This compound (1336 and 1338 Harbor Drive) waterfront estate in the West-of-the-Trail Harbor Acres community offers a perfect blend of luxury, privacy, and serenity. The Chicago brick circular drive welcomes you to a walled property framed by lush greenery and large specimen trees. Tucked in the back of the quieter waters of a serene bayou, this home offers two boat docks, one with two boat lifts, perfect for the water enthusiast. Remodeled down to the studs two and a half years ago, the residence showcases superior craftsmanship throughout, featuring DuChateau European white oak floors, extensive shiplap paneling, Carrara marble baths, and Anderson/Eagle impact French doors and windows. Sitting in a protected bayou, the water views are extensive and peaceful. The heart of the home boasts a chef's kitchen with marble walls, stainless steel appliances, quartz countertops, and an island perfect for casual dining. Additional spaces include a paneled library/sunroom and paneled living room with an open flame, gas-assisted fireplace. The floorplan encompasses two primary suites – one conveniently situated on the main level with lanai access and the other located upstairs featuring direct access to a spacious deck with water views. The oversized upstairs master bath boasts Carrara marble, a soaking tub, dual vanity, and a large, dual-position steam shower. Three additional bedrooms on the main floor offer abundant privacy and all have en-suite baths for a total of five en-suite bedrooms. The outside lanai is a tropical oasis with a fireplace, sparkling pool, integrated hot tub, fire pit, and expansive landscaped gardens, all set against a backdrop of serene, protected waters. The property has two Trex docks (one for each of the two separate lots). A recently constructed Duncan 16,000-lb beamless boat lift and a beamless dual kayak or jet ski lift provide quick and effortless access to Sarasota Bay. The meticulously planted garden flows across both lots, behind ivy-covered walls, and includes a large lawn and many large specimen trees, including grand oaks, southern magnolia and Cuban laurels. Located near Southside Elementary, Southside Village, and Morton’s Gourmet Market, this home is just a short walk from downtown Sarasota. The adjacent landscaped, saleable lot (1338 Harbor) is included in the sale price and presents an opportunity for a separate home or expansion. This rare estate in Harbor Acres offers a lifestyle of luxury, combining waterfront views, exceptional indoor and outdoor living spaces, an extra lot, and a prime location that places you at the heart of Sarasota's amenities.