Welcome to a truly one of a kind property in the heart of Sanford offering historic charm, modern updates, income potential, and exceptional flexibility. Situated on an oversized lot, this beautifully updated home features a spacious main residence, a detached efficiency/ADU, and a private pool, creating endless possibilities for multigenerational living, guests, rental income, or a work from home setup. Originally restored with major system updates completed in 2017, including the roof, electrical, plumbing, and HVAC, this home blends timeless character with peace of mind. Inside, you'll find inviting living spaces filled with natural light, beautiful architectural details, and a layout that offers both warmth and functionality. Generous bedrooms, flexible bonus areas, and multiple entertaining spaces make the home feel both spacious and welcoming. Step outside to enjoy your own private backyard retreat complete with a pool, mature landscaping, and plenty of room to relax or entertain. The detached efficiency/ADU offers its own private feel and additional versatility for short term rental income, long term guests, or a separate office or studio space. Located just minutes from Historic Downtown Sanford, the marina, restaurants, breweries, shopping, and major highways, this property offers a rare opportunity to own a home with character, flexibility, and modern updates in one of Central Florida's most charming communities.