Cherry Oaks Homes with Pool Amenities

Welcome to Cherry Oaks, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming subdivision offers a perfect blend of tranquility and convenience, making it an ideal choice for families, retirees, and anyone seeking a serene lifestyle in sunny Florida.

Cherry Oaks is renowned for its beautifully designed homes, many of which feature stunning pool amenities. Imagine stepping into your backyard oasis, where you can relax by your private pool, host summer barbecues, or enjoy a refreshing swim on a warm Naples day. The allure of poolside living is just one of the many reasons why residents are proud to call Cherry Oaks home.

The community is characterized by its lush landscaping, tree-lined streets, and a friendly neighborhood atmosphere. With a variety of architectural styles, each home in Cherry Oaks exudes charm and character, catering to diverse tastes and preferences. Whether you’re looking for a cozy retreat or a spacious family home, you’ll find options that suit your lifestyle perfectly.

Conveniently located, Cherry Oaks is just a short drive away from Naples’ pristine beaches, upscale shopping, and gourmet dining. The area is also known for its top-rated schools and numerous recreational opportunities, making it a sought-after destination for families.

In Cherry Oaks, you’re not just buying a home; you’re investing in a vibrant community where leisure meets luxury. Come experience the enchanting lifestyle that awaits you in this delightful Naples subdivision!

Newest Cherry Oaks Homes with Pool Amenities

$599,000

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

$899,000

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

$910,000

3 Beds ⋅ 3 Baths ⋅ 226010269 MLS ⋅ Cherry Oaks BLDG.

Location, location, location! Expansive golf and water view coach home with sunset western exposure in Cherry Oaks and exceptional privacy. Experience refined living in this spacious second-floor end-unit residence, quality-built by reputable Gulf Bay and offered furnished with recently redecorated interiors and like-new, barely used furniture in the desirable community of Fiddler’s Creek. Offering over 3,000 square feet under air with three spacious bedrooms plus a study, three full baths, and an attached private two-car garage, this tranquil, light-filled home lives like a single-family residence and captures breathtaking Rookery golf course and water views with desired western exposure for spectacular nightly sunsets. Ideal adjacent to the community pool, the home offers the rare convenience of enjoying poolside living just steps away, like having your own pool without the maintenance, while the building’s unique positioning provides added privacy on the lanai with no neighboring lanai beside it, allowing for a peaceful outdoor setting. Inside, porcelain tile set on the diagonal flows throughout the main living areas, complementing a thoughtfully designed open layout ideal for everyday comfort and effortless entertaining. The kitchen features granite counters, tumbled marble backsplash, white cabinetry and GE Profile appliances, including a new dishwasher installed in 2025, and opens to the spacious living area filled with abundant natural light from multiple windows and glass sliders framing the beautiful views beyond. The serene primary suite offers windows overlooking the golf course, two walk-in closets, and a spacious bath with dual vanities, soaking tub and separate shower, while two additional guest bedrooms and a private den with French doors provide flexible space for guests, hobbies or a home office. One guest bedroom is exceptionally large and often used as a second primary suite, offering flexibility for extended family or visiting guests. Additional updates include a new clothes washer installed in 2022 and a newer dryer. The expansive screened lanai invites you to relax while taking in sweeping golf and water views framed by glowing sunset skies, creating a setting for calming morning coffee or relaxing evening cocktails. Residents enjoy the exceptional lifestyle of Fiddler’s Creek, featuring resort-style pools, spa services, a fitness center with classes, active tennis and pickleball programs, fine and casual dining, and a full calendar of activities and social events, with optional golf, beach and marina memberships available. The excellent location offers a convenient shopping center just outside the gates with Publix, nail and hair salons, urgent care and a health food café, along with easy access to Marco Island, Old Naples, pristine beaches, parks and the executive airport.

9031 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.