PENNYROYAL
Homes for Sale in KISSIMMEE, FL

Pennyroyal Kissimmee is a newly built enclave in Osceola County where nearly every home dates to 2022 or later, giving the community a consistent, low-mileage housing stock rather than the mixed vintages typical of older subdivisions.

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.

PENNYROYAL is a small community — 21 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.

In ZIP 34744, 405 homes are on the market and 19% are under contract — a steady corner of KISSIMMEE.

Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).

Homes here are single family residence.

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

At 92 homes total, Pennyroyal is a compact community, and with construction concentrated in a tight 2022-2024 window, there is little variation in age across the neighborhood. That uniformity simplifies part of the buyer's job - condition differences are more likely to come from upgrades and upkeep than from decades of deferred maintenance - but it also means the resale market here is still young and thin, reflected in the 24-month supply figure and a trailing count of just 4 active listings.

A homestead share of roughly 60% indicates a majority of homes carry an owner-occupied exemption, a data point worth factoring into how much of the community's housing stock tends to turn over versus stay put in a given cycle. Combined with the deed-restricted, amenity-rich setup - clubhouse, pool, fitness center, dog park, playground, basketball court, and an owner-managed recreation association - this points to a community built around a defined set of shared facilities rather than a loose, amenity-light layout.

A 4-listing active market is not a place to price or negotiate by feel - with so few comparables, we pull the specific closed and pending data for Pennyroyal rather than leaning on county-wide averages, and we walk you through what the deed restrictions and HOA-owned recreation setup actually mean for cost and use before you're under contract.

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.