Cherry Oaks Homes with Play Area Amenities

Welcome to Cherry Oaks, an enchanting subdivision nestled in the heart of Naples, Florida, within the beautiful Collier County. This vibrant community is a haven for families and individuals seeking a serene lifestyle without sacrificing the conveniences of city living.

Cherry Oaks boasts a collection of charming homes, each thoughtfully designed to cater to modern living while exuding warmth and character. With a variety of floor plans available, there's a perfect fit for everyone—from young families to retirees. One of the standout features of this community is its commitment to family-friendly amenities, including a delightful play area that serves as a gathering spot for children and parents alike. This safe and well-maintained space encourages outdoor play, fostering friendships and a sense of community among residents.

Surrounded by lush landscaping and mature trees, Cherry Oaks offers a picturesque setting that invites you to unwind and enjoy the beauty of nature. The convenience of nearby shopping, dining, and recreational activities ensures that residents have everything they need just a stone's throw away.

Whether you’re taking a leisurely stroll through the neighborhood, enjoying a picnic in the play area, or exploring the vibrant culture and stunning beaches of Naples, Cherry Oaks is more than just a place to live—it's a lifestyle. Experience the charm and warmth of this exceptional community, where your dream home awaits!

Newest Cherry Oaks Homes with Play Area Amenities

$619,900

3 Beds ⋅ 2 Baths ⋅ 226014907 MLS ⋅ Cherry Oaks BLDG.

Welcome to this beautifully appointed 3-bedroom + den, 2-bath coach home in the highly desirable Cherry Oaks Village. Perfectly positioned to capture stunning golf course and tranquil water views, this residence offers an exceptional blend of comfort, style, and location. Enjoy breathtaking western exposure from the expansive lanai, where you’ll take in unforgettable sunset views each evening. The home also benefits from additional southern exposure along the side, enhanced by its prime positioning next to the community pool—allowing for abundant natural light without obstruction from neighboring buildings. The close proximity to the satellite pool adds an extra layer of convenience, making it feel like your own private retreat. Inside, the home features engineered hardwood flooring in all bedrooms and the den, complemented by tile throughout the main living areas for a clean and cohesive look. For added peace of mind and comfort, the property is equipped with dual automatic screens, including both durable metal shutters and sun shades—providing protection, privacy, and ease of use. This is a rare opportunity to enjoy scenic views, exceptional natural light, and an unbeatable location within one of the community’s most sought-after neighborhoods. The award-winning, resort style community of Fiddler's Creek is enhanced by a club and spa, fitness center, swimming pools, two golf courses, tennis courts, pickleball courts, a bocce court, fine and casual dining, social activities, and miles of biking and walking paths. Optional beach club and marina memberships are available. Experience the epitome of luxury living, where every detail is thoughtfully curated to complement your lifestyle.

9031 Cherry Oaks TRL Unit 101, Naples

$719,000

3 Beds ⋅ 3 Baths ⋅ 226014126 MLS ⋅ Cherry Oaks BLDG.

Don't Miss it! 7 days left before pulled off market forever! RARE JW Marriott Marco Island Rookery Social Membership Available with No Waiting Period. Skip the 500+ member waitlist and enjoy immediate access to beachfront luxury, resort pools, full service spa, valet service, three waterfront restaurants, seasonal golf at Rookery and Hammock Bay from June through October, plus exclusive dining and retail discounts from day one. Welcome to this exceptional top floor end residence in Cherry Oaks at Fiddler's Creek, offering over 3,000 square feet of beautifully updated living space with 3 bedrooms, + den, 3 baths, soaring ceilings, abundant natural light, and a private side entrance. The open concept design centers around a spacious island kitchen with gas cooking, granite countertops, white shaker cabinetry, stainless steel appliances, and generous gathering spaces. ELEVATOR layout in unit for future installation if desired. Enjoy western sunset views overlooking tranquil preserve, golf course, and lake vistas from your private lanai. The second floor location provides peace of mind with no flood concerns and an ideal lock and leave lifestyle. Recent updates, plantation shutters, designer finishes, and meticulous care make this home truly move in ready. Residents enjoy a private neighborhood pool plus access to Fiddler's Creek's 54,000 square foot Club & Spa featuring two restaurants, resort pools, lap pool, fitness center, full service spa, 6 USPTA tennis courts, 10 pickleball courts, bocce, and optional golf. Set within a breathtaking 4,000 acre Audubon sanctuary, this pet friendly residence delivers instant vacation living and exceptional value whether as a year round home, seasonal retreat, or luxury rental investment.

9097 Cherry Oaks TRL Unit 202, 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.