2 Bed Waterfront Home for Sale in Fort Myers
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For SaleMLS# 2026018493

$239,900

2 Bed Waterfront Home for Sale in Fort Myers

5805 Trailwinds Drive 314, Fort Myers, FL, 33907

2 beds2 baths1,435 sqft
GatedGolfPickleballTennisFitness CenterClubhouseCommunity PoolOn-site DiningWaterfront

About this home

Beautiful 2 BR + Den condo that has been totally updated. The home comes turnkey with newer furniture. Golf cart parking at your door. The lanai is glassed in and can be used as a breakfast room with a coffee bar and plenty of extra storage. The view out the lanai windows is the manicured landscaping, lakes and the golf course. Heated pool, fitness center, clubhouse/restaurant. If you do not play golf there are plenty of other activities to keep you busy. If you play golf this is the best golf value in SW Florida, manicured golf course, no cart or trail fees when you own your golf cart, lowest membership fees. This quiet and friendly community has a lot to offer. It is conveniently located for restaurants, grocery stores, shopping, a theatre, baseball, downtown, and the airport.

Property details

Type
Condominium
Year built
1994
Interior
1,435 sqft
Lot size
8,616.168 sqft
Acreage
0.20 acres
Garage
None
Days on market
129
Total association fees
$11,557/yr (~$963/mo)
CDD
None
Est. taxes (1.4%)
$3,359/yr
Flood zone (area est.)
No · Low risk (X)
Storm protection
Impact Windows/Doors
Exposure
North
Waterfront
Yes
Gulf access
No
Gulf access type
N/A
Pool
No
Spa
No
Natural gas
No
Water
Assessment Paid
Sewer
Assessment Paid
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

CableTvGolfInternetIrrigationWaterPestControlReserveFundSewerTrashWater

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

Amenities

BusinessCenterClubhouseFitnessCenterGolfCourseGuestSuitesBarbecuePicnicAreaPickleballPoolPuttingGreensRestaurantStorageSidewalksTennisCourtsVehicleWashArea

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
$167/sqft
Comp median
$164/sqft
Difference
+2%

Based on the $/sqft of 4 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
5950 Trailwinds Drive 224Jun 2026$230,0003/21,436$160
5865 Trailwinds Drive 613Sep 2025$275,0003/21,331$207
5865 Trailwinds Drive 623Dec 2025$235,0003/21,435$164
5910 Trailwinds Drive 422Mar 2026$232,0003/21,425$163
Average4 comps$243,000$174

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.

The good, the trade-offs & the location

Pros
  • Lower flood risk (zone X)
  • Waterfront
  • Storm protection: Impact Windows/Doors
Consider
  • Built 1994 — pre-2002 construction may carry older wind codes and higher insurance
  • No garage listed
  • Higher association fees (~$11,557/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
1.4 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.