Creekside/Boggy Creek
Homes for Sale in Kissimmee, FL

Creekside/Boggy Crk Ph 2 in Kissimmee is a 326-home community of new-construction-era single-family homes, all built between 2018 and 2023, with a median year built of 2021. No community amenities are currently identified from active MLS listings, so any pool, clubhouse, or recreation features would need to be confirmed at the property level.

Stellar MLS sales records identify 39 homes in Creekside/Boggy Creek that have changed hands since 2019, built between 2018 and 2023 (median 2019), with a median living area of about 2,048 sq ft and a typical 4-bedroom, 2.5-bath layout; 69% 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 16 qualified sales in Creekside/Boggy Creek across 2024–2025 (8 in 2024, 8 in 2025), median $449,900 — 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.

Creekside/Boggy Creek 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), 789 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.2% year over year, with a median 33 days on market. Right now 128 active and 26 pending listings put supply at about 6.7 months — a balanced market. See the live ZIP 34744 housing market and the Osceola County market.

ZIP and county figures describe the wider market, not Creekside/Boggy Creek specifically. Momentum Research analysis of MLS records.

With every home constructed between 2018 and 2023, Creekside/Boggy Crk Ph 2 does not have the layered mix of decades you find in older Osceola County neighborhoods. That means fewer surprises tied to aging roofs, original systems, or dated floor plans, but it also means the community's character is still relatively new and its long-term resale patterns are not yet deeply established.

At a median 2,425 square feet, homes here skew toward larger floor plans, which typically means more bedrooms and living space per lot rather than compact or entry-level construction. The homestead share of about 77% suggests most owners are living in these homes as a primary residence, not cycling them as short-term rentals or flips, which tends to support a more stable, owner-occupied feel street to street. One caveat worth stating plainly: current MLS listings do not identify specific community amenities, so buyers drawn to a clubhouse, pool, or organized recreation should verify what, if anything, exists before assuming it is included.

In a community this newly built, with no amenity data readily available and no recent closings to benchmark against, the value of local, hands-on guidance goes up rather than down. We help buyers verify what a listing actually includes, and help sellers position a home accurately in a market where public comps are thin.

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