Set directly in the heart of Fifth Avenue South, this exceptional penthouse at 505 on Fifth offers a lifestyle rarely available in Naples—the energy and sophistication of downtown quite literally at your doorstep, combined with the privacy and tranquility of a beautifully designed residence above it all. With Naples' finest restaurants, boutiques, galleries and cafés just steps away, the residence embraces its extraordinary location while creating a distinctly private world of its own. Designed by Stofft Cooney Architects and exquisitely appointed throughout, the penthouse encompasses 2,808 total square feet, with expansive indoor living flowing seamlessly onto a generous wraparound terrace overlooking the heart of downtown. Inside, soaring 10-foot ceilings, wide-plank white oak flooring and walls of floor-to-ceiling sliding glass doors create a sophisticated, contemporary interior filled with natural light. Open the glass doors and the living space extends effortlessly outdoors, creating multiple areas for lounging, dining and entertaining while enjoying the atmosphere of Fifth Avenue below. At the center of the residence, the striking chef's kitchen combines custom flush cabinetry, quartz surfaces and a dramatic waterfall-edge island with premium Wolf, Sub-Zero and Bosch appliances. The kitchen opens naturally to the dining area and an expansive great room, anchored by a sleek linear gas fireplace and beautifully finished wet bar with wine refrigeration. The primary suite offers a peaceful retreat with direct terrace access, dual walk-in closets and a spa-inspired bath featuring marble-look tile, a floating dual vanity, illuminated mirrors, soaking tub and separate glass-enclosed shower. A private guest en-suite, versatile den or office and dedicated laundry room complete the thoughtfully designed floor plan. Control4 home automation, Sonos audio, motorized shades and designer LED lighting provide discreetly integrated technology throughout. More than simply a penthouse on Fifth Avenue, this is an opportunity to live above one of Naples' most celebrated streets—private and sophisticated at home, yet with the very best of downtown Naples waiting just outside your door. One or more photo(s) have been virtually staged, AI generated or rendered.