9097 Cherry Oaks TRL

About this Property

Imagine trading Northeast winters for Christmas through Easter in your own Naples country-club retreat. Welcome to Fiddler’s Creek, where life extends far beyond the gates. Spanning nearly 4,000 acres of tropical landscapes, nature preserves, lakes and championship golf scenery, this private resort community offers an extraordinary combination of country-club living, recreation and coastal adventure. Why settle for an ordinary gated neighborhood when your Florida days can include so much more? At the heart of Fiddler’s Creek is a spectacular 54,000-square-foot Club & Spa with resort-style pools and cascading waterfalls, fitness and spa facilities, tennis, pickleball, bocce, and two exceptional dining choices, Gator Grille and Caxambas. Golf enthusiasts can explore separately available membership at The Golf Club; optional Tarpon Club membership opens up beach and marina experiences. Morning matches, afternoon swims, dinners with friends and boating adventures can all become part of your winter routine. And when it's time to come home, discover an immaculate coastal “cream puff” in Cherry Oaks, TURNKEY FURNISHED* and ready to enjoy now. Featuring one of the LARGEST CONDOMINIUM FLOOR PLANS IN FIDDLER’S CREEK, this spacious second-floor end residence offers an impressive 3,010 SQ. FT. OF LIVING SPACE, 3 bedrooms plus den, 3 full baths and an attached 2-car garage. Enjoy the spaciousness of a single-family home with room for holiday gatherings, entertaining friends, hosting overnight guests and making wonderful family memories. Beautifully coordinated coastal interiors, plantation shutters, natural-gas cooking and NEW 2026 waterproof luxury vinyl plank flooring create an inviting atmosphere. An expansive screened lanai captures western sunsets, tropical privacy and glimpses toward the golf course and lake. Designated space allows for a potential future private elevator. Two pets permitted within community weight restrictions. An exceptionally rare opportunity makes this vacation residence even more compelling: the optional transfer of the seller's JW Marriott Marco Island/Rookery Social & Beach Membership. Imagine days on the beach and sunset cocktails overlooking the Gulf, with resort dining and social privileges. SKIP ONE WAITLIST. GET ACCESS TO ANOTHER. The transfer offers a way to bypass the Social Membership waitlist and become eligible to join the separate Rookery Golf Membership waitlist. Golf membership is not included. Bring your suitcase, welcome family and friends, and spend your season enjoying the country-club lifestyle instead of preparing a second home. Whether escaping winter, gathering for the holidays or living here year-round, your Naples retreat is ready for you.

Listing Details

MLS #

226036140

Board

Southwest Florida

Market

florida

Property Type

Residential

Style

Low Rise (1-3)

Year Built

2004

Garage Spaces

2

Parking Spaces

2

Heating

Central Electric, Natural Gas

Cooling

Central Electric

Pool

Community

Annual Taxes

$8,604/yr

Maint. Fee

$13,708/mo

Listed By

Serhant-Naples

Listed On

October 13, 2026

Features & Extras