Heritage Run
Homes for Sale in Kissimmee, FL

A compact, gated community in Kissimmee where the homes are relatively uniform in age and size, and the amenity package is unusually deep for its scale. Turnover is low and most homes are owner-occupied, which keeps the day-to-day character steady but means buyers wait for the right listing.

Stellar MLS sales records identify 54 homes in Heritage Run that have changed hands since 2014, built between 2008 and 2018 (median 2015), with a median living area of about 1,935 sq ft and a typical 3-bedroom, 2.5-bath layout; 93% are townhomes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.

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.

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

In ZIP 34744, 447 homes are on the market and 19% are under contract — a steady corner of Kissimmee.

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

In ZIP 34744 (Kissimmee), 271 homes closed in the last 12 months at a median of $390K ($212/sq ft), up 5.3% year over year, with a median 36 days on market. See the live ZIP 34744 housing market and the Osceola County market.

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

For 54 homes, the reported amenity list is substantial: a pool, clubhouse, playground, dog park, and both guarded and non-guarded gated access appear across the MLS listings, alongside deed restrictions, fence and vehicle restrictions, reclaimed-water irrigation, and a community mailbox. That combination points to an HOA-managed community with real shared infrastructure and real rules. Buyers who want a maintained common area and defined standards will find them here; buyers who bristle at restrictions on fencing, vehicles, and exterior changes should read the governing documents closely before writing an offer.

A homestead share around 82% tells you most of these homes are primary residences rather than rentals or second homes, which supports stable upkeep and a lower-churn feel. Combine that with the narrow build range and you get a community where the variable a buyer can actually act on is condition. Verify current amenity access, guard coverage, and fees directly with the HOA - the list is drawn from listings over time and may not reflect what is active today.

In a low-turnover community of this size, the few comparable sales carry outsized weight, and a single mispriced listing can distort the picture. We read the condition and the governing documents, not just the headline median, and we set expectations on a buyer-leaning market where patience and inspection leverage are the real tools. Whether you are pricing a sale to move or waiting for the right home to list, we work the specifics rather than the averages.