Built in 1910, this downtown Pensacola home carries over a century of character. Once home to a local cigar maker, it has been thoughtfully remodeled to blend modern ease with authentic historic charm. Sitting on a rare double lot, the property offers an exceptional sense of openness and privacy just moments from the heart of the city. Oak floors flow through a light-filled living room anchored by a Planika brick fireplace-a space that feels both grand and inviting. Across the foyer sits a richly detailed office wrapped in custom built-ins and warmed by a second brick fireplace. The formal dining room bridges the main living area and a fully renovated kitchen equipped with top-of-the-line Sub-Zero and Wolf appliances. Storage is abundant, centered around a large island with a breakfast bar, while a second living area just off the kitchen offers room to unwind. Nearby, a floor-to-ceiling 780-bottle wine cellar creates an immediate statement. The main-floor primary suite serves as a private retreat, featuring a walk-in closet with a central island and a spa-like bath with a double vanity, walk-in shower, and sunlit clawfoot tub. Upstairs, two guest bedrooms each feature custom built-ins, private ensuite baths, and generous storage, connected by a hallway with built-in desk nooks. Outside, an oversized screened patio overlooks a spacious backyard centered around a custom fountain. The mosquito spraying system allows for an enjoyable backyard experience when entertaining. A private exterior staircase leads to a fully appointed guest apartment above the garage, complete with its own kitchen, bath, and premium finishes. Beneath, the oversized two-car garage features front and rear drive-through doors, providing effortless access to the backyard. The 30kw whole-home generator and Miami-Dade rated custom storm shutters offer peace of mind. A truly rare downtown Pensacola find.