay Yacht and Tennis Club beckons with its splendid amenities, including a clubhouse, marina, tennis club, and scenic walking trails. Once home to the famed jumping porpoises of Floridaland, this community offers non-waterfront homes from $750,000 and bayfront properties up to $4,000,000.

Steeped in history, The Oaks subdivision and Historic Spanish Point were once part of Bertha Palmer’s vast real estate holdings. Palmer, a prominent figure in 1910, owned over 80,000 acres of land in Sarasota County, establishing her estate in Osprey. Today, The Oaks thrives as a private club and community boasting 700 homes and two premier golf courses, with prices ranging from $875,000 to over $4,500,000.

Preserving its old Florida charm, Casey Key, formerly known as Treasure Island, remains a haven for CEOs, celebrities, and multi-generational winter residents. With its exclusive beachfront properties and captivating aqua waters, Casey Key’s allure is undeniable, with properties fetching anywhere from $1,000,000 to $25,500,000.

While these communities stand as beacons of luxury and historical significance, Nokomis Beach and Osprey boast a myriad of other enchanting neighborhoods waiting to be explored. From their rich past to their promising future, these communities paint a vibrant tapestry of coastal living, inviting residents and investors alike to experience the magic of Southwest Florida’s Gulf Coast.

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