$259,500
3 Bed 2 Bath Condominium for Sale in OAKMONT VILLAGE, FL
5865 Trailwinds Drive 623, Fort Myers, FL, 33907
About this home
The Hideaway Country Club is a tucked away community located in the heart of Fort Myers, Fl. It is a “HIDDEN GEM”, that includes a championship 18-hole golf course. Golf is not mandatory, however, membership is very reasonable. This 3 bedroom, 2 bath, renovated condo is located in Oakmont Village, with beautiful golf course and lake views.This gorgeous property is beautifully appointed and sold Turnkey with high end furnishings and decor. The Master King size Bed is a Sterns & Foster mattress set. Pricey! The guest bedroom also has a top-of-line, king size bed and mattress. The flooring is of high quality, the big windows make it so light and bright. The lighting and finishes, have been carefully chosen to compliment every room. Recent updates include: Storm Door (2024),Water Heater (2025),Microwave (2024), Keyless Entry 2023, New Roof 2024, Soffits & Fascia (2024), Hurricane Impact Glass on Sliders. The exterior of the Buildings will be painted starting November 2025 and parking lot resealed 2025/26. *All paid for. This condo is steps away from the community pool and patio with grills.You also have a deeded, private, dedicated golf cart parking right outside your door that is equipped with electric for charging. Not all condos have deeded golf cart parking. 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.A special on golf membership is running through April 2026.
Property details
- Type
- Condominium
- Year built
- 1990
- Interior
- 1,435 sqft
- Lot size
- 8,616.168 sqft
- Acreage
- 0.20 acres
- Garage
- None
- Days on market
- 14
- Total association fees
- $11,355/yr (~$946/mo)
- CDD
- None
- Est. taxes (1.4%)
- $3,633/yr
- Flood zone (area est.)
- No · Low risk (X)
- Storm protection
- Impact Windows/Doors
- Exposure
- West
- 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 3 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 |
|---|---|---|---|---|---|
| 5865 Trailwinds Drive 613 | Sep 2025 | $275,000 | 3/2 | 1,331 | $207 |
| 5950 Trailwinds Drive 224 | Jun 2026 | $230,000 | 3/2 | 1,436 | $160 |
| 5910 Trailwinds Drive 422 | Mar 2026 | $232,000 | 3/2 | 1,425 | $163 |
| Average | 3 comps | $245,667 | $177 |
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 $24,500 (9.4%) from the original list price.
| Dec 30, 2025 | Sold | $235,000 |
| Nov 21, 2025 | Listed | $259,500 |
The good, the trade-offs & the location
- Lower flood risk (zone X)
- Storm protection: Impact Windows/Doors
- Built 1990 — pre-2002 construction may carry older wind codes and higher insurance
- No garage listed
- Higher association fees (~$11,355/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.