The Hideaway Country Club Homes with Pool Amenities

Welcome to The Hideaway Country Club, a hidden gem nestled in the heart of Fort Myers, Florida. This enchanting neighborhood offers a harmonious blend of luxury living and serene natural beauty, making it an ideal choice for those seeking a tranquil lifestyle without sacrificing modern conveniences.

As you enter The Hideaway, you’ll be greeted by lush landscaping and meticulously maintained grounds that exude charm and elegance. The community is known for its friendly atmosphere, where neighbors become friends and the sense of belonging is palpable. With an array of amenities at your fingertips, residents can enjoy a vibrant social life, including a stunning golf course, tennis courts, and a clubhouse that hosts events and gatherings throughout the year.

One of the standout features of homes in The Hideaway Country Club is the abundance of properties with exquisite pool amenities. Imagine basking in the Florida sun by your own private oasis, complete with sparkling pools perfect for relaxation and entertaining. Whether you prefer a refreshing dip on a hot summer day or hosting poolside barbecues with friends and family, these homes provide the perfect backdrop for creating lasting memories.

With Fort Myers’ pristine beaches, shopping, and dining options just a short drive away, The Hideaway Country Club combines the best of both worlds—luxury living in a serene setting, all while being close to the vibrant lifestyle that Florida has to offer. Discover your dream home in this charming community today, where every day feels like a vacation!

Newest The Hideaway Country Club Homes with Pool Amenities

$249,000

3 Beds ⋅ 2 Baths ⋅ 2026032500 MLS ⋅ Oakmont Village BLDG.

TURNKEY and move-in ready! Spectacular sunset views are the backdrop to this beautifully maintained 3-bedroom, 2-bath condominium in the highly desirable Hideaway Country Club. Designed for comfortable living and effortless entertaining, this spacious residence features an open-concept floor plan, generously sized bedrooms, and a private primary suite with a walk-in closet and en-suite bath. The well-appointed kitchen flows seamlessly into the living and dining areas, while the expansive enclosed sunroom provides the perfect place to relax and enjoy breathtaking evening sunsets year-round. Whether you're looking for a full-time residence, seasonal retreat, or investment property, this beautifully furnished TURNKEY home is ready for you to move right in and start enjoying the Southwest Florida lifestyle from day one. Additional conveniences include an assigned covered parking space located just steps from the building and a deeded covered golf cart space, making it easy to enjoy the community's outstanding amenities. The Hideaway Country Club offers an exceptional Southwest Florida lifestyle with a championship 18-hole golf course, clubhouse, restaurant and pub, fitness center, tennis courts, swimming pools, and an active social calendar with year-round events and activities. Golf memberships are available, and owners also have play opportunities through the community's owner golf program. Ideally located near shopping, dining, medical facilities, RSW International Airport, downtown Fort Myers, major highways, and the area's beautiful Gulf beaches. Recent community improvements include new village paving completed in Spring 2026, building exterior painted in Fall 2025, and a new roof installed in 2024. Experience maintenance-free living, resort-style amenities, and unforgettable Florida sunsets in one of Fort Myers' most welcoming golf communities.

5825 Trailwinds DR Unit 425, 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

$239,000

2 Beds ⋅ 2 Baths ⋅ 226021601 MLS ⋅ Augusta Village BLDG.

Live the golf lifestyle in this beautifully updated first-floor end-unit condo in the gated Hideaway Country Club community. This 2-bedroom, 2-bath residence features a renovated kitchen with updated cabinetry, modern countertops, newer appliances, and luxury vinyl plank flooring throughout. Enjoy relaxing golf course and water views from the enclosed lanai, perfect for morning coffee or evening sunsets. Located in Augusta Village, residents have access to a nearby community pool, patio area, grills, clubhouse dining, tennis, fitness, golf, and an active country club atmosphere. Conveniently located near shopping, dining, beaches, RSW airport, and all that Southwest Florida has to offer.

