Under contract-accepting backup offers. Ask about seller financing! Step into this West of the Trail Charmer, Sarasota’s most sought-after neighborhood… where the canopy of mature trees, coastal breezes, and timeless architecture set the stage for an unparalleled lifestyle. Perfectly positioned just steps from Southside Village’s restaurants and boutiques, and only a short drive to Downtown Sarasota, the Bayfront, and the powdery sands of Siesta Key, this property places you in the very heart of it all. This two-bedroom, two-bath gem effortlessly blends whimsy with warmth. Inside, recent updates bring fresh life to its character, while a raised ceiling in the living area adds volume and light. Adding to its timeless appeal are the Pecky Cypress walls - a rare Old Florida detail that infuses warmth, texture, and both a rustic and refined feel throughout. Out back, an enchanting outbuilding awaits— an above-garage air-conditioned studio makes a perfect bonus space! Whether you choose to live in and love this property as it is, or design your own custom residence, this location is second to none. With its “Old Florida” charm woven seamlessly into an urban lifestyle, West of The Trail continues to be the crown jewel of Sarasota living. For builders and sophisticated investors seeking their next high-upside project: The seller welcomes serious conversations regarding a cooperative approach, including a potential partnership with an experienced builder/investor aligned on vision and execution. Let’s explore possibilities! Roof - 2021, AC - 2017, Tankless Hot Water Heater - 2023