2 Bed 2 Bath Pool Condominium for Sale in OAKMONT VILLAGE, FL
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SoldMLS# 224076979

$195,000

2 Bed 2 Bath Pool Condominium for Sale in OAKMONT VILLAGE, FL

5925 Trailwinds Drive 926, Fort Myers, FL, 33907

2 beds2 baths1,373 sqft
GatedGolfPickleballTennisClubhouseCommunity PoolOn-site Dining55+

About this home

PRICEED TO SELL / LOWEST IN THE HIDEAWAY***BEAUTIFUL PICTURESQUE VIEWS CONDO...(NEW AC WITH WARRANTY) 2 BEDROOMS/2 BATH'S .. {TURN-KEY}...WITH YOUR OWM GOLF CART INCLUDED...NO TRAIL FEES...WELL MAINTAINED, ONE OWNER...CHAMPIONSHIP GOLF COURSE...OPTIONAL MEMBERSHIP OR PAY AS YOU PLAY...FRIENDLY WELCOMING COMMUNITY...LOTS OF FUN ACTIVITES...OR JUST ENJOY THE SPARKLING POOL... AMENITIES=GOLF...FINE RESTAURANT/BAR...PUTTING...TENNIS...FITNESS GYM...COMMUNITY CENTER/CARD ROOM...PRO SHOP...CLOSE TO SHOPPING... THEATERS...FINE DINING...SPORTS ARENA'S... & AIRPORT...PET FRIENDLY...THIS ONE IS A GREAT VALUE...COME SEE WHY WE CALL IT ***THE HIDEAWAY***

Property details

Type
Condominium
Year built
1989
Interior
1,373 sqft
Lot size
8,616.168 sqft
Acreage
0.20 acres
Garage
None
Days on market
311
Total association fees
$10,880/yr (~$907/mo)
CDD
None
Est. taxes (1.4%)
$2,730/yr
Flood zone (area est.)
No · Low risk (X)
Storm protection
None listed
Exposure
Northeast
Waterfront
No
Gulf access
No
Gulf access type
N/A
Pool
Yes
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

CableTvGolfInsuranceInternetLegalAccountingMaintenanceGroundsPestControlReserveFundRoadMaintenanceSewerStreetLightsTrash

What the association dues cover, per the MLS. Confirm the full schedule with the HOA.

Amenities

BikeStorageBusinessCenterClubhouseGolfCourseHobbyRoomPickleballPoolPuttingGreensRestaurantStorageTennisCourtsVehicleWashAreaManagement

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.

At marketThis home is priced in line with comparable recent sales.
This home
$142/sqft
Comp median
$150/sqft
Difference
-5%

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.

AddressSoldSold priceBeds/BathsSq ft$/sqft
5865 Trailwinds Drive 623Dec 2025$235,0003/21,435$164
5950 Trailwinds Drive 224Jun 2026$230,0003/21,436$160
5970 Trailwinds Drive 121May 2026$199,9002/21,278$156
5910 Trailwinds Drive 422Mar 2026$232,0003/21,425$163
2225 Caracas CourtDec 2025$220,0002/21,304$169
8649 Flores CourtDec 2025$199,0002/21,395$143
Average6 comps$219,317$159

Market trends — Fort Myers

Median list
$324,900
Median $/sqft
$213
Median sold (90d)
$334,000
Avg days on market
97
Active listings
2,591
Median sold price · Fort Myers
$335,000last 3 months3.1% vs $325,000 prior 3 months
Median closed price by month · Fort Myers
2% MoM3.2% YoY
$319k$349k$380kJul ’25Jul ’26
$318,500Jul ’26 · 227 sales

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 $69,900 (29.1%) from the original list price.

Sep 29, 2025Sold$170,000
Jul 3, 2025Price reducedfrom $200,000$195,000
Sep 20, 2024Listed$239,900

The good, the trade-offs & the location

Pros
  • Lower flood risk (zone X)
  • Private pool
Consider
  • Built 1989 — pre-2002 construction may carry older wind codes and higher insurance
  • No garage listed
  • Higher association fees (~$10,880/yr)
  • 55+ age-restricted community
Location convenienceHigh
Hospital
2 mi
Gulf Coast Medical Center
Beach
10.1 mi
Fort Myers Beach
Airport
1 mi
Page Field (Fort Myers)
Shopping
1.5 mi
Bell Tower Shops

Straight-line distances to major SWFL amenities — approximate; actual drive times vary.

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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.