5790 Trailwinds DR Unit 111, Fort Myers

$215,000

3 Beds ⋅ 2 Baths ⋅ 2026024978 MLS ⋅ Greenbriar Village BLDG.

Welcome to The Hideaway Country Club—a pet-friendly, gated golf community in Fort Myers offering one of the best optional golf memberships in Southwest Florida. If you're searching for a move-in ready condo with lake and golf course views, this beautifully maintained 3-bedroom, 2-bath second-floor home is the perfect place to enjoy the Florida lifestyle. Step inside to soaring vaulted ceilings, abundant natural light, and luxury vinyl plank flooring throughout, creating a bright, open, and modern living space that's ideal for both everyday living and entertaining. The spacious primary suite overlooks the tranquil lake and championship golf course, providing a peaceful retreat to wake up to every morning. The screened lanai is the perfect place to enjoy your morning coffee or evening sunsets while taking in the breathtaking views. Electric storm shutters offer added convenience and peace of mind, while the 2024 HVAC system provides energy-efficient comfort for years to come. Residents of The Hideaway Country Club enjoy outstanding amenities, including a beautifully maintained 18-hole golf course, clubhouse, restaurant, fitness center, and community gathering spaces. With an optional golf membership, you can enjoy championship golf without the expense of mandatory membership fees, making this one of the best values in Southwest Florida golf communities. Located in a NO FLOOD ZONE, this home offers added peace of mind and is just minutes from Fort Myers Beach, Sanibel Island, shopping, dining, entertainment, healthcare, and Southwest Florida International Airport (RSW). Whether you love golfing, boating, beach days, tennis, waterfront dining, or simply relaxing with scenic views, you'll appreciate everything this exceptional location has to offer. If you're looking for a Fort Myers condo for sale with lake views, golf course views, optional golf membership, modern updates, and a prime Southwest Florida location, this beautiful home truly checks every box. Experience comfortable, low-maintenance Florida living at its finest.

5830 Trailwinds DR Unit 824, Fort Myers

$224,900

2 Beds ⋅ 2 Baths ⋅ 2026024416 MLS ⋅ Oakmont Village BLDG.

WOW WHAT A GOLF AND LAKE VIEW! GREAT 1st FLOOR 2 BR 2 BATH FURNISHED CONDO IN GATED GOLF COMMUNITY WITH ALL THE AMENITIES. BEST OPTIONAL MEMBERSHIP GOLF CONDO IN SW FLORIDA. LOW MEMBERSHIP FEES AND NO CART OR TRAIL FEES IF YOU OWN A GOLF CART. GOLF CART PARKING SPACE INCLUDED. GREAT AMENITIES, GOLF, TENNIS, FITNESS, HEATED POOL, CLUBHOUSE/RESTAURANT AND ALL THE SOCIAL ACTIVITIES YOU COULD WANT TO LIVE THE FLORIDA LIFESTYLE. COMMUNITY IS CONVENIENT TO EVERYTHING, BEACHES, SHOPPING, RESTAURANTS, BASEBALL, AIRPORT, DOWNTOWN ETC. PET FRIENDLY COMMUNITY, MAX 2 pets, no weight limit, no aggressive breeds.

5845 Trailwinds DR Unit 515, Fort Myers

$199,900

2 Beds ⋅ 2 Baths ⋅ 2026019974 MLS

PRICE IMPROVED & MOTIVATED! LEASE OPTION available ask an Agent for terms. Rare opportunity to own a stunningly upgraded end-unit in the "crown jewel" of Florida golf community proudly ranked as the #1 Par-67 Course! The seller is highly motivated to close, offering a beautifully renovated interior featuring all-new Kitchen Cabinets & vanities including luxury granite counter tops and fixtures. Stylish flooring, upgrade wood trim thru=out, and premium LG appliances. Located in Hideaway Country Club, you’ll enjoy a resident-owned cart experience with no trail fees and optional Golf Membership. Community world-class amenities like Har-Tru tennis courts and a state-of-the-art fitness center. This unit comes with a deeded new carport, dedicated golf cart parking, and ample storage. Screen in w/full length windows on Lanai adds a bonus room with views to die for. No Flood Insurance needed. The seller is looking for a smooth sale—bring all reasonable offers and start living the Florida lifestyle now! Creative Financing is always possibility.

5805 Trailwinds DR Unit 326, 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

$219,000

2 Beds ⋅ 2 Baths ⋅ 2026012302 MLS ⋅ Merion Village BLDG.

**PRICE REDUCED**Welcome to the Hideaway Country Club. The community offers resort-style amenities, including a vibrant clubhouse, on-site restaurant, swimming pool, fitness center, tennis courts, golf course, and endless activities. This bright, open second floor condo overlooks a stunning golf course. Come check out this spacious 2 bedrooms, 2 bathrooms unit with vaulted ceilings, granite countertops, and title throughout, with neutral tones creating a warm and cozy feeling. Your covered parking space is only steps away. Golf course memberships are voluntary. The Hideaway is nestled centrally in Fort Myers, just off 41 with easy access to a variety of shops, restaurants, and entertainment venues. If you are looking for the security of a gated community, this could be your home. Priced to sell. Seller motivated. Call for an appointment to view this lovely condo.

