Willow Bend Trail, Kissimmee, FL
Everything we know about Willow Bend Trail 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.
49 homes sit on Willow Bend Trail in Kissimmee, FL (ZIP 34758), built 2002–2004, a typical 2,308 sq ft with 4 bedrooms. 1 is for sale right now from $499,000. 1 closed in the last 12 months at a median of $450,000. Homes that sold since 2023 went for a median $367,000.
For sale on Willow Bend Trail now
Recent sales on Willow Bend Trail
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 5516 Willow Bend Trail | $450,000 | 2026-05-06 | 5 / 3.0 | 3,140 |
The homes on Willow Bend Trail
48 single-family, 1 condo/townhome/other. Built by decade: 2000s 49.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5516 Willow Bend Trail | $450,000 | 2026-05-06 | 2002 | 3,140 |
| 5502 Willow Bend Trail | $515,000 | 2025-06-30 | 2003 | 2,662 |
| 5570 Willow Bend Trail | $355,000 | 2025-05-19 | 2004 | 2,679 |
| 5506 Willow Bend Trail | $347,500 | 2025-05-09 | 2003 | 1,401 |
| 5585 Willow Bend Trail | $329,000 | 2024-09-06 | 2003 | 1,562 |
| 5535 Willow Bend Trail | $379,000 | 2024-06-05 | 2002 | 2,308 |
| 5521 Willow Bend Trail | $350,000 | 2024-03-29 | 2002 | 1,386 |
| 5550 Willow Bend Trail | $450,000 | 2023-07-13 | 2002 | 1,972 |
| 5537 Willow Bend Trail | $299,000 | 2022-08-26 | 2002 | 1,386 |
| 5573 Willow Bend Trail | $505,000 | 2022-06-23 | 2003 | 2,662 |
| 5588 Willow Bend Trail | $242,500 | 2021-10-22 | 2002 | 1,401 |
| 5515 Willow Bend Trail | $315,000 | 2021-10-04 | 2002 | 2,308 |
| 5533 Willow Bend Trail | $307,000 | 2021-08-20 | 2002 | 1,972 |
| 5552 Willow Bend Trail | $345,000 | 2021-03-24 | 2002 | 2,930 |
| 5523 Willow Bend Trail | $247,000 | 2021-02-17 | 2003 | 1,562 |
| 5574 Willow Bend Trail | $187,500 | 2020-03-10 | 2003 | 1,386 |
| 5500 Willow Bend Trail | $290,000 | 2019-04-10 | 2003 | 2,847 |
| 5559 Willow Bend Trail | $214,000 | 2018-10-31 | 2003 | 1,744 |
| 5532 Willow Bend Trail | $273,000 | 2018-08-20 | 2002 | 2,571 |
| 5503 Willow Bend Trail | $265,000 | 2018-03-01 | 2003 | 2,662 |
Communities along Willow Bend Trail
- Willow Bend At Crescent Lakes · 36 homes on the street
- Crescent Lakes · 4 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,084 homes for sale in Kissimmee, homes for sale in 34758.

