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The community of The Hideaway Country Club is situated in Fort Myers. Superbly located for access to all of the Fort Myers area attractions and conveniences has to offer.

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21 listings match your search criteria.
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Active
5905 Trailwinds Dr Fort Myers
$170,000
  • 3Bedrooms
  • 2Bathrooms
  • 1169Sq Ft
  • 1990Year Built
$170,000

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…

Active
5790 Trailwinds Dr Fort Myers
$239,000
  • 2Bedrooms
  • 2Bathrooms
  • 1132Sq Ft
  • 1986Year Built
$239,000

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…

Active
5625 Trailwinds Dr Fort Myers
$157,000
  • 2Bedrooms
  • 2Bathrooms
  • 844Sq Ft
  • 1984Year Built
$157,000

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…

Active
5845 Trailwinds Dr Fort Myers
$224,900
  • 2Bedrooms
  • 2Bathrooms
  • 1435Sq Ft
  • 1992Year Built
$224,900

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…

Active
5830 Trailwinds Dr Fort Myers
$215,000
  • 3Bedrooms
  • 2Bathrooms
  • 1099Sq Ft
  • 1988Year Built
$215,000

Welcome to The Hideaway Country Club, a pet-friendly, gated golf community offering one of Southwest Florida's most attractive optional golf membership opportunities. This beautifully maintained 3-bedroom, 2-bath second-floor condo showcases stunning lake and golf course views and embodies the relaxed Southwest Florida lifestyle. Step inside to discover soaring vaulted ceilings and luxury vinyl plank flooring throughout,…

Active
5905 Trailwinds Dr Fort Myers
$179,900
  • 3Bedrooms
  • 2Bathrooms
  • 1330Sq Ft
  • 1990Year Built
$179,900

Refreshed with updated professional photography! Sellers are offering a $6,000 credit toward the Hideaway Capital Contribution, making 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…

Active
5805 Trailwinds Dr Fort Myers
$199,900
  • 2Bedrooms
  • 2Bathrooms
  • 1370Sq Ft
  • 1994Year Built
$199,900

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…

Active
5830 Trailwinds Dr Fort Myers
$259,000
  • 3Bedrooms
  • 2Bathrooms
  • 1099Sq Ft
  • 1988Year Built
$259,000

Don't miss that awesome, very rare, opportunity for a FIRST FLOOR condo. Introducing a delightful residence with upgraded luxury wooden flooring in living area and guest bedrooms, light and bright, nestled in a serene and private neighborhood in the 'City of Palms', very close to close to the beaches of Sanibel, Fort Myers Beach and…

Active
5805 Trailwinds Dr Fort Myers
$239,900
  • 2Bedrooms
  • 2Bathrooms
  • 1435Sq Ft
  • 1994Year Built
$239,900

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…

Active
5785 Trailwinds Dr Fort Myers
$175,000
  • 3Bedrooms
  • 2Bathrooms
  • 1169Sq Ft
  • 1994Year Built
$175,000

Welcome to Oakmont Village! This desirable 2nd-floor condo at 15785 Trailwinds Drive #222 offers peaceful golf course views from your private screened balcony—perfect for morning coffee or evening relaxation. Inside, you’ll find a spacious layout with a generously sized kitchen featuring ample cabinetry and workspace, ideal for cooking and entertaining. The living area is enhanced…

Active
5530 Trailwinds Dr Fort Myers
$219,000
  • 2Bedrooms
  • 2Bathrooms
  • 1050Sq Ft
  • 1984Year Built
$219,000

**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,…

Active
5585 Trailwinds Dr Fort Myers
$198,900
  • 3Bedrooms
  • 2Bathrooms
  • 1187Sq Ft
  • 1985Year Built
$198,900

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…

Active
5890 Trailwinds Dr Fort Myers
$235,900
  • 2Bedrooms
  • 2Bathrooms
  • 1056Sq Ft
  • 1988Year Built
$235,900

Reduced and back on the market! GREAT example of an updated 2BR/2BA condo in the pet-friendly Greenbriar Village of HideAway Golf Club. Hurricane glass-enclosed lanai with a great view of the 8th hole on this Golf Advisors top-rated course. NOTHING to do here but move in. Home has been very well maintained with new HVAC…

Active
5765 Trailwinds Dr Fort Myers
$199,999
  • 3Bedrooms
  • 2Bathrooms
  • 1436Sq Ft
  • 1994Year Built
$199,999

***NEW PRICE***Beautiful well sought-after UNIT...3 bedroom. 2 bath Condo...OAKMONT/GROUND FLOOR... Updated kitchen... Newer AC... New Laminate Flooring, New carpet in Bedroom / With NEW BED... (SECOND BEDROOM IS FURNISHED) With walk-in Shower ... Facing North 18th hole on the Golf Course...Come play one of the Top-Rated Golf Courses in Florida... Membership is Optional...No trail…

Active
5885 Trailwinds Dr Fort Myers
$160,900
  • 3Bedrooms
  • 2Bathrooms
  • 1169Sq Ft
  • 1990Year Built
$160,900

this is a very desirable first floor unit in one of ft Myers most uniquely located gated golf course community. we have it all here tennis golf swimming dining you never have tp leave. dont miss this one. thi is a model d unit one of the most desirable floor plans

Active
5825 Trailwinds Dr Fort Myers
$179,900
  • 2Bedrooms
  • 2Bathrooms
  • 1098Sq Ft
  • 1993Year Built
$179,900

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.…

Active
5730 Trailwinds Dr Fort Myers
$259,000
  • 2Bedrooms
  • 2Bathrooms
  • 1280Sq Ft
  • 1986Year Built
$259,000

Fantastic first floor, move-in-ready condo in the Fort Myers hidden-gem golf community – The Hideaway Country Club. This is an end unit with great view of the approach to number 8 green. The finished lanai features impact sliding glass with motorized shades. Granite tops throughout, fresh paint and beautiful LVP flooring. The Hideaway CC has…

Active
5665 Trailwinds Dr Fort Myers
$229,000
  • 3Bedrooms
  • 2Bathrooms
  • 1187Sq Ft
  • 1985Year Built
$229,000

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…

Active
5825 Trailwinds Dr Fort Myers
$269,000
  • 3Bedrooms
  • 2Bathrooms
  • 1436Sq Ft
  • 1993Year Built
$269,000

Sunset views set the tone for this beautifully maintained 3-bedroom, 2-bath condo located in a premier gated golf course community. Designed for both comfort and entertaining, this spacious residence features an open-concept layout, generously sized bedrooms, and a private primary suite with walk-in closet and en-suite bath. The fully equipped kitchen flows seamlessly into the…

Active
5845 Trailwinds Dr Fort Myers
$205,000
  • 3Bedrooms
  • 2Bathrooms
  • 1436Sq Ft
  • 1992Year Built
$205,000

This turnkey, move-in ready third-floor condo in The Hideaway Country Club is a standout opportunity—now featuring a BRAND NEW AC (2026) with a 10-year warranty and NO ASSESSMENTS for added peace of mind. The building offers elevator access—rare within the community—and showcases sweeping views of the golf course and three fountains. Centrally located in the heart…

Active
5770 Trailwinds Dr Fort Myers
$204,700
  • 2Bedrooms
  • 2Bathrooms
  • 1373Sq Ft
  • 1986Year Built
$204,700

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.…

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