Diamond Loop Drive, Kissimmee, FL
Everything we know about Diamond Loop 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.
30 homes sit on Diamond Loop Drive in Kissimmee, FL (ZIP 34744), built 2015–2018, a typical 1,846 sq ft with 4 bedrooms. 1 is for sale right now from $419,990. Homes that sold since 2023 went for a median $393,500.
For sale on Diamond Loop Drive now
The homes on Diamond Loop Drive
30 single-family. Built by decade: 2010s 30.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 1519 Diamond Loop Drive | $375,000 | 2026-03-26 | 2017 | 1,846 |
| 1514 Diamond Loop Drive | $437,000 | 2025-12-09 | 2017 | 2,674 |
| 1565 Diamond Loop Dr | $389,000 | 2025-11-25 | 2017 | 1,846 |
| 1593 Diamond Loop Drive | $375,000 | 2025-05-09 | 2017 | 1,690 |
| 1404 Diamond Loop Drive | $540,000 | 2024-11-01 | 2016 | 2,851 |
| 1526 Diamond Loop Drive | $410,000 | 2024-02-23 | 2017 | 1,846 |
| 1573 Diamond Loop Drive | $390,000 | 2024-02-12 | 2017 | 1,676 |
| 1507 Diamond Loop Drive | $425,000 | 2023-12-05 | 2018 | 2,038 |
| 1522 Diamond Loop Drive | $393,500 | 2023-06-27 | 2017 | 1,846 |
| 1408 Diamond Loop Drive | $480,000 | 2022-11-18 | 2016 | 2,383 |
| 1580 Diamond Loop Drive | $397,000 | 2022-06-02 | 2017 | 1,690 |
| 1569 Diamond Loop Drive | $490,000 | 2022-06-02 | 2017 | 2,674 |
| 1512 Diamond Loop Drive | $327,000 | 2021-07-21 | 2017 | 1,846 |
| 1576 Diamond Loop Drive | $320,000 | 2021-06-01 | 2017 | 1,846 |
| 1572 Diamond Loop Drive | $295,000 | 2019-09-25 | 2017 | 2,674 |
| 1543 Diamond Loop Drive | $247,000 | 2019-09-25 | 2017 | 1,676 |
| 1531 Diamond Loop Drive | $270,000 | 2019-02-27 | 2017 | 1,846 |
| 1475 Diamond Loop Drive | $278,000 | 2019-01-13 | 2016 | 2,883 |
| 1495 Diamond Loop Drive | $324,000 | 2018-07-02 | 2018 | 2,787 |
| 1530 Diamond Loop Drive | $253,990 | 2018-06-15 | 2017 | 1,751 |
Communities along Diamond Loop Drive
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 34744.

