Sleepy Hollow Drive, Kissimmee, FL
Everything we know about Sleepy Hollow 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.
27 homes sit on Sleepy Hollow Drive in Kissimmee, FL (ZIP 34746), built 2016–2017, a typical 3,275 sq ft with 6 bedrooms. 3 are for sale right now from $600,000 to $740,000. Homes that sold since 2023 went for a median $700,000.
For sale on Sleepy Hollow Drive now
The homes on Sleepy Hollow Drive
27 single-family. Built by decade: 2010s 27.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 4730 Sleepy Hollow Drive | $615,000 | 2026-07-03 | 2016 | 3,291 |
| 4738 Sleepy Hollow Drive | $629,900 | 2026-04-17 | 2016 | 3,291 |
| 4704 Sleepy Hollow Drive | $621,000 | 2026-02-25 | 2016 | 3,291 |
| 4733 Sleepy Hollow Drive | $650,000 | 2026-01-09 | 2016 | 3,291 |
| 4740 Sleepy Hollow Drive | $681,000 | 2025-12-11 | 2016 | 3,081 |
| 4727 Sleepy Hollow Drive | $647,500 | 2025-02-07 | 2016 | 3,081 |
| 4736 Sleepy Hollow Drive | $700,000 | 2024-12-05 | 2016 | 3,291 |
| 4703 Sleepy Hollow Drive | $710,000 | 2024-08-27 | 2016 | 3,291 |
| 4708 Sleepy Hollow Drive | $700,000 | 2024-02-13 | 2016 | 3,081 |
| 4725 Sleepy Hollow Drive | $723,200 | 2023-10-30 | 2016 | 3,291 |
| 4734 Sleepy Hollow Drive | $720,000 | 2023-10-05 | 2016 | 3,081 |
| 4718 Sleepy Hollow Drive | $780,000 | 2023-08-15 | 2017 | 3,291 |
| 4726 Sleepy Hollow Drive | $715,000 | 2023-05-01 | 2017 | 3,081 |
| 4729 Sleepy Hollow Drive | $780,000 | 2022-10-04 | 2016 | 3,081 |
| 4707 Sleepy Hollow Drive | $790,000 | 2022-07-25 | 2016 | 3,291 |
| 4706 Sleepy Hollow Drive | $725,000 | 2022-03-01 | 2016 | 3,291 |
| 4724 Sleepy Hollow Drive | $680,000 | 2021-12-29 | 2017 | 3,081 |
| 4700 Sleepy Hollow Drive | $660,000 | 2021-11-03 | 2016 | 3,291 |
| 4735 Sleepy Hollow Drive | $543,000 | 2021-08-17 | 2016 | 3,081 |
| 4732 Sleepy Hollow Drive | $569,500 | 2021-08-02 | 2016 | 3,015 |
Communities along Sleepy Hollow Drive
- Storey Lake · 27 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 34746.