Welcome to a truly special Mount Dora Historic District property offering timeless charm, incredible flexibility, and a proven short-term rental history. This beautifully maintained and tastefully decorated 3-bedroom, 2-bath cottage with a separate 1-bedroom, 1-bath guest house is ideally located within walking distance or a quick golf cart ride to downtown Mount Dora's shops, restaurants, festivals, parks, waterfront, and the scenic Tremain Street walking and biking path. Zoned R-2, this exceptional property offers a unique investment opportunity in one of Mount Dora's most desirable and walkable areas. Whether you are looking for an established short-term rental, a primary residence with additional income potential, or a flexible property that can accommodate multiple uses, this rare Historic District offering provides both lifestyle appeal and long-term value. Offered fully furnished and turnkey with acceptable offer, this exceptional property provides the opportunity to step into an established and successful short-term rental or enjoy it as your own private retreat. The possibilities are endless - rent both units, live in one cottage while renting the other for additional income, enjoy the main home while guests, family, or friends have their own private guest cottage, create a multi-generational family compound, provide a comfortable space for in-laws or adult children, or simply enjoy having a separate retreat for visitors! The main residence welcomes you with classic cottage character, including beautiful wood floors, a cozy fireplace, updated kitchen with granite countertops and stainless steel appliances, and a charming enclosed sun porch. The thoughtfully designed floor plan offers comfortable living spaces, a spacious primary suite, and an inside utility room. The 380-square-foot guest house features a kitchenette, living area, bedroom, eat in area and bathroom, offering privacy and convenience for guests, extended family, or rental opportunities. Combined with the inviting outdoor gathering areas, this property creates the perfect environment for hosting visitors while allowing everyone their own comfortable space. Enjoy a private outdoor garden oasis with mature landscaping, inviting walkways, a fenced patio area, fire pit, covered parking, and storage shed. The lovely outdoor spaces provide the perfect setting for entertaining, relaxing, and enjoying the beautiful Florida lifestyle. Located near the Tremain Street walking and biking path and just moments from downtown Mount Dora, this property captures the very best of small-town living. Whether you are looking for a full-time residence, vacation getaway, income-producing property, or a place where generations can gather while maintaining their own space, this rare R-2 zoned Historic District property delivers a lifestyle and investment opportunity unlike any other. HVAC systems 2020 and 2021, Roof 2021, hot water heater 2020.