Headland Loop, Kissimmee, FL
Everything we know about Headland Loop 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.
7 homes sit on Headland Loop in Kissimmee, FL (ZIP 34747), built 2026–2026, a typical 1,671 sq ft with 3 bedrooms. 3 are for sale right now from $560,990 to $870,000. 2 closed in the last 12 months at a median of $604,555. Homes that sold since 2023 went for a median $686,000.
For sale on Headland Loop now
Recent sales on Headland Loop
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 1752 Headland Loop | $647,673 | 2026-09-30 | 3 / 2.5 | 1,875 |
| 1760 Headland Loop | $561,437 | 2026-08-26 | 3 / 2.5 | 1,651 |
The homes on Headland Loop
2 single-family, 5 condo/townhome/other. Built by decade: 2020s 7.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1752 Headland Loop | $647,673 | 2026-09-30 | 2026 | 1,875 |
| 1760 Headland Loop | $561,437 | 2026-08-26 | 2026 | 1,651 |
| 1768 Headland Loop | $686,000 | 2026-07-09 | 2026 | 1,875 |
| 1827 Headland Loop | $748,303 | 2026-05-22 | 2026 | 1,671 |
| 1833 Headland Loop | $732,553 | 2026-05-22 | 2026 | 1,671 |
Communities along Headland Loop
- Celebration Island Village · 4 homes on the street
- Celebration Island Village · 2 homes on the street
Own a home on Headland Loop? See what it’s worth · More homes for sale in 34747
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 November 13, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,063 homes for sale in Kissimmee, homes for sale in 34747.