Osceola Acres
Homes for Sale in Kissimmee, FL

Osceola Acres is a compact, older Kissimmee neighborhood of 58 homes, with vintages spanning 1920 to 2017 and a typical build year around 1965 - a mix that rewards buyers who evaluate each house on its own updates rather than assuming uniform condition across the block.

Stellar MLS sales records identify 42 homes in Osceola Acres that have changed hands since 2005, built between 1920 and 2019 (median 1965), with a median living area of about 1,320 sq ft and a typical 3-bedroom, 2-bath layout; 86% 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 7 qualified sales in Osceola Acres across 2024 - 2025 (3 in 2024, 4 in 2025), median $216,000 - 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.

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

In ZIP 34744, 418 homes are on the market and 21% are under contract — a steady corner of Kissimmee.

Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).

In ZIP 34744 (Kissimmee), 786 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.3% 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 Osceola Acres specifically. Momentum Research analysis of MLS records.

This is not a subdivision with a builder-set amenity package or a uniform housing vintage - no community amenities are identified from current MLS listings, and the year-built range runs nearly a century, from 1920 to 2017. That combination means due diligence on any individual home here matters more than in a newer, more standardized community. Roof age, electrical and plumbing updates, and prior renovation work will vary house to house, and buyers should expect to inspect and price accordingly rather than lean on neighborhood averages.

The market posture backs that up: 36 months of supply and only 3 active listings against 58 total homes signals a thin, slow-moving inventory pool. A homestead share of 53.4% suggests a meaningful portion of the community is owner-occupied rather than turned over as rental or investment stock, which can support steadier day-to-day upkeep even where individual home ages vary widely.

In a community this thin on listings and this wide in vintage, pricing and negotiating strategy has to be built home-by-home rather than pulled from a template. We track what few comparables exist, walk each property's condition against its build year, and structure offers or listing prices around the buyer-leaning supply picture rather than guessing at momentum that the transaction volume here cannot actually support.

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