$199,900
2 Bed 2 Bath Waterfront Condominium for Sale in GREENBRIAR VILLAGE, FL
5970 Trailwinds Drive 121, Fort Myers, FL, 33907
About this home
Priced Reduced to under 200k for this private, corner, 2nd floor condo in Hideaway Golf & Country Club. Immaculately maintained. The owners love it so much in Hideaway that they upgraded to a larger unit. If you are looking for a great bang for your buck, THIS IS IT! LOCK IN NOW WHILE ITS A BUYERS MARKET. If you want to rent it out, this property was rented this season for $3,500 a month. There is such a shortage of rentals available for 2027, that its an option if you are not ready to winter in Florida yet. Either way, this is a fabulous opportunity! The Hideaway Golf & Country Club is a “hidden GEM” of a community, located in the heart of South Fort Myers, with easy access to everything. This is a 2 bedroom, 2 bath end-unit located in the last building of Greenbriar Village offering quiet views, privacy and steps away to the practice chipping green. This property is being sold Turnkey-key. Enjoy the Greenbriar Village pool and outdoor bar and grill area where neighbors and friends gather. Hideaway offers Golf, NOT MANDATORY. The main clubhouse has a great restaurant and bar, and during season there are plenty of activities and monthly themed parties. If you are a golfer, and own your own golf cart, there are no trails fees or cart fees. If you don’t own a golf cart, you can rent one from the club. Roof 3 years old. Building painted 2025.
Property details
- Type
- Condominium
- Year built
- 1988
- Interior
- 1,278 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 106
- Total association fees
- $10,382/yr (~$865/mo)
- CDD
- None
- Est. taxes (1.4%)
- $2,799/yr
- Flood zone (area est.)
- No · Low risk (X)
- Storm protection
- None listed
- Exposure
- South
- Waterfront
- Yes
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Call, Conditional
- County
- Lee
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges — mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees — which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
Based on the $/sqft of 4 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months — similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 5925 Trailwinds Drive 926 | Sep 2025 | $170,000 | 2/2 | 1,373 | $124 |
| 5925 Trailwinds Drive 912 | Mar 2026 | $180,000 | 3/2 | 1,169 | $154 |
| 5905 Trailwinds Drive 824 | May 2026 | $200,000 | 2/2 | 1,100 | $182 |
| 5665 Trailwinds Drive 621 | May 2026 | $175,000 | 2/2 | 1,132 | $155 |
| Average | 4 comps | $181,250 | $154 |
Market trends — Fort Myers
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $40,000 (16.7%) from the original list price.
| May 20, 2026 | Sold | $199,900 |
| Apr 13, 2026 | Price reducedfrom $229,000 | $199,900 |
| Jan 4, 2026 | Listed | $239,900 |
The good, the trade-offs & the location
- Lower flood risk (zone X)
- Waterfront
- Built 1988 — pre-2002 construction may carry older wind codes and higher insurance
- No garage listed
- Higher association fees (~$10,382/yr)
Straight-line distances to major SWFL amenities — approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.