Stepping Stone Preserve
Homes for Sale in Kissimmee, FL

A recently built enclave of 331 homes in Kissimmee, Osceola County, where a median living area of roughly 2,405 square feet points to a family of larger, single-family floorplans rather than a mix of small and large product.

Stellar MLS sales records identify 26 homes in Stepping Stone Preserve that have changed hands since 2019, built between 2019 and 2024 (median 2022), with a median living area of about 2,287 sq ft and a typical 5-bedroom, 3-bath layout; 88% 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 40 qualified sales in Stepping Stone Preserve across 2024–2025 (34 in 2024, 6 in 2025), median $401,800 — 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.

Stepping Stone Preserve is too small for its own price trend, so here is the market around it.

In ZIP 34758, 392 homes are on the market and 31% are under contract — a fast-moving corner of Kissimmee.

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

In ZIP 34758 (Kissimmee), 725 homes closed in the last 12 months at a median of $305K ($169/sq ft), down 3.7% year over year, with a median 48 days on market. Right now 176 active and 81 pending listings put supply at about 4.7 months — a balanced market. See the live ZIP 34758 housing market and the Osceola County market.

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

With every home built since 2018 and the median dating to 2022, Stepping Stone Preserve is early in its ownership cycle. Roughly 63% of homes carry a homestead exemption, which tells you a solid majority are owner-occupied primary residences rather than rentals or second homes. For a buyer, that owner-occupied lean generally means better-maintained streets and a more stable resale environment over time.

Because the housing stock is so uniform in age, the differences you will pay for are practical ones: square footage above or below the ~2,405 median, upgrade packages, lot position, and how well an individual home has been kept. This is a community where a careful walk-through and a hard look at condition matter more than chasing a headline price, since there is no meaningful spread in age to explain value gaps.

With no recent closings in the current feed, pricing this community takes more than pulling an average. We read condition, floorplan, and lot against live inventory and adjacent comparables so buyers do not overpay for a finish and sellers do not underprice a genuinely upgraded home. In a newer community where age is a constant, that condition-level judgment is where we earn our keep.

Listings in this community report association dues of about $142 per month ($1,704 a year) — the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed monthly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.

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