This charming Key West-style home exudes a vintage vibe while boasting contemporary features. Nestled within a private enclave in the highly sought-after Gillespie/Rosemary neighborhood in downtown Sarasota, this residence offers a serene and tranquil atmosphere, tucked away from the hustle and bustle of noise and traffic on a discreet “secret” street. Step inside to discover gleaming solid hardwood floors that add to the allure of the house. Upstairs, you’ll find both bedrooms, providing a sense of privacy and separation from the living areas. The dining room and kitchen are generously sized and adorned with modern stainless steel appliances, accompanied by tastefully tiled surfaces. For those who enjoy dining outdoors, a lovely private back patio awaits, creating the perfect spot for al fresco meals and relaxation. The primary bedroom is a sunny and inviting space that has undergone renovation and expansion, now featuring an en suite tiled walk-in shower and double sinks for added convenience and luxury. The second bedroom is equally appealing, offering a separate full bath with a shower/tub combination, a walk-in closet, and access to a delightful open-air balcony. Practical upgrades include a new HVAC system that was installed in 2022, ensuring optimal comfort throughout the home. Beyond the property’s charm and features, its central location is an undeniable advantage, granting easy access to popular amenities such as Whole Foods, the library, the Opera House, restaurants, and The Bay park. In addition to its many attractive qualities, the property boasts a tandem carport that accommodates two vehicles or a boat/RV, adding to its overall desirability. With minimal yard work required, this residence proves to be an ideal option for those seeking a low-maintenance lifestyle. Furthermore, the flexibility of weekly permissible rentals could present an excellent opportunity for those considering this home as an Airbnb investment property.