Cane Brake
Homes for Sale in Kissimmee, FL

Cane Brake is a compact, largely owner-occupied enclave of larger-format 1990s-era homes in Osceola County, where condition and updates separate the winners from the fixers far more than square footage does.

Stellar MLS sales records identify 39 homes in CANE BRAKE that have changed hands since 2004, built between 1988 and 2002 (median 1990), with a median living area of about 1,882 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.

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.

Cane Brake is a small community — 22 recorded sales on file, most recently in 2021 — too few for its own price trend. Here is the market around it.

In ZIP 34744, 405 homes are on the market and 19% are under contract — a steady corner of Kissimmee.

Across Osceola County, 4,437 homes are active and 1,149 pending (21% under contract).

Homes here are single family residence.

In ZIP 34744 (KISSIMMEE), 785 homes closed in the last 12 months at a median of $406K ($215/sq ft), up 1.8% year over year, with a median 34 days on market. Right now 126 active and 26 pending listings put supply at about 6.6 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 Cane Brake specifically. Momentum Research analysis of MLS records.

The housing stock spans roughly 1988 to 2005, so you are shopping a range of build vintages under one community name. At a median build year near 1990, expect original homes to be at or past the point where roofs, HVAC, water heaters, and kitchens have either been replaced once or are due. That mechanical timeline is the single biggest swing factor in what any given home is worth, and it is why we push for a thorough inspection here rather than a comparison to the neighbor's sale.

The generous median living area of about 2,338 square feet gives buyers room to work with, and it rewards homes that have been thoughtfully renovated. With only 57 homes and a high homestead share, comparable recent sales can be sparse, so pricing leans on careful adjustment for condition and size rather than a deep bench of identical trades.

In a 57-home community with limited turnover, thin comparable data makes accurate pricing hard and easy to get wrong. We underwrite each home on its own merits — build vintage, system age, and update level — instead of defaulting to a blunt price-per-foot. That discipline protects sellers from underpricing a genuinely updated home and keeps buyers from overpaying for one that still needs a roof or a kitchen.

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