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The Club at Olde Cypress Unveils Newly Renovated Clubhouse After Phase One of Major Transformation

Phase one of the multi-million-dollar renovation unveils modernized social spaces, dining areas, and new amenities with phase two set to conclude in the coming weeks.

By Editorial Staff | March 3, 2026

The Club at Olde Cypress (Naples, Fla.) has reopened its newly reimagined clubhouse following the completion of phase one of a multi-million dollar renovation.

The project represents a lifestyle transformation with sophisticated interiors, energized social spaces, and expanded amenity offerings.

“This is not simply the unveiling of a renovated building, it’s the beginning of a new era for Olde Cypress,” says Jerrod Tumbleson, General Manager of The Club at Olde Cypress. “We’re at the crossroads of tradition and transformation, and our new clubhouse amenities will allow us to set a new standard of excellence for our membership experience.”

The redesigned bar, Members’ Grille Room and main dining room now showcase a wraparound bar with expanded seating and a lively gathering atmosphere.The space is equally suited for casual cocktails, elegant dining, and festive celebrations.

Newly unveiled lifestyle spaces include:

  • The Cypress Room, an elegant multipurpose gathering space anchored by a grand piano and designed for intimate social events and member programming.
  • Private dining room, a stunning wine-tasting room featuring handcrafted wine racks beneath a custom vaulted ceiling.
  • Full swing simulator room, offering year-round practice, golf instruction and club fittings, as well as virtual rounds and interactive multi-sport competitions.
  • The club room, a refined lounge complete with billiards, plush seating and a relaxed viewing zone for gatherings.
  • Three new Bocce Ball Courts, equipped with lighting and shade structures to support an expanding social program.

“I’ve watched Olde Cypress grow and evolve for 15 years, and this is truly one of the most exciting moments in the club’s history,” says Melissa Hansen, Director of Membership and Marketing. “The renovations, paired with expanded social programming, have completely transformed how members connect, gather, and enjoy the club. The energy right now is remarkable.”

Phase II of the renovation, set to conclude in the coming weeks, will introduce the Greenside Grille, along with an outdoor bar and patio designed for relaxed alfresco dining and social connection.

The expanded outdoor venue will feature:

  • A full-service kitchen, including a pizza oven for artisan creations
  • Covered and open-air seating overlooking the golf course
  • A social outdoor bar setting with central TV viewing features
  • Lounge areas for celebration and connection, enhanced by fire pits and relaxed seating

The clubhouse renovation has spurred even greater interest in membership with a limited number of resident and non-resident Full and Associate Golf memberships still available.

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