Cypress Hammock
Homes for Sale in Kissimmee, FL

Cypress Hammock market snapshot (as of August 2, 2026): the median sale price is about $412K ($176 per sq ft over the trailing 12 months of closed sales), a median 148 days on market for closed sales, and 13.2 months of supply, a buyer-leaning market. The trailing-12-month median is up 2% from the prior 12 months, computed from record-level Stellar MLS closed sales (8 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.

Flood zones in CYPRESS HAMMOCK: of 23 listing addresses checked against the FEMA National Flood Hazard Layer, 100% are in an A-series high-risk zone where flood insurance is required with a federally backed mortgage. Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Kissimmee.

Cypress Hammock is a community of 500 homes in Kissimmee, Osceola County, built between 2021 and 2024 (median 2023.0), with a median living area of about 2,181 square feet. 56% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

• Reedy Creek Elem (K 5) · Elementary
• Horizon Middle · Middle
• Poinciana High School · High

Zoned schools reflect the assignments reported on recent Cypress Hammock listings and can change; always confirm with Osceola County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Cypress Hammock address.

At a median of $176 per square foot, Cypress Hammock prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

Inventory runs at 13.2 months of supply, a buyer-leaning market and the trailing-12-month median up 2% year over year. Homes that do trade take a median 148 days on market, useful leverage on any listing that has lingered.

The housing stock is 500 homes built between 2021 and 2024, and 56% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

Listings in this community report association dues of about $123 per month ($1,476 a year) - the median AssociationFee across 63 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, 2026-09.

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