Step into timeless elegance with this captivating 1930 Waterfront Spanish-style residence, where original character meets thoughtful modern upgrades in a truly picturesque setting. From the moment you arrive, the home's rich architectural charm is unmistakable-arched details, warm textures, and classic Spanish design elements create an inviting and romantic atmosphere. Inside, the spacious living room is a showpiece, featuring a stunning fireplace, dramatic wood-beamed ceilings, original alcoves, and a signature Spanish picture window that beautifully frames serene water views. The main level also offers a formal dining room perfect for entertaining, along with a well-appointed kitchen that seamlessly connects to a convenient laundry/mudroom area. Just off the three-quarter bathroom, a versatile den-complete with its own fireplace-offers the ideal space for a home office, cozy retreat, or potential fourth bedroom with a separate entrance. Upstairs, the charm continues with an original stenciled ceiling that adds a touch of historic artistry. The expansive primary suite is a private sanctuary, featuring a romantic Juliet balcony overlooking the canal and a stunning Spanish-style en-suite bathroom with an original built-in wardrobe and a separate tub and shower. The upper level also includes another generously sized bedroom, a beautiful bright and airy three-quarter bathroom, and an exceptionally large additional secondary primary suite with a fireplace and its own attached sitting room-perfect for guests or multi-functional living. Completing this exceptional property is a newer tiled roof, upgraded copper plumbing, new interior and exterior paint, a finished two-car garage with soaring ceilings and storage, a spacious front patio ideal for enjoying sunsets over the romantic Naples canals, and a brand-new private boat dock-offering the ultimate coastal lifestyle. This is a rare opportunity to own a piece of classic California architecture, beautifully preserved and enhanced for modern living.