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

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21 listings match your search criteria.
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Active
5785 Trailwinds Dr  222 Fort Myers
  • 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  726 Fort Myers
  • 2Bedrooms
  • 2Bathrooms
  • 836Sq Ft
  • 1984Year Built
$239,000

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…

Active
5585 Trailwinds Dr  314 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1187Sq Ft
  • 1985Year Built
$237,000

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  522 Fort Myers
  • 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  111 Fort Myers
  • 2Bedrooms
  • 2Bathrooms
  • 1098Sq Ft
  • 1994Year Built
$168,500

THE SELLER IS GIVING $10,000 TOWARDS THE CAPITAL CONTRIBUTION TRANSFER FEE AND THE ANNUAL POA DUES! Updated 2-bedroom, 2-bath first floor corner condo with a fantastic view and located adjacent to the 10th tee box. The kitchen features upgraded granite countertops, while both bathrooms have been updated with stylish quartz finishes. The unit offers tiles…

Active
5790 Trailwinds Dr  111 Fort Myers
  • 2Bedrooms
  • 2Bathrooms
  • 1280Sq Ft
  • 1986Year Built
$259,000

Discover the newest first-floor renovation in the sought-after Hideaway Country Club of South Fort Myers. This end-unit condo features a modern open kitchen with new cabinets, countertops, appliances, and luxury vinyl plank flooring throughout. Enjoy the enclosed lanai with views of the 9th green, or open it to let in the breeze. Just outside your…

Active
5765 Trailwinds Dr  115 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1436Sq Ft
  • 1994Year Built
$209,900

***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) ... Facing North 18th hole on the Golf Course...Come play one of the Top-Rated Golf Courses in Florida... Membership is Optional...No trail fees with Your…

Active
5585 Trailwinds Dr  326 Fort Myers
  • 2Bedrooms
  • 2Bathrooms
  • 1272Sq Ft
  • 1985Year Built
$179,900

SELLER OFFERING TO PAY $6K TRANSER FEE FOR BUYER. Welcome home to the desirable Hideaway Country Club community of South Fort Myers! Enjoy stunning views of hole #12 and the calming sounds of the water feature right from your END-UNIT. This condo is perfect for year-round living or as your seasonal getaway. Bring your golf…

Active
5885 Trailwinds Dr  712 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1169Sq Ft
  • 1990Year Built
$219,900

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  414 Fort Myers
  • 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  411 Fort Myers
  • 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  615 Fort Myers
  • 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
5845 Trailwinds Dr  515 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1169Sq Ft
  • 1992Year Built
$245,000

Step into an effortless, one-level lifestyle with this exceptional condo in a coveted golf community. Enjoy sweeping lake and fairway views from your living room, with the golf course stretching out just beyond. The thoughtfully designed kitchen features sleek stainless steel appliances, a convenient bar seating area, and an adjacent dining space, making it ideal…

Active
5770 Trailwinds Dr  213 Fort Myers
  • 2Bedrooms
  • 2Bathrooms
  • 1132Sq Ft
  • 1986Year Built
$194,000

This great condo is located in the beautiful golf community, THE HIDEAWAY COUNTRY CLUB. It has lots of extra light since it is an end unit. This community is one of the best kept secrets, with a great golf course, a putting range, a restaurant, tennis courts, exercise room and a pool in…

Active
5825 Trailwinds Dr  425 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1436Sq Ft
  • 1993Year Built
$269,000

3-Bedroom 2-bathroom Condo located in a premier golf course community. Perfect for both relaxation and entertainment. Open-concept with 3 generously sized bedrooms, including a master suite with a private bathroom and walk-in closet, and a fully equipped kitchen. A large enclosed sunroom with a sunset view every evening. A covered parking space that is conveniently…

Active
5710 Trailwinds Dr  525 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1171Sq Ft
  • 1986Year Built
$229,000

Optional Golf Membership, Luxury Lifestyle Living, monthly ownership costs for as low as $2000.00 a month. Compare that with the cost of renting! Amazing sunsets from the first fairway at the Hideaway Country Club with beautiful views of the award-winning golf course. This three-bedroom, two-bathroom second-floor condo is in a gated community that offers lots…

Active
5970 Trailwinds Dr  121 Fort Myers
  • 2Bedrooms
  • 2Bathrooms
  • 1278Sq Ft
  • 1988Year Built
$229,000

NEW PRICE AND NEW OPPORTUNITY!! SELLERS OFFERING TO PAY THE INITIAL GOLF MEMBERSHIP SPECIAL PRICE OF $3,500 (valid through April 2026) OR CONTRIBUTE $3,500 TOWARDS THE ONE-TIME-TRANSFER FEE ($6,000) WITH AN ACCEPTED CONTRACT AGREED UPON BY SELLERS AND BUYER(S).!! The Hideaway Golf & Country Club is a “hidden GEM” of a community, located in the…

Active
5905 Trailwinds Dr  816 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1330Sq Ft
  • 1990Year Built
$179,900

Just Reduced!! Sellers are offering a $6,000 credit towards the Capital Contribution for the Hideaway!! Brand new Luxury Vinyl Flooring in the main living space and kitchen, just installed in January 2026! Don't miss out on this rare first-floor end unit in Oakmont Village, offering unbeatable value and breathtaking lake and golf course views. This…

Active
5845 Trailwinds Dr  531 Fort Myers
  • 3Bedrooms
  • 2Bathrooms
  • 1436Sq Ft
  • 1992Year Built
$215,000

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
5805 Trailwinds Dr  326 Fort Myers
  • 2Bedrooms
  • 2Bathrooms
  • 1370Sq Ft
  • 1994Year Built
$219,900

Incredible Opportunity Awaits! Bring Offers. $10,000 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…

Active
5770 Trailwinds Dr  211 Fort Myers
  • 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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