New Listing - 05/06/2026
5950 Trailwinds DR, #222, Fort Myers, FL, 33907
3 beds
2 Full baths
1988
1,436 sqft
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.
Status:
Active
Type:
Condo/Coop
Furnished Remarks:
Negotiable
Laundry Remarks:
Washer/Dryer Hookup, Inside
Complex:
GREENBRIAR VILLAGE
Garage:
1 Assigned, Covered, Golf Cart Garage, Guest, Paved, Detached Carport
Heating:
Central Electric
Cooling:
Ceiling Fan(s), Central Electric
Basement:
Ceiling Fan(s), Central Electric
Levels:
2
Common Charge:
$1,242 Quarterly
Acreage:
0.2
Est. Taxes:
$1,727
HOA Fee
$1,242
Construction
Concrete Block, Stucco
Utilities
Cable Available
Lot Description:
On Golf Course
View Description:
Golf Course, Pond
Amenities:
Golf Non Equity, Clubhouse, Pool, Community Room, Fitness Center, Extra Storage, Golf, Internet Access, Putting Green, Restaurant, Street Lights, Tennis Court(s), Vehicle Wash Area, Gated, Golf Course
Pet Policy:
Number Limit
Appliances:
Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Self Cleaning Oven, Washer
MLS #:
226017663
Community Info
School Info
Walk Score
Yelp
Copyright ©2026 The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations Copyright Southwest Florida MLS organizations. All rights reserved.
Listing courtesy of Realty One Group MVP 800-896-8790