Momentum Housing Data · Home Values · Osceola County
CYPRESS HAMMOCK (KISSIMMEE, FL): 8 recorded closings in the 12 months ending 2026-08-02, a 5-year price record, and sales split by price band and home size — every number from recorded MLS closings, none from an estimate model.
In the current window, sellers accepted a median 85.2% of original asking; the median sale took 148 days (window ending 2026-08-02).
| Year | Median sold | Median $/sqft | Median DOM | Sold ÷ original ask | Sales |
|---|---|---|---|---|---|
| 2026 | $411,500 | $176 | 148 | 85.2% | 8 |
| 2025 | $402,990 | $208 | 47 | 99.4% | 24 |
| 2024 | $460,000 | $206 | 40 | 98.9% | 73 |
| 2023 | $454,690 | $203 | 1 | 100.0% | 41 |
| 2022 | $424,404 | $208 | 5 | 100.0% | 34 |
Over the recorded series, CYPRESS HAMMOCK’s median sold price moved from $424,404 (2022) to $411,500 (12 months ending 2026-08-02) — -3% over that span, with every year’s figure from recorded closings, not a model.
What actually trades here: 73% single-family residence, 24% townhouse, 3% ?, with a median of 2,282 sq ft and a median price per square foot of $176 in the current window.
Of the 70 recorded CYPRESS HAMMOCK closings since 2024, half landed between $388,483 and $476,742 (the middle two quartiles); the lowest recorded sale was $325,000 and the highest $625,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.
| Sold price band | Share of closings | Sales |
|---|---|---|
| Under $375,000 | 9 (13%) | |
| $375,000 – $416,667 | 22 (31%) | |
| $416,667 – $458,333 | 6 (9%) | |
| $458,333 – $500,000 | 26 (37%) | |
| None and up | 7 (10%) |
The same recorded closings, split into thirds by living area. Find the row your home falls in: the $/sqft figure times your square footage is the recorded-sales bracket for homes like yours here — a starting range from real closings, not a valuation of your specific property. Smaller homes here have been selling at a higher price per square foot than larger ones ($207 vs $191) — the usual pattern, since lot, kitchen and baths do not scale with floor area.
| Size group | Median $/sqft | Median sold | Sold range | Sales |
|---|---|---|---|---|
| Smaller homes 1,580–1,876 sq ft | $207 | $387,981 | $325,000 – $475,000 | 23 |
| Mid-size homes 1,876–2,207 sq ft | $211 | $404,990 | $335,000 – $485,000 | 23 |
| Larger homes 2,207–2,908 sq ft | $191 | $491,995 | $423,000 – $625,000 | 24 |
From the live MLS feed as of 2026-09-03: 12 active listings (plus 2 pending) asking from $325,000 to $489,000, median $409,995; 5 of 12 have been on the market over 60 days (median 47 days so far); the homes listed or recently sold were built between 2021 and 2024 (median 2022); 22 of 23 listed or recently sold homes report an HOA, median $123/mo; 23 of 23 geocoded listed or recently sold homes sit inside a FEMA special flood hazard zone (A/V), which buyers’ lenders will price into insurance; median elevation 66 ft; the features listings here most often name are Playground, Pool, Clubhouse, Community Mailbox and Irrigation-Reclaimed Water. For a seller this is the competition a buyer will tour alongside your home; for a buyer, the stale share is where negotiating room usually is. See the current CYPRESS HAMMOCK listings →
At CYPRESS HAMMOCK’s $411,500 median and Osceola County’s adopted 15.23 mills (FY2025-26), a home assessed at that price carries roughly $6,270 a year in property tax before exemptions, or about $5,670 with the full Florida homestead exemption — a buyer’s first-year figure; a long-time owner’s Save Our Homes cap can be far lower, which is one reason resale taxes jump at closing. Municipal and special-district millage varies inside the county; see the Osceola County tax page.
Current asking prices run a median $400,000 against the $411,500 recorded sold median (-3%) — the gap between what sellers hope and what the record shows. The market is carrying about 13.2 months of supply at the current sales pace. Demand check: 12% of CYPRESS HAMMOCK’s listings are under contract, against 21% for ZIP 34746 and 21% for Osceola County as a whole — the community is currently absorbing slower than its surroundings, which is negotiating information. Since 2021, 110 CYPRESS HAMMOCK listings were withdrawn, canceled, or expired without selling (22 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 48% of CYPRESS HAMMOCK listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 85%.
Cash bought 11% of recorded CYPRESS HAMMOCK sales in the window ending 2026-06 (1 of 9) — a fact worth knowing before assuming every buyer needs an appraisal to close. Asking and recorded sold prices are within a few percent of each other here, so the table above is close to what a CYPRESS HAMMOCK buyer will actually pay; the spread on any single home comes down to size, condition and timing.
We don’t publish algorithm guesses for specific homes — they can’t see condition, upgrades, or your lot. A local agent will prepare a records-based valuation from the same closed-sale data on this page, adjusted for your home. Free, no obligation.
By submitting, you agree Momentum Realty may contact you by phone, text, or email about your inquiry. Consent is not a condition of any purchase. Message/data rates may apply. Reply STOP to opt out. See our disclosures.
Communities buyers shopping CYPRESS HAMMOCK are also weighing (nearest by map distance), each on its own recorded 12-month closings. A median well above the neighbors is a ceiling to price against; well below is where the value argument lives.
| Community | Median sold | Median $/sqft | Median DOM | Sales |
|---|---|---|---|---|
| FIESTA KEY | $280,000 | $162 | 37 | 13 |
| EAGLE POINTE | $366,500 | $218 | 85 | 14 |
| TERRA VERDE | $455,000 | $185 | 100 | 9 |
| SEASONS | $475,000 | $173 | 10 | 3 |
More CYPRESS HAMMOCK: full community guide & homes for sale · choosing an agent here · should you sell now (statewide data) · what selling costs · cash offer vs. listing
Based on Stellar MLS data distributed by MLS GRID for the period 2021 through 2026. Compiled from recorded MLS closings; deemed reliable but not guaranteed. Figures are medians for the stated windows and change as new sales record; individual homes vary widely. No automated valuation for any specific property appears on this page. Equal Housing Opportunity. © 2026 Move With Momentum LLC — brokerage licensed in FL and GA. Disclosures
Content on this page is compiled from public records, MLS data, and automated data sources, and may contain errors or be out of date. It is provided for general information only and is not a representation about any specific property, community, builder, or association. Verify all information independently before relying on it.