The Hideaway Country Club Homes with Pickleball Amenities

Welcome to The Hideaway Country Club, a hidden gem nestled in the heart of Fort Myers, Florida. This exclusive community offers a serene lifestyle surrounded by lush landscapes and pristine golf courses, making it the perfect retreat for those seeking both relaxation and recreation. The Hideaway is renowned for its friendly atmosphere and vibrant social scene, where neighbors become friends and every day feels like a vacation.

One of the standout features of The Hideaway is its commitment to an active lifestyle, particularly for pickleball enthusiasts. The community boasts top-notch pickleball amenities, including well-maintained courts that cater to players of all skill levels. Whether you’re a seasoned pro or just starting out, you'll find ample opportunities to engage in spirited matches, join friendly tournaments, or simply enjoy a leisurely game with friends. The pickleball community here is welcoming and inclusive, making it easy to meet fellow players and forge lasting connections.

Homes in The Hideaway Country Club are designed with comfort and elegance in mind, featuring spacious layouts and modern finishes that cater to a variety of tastes. Many properties offer stunning views of the lush fairways or the tranquil lakes that dot the landscape, creating a picturesque backdrop for your daily life. With a range of amenities at your fingertips, including a clubhouse, fitness center, and dining options, The Hideaway Country Club truly embodies the ideal Florida lifestyle.

Discover the charm of The Hideaway Country Club and experience a community where leisure meets luxury, and every day is an opportunity for fun and friendship.

Newest The Hideaway Country Club Homes with Pickleball Amenities

$180,000

2 Beds ⋅ 2 Baths ⋅ 226030266 MLS

Welcome to easy Florida living in the heart of Fort Myers! This inviting condo is the perfect opportunity to enjoy a low-maintenance Southwest Florida lifestyle—whether you're searching for a full-time home, seasonal escape, or simply a place to call your own in the sunshine. Step inside and imagine mornings with coffee, afternoons enjoying everything the community has to offer, and evenings exploring nearby dining, shopping, and entertainment. The convenient central Fort Myers location puts you close to restaurants, shopping, golf, entertainment, RSW International Airport, and some of Southwest Florida's favorite beaches and destinations. Condo living means less time worrying about exterior upkeep and more time enjoying Florida! Whether your perfect day includes hitting the golf course, relaxing by the pool, meeting friends for dinner, or heading out to explore Fort Myers, this location makes it easy. Affordable, convenient, and ready for its next chapter—this is your chance to grab your own piece of the Southwest Florida lifestyle. Pack the flip-flops, bring the sunshine, and come see why this could be the perfect place to call home!

5770 Trailwinds DR Unit 213, Fort Myers

$199,500

2 Beds ⋅ 2 Baths ⋅ 2026034708 MLS

Incredible Opportunity Awaits! Bring Offers. SELLER Credit to Buyers for pre-paids and or Closing Costs! Welcome to Hideaway Country Club, the crown jewel of Florida's golf scene, proudly ranked as the #1 Par-67 Course! Enjoy the luxury of no trail fees with your resident-owned golf cart, plus access to fantastic amenities like tennis courts, a state-of-the-art workout facility, and a stunning clubhouse and restaurant that’s perfect for socializing. This end unit condo boasts breathtaking views of the golf course and serene waters. Just a quick drive away, you'll discover the picturesque beaches of Sanibel, Captiva, and Fort Myers Beach. Plus, it’s pet-friendly—your furry friends are welcome too! You'll appreciate the deeded brand-new carport and dedicated golf cart parking, complete with ample storage right next to your carport. The building has been revitalized with a new roof and fresh exterior paint, all completed in 2025.Step inside this beautiful, move-in ready 1370 sq. ft. condo, and you’ll be greeted by an all-new kitchen featuring elegant shaker-style cabinets, stunning granite countertops, and brand-new LG stainless steel appliances. Both bathroom vanities, granite countertops, and plumbing fixtures are brand new! Enjoy modern upgrades like new interior doors with brushed nickel hardware, keyless entry, and a fresh coat of paint throughout, along with stylish new ceiling fans. And that’s not all! Your HOA fees include CABLE and INTERNET, making this the perfect blend of comfort and convenience. Ready to see your dream home? Let’s talk about the furnishings and make this beauty yours!

