Pending
HotHot
Price CutPrice Drop: $5K (10/27)
Sale Pending at 5585 Trailwinds Dr #314, Fort Myers, FL 33907 | MLS# 2026011845 | Listing updated on 2026-10-27
Photo 1 of Sale Pending at 5585 Trailwinds Dr #314, Fort Myers, FL 33907 | MLS# 2026011845 | Listing updated on 2026-10-27
Photo 2 of Sale Pending at 5585 Trailwinds Dr #314, Fort Myers, FL 33907 | MLS# 2026011845 | Listing updated on 2026-10-27
Photo 3 of Sale Pending at 5585 Trailwinds Dr #314, Fort Myers, FL 33907 | MLS# 2026011845 | Listing updated on 2026-10-27
Photo 4 of Sale Pending at 5585 Trailwinds Dr #314, Fort Myers, FL 33907 | MLS# 2026011845 | Listing updated on 2026-10-27
38+
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$173,900

Monthly Est:$866

  • Beds Icon3 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,187sqft

5585 Trailwinds Dr #314, Fort Myers, FL 33907

$866/moEst:

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  • Condominium

  • Built in 1985

  • $429.58/mo HOA

  • 0.18 acre lot

  • $147/sq.ft

Description

Ground-floor living in Hideaway Country Club, offered turnkey and fully furnished, directly across from the Clubhouse.

The screened lanai opens from two points inside the home, and the view across it runs unobstructed over a golf course green with sparkling water fountain feature. Sit out there long enough and the fountain becomes the reason you stop checking your phone. The bathroom has been updated. A pantry sits off the kitchen and there is a walk-in closet, neither of which is a given in a plan this size. Washer and dryer are in the residence rather than down a corridor. Every appliance is brand new and has never been used.

Step out the front door and the assign
ed parking space is right there, with the dedicated golf cart space beside it. The storage closet is just as close. Anyone who has carried groceries across a parking lot in August will understand why that arrangement is worth more than it reads on paper.

Golf is optional here rather than required, and the reduced initiation fee holds only until November 1. Two bocce courts are going in now. Pickleball and tennis are already in place, the clubhouse handles dining, and there is a fitness room and a theater on the property. Behind the gate the paths are laid out for walking and biking, with a putting green for the afternoons you do not want a full round.

Three bedrooms and two baths across 1,187 square feet, all on one level, with no stairs to reach the door. Furnished down to the flatware and ready the day it closes.

  • Houzeo last checked: 4 minutes ago
  • Listing updated: October 27, 2026 at 2:31 pm
  • Listing Provided by: Martin Hawley (239) 355-4040 DRE #288584010, Kimberly Hawley (239) 420-9027 DRE #258031762 | KW Florida Living (239) 236-4350
  • Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 2026011845 Florida Gulf Coast MLS, Fort Myers-FL

This condo is in:

Property Details

  • Status

    Pending

  • Type

    Condominium

  • No. of Stories

    2

  • County

    Lee County

  • City

    Fort Myers

  • Neighborhood

    --

  • Year Built

    1985

  • HOA Fees

    $429.58/mo

  • Finished Area

    1,187 sqft

  • Lot Size

    0.18 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Florida Gulf Coast MLS, Fort Myers

  • MLS Number

    2026011845

  • MLS Status

    Pending

  • Days on Market

    237

  • Cumulative Days on Market

    400

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Location

HOA Management

N/A

HOA Fees

$5,155/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Sewer Sewer

Road Maintenance Road Maintenance

Insurance Insurance

Golf Golf

Internet Internet

Pool Pool

Storage Storage

Club House Club House

Bike Trails Bike Trails

Maintenance Maintenance

Trash Pickup Trash Pickup

Tennis Tennis

Gym Gym

Security Guard Security Guard

Water Water

Restaurant Restaurant

Sports Court Sports Court

PicnicArea PicnicArea

IrrigationWater IrrigationWater

AssociationManagement AssociationManagement

Barbecue Barbecue

Management Management

RecreationFacilities RecreationFacilities

MediaRoom MediaRoom

HobbyRoom HobbyRoom

StreetLights StreetLights

ReserveFund ReserveFund

PuttingGreens PuttingGreens

LegalAccounting LegalAccounting

PestControl PestControl

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 3

    Bathrooms: 2

Interior

  • Sewer

    Public Sewer

  • Window Features

    Single Hung, Sliding

  • Heating

    Central, Electric

  • Appliances

    Dryer, Dishwasher, Electric Cooktop, Freezer, Disposal, Microwave, Range, Refrigerator, Self Cleaning Oven, Washer

  • Cooling

    Central Air, Ceiling Fans, Electric

  • Flooring

    Vinyl

  • Exterior Features

    Courtyard, Irrigation Sprinklers, None, Outdoor Grill, Patio, Storage, Water Feature

  • Interior Features

    Breakfast Bar, Bedroom On Main Level, Entrance Foyer, Eat In Kitchen, Living Dining Room, Main Level Primary, Pantry, Shower Only, Separate Shower, Cable Tv, Walk In Closets, High Speed Internet

Construction

  • Year Built

    Year Built: 1985

  • Home type

    Condominium

  • Roof

    Shingle

  • Property Condition

    Resale

  • Construction Materials

    Block, Concrete, Stucco

  • Architectural Style

    Other, Two Story, Low Rise

Utilities & Energy

  • Pool Features

    Community

  • Laundry Features

    Washer Hookup, Dryer Hookup, Inside

  • Security Features

    Security Gate, Gated Community, Smoke Detectors

  • Utilities

    Cable Available, High Speed Internet Available

  • Association Amenities

    Bocce Court, Clubhouse, Fitness Center, Golf Course, Hobby Room, Media Room, Barbecue, Picnic Area, Pickleball, Pool, Putting Greens, Restaurant, Storage, Tennis Courts, Trails, Management

  • Parking Features

    Assigned, Golf Cart Garage, Guest, One Space, Detached Carport

  • Water Source

    Public

Other Features

  • Community Features

    Condo Hotel Community, Golf, Gated, Near Hotel Motel, Tennis Courts, Street Lights

  • Lot Features

    On Golf Course, Rectangular Lot, Pond On Lot, Sprinklers Automatic

  • Subdivision Name

    Baltusrol Village

  • Patio And Porch Features

    Lanai, Patio, Porch, Screened

Price History

DateEventPrice

10/27/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026011845

Pending

$173,900

$147/sqft

10/21/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026011845

Price Decreased

$173,900 -2.79%

$147/sqft

09/17/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026011845

Price Decreased

$178,900 -5.29%

$151/sqft

08/18/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026011845

Price Decreased

$188,900 -5.03%

$159/sqft

07/13/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026011845

Listed for Sale

$198,900

$168/sqft

Show more

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Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Nov 04, 2026, 11:15AM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.

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