Taylor Ridge
Homes for Sale in Kissimmee, FL

Taylor Ridge is a gated, deed-restricted community of 31 homes in Kissimmee, built primarily between the early 1990s and early 2020s with a median construction year of 2003 and a median home size of 3,690 square feet - larger-format living in a small-footprint community.

Stellar MLS sales records identify 25 homes in Taylor Ridge that have changed hands since 2004, built between 1992 and 2007 (median 2003), with a median living area of about 3,072 sq ft and a typical 4-bedroom, 3-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.

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.

Taylor Ridge 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 Taylor Ridge specifically. Momentum Research analysis of MLS records.

With only 31 homes total and homestead exemption filed on roughly 81% of them, Taylor Ridge reads as a community where most owners are settled in for the long term rather than moving through as investors or short-term holders. That kind of occupancy pattern usually means fewer listings in any given year, which lines up with the single active listing seen here.

The homes themselves skew large - a median of 3,690 living square feet - inside a build window running from 1992 up through 2022, so buyers will find a mix of original construction and newer infill on the same streets. Because so few homes trade at once, condition and updates on the specific property for sale will matter more to its eventual price than any broader community trend.

In a community this thin on active inventory, pricing a listing or evaluating an offer requires pulling from closed sales and off-market context rather than a shelf of comparable active listings. We track Taylor Ridge alongside the broader Kissimmee gated-community set so you are not guessing at value from a single data point.

Listings in this community report association dues of about $150 per month ($1,800 a year) - the median AssociationFee across 64 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.