Cross Prairie Parkway, Kissimmee, FL

Everything we know about Cross Prairie Parkway 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.

82 homes sit on Cross Prairie Parkway in Kissimmee, FL (ZIP 34744), built 2019–2024, a typical 1,837 sq ft with 3 bedrooms. 4 are for sale right now from $349,900 to $430,000. Homes that sold since 2023 went for a median $398,540.

For sale on Cross Prairie Parkway now

1660 Cross Prairie Parkway, home for sale on Cross Prairie Parkway
$430,000
3 bd · 2.5 ba · 1,802 sq ft · built 2022
1660 Cross Prairie Parkway
Listing courtesy of INTERNATIONAL EXECUTIVE REALTY
2092 Cross Prairie Parkway, home for sale on Cross Prairie Parkway
$399,999
3 bd · 2.5 ba · 1,826 sq ft · built 2023
2092 Cross Prairie Parkway
Listing courtesy of CANI PROPERTY MANAGEMENT
1596 Cross Prairie Parkway, home for sale on Cross Prairie Parkway
$399,900
4 bd · 3 ba · 2,044 sq ft · built 2022
1596 Cross Prairie Parkway
Listing courtesy of EMPIRE NETWORK REALTY
1563 Cross Prairie Parkway, home for sale on Cross Prairie Parkway
$349,900
3 bd · 2.5 ba · 1,802 sq ft · built 2023
1563 Cross Prairie Parkway
Listing courtesy of SUNSTAR REALTY FL INC

The homes on Cross Prairie Parkway

51 single-family, 31 condo/townhome/other. Built by decade: 2010s 6, 2020s 75.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
1724 Cross Prairie Parkway$390,0002026-05-2820222,044
1744 Cross Prairie Parkway$365,0002025-06-0620221,802
1848 Cross Prairie Parkway Lot 38$349,9002024-12-0520191,602
1620 Cross Prairie Parkway$415,0002024-09-2420222,537
1800 Cross Prairie Parkway$341,0002024-07-1020191,700
1603 Cross Prairie Parkway$373,9902024-05-3120241,755
1587 Cross Prairie Parkway$373,9902024-05-3120241,755
1607 Cross Prairie Parkway$368,9902024-05-2920241,755
1609 Cross Prairie Parkway$383,9902024-05-2920232,000
1611 Cross Prairie Parkway$353,9902024-05-2820231,615
1591 Cross Prairie Parkway$389,9992024-05-2820232,000
1615 Cross Prairie Parkway$373,9902024-05-2820241,755
1613 Cross Prairie Parkway$353,9992024-05-2820241,615
1657 Cross Prairie Parkway$369,9992024-05-1320221,755
1665 Cross Prairie Parkway$374,9992024-05-1220221,755
1663 Cross Prairie Parkway$352,9992024-05-1020231,615
1659 Cross Prairie Parkway$398,7952024-05-0920232,000
1627 Cross Prairie Parkway$454,4002024-04-1120232,023
1675 Cross Prairie Parkway$414,3402024-03-2920211,755
1669 Cross Prairie Parkway$369,9992024-03-2620211,755

Communities along Cross Prairie Parkway

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.

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Common questions

How many homes are on Cross Prairie Parkway in Kissimmee?

82 homes in the parcel and MLS record, built between 2019 and 2024.

Are there homes for sale on Cross Prairie Parkway?

4 listed right now, from $349,900.

What do homes on Cross Prairie Parkway sell for?

Homes that sold since 2023 went for a median $398,540.