Maddie Drive, Haines City, FL
Everything we know about Maddie Drive in Haines City: 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.
135 homes sit on Maddie Drive in Haines City, FL (ZIP 33844), built 2023–2025, a typical 1,850 sq ft with 4 bedrooms. 7 are for sale right now from $279,000 to $399,900. Homes that sold since 2023 went for a median $334,945.
For sale on Maddie Drive now
The homes on Maddie Drive
135 single-family. Built by decade: 2020s 135.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 5604 Maddie Drive | $287,000 | 2026-10-02 | 2023 | 1,483 |
| 5479 Maddie Drive | $272,000 | 2026-09-25 | 2023 | 1,405 |
| 5535 Maddie Drive | $319,990 | 2026-09-08 | 2025 | 1,564 |
| 5543 Maddie Drive | $309,990 | 2026-08-20 | 2025 | 1,564 |
| 5587 Maddie Drive | $357,990 | 2026-05-29 | 2025 | 2,072 |
| 5563 Maddie Drive | $349,990 | 2026-05-12 | 2025 | 2,072 |
| 5310 Maddie Drive | $365,000 | 2026-03-27 | 2023 | 2,107 |
| 5591 Maddie Drive | $313,990 | 2025-10-02 | 2025 | 1,680 |
| 5579 Maddie Drive | $339,990 | 2025-10-01 | 2025 | 2,072 |
| 5536 Maddie Drive | $271,900 | 2025-05-30 | 2025 | 1,479 |
| 5544 Maddie Drive | $271,900 | 2025-05-30 | 2025 | 1,479 |
| 5467 Maddie Drive | $285,000 | 2025-04-29 | 2023 | 1,405 |
| 5675 Maddie Drive | $270,000 | 2025-04-28 | 2024 | 1,486 |
| 5532 Maddie Drive | $369,900 | 2025-04-20 | 2024 | 2,587 |
| 5540 Maddie Drive | $278,900 | 2025-04-20 | 2025 | 1,486 |
| 5520 Maddie Drive | $344,999 | 2025-03-31 | 2024 | 2,226 |
| 5595 Maddie Drive | $356,090 | 2025-03-28 | 2025 | 2,072 |
| 5516 Maddie Drive | $333,999 | 2025-03-19 | 2024 | 2,039 |
| 5499 Maddie Drive | $313,900 | 2025-03-16 | 2024 | 1,715 |
| 5524 Maddie Drive | $379,995 | 2025-03-14 | 2024 | 2,470 |
Communities along Maddie Drive
- Hammock Reserve · 96 homes on the street
- Hammock Reserve · 29 homes on the street
- Hammock Reserve · 3 homes on the street
- Hammock Reserve · 3 homes on the street
- Hammock Reserve · 1 homes on the street
- Hammock Reserve · 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 599 homes for sale in Haines City, homes for sale in 33844.







