The Hideaway Country Club Homes with Gated Community Type

The Hideaway Country Club Homes with Gated Community Type

Welcome to The Hideaway Country Club, a hidden gem nestled in the heart of Fort Myers, Florida. This exclusive gated community offers a serene and luxurious lifestyle, perfect for those seeking tranquility without sacrificing convenience. Surrounded by lush landscapes and pristine fairways, The Hideaway is more than just a neighborhood; it’s a lifestyle.

As you enter through the elegant gates, you’ll be greeted by beautifully manicured grounds and a friendly community atmosphere. The Hideaway Country Club features a range of exquisite homes, each designed with comfort and style in mind. From charming villas to spacious single-family residences, there’s a perfect fit for everyone. Many homes boast stunning views of the golf course or serene lakes, creating a peaceful retreat right in your backyard.

Living in The Hideaway means enjoying a wealth of amenities. Residents have access to a championship golf course, state-of-the-art fitness facilities, and a vibrant clubhouse that hosts social events and activities throughout the year. Whether you’re an avid golfer or simply looking to unwind by the pool, there’s something for everyone.

The location is another highlight, with easy access to Fort Myers’ finest shopping, dining, and entertainment options. Plus, the beautiful Gulf Coast beaches are just a short drive away, allowing you to soak up the sun and enjoy the vibrant Florida lifestyle.

Discover the charm and elegance of The Hideaway Country Club, where luxury living meets a warm, welcoming community. Your dream home awaits in this idyllic oasis!

Newest The Hideaway Country Club Homes with Gated Community Type

$249,000
3 Beds ⋅ 2 Baths ⋅ 2026032500 MLS ⋅ ACTIVE Status ⋅ 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
$235,000
3 Beds ⋅ 2 Baths ⋅ 2026032554 MLS ⋅ ACTIVE Status ⋅ Baltusrol Village BLDG.
Golf Course Views | First-Floor Convenience | Welcome to 5625 Trailwinds Drive, Unit 412, an impeccably maintained 3-bedroom, 2-bathroom first-floor condo located in the highly sought-after Hideaway Country Club in the heart of Fort Myers. Perfectly positioned overlooking the beautifully manicured golf course, this residence offers a peaceful retreat with picturesque fairway views and effortless indoor-outdoor living. Thoughtfully updated for modern comfort, the home features luxury vinyl plank flooring throughout, granite countertops, contemporary kitchen appliances, and generous cabinet and storage space. Major improvements provide added peace of mind, including a new roof (2020), new air conditioning system (2022), and impact-resistant windows and doors for enhanced security, energy efficiency, and storm protection. Enjoy the ultimate resort-style lifestyle with the community pool just steps from your door and the clubhouse only a short walk away. Residents have access to exceptional amenities, including tennis courts, fitness center, restaurant, lounge, and a vibrant social calendar. Golf lovers will appreciate the rare benefit of no trail fees for self-owned golf carts, while optional golf and tennis memberships allow you to customize your level of club participation. Ideally located just minutes from Fort Myers’ world-famous beaches, shopping, dining, medical facilities, and entertainment, this home offers the perfect combination of tranquility, convenience, and active country club living. Whether you’re searching for a full-time residence, seasonal getaway, or investment in one of Fort Myers’ most desirable golf communities, this exceptional condo delivers the lifestyle you’ve been waiting for

5625 Trailwinds DR Unit 412, Fort Myers
$170,000
3 Beds ⋅ 2 Baths ⋅ 2026025369 MLS ⋅ ACTIVE Status ⋅ 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
$157,000
2 Beds ⋅ 2 Baths ⋅ 226022013 MLS ⋅ ACTIVE Status ⋅ Baltusrol Village BLDG.
Welcome to 5625 Trailwinds Drive #411, a beautifully maintained first-floor corner unit located in the highly desirable Hideaway Country Club community in Fort Myers. Offering 2 bedrooms, 2 bathrooms, and an abundance of natural light, this residence combines comfort, convenience, and stunning golf course views. Being sold turnkey furnished and including a golf cart, this move-in-ready home allows you to start enjoying the Southwest Florida lifestyle from day one. Enjoy peaceful mornings and relaxing evenings overlooking the meticulously maintained fairways from your enclosed Florida room, which provides additional air-conditioned living space and creates the perfect setting for entertaining or unwinding year-round. Recent updates include a new roof in 2020 and a new air conditioning system installed in 2025, providing peace of mind for years to come. The kitchen features newer appliances, quartz countertops, and ample cabinetry, making meal preparation both functional and enjoyable. Impact-resistant windows throughout the home and manual roll-down hurricane shutters on the lanai provide added protection and security. Located just a short stroll from the clubhouse, you'll enjoy easy access to an impressive array of amenities including a swimming pool, fitness center, tennis courts, restaurant, lounge, and a vibrant social calendar. One of the unique benefits of Hideaway Country Club is that golf membership is optional, allowing residents to enjoy the community's amenities without the obligation of a golf membership. Tennis memberships are also available, giving you the flexibility to customize your country club lifestyle. Golf enthusiasts will appreciate the included golf cart and the added benefit of no trail fees for privately owned golf carts. Hideaway Country Club is ideally situated close to Southwest Florida's best shopping, dining, entertainment, RSW International Airport, and the area's world-famous beaches. Whether you're seeking a seasonal getaway, year-round residence, or an active country club lifestyle, this exceptional property offers the perfect blend of relaxation and recreation. Don't miss this opportunity to own a turnkey first-floor corner condo with golf course views, a golf cart included, and access to one of Fort Myers' most desirable country club communities.

5625 Trailwinds DR Unit 411, Fort Myers
$215,000
3 Beds ⋅ 2 Baths ⋅ 2026024978 MLS ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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
$239,900
2 Beds ⋅ 2 Baths ⋅ 2026018493 MLS ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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
Start Your Search

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.