Cherry Oaks Real Estate

Welcome to Cherry Oaks, a hidden gem nestled in the heart of beautiful Naples, Florida. This charming subdivision offers the perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle in one of the most sought-after areas in Collier County.

Cherry Oaks is characterized by its picturesque tree-lined streets, inviting sidewalks, and beautifully landscaped homes. The community exudes a warm, welcoming atmosphere that encourages neighborly connections and outdoor living. With a variety of home styles, from cozy single-family residences to spacious estates, there’s something for everyone in this delightful enclave.

Residents of Cherry Oaks enjoy easy access to Naples’ stunning beaches, renowned shopping districts, and delectable dining options. Just a short drive away, you can bask in the sun on the pristine shores of the Gulf of Mexico or explore the vibrant arts scene that Naples is famous for. The nearby Mercato and Waterside Shops offer an array of boutique stores and gourmet restaurants, perfect for a day out or an evening of entertainment.

For those who appreciate outdoor activities, Cherry Oaks is conveniently located near several parks, golf courses, and nature preserves, providing ample opportunities for hiking, biking, and enjoying the beautiful Florida weather. Families will also benefit from the top-rated schools in the area, ensuring a quality education for children of all ages.

Discover the charm and appeal of Cherry Oaks, where community spirit meets the beauty of Naples living. Your dream home awaits in this idyllic neighborhood!

Newest Listings in Cherry Oaks

$718,999

3 Beds ⋅ 3 Baths ⋅ 226036140 MLS ⋅ Cherry Oaks BLDG.

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.

9097 Cherry Oaks TRL Unit 202, Naples

$569,000

3 Beds ⋅ 2 Baths ⋅ 226016081 MLS ⋅ Cherry Oaks BLDG.

Enjoy tranquil golf course views from this well-maintained, beautifully furnished first-floor end residence in the desirable Cherry Oaks village of Fiddler’s Creek, ideally on The Lane, a quiet, private enclave with no through traffic and a serene lake in front, offering exceptional privacy and a peaceful setting. With sought-after southwestern exposure, this spacious home is filled with plentiful natural light, enhancing its warm and inviting ambiance throughout. Thoughtfully designed with popular Blossom floor plan, this coach home features three spacious bedrooms plus a den, two full baths and a two-car garage, all complemented by a light, open-concept layout. Porcelain tile flooring set on a diagonal flows through the main living areas, while plantation shutters, recessed lighting and ceiling fans add style and comfort. Expansive sliding glass doors anchor the living space, seamlessly blending indoor and outdoor living while framing picturesque views of the beautiful Rookery golf course, creating a setting to relax or entertain on the private screened lanai. The open kitchen serves as a central gathering space, appointed with upgraded stainless steel appliances, including a French door refrigerator with a freezer drawer, quartz countertops, natural gas cooking, a spacious island with pendant lighting, tile backsplash, breakfast bar and a pantry with custom wood shelving, offering functionality and refined design. The private primary suite is a tranquil retreat featuring plantation shutters, direct lanai access and two walk-in closets with wood shelving, while the en-suite bath includes dual vanities, a soaking tub, frameless glass walk-in shower and private water closet. Two additional guest bedrooms provide comfortable accommodations with ample closet space and easy access to a full bath. A separate laundry room with a full-size washer and dryer and utility sink adds convenience. Additional features include storm shutters, a tankless gas water heater and a two-car garage with epoxy flooring and built-in cabinetry. Residents enjoy lush landscaping and the impressive 54,000-square-foot clubhouse with fine and casual poolside dining, resort-style pools with waterfalls and slides, state-of-the-art fitness center with trainers and classes, spa services, sauna and steam room, active tennis and pickleball with 10 pickleball courts, bocce and a vibrant social and event calendar, along with miles of scenic, tree-lined sidewalks for recreation, running and bicycling, while optional golf, beach and marina memberships complete this exceptional Naples lifestyle. The two championship golf courses within the community add to the beauty. Exceptional location convenient to 5th Ave and 3rd Street in Old Naples, the boutiques and beaches of Marco Island, and everything we love about life in Southwest Florida. Schedule your tour of this outstanding coach home and exceptional community today, you will not be disappointed.

9154 Cherry Oaks LN Unit 101, Naples

$875,000

3 Beds ⋅ 3 Baths ⋅ 226015860 MLS ⋅ Cherry Oaks BLDG.

Spectacular renovation at an elegant top floor end unit with endless golf and lake views. Upgrades include impact windows and doors, new solid wood cabinets in kitchen with lighted counter, new stainless steel appliances, wine cooler in central island (8x5 feet), soft close doors everywhere, pull out coffee station and toaster oven, almost new and upgraded elevator (3 years) new tile throughout (even in the lanai), new cabinets in kitchen and master bathroom, new fixtures in bathrooms, instahot, A/C only 2 years old, smooth wall finish in living area and new paint throughout. Lives like a single family house. Gas cooking! Fiddler's Creek Club & Spa membership transfer is available for 1-time fee of $5,000. Walking distance to the community pool and to the Fiddler's Creek award-winning Club and Spa. Amenities include Fiddler's Creek 54,000 sq ft Club and Spa with resort style swimming pools, sauna, fitness center, poolside bar and grille, fine dining restaurant, 2 championship golf courses, Tarpon Club Marina with dry and wet storage and private Beach membership.

9041 Cherry Oaks TRL Unit 201, Naples

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.