Wispy Cypress Drive, Kissimmee, FL

Everything we know about Wispy Cypress 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.

12 homes sit on Wispy Cypress Drive in Kissimmee, FL (ZIP 34746), built 2022–2023, a typical 1,876 sq ft with 4 bedrooms. 4 are for sale right now from $325,000 to $400,000. 1 closed in the last 12 months at a median of $365,000. Homes that sold since 2023 went for a median $370,990.

For sale on Wispy Cypress Drive now

1254 Wispy Cypress Drive, home for sale on Wispy Cypress Drive
$400,000
3 bd · 2.5 ba · 1,917 sq ft · built 2023
1254 Wispy Cypress Drive
Listing courtesy of CENTURY 21 NEXT LEVEL REALTY
1255 Wispy Cypress Drive, home for sale on Wispy Cypress Drive
$375,000
4 bd · 2.5 ba · 1,918 sq ft · built 2022
1255 Wispy Cypress Drive
Listing courtesy of KELLER WILLIAMS HERITAGE REALTY
1259 Wispy Cypress Drive, home for sale on Wispy Cypress Drive
$334,900
4 bd · 2.5 ba · 1,876 sq ft · built 2022
1259 Wispy Cypress Drive
Listing courtesy of FORTEZA REALTY LLC
1286 Wispy Cypress Drive, home for sale on Wispy Cypress Drive
$325,000
3 bd · 2.5 ba · 1,918 sq ft · built 2022
1286 Wispy Cypress Drive
Listing courtesy of AXEN REALTY, LLC

Recent sales on Wispy Cypress Drive

AddressSoldClosedBeds / bathsSq ft
1298 Wispy Cypress Drive$365,0002026-04-244 / 2.51,918

The homes on Wispy Cypress Drive

Built by decade: 2020s 12.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
1298 Wispy Cypress Drive$365,0002026-04-2420221,918
1267 Wispy Cypress Drive$345,0002024-12-1220221,876
1269 Wispy Cypress Drive$386,4282023-11-2820221,876
1254 Wispy Cypress Drive$394,9902023-02-2720231,918
1260 Wispy Cypress Drive$370,9902023-01-2720231,876
1272 Wispy Cypress Drive$390,4992022-12-2720221,918
1277 Wispy Cypress Drive$377,8642022-08-2520221,635
1263 Wispy Cypress Drive$352,9992022-06-3020221,876
1251 Wispy Cypress Drive$346,9992022-02-2420221,876

Communities along Wispy Cypress 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 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 34746.

Hiring an agent in Kissimmee, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Kissimmee, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Kissimmee, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many homes are on Wispy Cypress Drive in Kissimmee?

12 homes in the parcel and MLS record, built between 2022 and 2023.

Are there homes for sale on Wispy Cypress Drive?

4 listed right now, from $325,000.

What do homes on Wispy Cypress Drive sell for?

The median closing over the last 12 months was $365,000.