$188,900
3 Bed Condominium for Sale in Fort Myers
5585 Trailwinds Drive 314, Fort Myers, FL, 33907
About this home
Welcome to this beautifully maintained turnkey ground-floor condo in the desirable Hideaway Country Club community! This inviting residence features a spacious feel and a lanai with two convenient entry points, perfect for enjoying Florida’s indoor-outdoor lifestyle. The home includes an updated bathroom, stainless steel appliances, a pantry, and the convenience of an in-unit washer and dryer. Offered fully furnished, it’s ready for immediate enjoyment or seasonal use. Additional highlights include an assigned parking space plus a dedicated golf cart space, making it easy to take advantage of everything the community has to offer. Located within Hideaway Country Club, residents enjoy amenities right at their fingertips, including golf, clubhouse, dining, tennis, fitness, and more. Whether you’re looking for a year-round residence, seasonal retreat, or investment opportunity, this condo offers comfort, convenience, and an exceptional lifestyle in one of Fort Myers’ sought-after communities.
Property details
- Type
- Condominium
- Year built
- 1985
- Interior
- 1,187 sqft
- Lot size
- 7,657.848 sqft
- Acreage
- 0.18 acres
- Garage
- None
- Days on market
- 163
- Total association fees
- $9,355/yr (~$780/mo)
- CDD
- None
- Est. taxes (1.4%)
- $2,645/yr
- Flood zone (area est.)
- No · Low risk (X)
- Storm protection
- None listed
- Exposure
- North
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- No
- 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 6 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 |
|---|---|---|---|---|---|
| 5665 Trailwinds Drive 621 | May 2026 | $175,000 | 2/2 | 1,132 | $155 |
| 5925 Trailwinds Drive 912 | Mar 2026 | $180,000 | 3/2 | 1,169 | $154 |
| 5925 Trailwinds Drive 926 | Sep 2025 | $170,000 | 2/2 | 1,373 | $124 |
| 5905 Trailwinds Drive 824 | May 2026 | $200,000 | 2/2 | 1,100 | $182 |
| 5970 Trailwinds Drive 121 | May 2026 | $199,900 | 2/2 | 1,278 | $156 |
| 2300 Crystal Drive | Jan 2026 | $170,000 | 2/2 | 1,080 | $157 |
| Average | 6 comps | $182,483 | $155 |
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 $61,100 (24.4%) from the original list price.
| Aug 18, 2026 | Price reducedfrom $198,900 | $188,900 |
| Jul 13, 2026 | Back on market | |
| Mar 11, 2026 | Listed | $250,000 |
The good, the trade-offs & the location
- Lower flood risk (zone X)
- Built 1985 — pre-2002 construction may carry older wind codes and higher insurance
- No garage listed
- Higher association fees (~$9,355/yr)
- 55+ age-restricted community
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.