Wynn’s Downtown to complete ‘cultural and creative hub’ within Naples Design District
The final piece of an innovative public-private partnership, Wynn’s Downtown, is now under construction in Naples and is expected to bring the Naples Design District’s vision to life.
Nearly six years in the making, the 45,000-square-foot, three-story mixed-use building will include retail and office space, a restaurant and residential housing.
Downtown Naples, LLC – a development company run by the Wynn Family – formed a partnership with Gulfshore Playhouse and the City of Naples to transform a former industrial area along First Avenue South into Naples’ newest hotspot for entertainment, shopping and dining.
“Fifth Avenue South has been the heart of Naples for generations, and the Naples Design District is expanding that footprint northeast across U.S. 41,” said Jeff Wynn, president of Downtown Naples and Wynn Properties. “Wynn’s Downtown will be the perfect complement to Gulfshore Playhouse. We envision theater patrons enjoying dinner and drinks at the restaurant, or perhaps shopping at the boutiques, before catching one of the venue’s Broadway-caliber shows. This area is quickly becoming Southwest Florida’s new cultural and creative hub.”
Wynn family members, elected officials, community leaders and project partners gathered on May 30 for a groundbreaking celebration that included remarks and a formal unveiling of development plans.
The first floor of Wynn’s Downtown, located at 1090 First Ave. South in Naples, will feature space for retail shops, boutiques and a full-service restaurant with indoor and outdoor seating. Half of the second floor is reserved for Gulfshore Playhouse’s administrative offices, and the remaining office space is available for lease by local businesses and nonprofits. The third floor offers private, affordable apartments for actors and theatrical crew members working at the adjacent Gulfshore Playhouse.
Wynn’s Downtown is the third element of the public-private partnership. The new Gulfshore Playhouse opened in fall 2024 and features the 368-seat Moran Mainstage for large-scale productions along with the more intimate Struthers Studio. The partnership’s public component was a 355-space municipal parking garage, which opened in spring 2025.
“If you’re coming to see a play or a musical, you’re going to go out to dinner first or go out for drinks after, or maybe buy a pair of shoes,” said Kristen Coury, CEO and producing artistic director at Gulfshore Playhouse. “There is a lot of economic impact, but more importantly than that, it’s also about the social impact and how this is a quality-of-life gamechanger for downtown Naples.”
“Our community expects a unique experience, and I think this is going to make it even more unique for our locals and our visitors,” added Naples Mayor Teresa Heitmann. “I couldn’t be more proud to have this public-private partnership and ignite this area. It’s going to be beautiful.”
Wynn’s Downtown is located on the southern end of the Naples Design District, an eclectic mecca of art, design, style, food and culture. Beck Architectural Group designed the building and EnviroStruct is the project’s general contractor.
Construction is expected to be completed in late summer 2026.
Wynn Properties is securing leases for Wynn’s Downtown. The first-floor restaurant space includes 7,963 square feet of interior space and 1,700 square feet for outdoor dining. Second-floor office spaces range from 1,000 to 15,000 square feet. Leasing opportunities are listed online at WynnPropertiesInc.com.
About Downtown Naples LLC
Downtown Naples, LLC is a development company managed by the Wynn Family, one of Naples’ pioneer families with a local history dating back to 1832. Today, members of the Wynn family still lead Wynn’s Market, Sunshine Ace Hardware, Wynn Properties and other ventures. Downtown Naples, LLC is partnering with Gulfshore Playhouse and the City of Naples to develop Wynn’s Downtown within the Naples Design District. Visit WynnPropertiesInc.com or call 239-947-4848 for more information.
