Cypress Woods Homes for Sale in Kissimmee, FL
Cypress Woods is one community to a buyer and 3 to the MLS: each phase, tract or condominium was platted and recorded separately, so its listings, sales and HOA facts sit on separate records. This page adds them up and links every section, so you can compare prices across Cypress Woods before you narrow to one street.
Cypress Woods in Kissimmee, FL is 3 MLS subdivisions, with 1 home for sale or pending across them as of September 13, 2026. That listing asks $299,000. Over the last 12 months the sections recorded 13 closed sales at a median of $338,000, $143 per square foot, a median 32 days on market. Homes listed today were built 2006. The MLS holds 53 closed sales for Cypress Woods in total, the most recent in May 2026.
Cypress Woods homes for sale by section
Click a section for its own page: the homes for sale there, its sales history, HOA and flood facts.
| Section | For sale | Median asking | Sold / 12 mo | Median sold | Days on market |
|---|---|---|---|---|---|
| Maple Chase at Cypress Woods | 1 | $299,000 | 0 | — | — |
| Tamarind Parke at Cypress Woods Unit 2 | 0 | — | 7 | $360,000 | 42 |
| Peppertree at Cypress Woods Unit 1 | 0 | — | 6 | $316,000 | 22 |
How to read Cypress Woods prices
Sections of one community can price very differently: build year, lot size, water or golf frontage and HOA scope all move the median. Compare the section medians above before judging a single listing, and treat the community-wide median as the reference point, not a value for any specific home.
Common questions
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Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only for the 3 MLS sections of Cypress Woods; no individual listing is displayed here. Prices are asking or recorded sale prices, not values. Property facts only; nothing on this page describes residents. Equal Housing Opportunity.