2 Bed Condominium for Sale in Oakmont Village
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SoldMLS# 2026011487

$155,000

2 Bed Condominium for Sale in Oakmont Village

5765 Trailwinds Drive 111, Fort Myers, FL, 33907

2 beds2 baths1,098 sqft
GatedGolfTennisFitness CenterClubhouseCommunity PoolOn-site Dining

About this home

Updated 2-bedroom, 2-bath first floor corner condo with a fantastic view and located adjacent to the 10th tee box. The kitchen features upgraded granite countertops, while both bathrooms have been updated with stylish quartz finishes. The unit offers tiles in all spaces with the exception of the bedrooms, which have freshly shampooed carpet for move-in ready comfort. Partially furnished so you can settle in without starting from scratch. The enclosed lanai provides valuable bonus living space – perfect for morning coffee, evening cocktails, or simply enjoying the golf course view. This unit includes a carport, private shed for extra storage, and dedicated golf cart parking. The building is freshly painted, new roof recently installed (2024), and parking lot paving will be completed in March. This wonderful unit is close to the clubhouse, restaurant, fitness center, pro shop, and the tennis courts (which have an update in the plans). Golf Advisor has rated Hideaway as one of Florida’s top-rated courses and membership is optional.

Property details

Type
Condominium
Year built
1994
Interior
1,098 sqft
Lot size
8,616.168 sqft
Acreage
0.20 acres
Garage
None
Days on market
56
Total association fees
$11,359/yr (~$947/mo)
CDD
None
Est. taxes (1.4%)
$2,170/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

CableTvInsuranceIrrigationWaterLegalAccountingMaintenanceGroundsMaintenanceStructurePestControlReserveFundSewerStreetLightsTrash

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

Amenities

ClubhouseFitnessCenterGolfCourseBarbecuePicnicAreaPrivateMembershipPoolPuttingGreensRestaurantStorageSidewalksTennisCourtsVehicleWashAreaManagement

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.

Below marketThis home is priced below comparable recent sales, a potential value.
This home
$141/sqft
Comp median
$155/sqft
Difference
-9%

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.

AddressSoldSold priceBeds/BathsSq ft$/sqft
5665 Trailwinds Drive 621May 2026$175,0002/21,132$155
5925 Trailwinds Drive 912Mar 2026$180,0003/21,169$154
2189 Barry DriveDec 2025$175,0003/1946$185
2300 Crystal DriveJan 2026$170,0002/21,080$157
2111 Barkeley Lane 19Dec 2025$150,0003/21,212$124
2124 Sunrise BoulevardJul 2026$130,0002/11,091$119
Average6 comps$163,333$149

Market trends, Fort Myers

Median list
$319,998
Median $/sqft
$209
Median sold (90d)
$330,000
Avg days on market
98
Active listings
2,493
Median sold price · Fort Myers
$330,000last 3 months1.5% vs $335,000 prior 3 months
Median closed price by month · Fort Myers
6.3% MoM2.6% YoY
$319k$349k$380kJul ’25Aug ’26
$338,500Aug ’26 · 354 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 $31,000 (17.4%) from the original list price.

May 28, 2026Sold$147,500
Apr 18, 2026Price reducedfrom $168,500$155,000
Mar 10, 2026Listed$178,500

The good, the trade-offs & the location

Pros
  • Lower flood risk (zone X)
Consider
  • Built 1994 — pre-2002 construction may carry older wind codes and higher insurance
  • No garage listed
  • Higher association fees (~$11,359/yr)
Location convenienceHigh
Hospital
1.9 mi
Gulf Coast Medical Center
Beach
10 mi
Fort Myers Beach
Airport
1 mi
Page Field (Fort Myers)
Shopping
1.3 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.