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

5500 Willow Bend Trail, home for sale on Willow Bend Trail
$499,000
4 bd · 2.5 ba · 2,847 sq ft · built 2003
5500 Willow Bend Trail
Listing courtesy of RE/MAX HERITAGE PROFESSIONALS

Recent sales on Willow Bend Trail

AddressSoldClosedBeds / bathsSq ft
5516 Willow Bend Trail$450,0002026-05-065 / 3.03,140

The homes on Willow Bend Trail

48 single-family, 1 condo/townhome/other. Built by decade: 2000s 49.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
5516 Willow Bend Trail$450,0002026-05-0620023,140
5502 Willow Bend Trail$515,0002025-06-3020032,662
5570 Willow Bend Trail$355,0002025-05-1920042,679
5506 Willow Bend Trail$347,5002025-05-0920031,401
5585 Willow Bend Trail$329,0002024-09-0620031,562
5535 Willow Bend Trail$379,0002024-06-0520022,308
5521 Willow Bend Trail$350,0002024-03-2920021,386
5550 Willow Bend Trail$450,0002023-07-1320021,972
5537 Willow Bend Trail$299,0002022-08-2620021,386
5573 Willow Bend Trail$505,0002022-06-2320032,662
5588 Willow Bend Trail$242,5002021-10-2220021,401
5515 Willow Bend Trail$315,0002021-10-0420022,308
5533 Willow Bend Trail$307,0002021-08-2020021,972
5552 Willow Bend Trail$345,0002021-03-2420022,930
5523 Willow Bend Trail$247,0002021-02-1720031,562
5574 Willow Bend Trail$187,5002020-03-1020031,386
5500 Willow Bend Trail$290,0002019-04-1020032,847
5559 Willow Bend Trail$214,0002018-10-3120031,744
5532 Willow Bend Trail$273,0002018-08-2020022,571
5503 Willow Bend Trail$265,0002018-03-0120032,662

Communities along Willow Bend Trail

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.

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Common questions

How many homes are on Willow Bend Trail in Kissimmee?

49 homes in the parcel and MLS record, built between 2002 and 2004.

Are there homes for sale on Willow Bend Trail?

1 listed right now, from $499,000.

What do homes on Willow Bend Trail sell for?

The median closing over the last 12 months was $450,000.