Grey Oaks Country Club

The East Clubhouse at Grey Oaks holds most of a club day. It's a 62,000-square-foot building where the Pine and Palm courses tee off, the racquets center and the wellness center and spa are down the hall, and the Pool Cafe, open daily for lunch and dinner, is at the pool's edge. The Point Grille looks over the Pine course, and the Main Dining Room, the Everglades Room and the Butler Room share the building. Across the grounds sits the West Clubhouse, known to the club as the Estuary, with its own dining room over a lake and the third course.

Grey Oaks is a private golf and country club community behind gates in central Naples, east of Airport-Pulling Road and north of Golden Gate Parkway. Both clubhouse entrances pass a gatehouse with an attendant: one on Grey Oaks Boulevard West off Airport-Pulling, one on Estuary Boulevard off Golden Gate Parkway. Everything the club offers sits on its own grounds.

What are the three golf courses at Grey Oaks like?

Fifty-four holes across Pine, Palm and Estuary, each an 18-hole par 72 with forward tees under 5,000 yards, and they don't play alike.

Pine is the longest, up to 7,120 yards. In the words of the club's 2026 Membership Guide, "Renovated in 2023, this Andrew Green designed course features rolling berms, pine and cedar hammocks, and elevation changes that blend beautifully and naturally with the surrounding preserve and lakes." Palm, up to 6,882 yards, is laid out around lagoons, bulkheaded island greens and a tiered rock waterfall. Estuary is "A Bob Cupp original design and re-imagined by Tim Liddy." It runs up to 6,680 yards through original stands of pine, cypress and oak beside a preserve.

Practice has its own ground. Two driving ranges, chipping and pitching areas, and a four-bay indoor-outdoor Performance Center with TrackMan and FlightScope launch monitors, two pitching greens, a chipping green and a practice bunker. Club fitting and repair happen on site. The golf program runs leagues, clinics and tournaments through the season, with separate ladies', men's and couples' play.

What is there to do off the course?

Ten Har-Tru clay tennis courts and eight pickleball courts, the pickleball under a covered pavilion, plus a racquets pro shop. Both sports have USTA and interclub leagues, team and cardio clinics, theme days, exhibitions and racquets trips.

The wellness center covers 30,000 square feet and was renovated in summer 2024. It has four studios: main, yoga, functional training and Pilates reformer. More than sixty group classes a week cover yoga, barre, Pilates, boxing and strength, and there's a cardio floor, a weight room and physical therapy on site. The spa has four treatment rooms and a relaxation suite.

The main pool does two jobs. Three 32-meter lap lanes run along it, and there's a shore entry, a waterfall, cabanas and aquatic classes, with food and drink brought out to the chairs. Bocce courts with their own outdoor bar and grill and a bocce league, a half basketball court and a playground are close by.

Where do you eat, and what is on the calendar?

The Pool Cafe is an indoor and outdoor bar and restaurant by the pool, open for lunch and dinner daily. The Point Grille overlooks the Pine course and hosts The Supper Club. At the Estuary, tables sit indoors and al fresco over the Estuary course. The club's website also lists a grab-and-go counter.

The published calendar runs to weekly social events, holiday celebrations and themed dinners, alongside the golf and racquets leagues. The ballroom and outdoor spaces take weddings and private parties, on one condition from the club's events page: "Please note: All private events must be sponsored by a member."

How far is Grey Oaks from downtown and the airport?

Drive times by car, on clear roads, run like this.

• NCH Baker Hospital downtown, about 5 miles and roughly 14 minutes
• Fifth Avenue South, about 6 miles and roughly 16 minutes
• The Naples Pier, about 7 miles and roughly 18 minutes
• Southwest Florida International Airport, about 31 miles and roughly 45 minutes

Those stretch in season, and the club's guest page says so: "Allow additional time during peak season (November–April)."

What kinds of homes are there, and what do they cost?

Detached houses, detached villas and homes in low-rise buildings. Neighborhoods include Avila, Capistrano, Estates at Grey Oaks, Estuary at Grey Oaks, Isle Royale, Mews, Miramonte, Palm Island, Torino, Venezia, Terra Verde and Traditions. The Lutgert Companies developed Estuary at Grey Oaks and date it to 2000. The oldest homes date from 1996.

Homes run from about 2,300 to about 9,700 square feet, with 3 to 6 bedrooms. They have sold from around $1.2 million to around $11.5 million, and a single sale has gone higher. That span is two different purchases. The low-rise homes sit at the bottom of it and detached houses fill the rest.

An owner receives the neighborhood's governing documents. Leasing terms, any fee charged on a sale and how the associations are arranged are all in that package, and none of it is published. Read it before closing.

Do you have to join the club, and what does membership buy?

Settle this first, because the club doesn't answer it in public. Golf and Sports are both equity memberships, open to residents and non-residents, and the club spells out what each includes but doesn't publish the price. Ask the membership office, by name and before you commit, whether buying a home obliges you to join, what joining and the equity stake cost, whether any of it comes back when you leave, and what annual dues run.

The 2026 Membership Guide is clear on what each buys: "Full Golf Membership includes unlimited year-round golf privileges on all three distinct championship golf courses at Grey Oaks, in addition to full access to all club and social amenities." And on the other: "Sports Membership at Grey Oaks features unlimited access to all social aspects of the Club, plus unlimited golf privileges in the summer months from May through October. On-course golf privileges are not included with this membership during the months of November through April."

There is one way up. "Available only to Equity Sports Members, the Non-Equity Golf Joining Waitlist secures a position in line for Equity Golf Membership at Grey Oaks." A place on it adds limited golf from November through April while you wait. The club doesn't say how long the wait is. If you're buying for winter golf, find out which category you'd hold and how long that line runs before you sign.