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The Hideaway Country Club >
5950 Trailwinds Dr #222, Fort Myers, FL 33907
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5950 Trailwinds Dr #222, Fort Myers, FL 33907 - 3 Bedroom Condo in Greenbriar Village at The Hideaway Country Club
$279,900
MLS Number
226017663
Bedrooms
3 Bed
Bathrooms
2 Baths
Living Area
1,436 sq ft
Total Area
1,436 sq ft
Garage Spaces
0
Year Built
1988
Days on Market
14
home Property Description
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.
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.
fact_check The Basics
Property Type
Condo
Gulf Access
No
Private Pool
No
Private Spa
No
Acres
0.1959
Furnished
Negotiable
Last Modified
2 weeks ago
savings Financials & HOA Fees
Foreclosure
No
Auction
No
Short Sale
No
Mandatory HOA
Yes
HOA Fee
$1,242 quarterly
Master HOA Fee
$5,325 annually
roofing Building Features
Building Features
DSL/Cable Available
Building Style
2 Story
Construction Materials
Concrete Block, Stucco
Cooling
Ceiling Fan(s), Central Electric
Covered Spaces
1
Elevator
None
Floor Plan
Split Bedrooms
Floors
1
Patio and Porch
Patio
Other Structures
Tennis Court(s)
Rear Exposure
East
Roof
Shingle
Security Features
Smoke Detector(s), Gated Community
Storm Protection
Impact Resistant Windows
View
Golf Course, Pond
Water Source
Assessment Paid
Window Features
Window Coverings
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chair Interior Features
Appliances & Equipment
Cooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Safe, Self Cleaning Oven, Smoke Detector, Washer, Washer/Dryer Hookup
Interior Features
Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Window Coverings
Additional Rooms
Laundry in Residence
Gas
No
Laundry
Washer/Dryer Hookup, Laundry in Residence
holiday_village Neighborhood and Community
Pets Allowed
Limits
Amenities
Clubhouse, Pool, Community Room, Fitness Center, Storage, Golf Course, Internet Access, Putting Green, Restaurant, Streetlight, Tennis Court(s), Car Wash Area
Neighborhood
Greenbriar Village at The Hideaway Country Club
Neighborhood Type
Gated, Golf Course
Community Features
Clubhouse, Pool, Fitness Center, Golf, Putting Green, Restaurant, Street Lights, Tennis Court(s), Gated
Included in Fees
Cable, Insurance, Internet/WiFi Access, Lawn/Land Maintenance, Legal/Accounting, Pest Control Exterior, Rec Facilities, Reserve, Street Lights, Street Maintenance
HOA Restrictions
No Commercial, No RV
travel_luggage_and_bags Leasing Rules
Lease Limits
Yes
Leases Per Year
2
Minimum Days of Lease
30
Chris Farrugia, M.B.A.
Realtor® at The Listing Naples Group
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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS organizations. Copyright 2026 Southwest Florida MLS organizations. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
Listing provided by Realty One Group MVP.
