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      5905 Trailwinds Fort Myers

      Active 5905 Trailwinds Dr Fort Myers
      39 photos

      $179,900

      Low Rise (1-3)

      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…

      1330 3 2 1990
      Courtesy of Keller Williams Realty Fort Myers and the Islands

      5950 Trailwinds Fort Myers

      Pending 5950 Trailwinds Dr Fort Myers
      39 photos

      $235,000

      Low Rise (1-3)

      Rarely available 3BR/2BA, 1,436 sq. ft. turnkey furnished residence in the highly desirable gated Hideaway Golf Community in Fort Myers. Beautifully maintained and thoughtfully designed, this move-in-ready condo offers an inviting interior with tile flooring…

      1436 3 2 1988
      Courtesy of Realty One Group MVP

      5950 Trailwinds Fort Myers

      Active 5950 Trailwinds Dr Fort Myers
      29 photos

      $279,900

      Low Rise (1-3)

      Beautifully updated and rarely available, this highly sought-after second-floor “D” unit offers sweeping pond and golf course views within the golf community of The Hideaway Country Club.. One of the standout features is the full…

      1436 3 2 1988
      Courtesy of Realty One Group MVP

      5805 Trailwinds Fort Myers

      Active 5805 Trailwinds Dr Fort Myers
      46 photos

      $219,000

      Low Rise (1-3)

      PRICE IMPROVED & MOTIVATED! Secure a $10,000 Buyer Credit toward your closing costs! LEASE OPTION available ask an Agent for terms. Rare opportunity to own a stunningly upgraded end-unit in the "crown jewel" of…

      1370 2 2 1994
      Courtesy of Maxim LLC

      5830 Trailwinds Fort Myers

      Active 5830 Trailwinds Dr Fort Myers
      50 photos

      $259,000

      Low Rise (1-3)

      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…

      1099 3 2 1988
      Courtesy of Elite Edge Fl Realty

      5805 Trailwinds Fort Myers

      Active 5805 Trailwinds Dr Fort Myers
      34 photos

      $239,900

      Low Rise (1-3)

      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…

      1435 2 2 1994
      Courtesy of Cypress Realty Inc.

      5785 Trailwinds Fort Myers

      Active 5785 Trailwinds Dr Fort Myers
      44 photos

      $175,000

      Low Rise (1-3)

      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…

      1331 3 2 1994
      Courtesy of Keller Williams Realty Fort Myers and the Islands

      5530 Trailwinds Fort Myers

      Active 5530 Trailwinds Dr Fort Myers
      24 photos

      $234,000

      Low Rise (1-3)

      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…

      1050 2 2 1984
      Courtesy of Weichert Realtors Agency ONE

      5585 Trailwinds Fort Myers

      Active 5585 Trailwinds Dr Fort Myers
      42 photos

      $220,000

      Low Rise (1-3)

      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…

      1187 3 2 1985
      Courtesy of Keller Williams Realty Fort Myers and the Islands

      5890 Trailwinds Fort Myers

      Active 5890 Trailwinds Dr Fort Myers
      38 photos

      $235,900

      Low Rise (1-3)

      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…

      1056 2 2 1988
      Courtesy of John R. Wood Properties

      5765 Trailwinds Fort Myers

      Active 5765 Trailwinds Dr Fort Myers
      35 photos

      $199,999

      Low Rise (1-3)

      ***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…

      1436 3 2 1994
      Courtesy of Century 21 Allpoints Realty

      5910 Trailwinds Fort Myers

      Closed 5910 Trailwinds Dr Fort Myers
      28 photos

      $259,900

      Low Rise (1-3)

      This ia a beautiful D UNIT in the Greenbriar community within the Hideaway Country Club. The D UNIT is the most spacious condo and rarely available. This unit has been totally renovated with new cabinets…

      1425 3 2 1988
      Courtesy of Cypress Realty Inc.

      5585 Trailwinds Fort Myers

      Active 5585 Trailwinds Dr Fort Myers
      37 photos

      $179,900

      Low Rise (1-3)

      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…

      1272 2 2 1985
      Courtesy of Keller Williams Elite Realty

      5885 Trailwinds Fort Myers

      Active 5885 Trailwinds Dr Fort Myers
      7 photos

      $169,900

      Low Rise (1-3)

      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…

      1169 3 2 1990
      Courtesy of Acheron Associates Inc.

