Step into a rare offering where timeless architecture, rich history, and modern opportunity converge. Nestled on a lush, maturely landscaped .30-acre corner parcel with abundant parking, this extraordinary multi-unit estate has been lovingly held within the same family since 1951—an enduring testament to its character and charm. At the heart of the property stands the iconic 24 & 26 Saragossa duplex; a two-story Mediterranean Revival residence (circa 1910–1914), originally constructed by C. M. Milburn of St. Augustine. Each residence offers approximately 2,152 square feet of conditioned living space, featuring 3 bedrooms, 1 full bath, and 1 half bath. From the moment you arrive, the double front staircases with ornate cast iron railings set the tone for the craftsmanship found throughout. This property is among the highest elevation in the area and the home sits well above most downtown homes offering further resiliency as the living spaces have never flooded. Inside, a remarkable collection of preserved original details evokes a bygone era—wood floors, intricate moldings, solid wood doors adorned with crystal knobs, pocket doors, and carved staircase posts. Diamond-pane window muntin accents filter the natural light, while mosaic tile entries and a thoughtfully designed staff circulation floor plan with separate hallways and staircases reflect the home's historic functionality. The masonry construction is anchored by a poured concrete foundation and crowned with a classic Terra-cotta tile roof and charming cupola, while the inviting open porch with decorative ironwork enhances its architectural presence. A daylit unfinished basement offers additional storage and utility. Complementing the historic duplex are thoughtfully integrated modern additions. The 18 Sevilla guest residence, built in 2016, features 2 bedrooms and 1 bath with balcony - above a spacious two-car garage with additional storage. Its contemporary design offers a striking contrast, with abundant windows, LVP flooring, and a breezy balcony tucked among the branches of a majestic oak tree. Additionally, a detached studio building—also constructed in 2016—includes an additional one-car garage and an 11’ x 11’ conditioned space ideal for an artist’s studio, workshop, or creative retreat. Zoned RG-1, the property allows for nightly rentals, presenting an exceptional income-producing opportunity with projected short-term rental potential exceeding $125,000 annually (see documentation). All of this is set in a quiet residential enclave inside historic downtown, a short walk to renowned restaurants, the marina, and St. Augustine’s most treasured attractions. There is also an opportunity to add another building (900 SF footprint) to this parcel as it has unused allowed lot coverage... as well as finishing the very large full height attic space above the duplex (approximately 936 SF) Recent updates, including tile roof replacement (2006), electrical (2016), plumbing (2007 & 2016), water heaters (2007 & 2017), and HVAC systems (2004 & 2016), provide peace of mind while preserving the home’s historic integrity. A truly one-of-a-kind legacy property—where old-world elegance meets modern versatility in one of Florida’s most storied coastal cities.