Oak Hammock Preserve
Homes for Sale in Kissimmee, FL

Oak Hammock Preserve market snapshot (as of August 2, 2026): the median sale price is about $490K ($193 per sq ft over the trailing 12 months of closed sales), and a median 9 days on market for closed sales. The trailing-12-month median is up 15% from the prior 12 months, computed from record-level Stellar MLS closed sales (5 closings in the current window).

In ZIP 34746 (KISSIMMEE), 1,615 homes closed in the last 12 months at a median of $405K ($199/sq ft), down 4.5% year over year, with a median 67 days on market. Right now 421 active and 72 pending listings put supply at about 6.7 months — a buyer's market. See the live ZIP 34746 housing market and the Osceola County market.

Oak Hammock Preserve is a community of 345 homes in Kissimmee, Osceola County, built between 2004 and 2006 (median 2005), with a median living area of about 2,668 square feet. 67% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a mature, mid-2000s subdivision in Kissimmee where the homes are generously sized and the layouts are consistent — the variation buyers will notice is in upkeep and updating, not square footage.

With every home roughly two decades old, the practical questions here are about wear, not design trends. Roofs, HVAC systems, and water heaters from the original build are at or past the age where replacement becomes a real line item, so inspection findings will do more to move a deal than any single feature. Buyers should budget for the possibility of near-term system work; sellers who have already handled those items should document them, because that is exactly what a careful buyer is pricing.

The spacious median footprint is the draw and the caveat. A home of this size in original condition can look like value on paper and then demand meaningful updating money — the wide spread between an updated and a dated home is where the negotiating room lives. Approach the median as a starting reference, not a fixed value, and let condition tell you where a specific home actually sits.

In a built-out community with thin turnover and consistent floor plans, the whole game is reading condition against the comps — and knowing which recent sale was updated and which was not. We walk the home with the systems and the roof age in mind, price to the actual condition rather than the square footage alone, and tell you plainly when a listing's asking price assumes work the seller never did.

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