Kingston Way, Kissimmee, FL

Everything we know about Kingston Way 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.

25 homes sit on Kingston Way in Kissimmee, FL (ZIP 34744), built 1990–1997, a typical 1,822 sq ft with 3 bedrooms. 2 are for sale right now from $399,999 to $585,000. Homes that sold since 2023 went for a median $510,000.

For sale on Kingston Way now

1406 Kingston Way, home for sale on Kingston Way
$585,000
5 bd · 4 ba · 3,434 sq ft · built 1990
1406 Kingston Way
Listing courtesy of HEARTLIGHT REALTY LLC
$399,999
4 bd · 2 ba · 1,822 sq ft · built 1992
1451 Kingston Way
Listing courtesy of EXP REALTY LLC

The homes on Kingston Way

25 single-family. Built by decade: 1990s 25.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
1415 Kingston Way$510,0002024-07-1819972,811
1435 Kingston Way$333,0002021-09-2019951,645
1447 Kingston Way$331,0002021-08-2719941,817
1416 Kingston Way$315,0002020-12-1819942,325
1405 Kingston Way$293,0002020-09-3019911,938
1402 Kingston Way$243,5002020-02-1019902,008
1445 Kingston Way$230,0002019-11-1819931,464
1425 Kingston Way$330,0002019-08-1319952,765
1417 Kingston Way$325,0002019-07-3119943,036
1442 Kingston Way$261,0002019-07-0319942,410
1432 Kingston Way$220,0002019-06-0719941,515
1414 Kingston Way$255,0002019-04-0119941,940
1449 Kingston Way$240,0002019-03-2619941,624
1441 Kingston Way$205,0002018-06-2919951,235
1443 Kingston Way$225,5002018-04-1319941,660
1406 Kingston Way$240,0002015-10-0919903,434
1413 Kingston Way$115,5002014-10-2819941,672
1423 Kingston Way$150,0002014-10-1019941,574
1421 Kingston Way$150,0002014-07-2119951,764
1431 Kingston Way$159,0002012-04-2519942,533

Communities along Kingston Way

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 24, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,104 homes for sale in Kissimmee, homes for sale in 34744.

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Common questions

How many homes are on Kingston Way in Kissimmee?

25 homes in the parcel and MLS record, built between 1990 and 1997.

Are there homes for sale on Kingston Way?

2 listed right now, from $399,999.

What do homes on Kingston Way sell for?

Homes that sold since 2023 went for a median $510,000.