5805 Trailwinds DR Unit 326, Fort Myers

$170,000

3 Beds ⋅ 2 Baths ⋅ 2026025369 MLS ⋅ Oakmont Village BLDG.

Welcome to this charming turnkey 3-bedroom, 2-bathroom first-floor condo located in the heart of Fort Myers within the desirable Hideaway Country Club community. Enjoy peaceful golf course views from your private screened lanai overlooking the lush green fairways, complete with convenient electric shutters for added protection and peace of mind. This well-maintained home features numerous updates, including a new AC system installed in 2023, a dishwasher replaced in 2024, updated countertops, and convenient pull-out drawers that maximize kitchen storage and functionality. The spacious floor plan offers comfortable living with the added convenience of an in-unit washer and dryer. Outside, you’ll appreciate the covered carport for your vehicle, a separate golf cart carport, and a private storage shed for all your extras. Whether you’re looking for an active lifestyle or a relaxing retreat, Hideaway Country Club has something for everyone. Residents enjoy access to pickleball, tennis, a community pool, exercise room, on-site restaurant, and a variety of social activities. Golf enthusiasts will love having access to the course, with memberships available separately and not bundled into ownership. Don’t miss this opportunity to own a move-in-ready condo in one of Fort Myers’ most sought-after golf communities!

5905 Trailwinds DR Unit 812, Fort Myers

$239,900

2 Beds ⋅ 2 Baths ⋅ 2026018493 MLS ⋅ Oakmont Village BLDG.

Beautiful 2 BR + Den condo that has been totally updated. The home comes turnkey with newer furniture. Golf cart parking at your door. The lanai is glassed in and can be used as a breakfast room with a coffee bar and plenty of extra storage. The view out the lanai windows is the manicured landscaping, lakes and the golf course. Heated pool, fitness center, clubhouse/restaurant. If you do not play golf there are plenty of other activities to keep you busy. If you play golf this is the best golf value in SW Florida, manicured golf course, no cart or trail fees when you own your golf cart, lowest membership fees. This quiet and friendly community has a lot to offer. It is conveniently located for restaurants, grocery stores, shopping, a theatre, baseball, downtown, and the airport.

5805 Trailwinds DR Unit 314, Fort Myers

$188,900

3 Beds ⋅ 2 Baths ⋅ 2026011845 MLS ⋅ Baltusrol Village BLDG.

Welcome to this beautifully maintained turnkey ground-floor condo in the desirable Hideaway Country Club community! This inviting residence features a spacious feel and a lanai with two convenient entry points, perfect for enjoying Florida’s indoor-outdoor lifestyle. The home includes an updated bathroom, stainless steel appliances, a pantry, and the convenience of an in-unit washer and dryer. Offered fully furnished, it’s ready for immediate enjoyment or seasonal use. Additional highlights include an assigned parking space plus a dedicated golf cart space, making it easy to take advantage of everything the community has to offer. Located within Hideaway Country Club, residents enjoy amenities right at their fingertips, including golf, clubhouse, dining, tennis, fitness, and more. Whether you’re looking for a year-round residence, seasonal retreat, or investment opportunity, this condo offers comfort, convenience, and an exceptional lifestyle in one of Fort Myers’ sought-after communities.

5585 Trailwinds DR Unit 314, Fort Myers

$169,900

3 Beds ⋅ 2 Baths ⋅ 2025005046 MLS ⋅ Oakmont Village BLDG.

Price Improvement! This beautifully maintained first-floor end unit an incredible opportunity in The Hideaway Country Club. Featuring brand new Luxury Vinyl Plank flooring installed in the main living areas and kitchen in January 2026, this spacious 3-bedroom, 2-bath condo offers a light, coastal feel with stunning lake and golf course views from multiple rooms. The desirable end-unit location provides additional privacy and natural light, while the air-conditioned Florida Room creates extra year-round living space perfect for relaxing or entertaining. The updated guest bathroom adds a modern touch, and the home is being offered mostly furnished with only a few exclusions, making it easy to start enjoying the Southwest Florida lifestyle right away. Additional features include a designated covered parking space, golf cart parking space, private exterior storage closet, plus access to a shared workshop and garden room available for residents. Oakmont Village residents also enjoy a sparkling village pool and patio area just steps away. The Hideaway Country Club offers optional golf and tennis memberships, clubhouse dining, and a welcoming active community atmosphere all centrally located near shopping, dining, beaches, RSW Airport, and everything Fort Myers has to offer. Don’t miss your chance to own one of the best values and lowest priced 3-bedroom condos in this sought-after community!

5905 Trailwinds DR Unit 816, Fort Myers

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