Town & Country Estates
Homes for Sale in Kissimmee, FL

A compact, established community of 164 homes in Kissimmee, with a median living area of roughly 1,728 square feet and a high owner-occupancy share of 78% based on homestead exemption filings — a market shaped more by decades of individual ownership than by recent development.

Stellar MLS sales records identify 39 homes in Town & Country Estates that have changed hands since 2005, built between 1973 and 1974 (median 1973), with a median living area of about 1,556 sq ft and a typical 3-bedroom, 2-bath layout; 100% 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 12 qualified sales in Town & Country Estates across 2024–2025 (10 in 2024, 2 in 2025), median $365,000 — 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.

Town & Country Estates 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 Town & Country Estates specifically. Momentum Research analysis of MLS records.

The defining fact about Town & Country Estates Unit 1 is its age range: homes built between 1935 and 1985, with a median build year of 1974. That's a fifty-year spread under one community name, which means two homes of similar size can present very differently depending on whether systems, roofs, and finishes have been touched since the original build.

There are no community amenities identified from current MLS listings, so this is a straightforward single-family housing stock without a shared clubhouse, pool, or similar draw built into the pricing. The 78% homestead share points to a base of long-term owners rather than a market cycling through frequent resales, which helps explain why current closing data is limited — inventory here tends to move slowly relative to newer subdivisions nearby.

In a community this size, with this much age variation and this little recent transaction volume, generic neighborhood averages don't tell you much. We pull individual property histories, permit records, and true like-for-like comps — built in the same decade, updated to a similar degree — so you're pricing or offering against reality, not an average that papers over a fifty-year-wide housing stock.

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