5530 Trailwinds DR Unit 726, Fort Myers

$198,900

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

$179,900

2 Beds ⋅ 2 Baths ⋅ 2026008261 MLS ⋅ Oakmont Village BLDG.

Welcome to The Hideaway Country Club, one of the best kept secrets, with a beautiful Golf Course, a beautiful Club House and Restaurant, Tennis Courts, beautiful Pools iwithin each community, and many other activities to keep you as busy as you want. Golf and Tennis are not required. Best golf value in SW Florida. Convenient to everything in Fort Myers. This is a great 2 bedroom, and 2 bath Unit and No carrying groceries and furniture up steps, since you are on the 1st floor. This is an unbeatable value with a view that is hard to find. The view has 3 Fountains and Lakes with lots of open space. Come and have a look and you will not be disappointed. Storm shutters on all the windows and golf cart parking space at your door.

5825 Trailwinds DR Unit 414, Fort Myers

$219,000

3 Beds ⋅ 2 Baths ⋅ 2026003376 MLS ⋅ Baltusrol Village BLDG.

A Hidden Gem at The Hideaway Country Club! If golf is a must, look no further—this is your dream home! Welcome to The Hideaway Country Club, ranked No. 1 Best Short Course in Florida and No. 10 in the U.S. for Staff Friendliness by Golf Advisor, based on 30,000+ reviews. This beautifully maintained 3-bedroom, 2-bathroom condo offers 1,187 sq ft of comfortable living space with an open-concept layout that feels bright, spacious, and welcoming. Perfect for entertaining or enjoying peaceful Florida living, the home features a well-appointed kitchen with newer appliances and plenty of cabinet and pantry storage. A recently updated washer and dryer are also included.Natural light pours into the generously sized bedrooms, and the private lanai overlooking the 11th hole offers the ideal spot to relax and unwind. An assigned covered parking space is included for your convenience. Just steps away, you’ll find the sparkling community pool, clubhouse, and on-site restaurant—making it easy to enjoy all the amenities The Hideaway has to offer. Golf enthusiasts will appreciate the professionally maintained 18-hole course and the active men's and women's golf associations that host weekly events for both owners and renters. The fully stocked pro shop carries top brands like Titleist, Ping, and Cleveland. Additional Highlights: Monthly electric averages: $90 (occupied), $25 (unoccupied) Monthly water averages: $60 (occupied), $30 (unoccupied) HOA fees include: Internet, cable, landscaping, pest control, roof maintenance, and exterior painting/repairs. Centrally located with easy access to shopping, entertainment, downtown Fort Myers, spring training baseball stadiums, the airport, and more! Don’t miss this opportunity to own a piece of paradise in one of South West Florida’s best-kept secrets!

5665 Trailwinds DR Unit 615, Fort Myers

$204,700

2 Beds ⋅ 2 Baths ⋅ 2025022602 MLS ⋅ Augusta Village BLDG.

WOW GREAT PRICE!! WOW ITS ALL DONE !! ALL YOU HAVE TO DO IS MOVE IN TO THIS GREAT 1ST FLOOR END UNIT “TURNKEY” CONDO. BEAUTIFUL VIEW OF 9th GREEN. NEWER UPDATED KITCHEN AND BATHROOMS WITH GRANITE, WOOD LIKE TILE THROUGHOUT, CARPET IN 2 BRs. OPEN FLOOR PLAN, GLASS ENCLOSED LANAI, ELECTRIC STORM SHUTTERS THROUGHOUT. MOST AFFORDABLE GATED GOLF (OPTIONAL MEMBERSHIP) COMMUNITY IN SW FLORIDA, OWN YOUR GOLF CART AND NO TRAIL FEES OR CART FEES. NEW HVAC 2025 CONDO IS CONVENIENTLY LOCATED ACROSS FROM COMMUNITY POOL, SHORT DISTANCE TO PUTTING GREEN AND CLUBHOUSE. AMENITIES GALORE, GOLF, TENNIS, FITNESS, CLUBHOUSE/RESTAURANT WITH ALL THE ACTIVITIES TO ENJOY YOUR FLORIDA LIFESTYLE. COMMUNITY CONVENIENTLY LOCATED TO AIRPORT, BEACHES, SHOPPING, RESTAURANTS, BASEBALL AND DOWNTOWN.

5770 Trailwinds DR Unit 211, Fort Myers

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