$279,900
5950 Trailwinds Drive #222 Fort Myers, FL 33907
For Sale MLS# 226017663
3 beds 2 baths 1,436 sq ft Condo
Details for 5950 Trailwinds Drive #222
MLS# 226017663
Description for 5950 Trailwinds Drive #222, 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.
Listing Information
Property Type: Residential, Condominium
Status: Active
Bedrooms: 3
Bathrooms: 2
Lot Size: 0.20 Acres
Square Feet: 1,436 sq ft
Year Built: 1988
Stories: 2 Story
Construction: Block,Concrete,Stucco
Subdivision: Greenbriar Village
Furnished: Yes
County: Lee
Days On Market: 3
Construction Status: Resale
Room Information
Bathrooms
Full Baths: 2
Additonal Room Information
Laundry: Dryer Hookup, Washer Hookup, Inside
Interior Features
Appliances: Self Cleaning Oven, Range, Refrigerator, Washer, Microwave, Cooktop, Dishwasher, Disposal, Dryer
Flooring: Other
Doors/Windows: Window Coverings, Impact Glass
Additional Interior Features: Split Bedrooms, Walk-In Closet(s), Cable TV, Breakfast Bar, Window Treatments, High Speed Internet, High Ceilings, Living/Dining Room, Dual Sinks, Separate Shower, Shower Only
Utilities
Water: Assessment Paid
Sewer: Assessment Paid
Other Utilities: Cable Available,High Speed Internet Available
Cooling: Electric, Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Parking Description: Golf Cart Garage, Guest, One Space, Detached Carport, Covered, Assigned, Paved
Roof: Shingle
Pool: Community
Lot View: Golf Course,Pond
Additional Exterior/Lot Features: Outdoor Grill, Patio, Patio, On Golf Course, Pond on Lot
Community Features
Community Features: Golf, Street Lights, Gated
Security Features: Smoke Detector(s), Gated Community, Security Gate
Association Amenities: Pool, Tennis Court(s), Storage, Clubhouse, Fitness Center, Management, Restaurant, Putting Green(s), Vehicle Wash Area, Golf Course
HOA Dues Include: Insurance, Legal/Accounting, Street Lights, Road Maintenance, Maintenance Grounds, Pest Control, Reserve Fund, Cable TV, Internet, Recreation Facilities
Homeowners Association: Yes
HOA Dues: $5,325 / Annually
Driving Directions
Metro 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
Financial Considerations
Terms: All Financing Considered,Cash
Tax/Property ID: 12-45-24-27-00002.2220
Tax Amount: 1727
Tax Year: 2025
A broker reciprocity listing courtesy: Realty One Group MVP
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Interest rate and annual percentage rate (APR) are based on current market conditions, are for informational purposes only, are subject to change without notice and may be subject to pricing add-ons related to property type, loan amount, loan-to-value, credit score and other variables. Estimated closing costs used in the APR calculation are assumed to be paid by the borrower at closing. If the closing costs are financed, the loan, APR and payment amounts will be higher. If the down payment is less than 20%, mortgage insurance may be required and could increase the monthly payment and APR. Contact us for details. Additional loan programs may be available. Accuracy is not guaranteed, and all products may not be available in all borrower's geographical areas and are based on their individual situation. This is not a credit decision or a commitment to lend.
Sales History & Tax Summary for 5950 Trailwinds Drive #222
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 5950 Trailwinds Drive #222
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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