Rare opportunity to own a spacious, one-of-a-kind home in the heart of Midtown with incredible flexibility and income-producing potential! Enter through a welcoming front screened porch into a home filled with character, abundant natural light, and beautiful wood floors throughout. Originally built in 1942 and thoughtfully rebuilt in the 1990s while preserving the original foundation, fireplace, and two walls, this distinctive property features imaginative architectural details and an almost nautical-inspired design, with clever storage solutions thoughtfully incorporated into nearly every available space. The main residence offers inviting living areas, a kitchen, downstairs primary suite, office, and a second primary suite upstairs. A private guest suite with its own bathroom and entrance is currently used as a short-term rental, while a separate upstairs 2-bedroom, 2-bathroom apartment features its own kitchen, living area, entrance, and porch and is currently used as a long-term rental. The upstairs apartment is separated from the main residence by a firewall, offering the potential to create an interior connection between the two spaces, subject to appropriate approvals, and enjoy the entire property as one expansive single-family home. Three screened porches and a lush, beautifully landscaped yard create inviting spaces to relax and enjoy the outdoors. Whether you're looking for a spacious primary residence, multigenerational living, guest accommodations, or supplemental rental income, this property offers remarkable versatility. All within walking distance of Whole Foods, 9th & Terrace Park, and Midtown's popular restaurants and shops! Square footage is not correct on LCPA website - Square Footage is from recent appraiser's measurement. 1988 SF in Main Building. 752 SF in Second Floor 2/2 Rental.