# 5825 Trailwinds Drive #414, Fort Myers, FL 33907

> **TL;DR:** 2bd/2ba condo, $175,000 ($159/sqft), built 1993, 1,098 sqft.
> Waterfront, View, A/C. Est. $6,261/mo. Listed 260 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $175,000 |
| Price/sqft | $159 |
| Bedrooms | 2 |
| Bathrooms | 2 full |
| Square Feet | 1,098 |
| Year Built | 1993 |
| Lot Size | 8,616 sqft (0.20 acres) |
| Stories | 1 |
| Property Type | Condo (Condominium) |
| Status | Active |
| Days on Market | 260 |

## Why This Home Stands Out

- **Waterfront** - Waterfront location listed
- **Views** - Lake, Water, Golf Course

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $885 |
| Estimated Insurance | $51 |
| HOA | $5,325 |
| **Total** | **$6,261** |

## Key Amenities

- Waterfront
- View
- A/C

## Property Highlights

- Built in 1993
- 0.20 acre lot
- Waterfront

## Description

### Agent Description
Welcome to The Hideaway Country Club, one of the best kept secrets, with a beautiful Golf Course, a beautiful Club House and Restaurant, Tennis Courts, beautiful Pools iwithin each community, and many other activities to keep you as busy as you want. Golf and Tennis are not required. Best golf value in SW Florida. Convenient to everything in Fort Myers. This is a great 2 bedroom, and 2 bath Unit and No carrying groceries and furniture up steps, since you are on the 1st floor. This is an unbeatable value with a view that is hard to find. The view has 3 Fountains and Lakes with lots of open space. Come and have a look and you will not be disappointed. Storm shutters on all the windows and golf cart parking space at your door.

## Location

- **Address:** 5825 Trailwinds Drive #414, Fort Myers, FL 33907
- **County:** Lee
- **Neighborhood:** OAKMONT VILLAGE
- **Coordinates:** 26.5726, -81.858133
- **Google Maps:** https://www.google.com/maps?q=26.5726,-81.858133

## Virtual Tour & Media

- **Video Tour:** https://floridavisualmarketing.com/5825-Trailwinds-Dr/idx

## Listing Agent

- **Name:** DeAnn Nichols · **License:** 258021138
- **Brokerage:** Cypress Realty, Inc.
- **Broker Phone:** 239-275-3321
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5825-Trailwinds-Dr-Apt-414_Fort-Myers_FL_33907_M52446-73296?f=listhub&s=FMSWFL&m=2026008261&c=propsimple)

## Photos

![5825 Trailwinds Drive #414 - Photo 1](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f3307284925r.jpg)

![5825 Trailwinds Drive #414 - Photo 2](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f348411877r.jpg)

![5825 Trailwinds Drive #414 - Photo 3](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f1294858624r.jpg)

![5825 Trailwinds Drive #414 - Photo 4](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f941771491r.jpg)

![5825 Trailwinds Drive #414 - Photo 5](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f197358071r.jpg)

![5825 Trailwinds Drive #414 - Photo 6](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2173175847r.jpg)

![5825 Trailwinds Drive #414 - Photo 7](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f3454573113r.jpg)

![5825 Trailwinds Drive #414 - Photo 8](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2249588531r.jpg)

![5825 Trailwinds Drive #414 - Photo 9](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2830762475r.jpg)

![5825 Trailwinds Drive #414 - Photo 10](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f3485405661r.jpg)

![5825 Trailwinds Drive #414 - Photo 11](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2135972306r.jpg)

![5825 Trailwinds Drive #414 - Photo 12](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f994300792r.jpg)

![5825 Trailwinds Drive #414 - Photo 13](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f852454136r.jpg)

![5825 Trailwinds Drive #414 - Photo 14](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f573075575r.jpg)

![5825 Trailwinds Drive #414 - Photo 15](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f3513940504r.jpg)

![5825 Trailwinds Drive #414 - Photo 16](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f1234460719r.jpg)

![5825 Trailwinds Drive #414 - Photo 17](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f722963156r.jpg)

![5825 Trailwinds Drive #414 - Photo 18](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f1156079635r.jpg)

![5825 Trailwinds Drive #414 - Photo 19](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2799307259r.jpg)

![5825 Trailwinds Drive #414 - Photo 20](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f216359090r.jpg)

![5825 Trailwinds Drive #414 - Photo 21](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f3891957706r.jpg)

![5825 Trailwinds Drive #414 - Photo 22](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2415250408r.jpg)

![5825 Trailwinds Drive #414 - Photo 23](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f739896243r.jpg)

![5825 Trailwinds Drive #414 - Photo 24](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f1864127571r.jpg)

![5825 Trailwinds Drive #414 - Photo 25](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f552960757r.jpg)

![5825 Trailwinds Drive #414 - Photo 26](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2852924383r.jpg)

![5825 Trailwinds Drive #414 - Photo 27](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f4177431311r.jpg)

![5825 Trailwinds Drive #414 - Photo 28](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f4057468747r.jpg)

![5825 Trailwinds Drive #414 - Photo 29](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f3893029175r.jpg)

![5825 Trailwinds Drive #414 - Photo 30](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f3658167861r.jpg)

![5825 Trailwinds Drive #414 - Photo 31](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2311300307r.jpg)

![5825 Trailwinds Drive #414 - Photo 32](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f1173239958r.jpg)

![5825 Trailwinds Drive #414 - Photo 33](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f133983727r.jpg)

![5825 Trailwinds Drive #414 - Photo 34](http://lh.rdcpix.com/565ed21591ca7c824db1628a3577184cl-f2873737232r.jpg)

---

**MLS#:** 2026008261 | **Updated:** 2026-10-24
**Source:** listhub

*Copyright © 2026 Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/5825-trailwinds-drive-fort-myers-fl-33907-a3216a5ee2fa4883a1b27b28a69b9c15)

---

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