Perfectly located in the picturesque West of the Trail enclave of Hudson Bayou - Between the Shops at Southside Village and Harbor Acres - this thoughtfully renovated, traditional home with a separate Guest House blends classic original details and charm with modern conveniences and stylish aesthetics. The enchanting 1925-built main residence has undergone several renovations over the years, adding sophisticated appointments and a chic vibe to enhance the warmth of the gracious home. An inviting front porch opens into the elegant living room, showcasing original heart of pine wood flooring, crown molding and a wood burning fireplace. The gorgeous gourmet kitchen boasts granite countertops, newer Bosch suite of appliances including duel fuel gas range, deep stainless sink with instant-hot feature and a breakfast nook. The primary suite includes a new California closet with custom built- ins. The en-suite bath features a marble walk-in shower and a custom Brazilian marble and walnut vanity built by local a craftsman. Newer French doors with impact glass open to a private and tropical yard, where you can savor coastal breezes and a nightcap under the stars. The main house features two additional bedrooms. An idyllic private sanctuary awaits in the tranquil outdoor living space - a cherished setting surrounded by lush, mature landscaping for complete privacy that beckons relaxing and entertaining. Surrounded by stately oaks, impressive traveler palms, a gorgeous heated saltwater Spa is the centerpiece, with ample space for a play area and frolicking pets. Brick pavers extend from the main house to a coveted guest cottage offering a full kitchen with an electric range, newer Samsung refrigerator and Bosch dishwasher. It is a fabulous spot for entertaining. Overnight guests will be right at home in the well appointed space featuring newly renovated bath room and additional laundry. It is a flexible living space that can be rented separately from the main residence. Escape to simpler times while sitting beneath oaks, relaxing on the front porch or lounging by the Spa in this charming, private compound close to shopping, dining and Morton's Gourmet Market in delightful Southside Village, south side school district and just a short drive to downtown Sarasota and world-famous beaches.