      5825 Trailwinds Fort Myers

      Active 5825 Trailwinds Dr Fort Myers
      34 photos

      $179,900

      Low Rise (1-3)

      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…

      1098 2 2 1993
      Courtesy of Cypress Realty Inc.

      5730 Trailwinds Fort Myers

      Active 5730 Trailwinds Dr Fort Myers
      13 photos

      $259,000

      Low Rise (1-3)

      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…

      1280 2 2 1986
      Courtesy of Premiere Plus Realty Company

      5665 Trailwinds Fort Myers

      Active 5665 Trailwinds Dr Fort Myers
      27 photos

      $229,000

      Low Rise (1-3)

      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…

      1187 3 2 1985
      Courtesy of Experience Real Estate Group

      5630 Trailwinds Fort Myers

      Closed 5630 Trailwinds Dr Fort Myers
      48 photos

      $179,000

      Low Rise (1-3)

      Amazing Opportunity! Fantastic Turnkey 1st Floor Condo with Golf Course Views Available at The Hideaway! Move Right In and For Season! Beautifully Upgraded and Stylishly Furnished this Lovely Two Bedrooms, Two Full Baths, Spacious Entry,…

      956 2 2 1984
      Courtesy of Swept Away Realty

      5825 Trailwinds Fort Myers

      Active 5825 Trailwinds Dr Fort Myers
      37 photos

      $269,000

      Low Rise (1-3)

      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…

      1436 3 2 1993
      Courtesy of The Keyes Company

      5830 Trailwinds Fort Myers

      Closed 5830 Trailwinds Dr Fort Myers
      40 photos

      $299,000

      Low Rise (1-3)

      Introducing a delightful First FLOOR residence with upgraded wood looking luxury vinyl flooring through out, light and bright, nestled in a serene and private neighborhood very close to restaurants, shops, shopping malls and the SW…

      1099 3 2 1988
      Courtesy of Elite Edge Fl Realty

      5865 Trailwinds Fort Myers

      Closed 5865 Trailwinds Dr Fort Myers
      44 photos

      $259,500

      Low Rise (1-3)

      The Hideaway Country Club is a tucked away community located in the heart of Fort Myers, Fl. It is a “HIDDEN GEM”, that includes a championship 18-hole golf course. Golf is not mandatory, however, membership…

      1435 3 2 1990
      Courtesy of Royal Shell Real Estate, Inc.

      5650 Trailwinds Fort Myers

      Pending 5650 Trailwinds Dr Fort Myers
      28 photos

      $140,000

      Low Rise (1-3)

      Quick move-in! Home is 2/2, lake view, steps from pool, first floor, end unit in one of the most sought after neighborhoods in Fort Myers, Hideaway Country Club, a true golf and tennis paradise. This…

      1056 2 2 1984
      Courtesy of LoKation

      5565 Trailwinds Fort Myers

      Closed 5565 Trailwinds Dr Fort Myers
      34 photos

      $199,000

      Low Rise (1-3)

      The Hideaway Country Club, Fort Myers, FL Welcome to your slice of paradise in The Hideaway Country Club, one of Fort Myers’ most desirable gated golf communities. This beautifully updated 2-bedroom, 2-bathroom first-floor end unit offers…

      1132 2 2 1985
      Courtesy of EXP Realty LLC

      5845 Trailwinds Fort Myers

      Active 5845 Trailwinds Dr Fort Myers
      31 photos

      $205,000

      Low Rise (1-3)

      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…

      1436 3 2 1992
      Courtesy of Keller Williams Elite Realty 2

      5770 Trailwinds Fort Myers

      Active 5770 Trailwinds Dr Fort Myers
      36 photos

      $204,700

      Low Rise (1-3)

      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…

      1373 2 2 1986
      Courtesy of Cypress Realty Inc.

      5870 Trailwinds Fort Myers

      Closed 5870 Trailwinds Dr Fort Myers
      27 photos

      $219,900

      Low Rise (1-3)

      HIDDEN GEM !!!! Hideaway Country Club. Gorgeous views overlooking 8th fairway, 9th tee and lake. Lots of natural light in this beautifully remodeled and newly furnished FIRST FLOOR unit. New flooring 2024. New electrical breaker…

      813 2 2 1988
      Courtesy of Miloff Aubuchon Realty Group

      5925 Trailwinds Fort Myers

      Closed 5925 Trailwinds Dr Fort Myers
      32 photos

      $195,000

      Low Rise (1-3)

