Southbury Drive, Kissimmee, FL

Everything we know about Southbury 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.

71 homes sit on Southbury Drive in Kissimmee, FL (ZIP 34744), built 2005–2026, a typical 1,770 sq ft with 3 bedrooms. 12 are for sale right now from $325,990 to $513,985. 5 closed in the last 12 months at a median of $326,690. Homes that sold since 2023 went for a median $369,490.

For sale on Southbury Drive now

1884 Southbury Drive, home for sale on Southbury Drive
$513,985
5 bd · 3 ba · 2,601 sq ft · built 2026
1884 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1908 Southbury Drive, home for sale on Southbury Drive
$499,790
4 bd · 3 ba · 2,077 sq ft · built 2026
1908 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1864 Southbury Drive, home for sale on Southbury Drive
$491,825
5 bd · 3 ba · 2,077 sq ft · built 2026
1864 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1904 Southbury Drive, home for sale on Southbury Drive
$486,790
5 bd · 3 ba · 2,077 sq ft · built 2026
1904 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1868 Southbury Drive, home for sale on Southbury Drive
$459,994
4 bd · 2 ba · 1,828 sq ft · built 2026
1868 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1892 Southbury Drive, home for sale on Southbury Drive
$455,990
4 bd · 2 ba · 1,828 sq ft · built 2026
1892 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
2119 Southbury Drive, home for sale on Southbury Drive
$344,490
3 bd · 2.5 ba · 1,683 sq ft · built 2026
2119 Southbury Drive
Listing courtesy of PULTE REALTY OF NORTH FLORIDA LLC
1857 Southbury Drive, home for sale on Southbury Drive
$341,990
3 bd · 2.5 ba · 1,553 sq ft · built 2026
1857 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1859 Southbury Drive, home for sale on Southbury Drive
$341,990
3 bd · 2.5 ba · 1,553 sq ft · built 2026
1859 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1861 Southbury Drive, home for sale on Southbury Drive
$341,990
3 bd · 2.5 ba · 1,553 sq ft · built 2026
1861 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1863 Southbury Drive, home for sale on Southbury Drive
$341,990
3 bd · 2 ba · 1,553 sq ft · built 2026
1863 Southbury Drive
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1515 Southbury Drive, home for sale on Southbury Drive
$325,990
3 bd · 2.5 ba · 1,624 sq ft · built 2020
1515 Southbury Drive
Listing courtesy of LA ROSA REALTY KISSIMMEE

Recent sales on Southbury Drive

AddressSoldClosedBeds / bathsSq ft
2155 Southbury Drive$349,4902026-10-274 / 2.51,770
2118 Southbury Drive$324,1902026-10-023 / 2.51,553
2129 Southbury Drive$326,6902026-09-253 / 2.51,553
2153 Southbury Drive$324,1902026-09-243 / 2.51,553
2181 Southbury Drive$425,7902026-09-014 / 3.02,027

The homes on Southbury Drive

20 single-family, 51 condo/townhome/other. Built by decade: 2000s 1, 2020s 69.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
2155 Southbury Drive$349,4902026-10-2720261,770
2130 Southbury Drive$328,0002026-10-2720261,683
2118 Southbury Drive$324,1902026-10-0220261,553
2129 Southbury Drive$326,6902026-09-2520261,553
2153 Southbury Drive$324,1902026-09-2420261,553
2181 Southbury Drive$425,7902026-09-0120262,027
2122 Southbury Drive$365,4902026-08-2520261,770
2273 Southbury Drive$374,4902026-08-1720261,770
2133 Southbury Drive$335,1902026-08-1120261,553
2177 Southbury Drive$410,6902026-08-0720262,231
2279 Southbury Drive$335,0002026-07-2820261,553
2127 Southbury Drive$368,0002026-07-2420261,770
2352 Southbury Drive$369,4902026-06-1920261,770
2213 Southbury Drive$402,9002026-06-1220251,913
2320 Southbury Drive$338,0002026-06-1120251,553
2201 Southbury Drive$405,9902026-06-0320251,896
2135 Southbury Drive$370,0002026-05-2620261,825
2362 Southbury Drive$369,4902026-04-2820261,770
2281 Southbury Drive$365,0002026-04-2420261,770
2348 Southbury Drive$374,4902026-04-1320251,770

Communities along Southbury 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 November 3, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,088 homes for sale in Kissimmee, homes for sale in 34744.

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Common questions

How many homes are on Southbury Drive in Kissimmee?

71 homes in the parcel and MLS record, built between 2005 and 2026.

Are there homes for sale on Southbury Drive?

12 listed right now, from $325,990.

What do homes on Southbury Drive sell for?

The median closing over the last 12 months was $326,690.