# 5585 Trailwinds Drive #314, Fort Myers, FL 33907 > **TL;DR:** 3bd/2ba condo, $173,900 ($147/sqft), built 1985, 1,187 sqft. > View, A/C. Est. $6,085/mo. Listed 236 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $173,900 | | Price/sqft | $147 | | Bedrooms | 3 | | Bathrooms | 2 full | | Square Feet | 1,187 | | Year Built | 1985 | | Lot Size | 7,658 sqft (0.18 acres) | | Stories | 2 | | Property Type | Condo (Condominium) | | Status | Pending | | Days on Market | 236 | ## Why This Home Stands Out - **Views** - Lake, Golf Course, Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $879 | | Estimated Insurance | $51 | | HOA | $5,155 | | **Total** | **$6,085** | ## Nearby Schools - **Elementary:** SCHOOL CHOICE - **Middle:** SCHOOL CHOICE - **High:** SCHOOL CHOICE ## Key Amenities - View - A/C ## Property Highlights - Built in 1985 - 0.18 acre lot - 2 stories ## Description ### Agent 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 assigned 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. ## Location - **Address:** 5585 Trailwinds Drive #314, Fort Myers, FL 33907 - **County:** Lee - **Neighborhood:** BALTUSROL VILLAGE - **Coordinates:** 26.570697, -81.86188 - **Google Maps:** https://www.google.com/maps?q=26.570697,-81.86188 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/fgcmls/2026011845 ## Listing Agent - **Name:** Martin Hawley · **License:** 288584010 - **Brokerage:** KELLER WILLIAMS REALTY FORT MYERS AND THE ISLANDS - **Broker Phone:** (954) 295-7611 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5585-Trailwinds-Dr-Apt-314_Fort-Myers_FL_33907_M52113-57544?f=listhub&s=FMSWFL&m=2026011845&c=propsimple) ## Photos ![5585 Trailwinds Drive #314 - Photo 1](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1997533576r.jpg) ![5585 Trailwinds Drive #314 - Photo 2](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f2247991327r.jpg) ![5585 Trailwinds Drive #314 - Photo 3](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3010945260r.jpg) ![5585 Trailwinds Drive #314 - Photo 4](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3029495998r.jpg) ![5585 Trailwinds Drive #314 - Photo 5](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1640062972r.jpg) ![5585 Trailwinds Drive #314 - Photo 6](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f2356098687r.jpg) ![5585 Trailwinds Drive #314 - Photo 7](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f776348583r.jpg) ![5585 Trailwinds Drive #314 - Photo 8](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f226458142r.jpg) ![5585 Trailwinds Drive #314 - Photo 9](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1876096758r.jpg) ![5585 Trailwinds Drive #314 - Photo 10](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1209135665r.jpg) ![5585 Trailwinds Drive #314 - Photo 11](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3672928221r.jpg) ![5585 Trailwinds Drive #314 - Photo 12](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1577384635r.jpg) ![5585 Trailwinds Drive #314 - Photo 13](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f829345976r.jpg) ![5585 Trailwinds Drive #314 - Photo 14](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3671978952r.jpg) ![5585 Trailwinds Drive #314 - Photo 15](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1606389405r.jpg) ![5585 Trailwinds Drive #314 - Photo 16](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f367290543r.jpg) ![5585 Trailwinds Drive #314 - Photo 17](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f599147257r.jpg) ![5585 Trailwinds Drive #314 - Photo 18](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f826310039r.jpg) ![5585 Trailwinds Drive #314 - Photo 19](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f748733905r.jpg) ![5585 Trailwinds Drive #314 - Photo 20](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3402641643r.jpg) ![5585 Trailwinds Drive #314 - Photo 21](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f285272733r.jpg) ![5585 Trailwinds Drive #314 - Photo 22](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f4151166006r.jpg) ![5585 Trailwinds Drive #314 - Photo 23](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f4244049743r.jpg) ![5585 Trailwinds Drive #314 - Photo 24](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f2319393089r.jpg) ![5585 Trailwinds Drive #314 - Photo 25](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3641539149r.jpg) ![5585 Trailwinds Drive #314 - Photo 26](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f4209363818r.jpg) ![5585 Trailwinds Drive #314 - Photo 27](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f13593704r.jpg) ![5585 Trailwinds Drive #314 - Photo 28](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3399161283r.jpg) ![5585 Trailwinds Drive #314 - Photo 29](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1650204988r.jpg) ![5585 Trailwinds Drive #314 - Photo 30](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3504239820r.jpg) ![5585 Trailwinds Drive #314 - Photo 31](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1942585043r.jpg) ![5585 Trailwinds Drive #314 - Photo 32](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3529069209r.jpg) ![5585 Trailwinds Drive #314 - Photo 33](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f281801220r.jpg) ![5585 Trailwinds Drive #314 - Photo 34](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f76618953r.jpg) ![5585 Trailwinds Drive #314 - Photo 35](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f377559218r.jpg) ![5585 Trailwinds Drive #314 - Photo 36](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3616502533r.jpg) ![5585 Trailwinds Drive #314 - Photo 37](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3765052717r.jpg) ![5585 Trailwinds Drive #314 - Photo 38](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3480074029r.jpg) ![5585 Trailwinds Drive #314 - Photo 39](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f8388491r.jpg) ![5585 Trailwinds Drive #314 - Photo 40](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f2096202419r.jpg) ![5585 Trailwinds Drive #314 - Photo 41](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f1577109962r.jpg) ![5585 Trailwinds Drive #314 - Photo 42](http://lh.rdcpix.com/f3f4e0d06aa658b4be7ecad5dcafdcd3l-f3621059123r.jpg) --- **MLS#:** 2026011845 | **Updated:** 2026-11-01 **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/5585-trailwinds-drive-fort-myers-fl-33907-a8b9068fee4a449f8a549b21e4f386b0) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5585-trailwinds-drive-fort-myers-fl-33907-a8b9068fee4a449f8a549b21e4f386b0#listing", "url": "https://www.propertysimple.ai/listing/5585-trailwinds-drive-fort-myers-fl-33907-a8b9068fee4a449f8a549b21e4f386b0", "name": "5585 Trailwinds Drive #314, Fort Myers, FL 33907", "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 assigned 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. 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