$225,000
2 Bed 2 Bath Condominium for Sale in OAKMONT VILLAGE, FL
5905 Trailwinds Drive 824, Fort Myers, FL, 33907
About this home
Welcome to luxury living at The Hideaway Country Club! Tucked away in a peaceful and beautifully maintained community, this stunning 2-bedroom, 2-bathroom condo offers a perfect blend of elegance, comfort, and convenience. Located on the second floor, this bright and airy residence welcomes you with an abundance of natural light and sweeping views of the golf course and water. Situated right off one of the community’s few elevators—and in one of the only pet-friendly buildings—this unit offers exceptional accessibility and ease. At the heart of the home is a fully updated kitchen designed to impress any culinary enthusiast. With sleek granite countertops, a stylish backsplash, and stainless-steel appliances, this space is both functional and beautiful. Offered turnkey, this move-in-ready retreat allows you to settle in effortlessly—just bring your clothes and toothbrush. A sparkling pool is just steps away, inviting you to enjoy a refreshing swim whenever you please. Living at The Hideaway Country Club means more than owning a home—it’s embracing a lifestyle. Separate golf and tennis memberships are available for active residents, while a fitness center, pickleball courts, card/social room, and a fantastic on-site restaurant provide endless opportunities for leisure and connection. Don’t miss your chance to experience resort-style living in one of Fort Myers’ most sought-after communities. Schedule your private showing today and discover the unmatched charm of this exceptional condo.
Property details
- Type
- Condominium
- Year built
- 1990
- Interior
- 1,100 sqft
- Lot size
- 8,311.248 sqft
- Acreage
- 0.19 acres
- Garage
- None
- Days on market
- 157
- Total association fees
- $12,275/yr (~$1,023/mo)
- CDD
- None
- Est. taxes (1.4%)
- $3,150/yr
- Flood zone (area est.)
- No · Low risk (X)
- Storm protection
- None listed
- Exposure
- East
- 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
- 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 10 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Your notes on this home
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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 912 | Mar 2026 | $180,000 | 3/2 | 1,169 | $154 |
| 5970 Trailwinds Drive 121 | May 2026 | $199,900 | 2/2 | 1,278 | $156 |
| 5665 Trailwinds Drive 621 | May 2026 | $175,000 | 2/2 | 1,132 | $155 |
| 8600 Granada Court | Nov 2025 | $218,000 | 2/2 | 1,080 | $202 |
| 2189 Barry Drive | Dec 2025 | $175,000 | 3/1 | 946 | $185 |
| 2180 Leisure Lane | Feb 2026 | $218,000 | 2/2 | 1,140 | $191 |
| Average | 6 comps | $194,317 | $174 |
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 $49,000 (19.7%) from the original list price.
| May 12, 2026 | Sold | $200,000 |
| Jan 23, 2026 | Price reducedfrom $249,000 | $225,000 |
| Oct 10, 2025 | Listed | $249,000 |
The good, the trade-offs & the location
- Lower flood risk (zone X)
- Built 1990 — pre-2002 construction may carry older wind codes and higher insurance
- No garage listed
- Higher association fees (~$12,275/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.