5950 Trailwinds DR, Fort Myers, FL 33907

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 set of hurricane-impact windows and sliders—a rare and valuable upgrade in a community where many condos still have original windows and shutters—providing peace of mind, energy efficiency, and a quiet interior.

The redesigned lanai has been seamlessly incorporated into the living area, creating a bright and expansive space with a dramatic wall of windows that immediately showcases the stunning water and fairway views the moment you enter. Extensively updated throughout, the home features luxury vinyl plank flooring, fresh interior paint, recessed lighting, plantation shutters in all bedrooms, updated kitchen appliances including a modern induction cooktop, and tastefully renovated bathrooms. Impeccably maintained and move-in ready, this condo combines comfort, style, and functionality.

Residents of Greenbriar enjoy their own private pool and tiki bar, plus a separate grilling and gathering area. For golf enthusiasts, the community offers one of the area’s most enjoyable and affordable golf memberships—while still allowing residents the flexibility of optional membership with no mandatory golf fees. A golf cart is included, adding convenience and enhancing the country club lifestyle.

Ideally located in Fort Myers, just minutes from shopping, dining, RSW International Airport, and Southwest Florida’s beautiful beaches, this property is perfect as a full-time residence or seasonal retreat. A full list of upgrades and improvements is available in the MLS supplements.