# 5805 Trailwinds Drive #314, Fort Myers, FL 33907 > **TL;DR:** 2bd/2ba condo, $239,900 ($167/sqft), built 1994, 1,435 sqft. > Waterfront, View, A/C. Est. $6,608/mo. Listed 193 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $239,900 | | Price/sqft | $167 | | Bedrooms | 2 | | Bathrooms | 2 full | | Square Feet | 1,435 | | Year Built | 1994 | | Lot Size | 8,616 sqft (0.20 acres) | | Stories | 2 | | Property Type | Condo (Condominium) | | Status | Active | | Days on Market | 193 | ## Why This Home Stands Out - **Waterfront** - Waterfront location listed - **Views** - Lake, Golf Course, Water ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,213 | | Estimated Insurance | $70 | | HOA | $5,325 | | **Total** | **$6,608** | ## Key Amenities - Waterfront - View - A/C ## Property Highlights - Built in 1994 - 0.20 acre lot - 2 stories - Waterfront ## Description ### Agent Description 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. ## Location - **Address:** 5805 Trailwinds Drive #314, Fort Myers, FL 33907 - **County:** Lee - **Neighborhood:** OAKMONT VILLAGE - **Coordinates:** 26.572182, -81.858566 - **Google Maps:** https://www.google.com/maps?q=26.572182,-81.858566 ## Virtual Tour & Media - **Video Tour:** https://www.propertypanorama.com/instaview/fgcmls/2026018493 ## 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/5805-Trailwinds-Dr-Apt-314_Fort-Myers_FL_33907_M52301-76845?f=listhub&s=FMSWFL&m=2026018493&c=propsimple) ## Photos ![5805 Trailwinds Drive #314 - Photo 1](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f4131409351r.jpg) ![5805 Trailwinds Drive #314 - Photo 2](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2464356535r.jpg) ![5805 Trailwinds Drive #314 - Photo 3](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1925607678r.jpg) ![5805 Trailwinds Drive #314 - Photo 4](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2153708540r.jpg) ![5805 Trailwinds Drive #314 - Photo 5](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2969914725r.jpg) ![5805 Trailwinds Drive #314 - Photo 6](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2765500055r.jpg) ![5805 Trailwinds Drive #314 - Photo 7](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1554014993r.jpg) ![5805 Trailwinds Drive #314 - Photo 8](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1908770366r.jpg) ![5805 Trailwinds Drive #314 - Photo 9](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1397450248r.jpg) ![5805 Trailwinds Drive #314 - Photo 10](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f4056939469r.jpg) ![5805 Trailwinds Drive #314 - Photo 11](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2682547512r.jpg) ![5805 Trailwinds Drive #314 - Photo 12](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2155462965r.jpg) ![5805 Trailwinds Drive #314 - Photo 13](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f3289036347r.jpg) ![5805 Trailwinds Drive #314 - Photo 14](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1335975363r.jpg) ![5805 Trailwinds Drive #314 - Photo 15](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f138207965r.jpg) ![5805 Trailwinds Drive #314 - Photo 16](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f268683767r.jpg) ![5805 Trailwinds Drive #314 - Photo 17](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1393144991r.jpg) ![5805 Trailwinds Drive #314 - Photo 18](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f981398526r.jpg) ![5805 Trailwinds Drive #314 - Photo 19](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1396514637r.jpg) ![5805 Trailwinds Drive #314 - Photo 20](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f4270726101r.jpg) ![5805 Trailwinds Drive #314 - Photo 21](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f3051616672r.jpg) ![5805 Trailwinds Drive #314 - Photo 22](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f3570212168r.jpg) ![5805 Trailwinds Drive #314 - Photo 23](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f3529625924r.jpg) ![5805 Trailwinds Drive #314 - Photo 24](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f704291845r.jpg) ![5805 Trailwinds Drive #314 - Photo 25](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1740267105r.jpg) ![5805 Trailwinds Drive #314 - Photo 26](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f482240589r.jpg) ![5805 Trailwinds Drive #314 - Photo 27](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2429359995r.jpg) ![5805 Trailwinds Drive #314 - Photo 28](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2691422408r.jpg) ![5805 Trailwinds Drive #314 - Photo 29](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f4161714890r.jpg) ![5805 Trailwinds Drive #314 - Photo 30](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f3508561603r.jpg) ![5805 Trailwinds Drive #314 - Photo 31](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2752177711r.jpg) ![5805 Trailwinds Drive #314 - Photo 32](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f479431247r.jpg) ![5805 Trailwinds Drive #314 - Photo 33](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f3478326833r.jpg) ![5805 Trailwinds Drive #314 - Photo 34](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f1882148811r.jpg) ![5805 Trailwinds Drive #314 - Photo 35](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2279334979r.jpg) ![5805 Trailwinds Drive #314 - Photo 36](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f3747565517r.jpg) ![5805 Trailwinds Drive #314 - Photo 37](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f720468852r.jpg) ![5805 Trailwinds Drive #314 - Photo 38](http://lh.rdcpix.com/5b4bfca44d1727a08214bb58100a87eal-f2887025952r.jpg) --- **MLS#:** 2026018493 | **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/5805-trailwinds-drive-fort-myers-fl-33907-71a5de82cddc45aeb152df8d43cb71ad) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/5805-trailwinds-drive-fort-myers-fl-33907-71a5de82cddc45aeb152df8d43cb71ad#listing", "url": "https://www.propertysimple.ai/listing/5805-trailwinds-drive-fort-myers-fl-33907-71a5de82cddc45aeb152df8d43cb71ad", "name": "5805 Trailwinds Drive #314, Fort Myers, FL 33907", "description": "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. 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