Wilderness Real Estate

Welcome to Wilderness, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This enchanting community is where nature and luxury intertwine, offering residents a serene escape that feels worlds away from the hustle and bustle of everyday life.

Wilderness is renowned for its stunning landscapes, featuring lush greenery, tranquil lakes, and an abundance of wildlife. The community is thoughtfully designed to harmonize with its natural surroundings, creating a peaceful oasis for those seeking solace and beauty. With a variety of home styles, from spacious single-family residences to elegant villas, there’s something for everyone in this idyllic neighborhood.

Residents of Wilderness enjoy access to an array of amenities that enhance the community’s charm. Picture yourself lounging by the sparkling community pool, playing a round of tennis, or enjoying a leisurely stroll along the scenic walking trails. The community clubhouse serves as a vibrant hub for social gatherings and events, fostering a strong sense of camaraderie among neighbors.

Located just a short drive from the stunning beaches of Naples, Wilderness offers the perfect balance of tranquility and convenience. With nearby shopping, dining, and recreational activities, you’ll find everything you need just moments away.

Discover the allure of Wilderness, where every day feels like a vacation. Experience the beauty of nature, the warmth of community, and the luxury of living in one of Florida’s most sought-after locations. Come home to Wilderness, where your dream lifestyle awaits!

Newest Listings in Wilderness

$800,000

2 Beds ⋅ 2 Baths ⋅ 226031004 MLS ⋅ Wilderness Country Club BLDG.

WILDERNESS COUNTRY CLUB | Welcome home to an exceptional first-floor residence in the coveted Wilderness Country Club -- where timeless Old Florida charm meets beautifully updated living. This beautifully updated 2BD/2BA property enjoys a wonderfully peaceful setting overlooking the second fairway and a vibrant butterfly garden, offering picturesque views and a front-row seat to the natural beauty that defines Wilderness. Inside, the residence has been thoughtfully updated with modern finishes throughout. Updated oak flooring throughout creates a fresh, cohesive feel, while the remodeled kitchen and both remodeled bathrooms bring contemporary style and functionality to the home. The former drop ceiling has been removed and replaced with recessed lighting, creating a brighter, more open atmosphere and enhancing the residence’s clean, sophisticated aesthetic. Beyond your front door lies the extraordinary lifestyle of Wilderness Country Club—one of Southwest Florida’s oldest and most exclusive private clubs. Set across approximately 200 beautifully preserved acres in the heart of Naples, this intimate, member-owned community encompasses just 300 residences, thoughtfully positioned among mature trees, natural lakes, specimen plantings and the Arthur Hills-designed 18-hole golf course. The community’s commitment to preserving its natural surroundings is evident everywhere. Wilderness has been an Audubon Cooperative Sanctuary since 1999. Wilderness offers an exceptionally elite array of amenities and activities, including championship golf, four Har-Tru tennis courts, POP Tennis, four bocce courts, croquet, five heated saltwater pools, fitness programs, dining, social clubs and a stunning new clubhouse inspired by the character of Old Florida and designed by Amanda Lindroth. Residents also enjoy a remarkable calendar of golf, tennis, dining and social events designed to foster the close-knit sense of community that makes Wilderness so special. Perhaps most compelling is the setting. Despite its tranquil, secluded atmosphere, Wilderness is just minutes from Fifth Avenue South, Waterside Shops and the beautiful Gulf beaches. Here, lush tropical surroundings, exceptional recreation and genuine community come together in a private Naples enclave that feels worlds away—yet is remarkably close to everything. As renowned golf course designer Arthur Hills famously described it, Wilderness is a “rare, tropical enclave”—truly a paradise. $150,000 initiation fee (non-refundable). $2,178/month - Association Maintenance. $2,609/month - Club dues. $1,200/year food minimum. The Association fee provides: on-site security, swimming pool maintenance, interior pest control, Hotwire fiber optic high-speed internet and TV (basic package for up to 2 TVs), water/sewer, recycling, trash, building and grounds maintenance (landscaping), insurance on building (not interior), flood insurance on building (not contents).

