Tradewinds Drive, Kissimmee, FL
Everything we know about Tradewinds Drive in Kissimmee: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.
25 homes sit on Tradewinds Drive in Kissimmee, FL (ZIP 34746), built 2007–2018, a typical 2,514 sq ft with 4 bedrooms. 1 is for sale right now from $374,000. 2 closed in the last 12 months at a median of $257,500. Homes that sold since 2023 went for a median $288,700.
For sale on Tradewinds Drive now
Recent sales on Tradewinds Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2231 Tradewinds Drive | $257,500 | 2026-06-30 | 3 / 2.5 | 1,704 |
| 2231 Tradewinds Drive | $257,500 | 2026-06-30 | 3 / 2.5 | 1,704 |
The homes on Tradewinds Drive
21 single-family, 4 condo/townhome/other. Built by decade: 2000s 7, 2010s 18.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2231 Tradewinds Drive | $257,500 | 2026-06-30 | 2008 | 1,704 |
| 2201 Tradewinds Drive | $319,900 | 2024-05-06 | 2008 | 2,025 |
| 2260 Tradewinds Drive | $529,000 | 2022-08-19 | 2007 | 2,944 |
| 2301 Tradewinds Drive | $364,000 | 2022-02-16 | 2008 | 2,133 |
| 2290 Tradewinds Drive | $325,000 | 2020-11-24 | 2014 | 2,806 |
| 2340 Tradewinds Drive | $315,000 | 2020-07-15 | 2014 | 3,193 |
| 2241 Tradewinds Drive | $179,900 | 2020-03-31 | 2008 | 1,472 |
| 2330 Tradewinds Drive | $262,000 | 2019-11-08 | 2014 | 2,888 |
| 2400 Tradewinds Drive | $246,000 | 2019-09-19 | 2013 | 2,037 |
| 2220 Tradewinds Drive | $227,130 | 2018-12-31 | 2018 | 1,529 |
| 2410 Tradewinds Drive | $276,000 | 2018-03-14 | 2013 | 2,806 |
| 2331 Tradewinds Drive | $226,990 | 2017-05-04 | 2016 | 2,293 |
| 2280 Tradewinds Drive | $235,350 | 2017-02-28 | 2016 | 2,292 |
| 2281 Tradewinds Drive | $218,240 | 2016-08-24 | 2016 | 2,036 |
| 2320 Tradewinds Drive | $285,000 | 2016-03-31 | 2014 | 3,242 |
| 2291 Tradewinds Drive | $199,894 | 2016-03-09 | 2014 | 2,235 |
| 2311 Tradewinds Drive | $152,000 | 2015-11-24 | 2008 | 1,956 |
| 2350 Tradewinds Drive | $245,340 | 2015-09-22 | 2011 | 2,882 |
| 2360 Tradewinds Drive | $246,525 | 2015-07-17 | 2013 | 2,754 |
| 2440 Tradewinds Drive | $324,000 | 2015-04-23 | 2011 | 3,936 |
Communities along Tradewinds Drive
- Concorde Estates · 14 homes on the street
- Parkview At Lakeshore · 8 homes on the street
- Concorde Estates · 2 homes on the street
- Concorde Estates · 1 homes on the street
How to read this
Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 2,917 homes for sale in Kissimmee, homes for sale in 34746.