      PRICEED TO SELL / LOWEST IN THE HIDEAWAY***BEAUTIFUL PICTURESQUE VIEWS CONDO...(NEW AC WITH WARRANTY) 2 BEDROOMS/2 BATH'S .. ...WITH YOUR OWM GOLF CART INCLUDED...NO TRAIL FEES...WELL MAINTAINED, ONE OWNER...CHAMPIONSHIP GOLF COURSE...OPTIONAL MEMBERSHIP OR PAY…

      1373 2 2 1989
      Courtesy of Jones & Co Realty

      5865 Trailwinds Fort Myers

      Closed 5865 Trailwinds Dr Fort Myers
      32 photos

      $284,900

      Low Rise (1-3)

      Turnkey & Furnished — Owner Flexible on Terms! Beautifully renovated 3BR/2BA first-floor condo at The Hideaway Country Club with stunning views of golf, lake, and fountain. Features include soft-close kitchen cabinets, granite countertops, stainless steel…

      1331 3 2 1990
      Courtesy of Beycome of Florida LLC

      5585 Trailwinds Fort Myers

      Closed 5585 Trailwinds Dr Fort Myers
      38 photos

      $190,000

      Low Rise (1-3)

      THE MOST AFFORDABLE CONDO IN THE HIDEAWAY COUNTY CLUB – BEING SOLD TURNKEY! Treat yourself each day to one of the best views in this RESORT-STYLE COMMUNITY from your 2-bedroom, 2-bath, FIRST FLOOR condo in…

      1050 2 2 1985
      Courtesy of Sellstate Priority Realty

      5925 Trailwinds Fort Myers

      Closed 5925 Trailwinds Dr Fort Myers
      31 photos

      $220,000

      Low Rise (1-3)

      PRICED TO SELL.This Beautiful first-floor condo is in the hidden-gem golf community , The Hideaway Country Club. This great golf course has a par-67 18 hole golf course. You can pay…

      1372 2 2 1989
      Courtesy of Cypress Realty Inc.

      5845 Trailwinds Fort Myers

      Closed 5845 Trailwinds Dr Fort Myers
      36 photos

      $190,000

      Low Rise (1-3)

      Wow! One of the few buildings with an elevator no stairs needed. 2 Bedroom 2 Bath Condo with covered parking for your car and your golf cart. The condo does come with a Queen…

      1098 2 2 1992
      Courtesy of Re/Max Sunshine

      5805 Trailwinds Fort Myers

      Closed 5805 Trailwinds Dr Fort Myers
      30 photos

      $209,900

      Low Rise (1-3)

      Great 1st floor Move In Ready condo in the sought after community, The Hideaway Country Club. It is being sold as Turnkey with great furnishings.This home is in perfect condition with many updates. It…

      1373 2 2 1994
      Courtesy of Cypress Realty Inc.

      5965 Trailwinds Fort Myers

      Closed 5965 Trailwinds Dr Fort Myers
      32 photos

      $255,000

      Low Rise (1-3)

      MOST POPULAR 2BR & DEN FLOOR PLAN IN THE HIDEAWAY CC. GORGEOUS NORTHERN GOLF & LAKE VIEW OF HOLE #16. ALL UPDATED AND READY FOR YOU TO MOVE IN, TILE FLOOR THROUGHOUT, UPDATED KITCHEN,…

      1435 2 2 1993
      Courtesy of Cypress Realty Inc.

      5565 Trailwinds Fort Myers

      Closed 5565 Trailwinds Dr Fort Myers
      28 photos

      $285,000

      Low Rise (1-3)

      This condo has been totally remodeled from 2019 - 2021.. It is being sold 'Turnkey so just bring your personal items. The kitchen was totally redesigned, making the kitchen very open and large with high-end…

      1373 2 2 1985
      Courtesy of Cypress Realty Inc.