103 Clubhouse DR Unit 152, Naples

$495,000

2 Beds ⋅ 2 Baths ⋅ 226024664 MLS ⋅ Wilderness Country Club BLDG.

Positioned along the picturesque 18th hole of the prestigious Wilderness Country Club, this beautifully renovated two-bedroom, two-bath residence offers exceptional golf course views from the expansive lanai, creating the perfect setting to enjoy Naples' stunning sunsets and year-round indoor-outdoor living. Thoughtfully updated with a bright, open-concept design, the home features Bosch stainless steel appliances, quality finishes throughout, and impact-rated windows for added peace of mind. Designed for both comfort and convenience, the property includes a private golf cart garage, a dedicated covered parking space, and is located within one of Naples' most established gated golf communities. Wilderness Country Club offers an unmatched lifestyle with an Arthur Hills championship golf course, five heated saltwater pools, Har-Tru tennis courts, bocce, croquet, fitness programs, dog park, and a beautifully renovated clubhouse featuring exceptional dining and an active social calendar. As a resident, membership to the club's golf program is mandatory, providing full access to one of Naples' premier golf experiences.

104 Wilderness DR Unit J239, Naples

$870,000

3 Beds ⋅ 2 Baths ⋅ 226021800 MLS ⋅ Wilderness Country Club BLDG.

Golf Enthusiast’s Paradise with Immediate Full Golf Membership! Experience the ultimate golf and country club lifestyle at Wilderness Country Club with an immediate full golf membership available upon purchase of this exceptional residence. This absolutely stunning, decorator-furnished three-bedroom end-unit condominium offers breathtaking panoramic views from the lake to the golf course, highlighted by unforgettable Naples sunsets. Designed for both entertaining and everyday living, the open-concept floor plan is bathed in natural light from more than 40 feet of wraparound sliding glass doors. The expansive layout seamlessly connects two inviting living areas with the spacious dining room and kitchen, creating a bright and welcoming environment. The gourmet chef’s kitchen includes a Sub-Zero refrigerator, Bosch appliances, custom cabinetry, under-cabinet lighting, a contemporary backsplash, abundant storage, and premium finishes that blend beauty and functionality. Spectacular French oak flooring flows throughout the home, complemented by plantation shutters, solid-core doors, custom built-ins, and a California-style primary closet. A dramatic cloud ceiling with branch lighting, created by renowned artist Ed Koehler, serves as a stunning focal point. The third bedroom has been thoughtfully converted into a stylish office/family room featuring a built-in desk, floating shelves, and elegant grasscloth wallpaper, offering the perfect space for work, relaxation, or accommodating guests. Step outside to enjoy covered parking, a golf cart, and a generously sized golf cart garage that provides ample additional storage. Residents have exclusive access to the newly constructed state-of-the-art 5-star Clubhouse and practice facility, making this property a golfer's paradise. A golf cart and dedicated cart garage are included, conveniently located next to your assigned covered parking. Set within a stunning 200-acre gated community, you'll enjoy beautifully landscaped grounds and mature trees lining the roads. This community offers unlimited golf on an 18-hole Arthur Hills course, as well as five inviting pools, four tennis courts, bocce, croquet, and a dog park. This condo is a true gem, just minutes from the vibrant shopping and dining of 5th Avenue and Old Naples. Purchase of a Wilderness Country Club membership is required and immediately available, offering you an effortless transition into this luxurious lifestyle. Don’t miss your chance to make this stunning condo your new home!

