5950 Trailwinds Drive #222, Fort Myers, FL 33907
Local realty services provided by:ERA Real Solutions Realty
Listed by: christine jackson
Office: realty one group mvp
MLS#:226017663
Source:FL_GFMB
Price summary
- Price:$279,900
- Price per sq. ft.:$194.92
- Monthly HOA dues:$443.75
About this home
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....
Contact an agent
Home facts
- Year built:1988
- Listing ID #:226017663
- Added:3 day(s) ago
- Updated:May 10, 2026 at 01:04 PM
Rooms and interior
- Bedrooms:3
- Total bathrooms:2
- Full bathrooms:2
- Kitchen Description:Cooktop, Dishwasher, Disposal, Microwave, Range, Refrigerator, Self Cleaning Oven
- Living area:1,436 sq. ft.
Heating and cooling
- Cooling:Ceiling Fans, Electric
- Heating:Central, Electric
- Central air:Yes
Structure and exterior
- Roof:Shingle
- Year built:1988
- Building area:1,436 sq. ft.
- Architectural Style:Low Rise, Two Story
- Construction Materials:Block, Concrete, Stucco
- Exterior Features:Outdoor Grill, Patio
- Levels:2 Story
Finances and disclosures
- Price:$279,900
- Price per sq. ft.:$194.92
- Tax amount:$1,727 (2025)
Features and amenities
- Laundry features:Dryer, Dryer Hookup, Inside, Washer
- Amenities:Pool, Restaurant, Storage
- Pool features:Community, Pool
Parking
- Parking description:1 Carport Space(s), Assigned, Covered, Detached Carport, Golf Cart Garage, Guest, One Space, Paved
- Carport spaces:1
New listings near 5950 Trailwinds Drive #222
- New
$334,900Active2 beds 2 baths1,525 sq. ft.4629 Waterscape Lane, Fort Myers, FL 33966
MLS# 2026021265Listed by: ROYAL SHELL REAL ESTATE, INC. - New
$299,000Active3 beds 2 baths1,690 sq. ft.3000 Meandering Way #202, Fort Myers, FL 33905
MLS# 2026020434Listed by: RE/MAX GULF COAST LIVING - New
$279,900Active2 beds 2 baths1,332 sq. ft.13190 Oakmont Drive #6, Fort Myers, FL 33907
MLS# 2026021249Listed by: VIP REALTY GROUP INC - New
$210,000Active2 beds 2 baths1,019 sq. ft.17280 Eagle Trace #4, Fort Myers, FL 33908
MLS# 2026020706Listed by: VIP REALTY GROUP INC - New
$319,000Active2 beds 2 baths1,416 sq. ft.11041 Gulf Reflections Drive #103, Fort Myers, FL 33908
MLS# 2026020732Listed by: SWFL REAL ESTATE EXPERTS - New
$294,900Active2 beds 2 baths1,554 sq. ft.10017 Sky View Way #1506, Fort Myers, FL 33913
MLS# 2026020940Listed by: COLONIAL PLUS REAL ESTATE LLC - New
$300,000Active3 beds 2 baths1,663 sq. ft.13032 8th Street, Fort Myers, FL 33905
MLS# 2026021238Listed by: GROW PROSPER MOVE REALTY - New
$1,300,000Active5 beds 5 baths4,264 sq. ft.8620 El Mirasol Court, FORT MYERS, FL 33967
MLS# O6406497Listed by: FLORIDA PROPERTY CENTER - New
$239,000Active2 beds 2 baths1,465 sq. ft.14070 Eagle Ridge Lakes Drive #202, Fort Myers, FL 33912
MLS# 2026020359Listed by: JOHN R. WOOD PROPERTIES - New
$699,000Active4 beds 3 baths2,271 sq. ft.12657 Astor Place, Fort Myers, FL 33913
MLS# 2026021219Listed by: CORNERSTONE COASTAL PROPERTIES