Wyndemere Country Club

A day at Wyndemere can start with an espresso ordered ahead from the Grab & Go Café and end at The Tiebreaker, the everyday dining room beside the infinity pool, its glass walls opened onto the pool deck and the driving range beyond. In between: more than 40 organized golf games a week, 10 Har-Tru courts, a croquet lawn, a salt cave in the spa. At the pool, raise a service flag and food and drinks come to the lounger.

The club runs all of it, and no one owns a home here without being accepted into it. Its buildings, courts, pool and range sit at the center, with lakes threaded through all three nines. Around them, 634 residences in sixteen neighborhoods fill about 450 acres of mature trees in central Naples, behind one staffed gatehouse on Livingston Road near Golden Gate Parkway. The club opened in 1981, and there's nothing new to buy from a builder.

What is the golf like at Wyndemere?

Twenty-seven Arthur Hills holes, played as three nines named Green, Gold and White. Each nine is par 36, and any two make a par-72 eighteen of about 6,570 to 6,700 yards from the back and about 4,440 to 4,510 from the forward tees, across seven sets of tees. Water, coquina waste areas and tree-lined fairways shape the holes. Because the nines rotate, eighteen holes stay open all year, maintenance included.

Tee times are booked through the app, with no lottery, and the club runs a full tournament calendar. Practice is a double-ended range with Trackman, a short-game area and a bunker, plus a climate-controlled Golf Learning Center with indoor hitting bays and simulators. The club says it plans to renovate all 27 holes, nine at a time, keeping play going throughout: Green in 2027, Gold in 2028, White in 2029.

What is there besides golf?

Ten Har-Tru tennis courts, four lit, with second-floor viewing, and seven pickleball courts, including a stadium court. Four lit bocce courts and the croquet lawn round it out. Clinics, leagues, interclub matches and Tennis Under the Lights fill the calendar.

Fitness, wellness and the spa share a two-story, 20,000-square-foot building: a gym, group classes, Pilates and mind-body studios, the salt cave, a sauna and whirlpool, treatment rooms and a salon. Outside, the infinity pool has zero-entry access and lake views, beside a lap pool.

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

The Tiebreaker seats about 140 inside and 86 outside, with 26 more at a central bar. The clubhouse dining room looks onto the course, and its Terrace overlooks the Double Green, where the club books regular live entertainment. For a private dinner, the President's Room seats up to 14 at a live-edge black walnut chef's table, among the club's art and wine collection.

The Courtyard puts pickleball, bocce and croquet beside outdoor dining and firepits. Off the courts there are themed dinners, regular Mah Jongg, bridge and canasta, and member-organized book clubs and cultural outings, plus a library and an annual Art Show. The club lists a clubhouse renovation for 2027.

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

The association lists detached houses, several kinds of villa, attached patio homes, garden carriage homes and garden condominium buildings. Four neighborhoods are condominiums: The Commons of Wyndemere, Courtside Commons, Amblewood and The Villages. Mahogany Bend is the largest neighborhood, with 91 single-family homes, and the association says The Estates has the largest single-family lots. A marked preserve sits in the north-west corner beside Pond Apple.

Homes run from about 1,200 to about 4,400 square feet, with one house larger, and from 2 to 6 bedrooms. Sold between April 2025 and October 2026:

• Condominiums from the $360,000s to about $1 million
• Villas from the $450,000s to about $1.8 million
• Detached houses from the $750,000s to about $2.8 million, with a small number of large houses well above the rest

Can you buy a home here without joining the club?

No. The declaration is blunt: "All Owners shall be members of the Country Club and must be accepted for membership in the Country Club as a condition of ownership of a Lot or Unit." Each home carries one club membership, and the club has to approve the person named on it before the purchase is complete.

The club's 2026-2027 brochure names three categories, Full Golf, Limited Golf and Sports, and says Full Golf was at capacity, with Limited Golf available. Between November and April, Limited Golf plays from noon onward and Sports has no golf; from May to October, both play any time. If morning golf in season is why you're buying, pin down which category you'd get before signing anything.

What does owning here cost beyond the price?

The club bills separately from the associations, starting with a one-time initial capital assessment in six figures, not refundable, which can be spread over two years. Annual dues follow, reviewed every 1 September, with a yearly food-and-beverage minimum in every category. A monthly club assessment adopted in 2020 is billed until July 2031.

The associations bill quarterly in three layers. The master and reserve assessments are the same on every home, while the neighborhood assessment varies a great deal. The association's own 2026 schedule puts the total at about $700 to about $1,700 a month, depending on the neighborhood, so budget near the top until you've picked one.

At closing, the buyer also pays the master association a one-time, non-refundable New Owner Assessment, worked out from the sale price with a minimum. Someone who already owns another home in Wyndemere is exempt.

Can you rent out a home at Wyndemere?

Yes, on your neighborhood's terms. The minimum lease is 30 days in eight neighborhoods, 90 days or three months in four, and six months in the other four. Leases a year range from one in The Estates to four in Courtside Commons and The Villages. Every lease is registered with the master association. The condominiums also want the signed lease, an application fee and their own approval.

The club is the catch. A tenant gets in only through a membership transfer arranged with the club, for a fee paid to it, and while that transfer is active the owner's own privileges are suspended.

"For Sale" and "For Rent" signs are banned. Dogs, cats and similar pets are allowed in a reasonable number the Board decides, leashed or carried outdoors, and neighborhood rules can go further. Anything within 50 feet of the course boundary has to follow the course's landscape pattern.