An extraordinary and rare opportunity to own a piece of authentic Old Florida in one of Sarasota's most coveted and sought-after close-in historic neighborhoods. Envision life as it was meant to be lived. This is more than a home, it is a lifestyle, a legacy, and a thriving, profitable turn-key business wrapped in unreplicable character and cinematic charm. The heart of the property is the beautifully and historically restored main residence. This charming 2-bedroom, 1.5-bath vintage home captivates with box-beamed vaulted ceilings, a rare and intricate tiled fireplace, and coveted pecky cypress walls that whisper stories of Florida's past. Step onto the screened lanai nestled beneath a magnificent 200-year-old grand oak tree, dripping in Spanish moss, overlooking an established, shady, and fully fenced yard. This is Old Florida at its most authentic and most beautiful. Attached to the main home is a very special private in-law suite with kitchenette, its own entrance and a hidden world of enchanting surprises: a private heated pool with waterfall, private hot tub, intimate covered lanai with romantic low lighting, and a serene bamboo outdoor shower. A true private sanctuary. And the offering continues....... Set apart is a stunning Accessory Dwelling Unit designed for both luxury and income. This exquisite retreat features a full kitchen, two bedrooms, vaulted ceilings, and an exclusive private oasis complete with its own private heated pool with waterfall, hot tub, bamboo outdoor shower, and intimate covered lanai. Attached to the Accessory Dwelling Unit is yet another beautifully appointed one-bedroom in-law suite with large kitchenette, tall ceilings and high-quality designer finishes designed for both luxury and income. For the discerning buyer seeking both soul and sophistication, this property presents a rare chance to own an established, thriving part-time rental business with generous, proven income of over $160,000 a year, hosting appreciative national and international guests who return again and again. Offered fully furnished with curated, high-end Tropical BoHo furnishings and artistry throughout, plus a dedicated large storage building stocked with all maintenance equipment and supplies. This is a truly turn-key estate, ready for its next chapter to begin with you. Property is only 1 block from beautiful Sarasota Bay views but at 17' elevation, is NOT in a flood zone. Properties of this caliber, character, and proven income in a quiet close-in historic location almost never become available. This is your invitation to own the Sarasota dream.