A once-in-a-generation offering in one of the most enchanting settings in all of Old Naples, this distinctive residence presents a rare opportunity to experience the essence of downtown Naples living. Perfectly positioned just moments from the sugar-sand beaches of the Gulf and only two blocks from the celebrated shopping and dining district of Third Street South, the location captures the very best of the Old Naples lifestyle. A handsome brick driveway and welcoming front porch set a gracious tone for this charming home, built in a timeless cottage vernacular that blends classic architecture with a relaxed coastal sensibility. Mature landscaping envelops the property, creating a private and picturesque retreat in the heart of historic Old Naples. Inside, an open and inviting floor plan reveals a thoughtful three-bedroom-plus-den design. A sweeping staircase lined with abundant windows and crowned by two graceful cupolas fills the home with natural light, creating an airy and uplifting atmosphere. The spacious family room adjoins an open kitchen and flows seamlessly to the covered outdoor living area and expansive pool deck beyond—an idyllic setting for entertaining or quiet moments amid lush greenery. A tandem garage with garage doors on both the front of the home and rear, exiting to the alley, allows sufficient space for three vehicles. Lovingly maintained by the same family for over three decades, this residence represents a truly unique opportunity—one that seldom becomes available in this coveted neighborhood where charm, location, and legacy converge.