Roseland Court
Homes for Sale in Kissimmee, FL

Roseland Court is a small, established Kissimmee enclave in Osceola County where homes skew older and modestly sized, and value tracks condition far more than square footage. Expect to underwrite each property on its own merits rather than against a uniform tract.

Stellar MLS sales records identify 14 homes in Roseland Court that have changed hands since 2005, built between 1935 and 1981 (median 1972), with a median living area of about 1,287 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

County records show 9 qualified sales in Roseland Court across 2024–2025 (7 in 2024, 2 in 2025), median $336,500 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.

Roseland Court is too small for its own price trend, so here is the market around it.

In ZIP 34741, 290 homes are on the market and 14% are under contract — a slower corner of Kissimmee.

Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).

In ZIP 34741 (Kissimmee), 180 homes closed in the last 12 months at a median of $320K ($198/sq ft), down 6.4% year over year, with a median 50 days on market. Right now 66 active and 3 pending listings. See the live ZIP 34741 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Roseland Court specifically. Momentum Research analysis of MLS records.

The defining fact here is age variance. A median build year of 1959 against a range from 1900 to 2023 tells you this is not a subdivision with one era and one style — it's a layered neighborhood where century-old structures sit near recent construction. That variety is the opportunity and the risk: some homes have been fully reworked, others carry the deferred maintenance that comes with older systems, roofs, and foundations.

The footprint is on the smaller side, with a median around 1,443 square feet. That points toward compact single-family living rather than sprawling floor plans. Buyers who want space should look carefully at which homes have been added onto over the years, and sellers with an updated or expanded property should document that work, because it is precisely the kind of difference the median hides.

In a 149-home community where a single median can't capture a range of construction from 1900 to 2023, the edge is in comp selection and condition analysis. We price and inspect house by house — matching age, updates, and footprint to the right comparables instead of leaning on a neighborhood average that means little for any one property.