Cherry Oaks Homes with Private Membership Amenities

Welcome to Cherry Oaks, a picturesque subdivision nestled in the heart of Naples, Florida, within the beautiful Collier County. This enchanting community offers a unique blend of tranquility and luxury, making it the perfect haven for families, retirees, and everyone in between.

Cherry Oaks is renowned for its stunning homes, each designed with elegance and comfort in mind. Many residences feature spacious floor plans, modern amenities, and lush landscaping that seamlessly integrates with the natural beauty of the area. Whether you’re looking for a cozy retreat or a grand family home, Cherry Oaks has something to suit every taste and lifestyle.

One of the standout features of Cherry Oaks is its exclusive private membership amenities. Residents enjoy access to a range of upscale facilities designed to enhance their living experience. From sparkling swimming pools and state-of-the-art fitness centers to beautifully maintained walking trails and social gathering spaces, there’s no shortage of activities to indulge in. The community often hosts events and gatherings, fostering a strong sense of camaraderie among neighbors.

Living in Cherry Oaks means embracing the Naples lifestyle, where pristine beaches, world-class dining, and vibrant cultural attractions are just a stone's throw away. Whether you’re spending a day exploring the stunning coastline or enjoying a night out at one of the area’s fine restaurants, you’ll find that Cherry Oaks is perfectly situated to offer you the best of Florida living.

Discover the charm and elegance of Cherry Oaks today, and experience a lifestyle that is as inviting as it is luxurious!

Newest Cherry Oaks Homes with Private Membership Amenities

$719,000

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

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

$599,000

3 Beds ⋅ 2 Baths ⋅ 225073887 MLS ⋅ Cherry Oaks BLDG.

This beautifully furnished and exquisitely updated first-floor residence in desirable Cherry Oaks at sought-after Fiddler’s Creek offers a blend of comfort, style and southern exposure with tranquil golf course and water views from the screened lanai. The water feature sits directly in front of the condominium, creating a serene backdrop that enhances the home’s private and peaceful atmosphere. Designed for effortless luxury living, this spacious home features three bedrooms plus a den, two full baths and a two-car garage, providing functionality and elegance in every detail. Inside, the open-concept layout is highlighted by recessed lighting, crown molding, ceiling fans and plantation shutters throughout. The interior is finished with luxury vinyl plank flooring, while the screened lanai features durable porcelain tile. The open kitchen is a showpiece with light cabinetry, under-cabinet lighting, quartz countertops, a porcelain tile backsplash and upgraded Samsung stainless steel appliances with enhanced features, including a five-burner natural gas cooktop, a divided oven that allows two temperature zones, and a refrigerator with a convertible bottom freezer that can function as either a refrigerator or freezer. A breakfast bar and a pantry with custom wood shelving complete this beautifully designed culinary space. The adjacent living room, complete with a three-panel glass slider, opens directly to the lanai, offering seamless indoor-outdoor living and an inviting setting for relaxation and entertaining. The primary bedroom suite is a private retreat featuring dual closets with wood slatted shelving. The renovated ensuite bath offers dual porcelain vanities and a walk-in shower with cut pebble flooring and floor-to-ceiling tile walls. Two guest bedrooms each include well-appointed closets, while the updated guest bath impresses with an accent wall, quartz vanity, and walk-in shower with a glass enclosure and floor-to-ceiling tile walls. A separate laundry room with a full-size washer and dryer and a utility sink adds convenience. Additional highlights include storm shutters, a Rheem HVAC system and a Noritz tankless natural gas water heater. Residents of Fiddler’s Creek enjoy access to a spectacular 54,000-square-foot clubhouse offering casual and fine dining, a resort-style multi-pool swimming complex with waterfalls, slides, and whirlpool, six Har-Tru lighted tennis courts, new pickleball courts, a bocce ball court, and a state-of-the-art fitness center with classes and trainers, along with full spa services. A vibrant year-round social calendar and 24-hour manned gate with roaming security patrol further enhance this resort-style community, providing an unparalleled lifestyle in the heart of Naples. Optional golf course memberships are available at the recently renovated, award-winning Arthur Hills golf course and the new golf clubhouse, with optional beach and marina memberships also offered.

9134 Cherry Oaks LN Unit 102, 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.