Buying or selling? Call (904) 351-6461

Rolling Hills Road, Kissimmee, FL

Everything we know about Rolling Hills Road 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.

3 homes sit on Rolling Hills Road in Kissimmee, FL (ZIP 34744), built 2026–2026, a typical 1,553 sq ft with 3 bedrooms. 3 are for sale right now from $347,990 to $365,990.

For sale on Rolling Hills Road now

The homes on Rolling Hills Road

Built by decade: 2020s 3.

Own a home on Rolling Hills Road? See what it’s worth · More homes for sale in 34744

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 7, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,081 homes for sale in Kissimmee, homes for sale in 34744.

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 Rolling Hills Road in Kissimmee?

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

Are there homes for sale on Rolling Hills Road?

3 listed right now, from $347,990.

What do homes on Rolling Hills Road sell for?

See the sales tables above.