Step into the lifestyle youve been dreaming of in Historic Lake Eola Heights, where timeless charm meets modern comfort. This rare 2002 duplex stands tall with two story block construction and a classic tile roof, set along the neighborhoods iconic brick paved streets. Inside, soaring 10 foot ceilings, a hand built library, custom shelving, and gorgeous wood floors create a sense of character and craftsmanship throughout. Both kitchens are outfitted with stainless steel appliances, including recent upgrades, and a Jacuzzi tub adds a touch of luxury. French doors open to a private upstairs balcony, the perfect spot to unwind at the end of the day, while the backyard glows with bistro lights framed by an 8 foot rear fence for added privacy. With over 3,300 square feet of flexible living space, plus two separate one car garages and additional driveway parking, the property offers versatility for multi generational living, long term guests, or the option to live in one unit while renting the other. Per City of Orlando home sharing rules, one side of the duplex may also be registered as a short term rental provided the owner occupies the other side as their primary residence. Here, convenience meets lifestyle with Lake Eola Park, Thornton Park dining, Eola General, and the Michelin recognized restaurants of Mills 50 only minutes away, along with easy access to I 4 and the 408. This Hillcrest Street duplex isnt just a home, its downtown Orlando living at its best.