Southampton Drive, Kissimmee, FL
Everything we know about Southampton 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.
45 homes sit on Southampton Drive in Kissimmee, FL (ZIP 34744), built 1999–2005, a typical 1,963 sq ft with 4 bedrooms. 1 is for sale right now from $360,000. Homes that sold since 2023 went for a median $404,500.
For sale on Southampton Drive now
The homes on Southampton Drive
45 single-family. Built by decade: 1990s 1, 2000s 44.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 125 Southampton Drive | $434,000 | 2026-05-29 | 2004 | 1,963 |
| 149 Southampton Drive | $360,000 | 2025-09-12 | 2004 | 1,837 |
| 176 Southampton Drive | $375,000 | 2023-06-29 | 2004 | 1,843 |
| 105 Southampton Drive | $458,000 | 2023-05-23 | 2001 | 2,652 |
| 143 Southampton Drive | $380,000 | 2022-08-26 | 2004 | 1,988 |
| 138 Southampton Drive | $393,000 | 2021-10-08 | 2004 | 2,772 |
| 150 Southampton Drive | $320,000 | 2021-06-30 | 2004 | 1,843 |
| 157 Southampton Drive | $270,000 | 2021-02-10 | 2005 | 1,816 |
| 117 Southampton Drive | $269,000 | 2021-01-29 | 2003 | 2,017 |
| 148 Southampton Drive | $246,000 | 2020-06-30 | 2005 | 1,664 |
| 133 Southampton Drive | $255,500 | 2020-04-02 | 2005 | 1,994 |
| 167 Southampton Drive | $233,000 | 2018-12-24 | 2004 | 1,843 |
| 174 Southampton Drive | $230,000 | 2018-09-24 | 2004 | 1,843 |
| 163 Southampton Drive | $239,000 | 2018-07-09 | 2004 | 1,843 |
| 151 Southampton Drive | $241,000 | 2018-06-18 | 2004 | 2,153 |
| 177 Southampton Drive | $225,000 | 2018-05-04 | 2004 | 1,843 |
| 103 Southampton Drive | $285,500 | 2018-02-09 | 1999 | 2,716 |
| 178 Southampton Drive | $217,000 | 2017-10-30 | 2004 | 1,860 |
| 116 Southampton Drive | $270,000 | 2017-08-11 | 2002 | 2,307 |
| 137 Southampton Drive | $238,000 | 2017-04-27 | 2005 | 1,816 |
Communities along Southampton Drive
- Remington · 17 homes on the street
- Remington · 9 homes on the street
- Remington · 5 homes on the street
- Remington · 4 homes on the street
- Remington · 3 homes on the street
- Remington · 2 homes on the street
- Remington · 2 homes on the street
- Remington · 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 3,084 homes for sale in Kissimmee, homes for sale in 34744.