108 Wilderness DR Unit 233, Naples

$949,000

3 Beds ⋅ 2.5 Baths ⋅ 226018878 MLS ⋅ Wilderness Country Club BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. A rare opportunity to own a unique two-story end residence featuring a private elevator and interior stairwell. Overlooking the 18th fairway with coveted western exposure, this spacious retreat offers an expansive ground-floor patio and a private second-floor balcony, ideal for enjoying spectacular sunsets. Floor-to-ceiling sliding glass doors frame the living areas and bathe the interiors in natural light while seamlessly connecting the living spaces to the surrounding golf course views. The custom-designed floor plan showcases an impressive movie-theater-style media room, dedicated his- and-her studies, and the convenience of two golf cart garages. Located within Wilderness Country Club, a mandatory membership golf community with no waitlist, residents enjoy immediate access to an exceptional lifestyle. The club's beautiful new clubhouse featuring wraparound terraces provides the perfect setting for relaxed days and evenings shared with friends and neighbors.

106 Wilderness DR Unit 137, Naples

$600,000

2 Beds ⋅ 2 Baths ⋅ 226021047 MLS ⋅ Wilderness Country Club BLDG.

Welcome to the prestigious Wilderness Country Club, a golf course community nestled in the heart of Naples, celebrated for its outstanding service and diverse wildlife. This elevator-accessible top-floor residence features a reimagined open-concept floor plan that flows effortlessly onto a third-floor balcony. Enjoy this impeccably maintained furnished condominium showcasing a gourmet kitchen with additional cabinetry and counter space, a large island with extra seating and a built-in wine refrigerator, stainless steel appliances, quartz countertops, solid-core doors, oak flooring throughout, and recessed lighting in every room. Both bathrooms have been completely renovated with frameless glass shower doors and updated vanities. This is truly a must-see residence. Residents will enjoy access to the newly constructed state-of-the-art five-star clubhouse and practice facility, creating the ultimate lifestyle for golf enthusiasts. A golf cart and private cart garage are included and conveniently located adjacent to your assigned covered parking space. This gated paradise is situated within a breathtaking 200-acre forest featuring lush landscaping and mature tree-lined roadways. Community amenities include unlimited golf on the championship 18-hole Arthur Hills-designed course, five swimming pools, four tennis courts, bocce, croquet, and a dog park. Ideally located just minutes from the world-class shopping and dining of Fifth Avenue South and Old Naples. Purchase of a Wilderness Country Club membership is required and immediately available.

100 Wilderness WAY Unit 348, Naples

$2,000,000

3 Beds ⋅ 3 Baths ⋅ 225069133 MLS ⋅ Wilderness Country Club BLDG.

Immediate Full Mandatory Golf Membership Available at Wilderness Country Club! Rare opportunity to purchase one of the largest units in Wilderness, over 3,000 sq ft, in move-in condition! This lovely garden level condominium has 3 bedrooms, each with their own attached bathroom, an open living concept with wood burning fireplace and extra storage. Exclusive gated (24/7) community in the middle of Naples close to everything with only 300 doors, 5 swimming pools, 4 tennis and pop tennis courts, Croquet Pitch, Bocce Courts, a dog park. Play golf on the beautiful Arthur Hills 18 hole golf course the day you close! The spectacular clubhouse was completed in 2023 with interiors designed by Amanda Lindroth, it's the center of social activities for this incredible community!

100 Tall Pine LN Unit 1101, Naples

$329,900

2 Beds ⋅ 2 Baths ⋅ 223087771 MLS ⋅ Wilderness Country Club BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Immediate full golf membership required at Wilderness with the purchase of this property. Western exposure with a beautiful view of the 18th fairway. New appliances, hardwood floors, storm shutters, freshly painted and ready for this season. Wilderness CC features it's brand new clubhouse which is absolutely spectacular, an Arthur Hills designed 18 hole golf course, driving range, practice green, pro shop, as well as tennis courts, dog park, 5 pools, Bocce, and croquet. Take advantage of the close proximity to the Naples Beach and world-famous shopping on 5th Avenue South and historic 3rd street. This property is the perfect blend of natural beauty, luxury amenities, and location. Don't miss your chance to own a piece of paradise at Wilderness Country Club. One or more photo(s) has been virtually staged, AI generated or rendered.

106 Wilderness DR Unit I-236, 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.