Jessa Drive, Kissimmee, FL
Everything we know about Jessa 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.
68 homes sit on Jessa Drive in Kissimmee, FL (ZIP 34743), built 1997–2002, a typical 1,309 sq ft with 3 bedrooms. 1 is for sale right now from $380,000. 1 closed in the last 12 months at a median of $320,000. Homes that sold since 2023 went for a median $347,450.
For sale on Jessa Drive now
Recent sales on Jessa Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 2108 Jessa Drive | $320,000 | 2026-03-24 | 3 / 2.0 | 1,284 |
The homes on Jessa Drive
68 single-family. Built by decade: 1990s 28, 2000s 40.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 2108 Jessa Drive | $320,000 | 2026-03-24 | 2002 | 1,284 |
| 2181 Jessa Drive | $362,000 | 2025-07-29 | 1998 | 1,294 |
| 2134 Jessa Drive | $339,000 | 2025-05-05 | 2000 | 1,284 |
| 2145 Jessa Drive | $350,000 | 2025-02-10 | 2001 | 1,121 |
| 2149 Jessa Drive | $391,000 | 2024-05-20 | 2002 | 2,388 |
| 2205 Jessa Drive | $350,000 | 2023-11-20 | 2000 | 1,584 |
| 2219 Jessa Drive | $349,900 | 2023-10-20 | 1999 | 1,264 |
| 2089 Jessa Drive | $310,000 | 2023-09-01 | 2001 | 1,284 |
| 2120 Jessa Drive | $345,000 | 2023-06-27 | 2000 | 1,313 |
| 2162 Jessa Drive | $325,000 | 2023-05-22 | 1999 | 1,264 |
| 2202 Jessa Drive | $326,400 | 2022-06-01 | 1998 | 1,305 |
| 2112 Jessa Drive | $328,000 | 2022-01-11 | 2002 | 1,927 |
| 2168 Jessa Drive | $261,000 | 2021-04-08 | 1998 | 1,602 |
| 2126 Jessa Drive | $245,000 | 2021-03-30 | 2001 | 1,313 |
| 2192 Jessa Drive | $242,000 | 2021-02-04 | 1998 | 1,294 |
| 2118 Jessa Drive | $263,000 | 2020-12-16 | 2001 | 1,577 |
| 2147 Jessa Drive | $233,000 | 2020-09-17 | 2002 | 1,596 |
| 2103 Jessa Drive | $238,000 | 2020-08-06 | 2001 | 1,577 |
| 2101 Jessa Drive | $220,000 | 2020-07-31 | 2001 | 1,284 |
| 2105 Jessa Drive | $224,000 | 2020-06-23 | 2001 | 1,284 |
Communities along Jessa Drive
- Marisol · 25 homes on the street
- Marisol · 19 homes on the street
- Marisol · 18 homes on the street
- Marisol · 3 homes on the street
- Marisol · 3 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 34743.