      5865 Trailwinds Fort Myers

      Closed 5865 Trailwinds Dr Fort Myers
      48 photos

      $204,900

      Low Rise (1-3)

      PRICED TO SELL! Nestled within the prestigious Hideaway Country Club, a hidden gem in the heart of Fort Myers, this exquisite second-floor condo offers a lifestyle of unparalleled beauty and convenience. This spacious "B" unit…

      1370 2 2 1990
      Courtesy of Keller Williams Realty Fort Myers and the Islands

      5630 Trailwinds Fort Myers

      Closed 5630 Trailwinds Dr Fort Myers
      14 photos

      $217,000

      Low Rise (1-3)

      Turnkey 2-Bedroom condo in Fort Myers 'Top Golf Community" Enjoy stunning golf course views from the glass-enclosed lanai of this first-floor condo, located just steps from the sparkling community pool. This bright, open home features new…

      1109 2 2 1984
      Courtesy of Premiere Plus Realty Company

      5865 Trailwinds Fort Myers

      Closed 5865 Trailwinds Dr Fort Myers
      29 photos

      $199,000

      Low Rise (1-3)

      3-Bedroom Condo on Experience the ultimate in luxury living in this fully furnished 3-bedroom, 2-bathroom condo located in a premier golf course community. Perfect for both relaxation and entertainment, this stunning unit is designed to…

      1230 3 2 1990
      Courtesy of Century 21 Selling Paradise

      5850 Trailwinds Fort Myers

      Closed 5850 Trailwinds Dr Fort Myers
      35 photos

      $207,900

      Low Rise (1-3)

      GREAT "FIRST" FLOOR, VERY CLEAN AND NEAT "TURNKEY" CONDO. NO DIRECT GOLF CART PATH BEHIND SINCE IT IS ON THE OTHER SIDE OF THE LAKE. THIS MAKES THE LANAI VERY PRIVATE. AS WELL AS…

      1370 2 2 1988
      Courtesy of Cypress Realty Inc.

      5790 Trailwinds Fort Myers

      Closed 5790 Trailwinds Dr Fort Myers
      13 photos

      $295,000

      2 Story,Low Rise (1-3)

      THIS IS CONDO IS ONE OF THE NICEST DECORATED CONDO IN THE COMMUNITY AS WELL AS A GREA T FIRST FLOOR UNIT WITH A VEIW OF THE NINTH GREEN AND POND DONT LET THIS ONE…

      1132 2 2 1986
      Courtesy of Acheron Associates Inc.

      5965 Trailwinds Fort Myers

      Closed 5965 Trailwinds Dr Fort Myers
      35 photos

      $219,900

      Low Rise (1-3)

      GREAT SECOND FLOOR "TURNKEY" CONDO INTHE OAKMONT VILLAGE IN THE HIDEAWAY CONTRY CLUB. NICE GOLF COURSE VIEW FROM THE LANAI THAT HAS BOTH SCREENS AND WINDOWS FOR ALL SEASON USE. THE HIDEAWAY CC IS ONE…

      1098 2 2 1993
      Courtesy of Cypress Realty Inc.

      5530 Trailwinds Fort Myers

      Closed 5530 Trailwinds Dr Fort Myers
      23 photos

      $224,500

      Low Rise (1-3)

      Beautiful 1st floor condo that is being sold Turnkey. Move in Ready with new appliances and new very tasteful furnishings.There is a wooden pantry for extra kitchen storage. the large window that has a…

      1370 2 2 1984
      Courtesy of Cypress Realty Inc.

      5810 Trailwinds Fort Myers

      Closed 5810 Trailwinds Dr Fort Myers
      37 photos

      $305,000

      Low Rise (1-3)

      TOP FLOOR (3rd) OF ELEVATOR BUILDING WITH WOW VIEW OF LAKE AND PAR 3 9th HOLE!!! RECENTLY UPDATED KITCHEN WITH QUARTZ AND NEW APPLIANCES, UPDATED BATHROOMS NEW LUXURY VINYL PLANK FLOORING THROUGHOUT WITH TILE…

      1370 2 2 1988
      Courtesy of Cypress Realty Inc.

      5790 Trailwinds Fort Myers

      Closed 5790 Trailwinds Dr Fort Myers
      20 photos

      $160,000

      Apartment,Low Rise (1-3)

      Handyman special first floor condo with with a beautiful view of the lake and golf course. Will start with the bad, the upstairs unit bathroom leaked into the lower condo. The condo has been fully…

      1132 2 2 1986
      Courtesy of Troup Real Estate LLC

      5710 Trailwinds Fort Myers

      Closed 5710 Trailwinds Dr Fort Myers
      13 photos

      $219,000

      Low Rise (1-3)

      Located in Augusta Village in The Hideaway Country Club Community, this larger 2 bed/2 bath second floor unit is being sold “turnkey” and even comes with your own golf cart! This unit features an updated…

      1370 2 2 1986
      Courtesy of MVP Realty Associates LLC

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