Listings

FORT MYERS, FL 33907 5950 Trailwinds DR 222

OPEN HOUSE Sat, May 09 2026 12:00 PM - 02:30 PM
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Presented By: Realty One Group MVP
  • MLS# 226017663
  • 05/06/2026
  • Request Tour
  • Request Info
  • Beds • 3
  • Baths • 2
  • SQFT • 1,436

Home Details

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.
Presented By: Realty One Group MVP

Interior Features for 5950 Trailwinds DR 222

Bedrooms

Total Bedrooms3

Bathrooms

Half Baths0
Primary Bathroom FeaturesDual Sinks, Shower Only
Total Baths2

Other Interior Features

LivingAreaSourceDeveloper Brochure
Air Conditioning Y/NYes
FlooringOther
Furnished Y/NNegotiable
Heating Y/NYes
Interior AmenitiesSplit Bedrooms, Wired for Data, Volume Ceiling, Walk-In Closet(s)
Laundry FeaturesWasher/Dryer Hookup, Inside
Total Stories1
Window FeaturesImpact Resistant, Impact Resistant Windows, Window Coverings

Other Rooms

Dining Room FeaturesBreakfast Bar, Dining - Living
Entry Level2

General for 5950 Trailwinds DR 222

AppliancesCooktop, Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Self Cleaning Oven, Washer
Assoc Fee Paid PerQuarterly
Association Fee IncludesCable TV, Insurance, Internet, Maintenance Grounds, Legal/Accounting, Pest Control Exterior, Rec Facilities, Reserve, Street Lights, Street Maintenance
Building Area UnitsSquare Feet
Building NameTHE HIDEAWAY COUNTRY CLUB
Carport Spaces1
Carport Y/NYes
CityFORT MYERS
Community FeaturesGolf 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
Community TypeGated Community
Construction MaterialsConcrete Block, Stucco
CoolingCeiling Fan(s), Central Electric
CountyLee
DirectionsMetro Pkwy or S Cleveland Ave. to Crystal Dr., N on Wooddale, E on Treehaven, N on New Pine Lake Rd, NE on Trailwinds Dr.- Follow straight to Bldg 5950 at the end of road
DisclosuresSeller Disclosure Available
Facing DirectionWest
Full Baths2
Garage Spaces
Garage Y/NNo
Gulf AccessNo
HOAYes
HOA Fee$1242
HOA Fee 25325
HOA Fee 2 FrequencyAnnually
HeatingCentral Electric
Land Lease Amount
Land Lease Y/NNo
Legal DescriptionGREENBRIAR VILLAGE OR 1966 PG 3038 BLDG 2 UNIT 222
LevelsTwo
Living Area1436
Living Area UnitsSquare Feet
Lot Size Square Feet8533.404
Lot Size UnitsAcres
MLS AreaFM07 - Fort Myers Area
Min. Days of Leasetrue
New ConstructionNo
Num of Leases/Yr:true
OwnershipCondo
Patio/Porch FeaturesPatio
Pets AllowedNumber Limit
PossessionClose Of Escrow
Property SubtypeLow Rise (1-3)
Property TypeResidential
RoofShingle
Security FeaturesSafe, Smoke Detector(s), Smoke Detectors
SewerAssessment Paid
Showing InstructionsClick Showing Icon, No Sign On Property, Owner Occupied
Standard StatusActive
StatusActive
Stories Count2
Subdivision NameGREENBRIAR VILLAGE
Tax Annual Amount1727
Tax Year2025
TaxOtherAnnualAssessmentAmount0
Total Rooms0
Unit Number222
UtilitiesCable Available
ViewGolf Course, Pond
Virtual TourClick here
Waterfront FeaturesNone, Pond
Year Built1988

Exterior for 5950 Trailwinds DR 222

Building Area Total1436
Covered Spaces1
Lot FeaturesOn Golf Course
Lot Size Acres0.1959
Lot Size Area0.1959
Lot Size SourceCondo Documents
LotDimensionsSourceCondo Documents
Parking Features1 Assigned, Covered, Golf Cart Garage, Guest, Paved, Detached Carport
Road Surface TypePaved
SpaNo
Water SourceAssessment Paid
Waterfront Y/NNo

Additional Details

Price History

Schools

High School Hubert H Humphrey Middle School
Middle School N/A
Elementary School Big Hollow Elementary School

Cindy Gonzalez

Price $279,900
MLS#226017663
List Date 05/06/2026
Property Type Condos
Phone 239.243.2743
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