From the moment you arrive at 1551 Masters Drive, a circular front driveway sets the tone for this truly exceptional property. A rear entrance from Spring Street provides additional convenience with parking for several vehicles, all set on a sprawling 0.8-acre lot. Built in 1928, this home's rare Coquina block construction - a signature material of St. Augustine's storied architectural heritage - offers the kind of durability and timeless character that simply cannot be replicated in modern construction. A durable metal roof adds lasting peace of mind. The main residence offers 3 bedrooms and 2 full bathrooms, where original hardwood floors flow throughout and a wood-burning fireplace anchors the living room, flanked by custom built-ins that add warmth and charm. The updated kitchen is as functional as it is inviting, featuring granite countertops, stainless steel appliances, an overhead hood, farmhouse sink, center island, breakfast bar, and a charming built-in buffet with display cabinetry. An enclosed rear porch with laundry facilities rounds out the main living space with added flexibility. The primary suite offers a peaceful retreat complete with a large walk-in closet and a spa-inspired bath with separate soaking tub and shower. The secondary bath features a shower. Outdoor living is where this property truly distinguishes itself. A large covered rear deck with a separate spa, and an expansive paver patio with fire pit create an entertainer's paradise - perfectly suited for enjoying Florida evenings year-round. A detached oversized one-car block garage with metal roof, a garden shed, and ample additional parking provides exceptional utility and storage. County water service plus a separate dedicated irrigation well keeps the lush 0.8-acre grounds pristine. For those seeking income potential or multi-generational living, the property delivers two outstanding guest accommodations. A detached guest cottage features a bedroom, kitchenette, half bath, and covered outdoor shower with vanity - currently operating as an excellent short-term rental. An Airstream RV with a large private deck, covered outdoor shower, and carport offers a second lucrative income stream or a one-of-a-kind guest experience - also currently operating as a successful short-term rental. Rarely does a property combine 1928 historic Coquina construction, nearly an acre of land, expansive outdoor living, and proven income-producing potential in one remarkable package. This is a true piece of Florida history - and an opportunity not to be missed.