Momentum Housing Data · Home Values · Osceola County

Windsor Hills Phase Three Kissimmee Home Values: What Homes Actually Sell For

Windsor Hills Phase Three Kissimmee (KISSIMMEE, FL): 58 recorded closings in the 12 months ending 2026-07-15, a 13-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 96.6% of original asking; the median sale took 28 days (window ending 2026-07-15).

The 13-year recorded price history

Over the recorded series, Windsor Hills Phase Three Kissimmee’s median sold price moved from $313,000 (2012) to $595,000 (12 months ending 2026-07-15) — +90% over that span, with every year’s figure from recorded closings, not a model.

The last decade in Windsor Hills Phase Three Kissimmee, briefly

The recorded series starts in 2012 at $313,000. The 2020–22 run-up did what it did everywhere — Windsor Hills Phase Three Kissimmee’s median moved +53% from 2019 to 2022. Against the 2023 peak of $632,500, the current median stands at -6%. Annual sales volume here has ranged from 0 to 94 closings a year (10-yr average 35).

What actually trades here: 56% single-family residence, 32% townhouse, 11% condominium, 0% ?, 0% villa, with a median of 1,851 sq ft and a median price per square foot of $263 in the current window.

Where Windsor Hills Phase Three Kissimmee sales actually landed, 2024–2026

Of the 126 recorded Windsor Hills Phase Three Kissimmee closings since 2024, half landed between $400,000 and $630,000 (the middle two quartiles); the lowest recorded sale was $330,000 and the highest $782,000. If your home sits outside the middle band, the reason usually shows up in the size table below before it shows up in condition.

What homes of your size have sold for in Windsor Hills Phase Three Kissimmee

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 ($273 vs $236) — the usual pattern, since lot, kitchen and baths do not scale with floor area.

What is on the market in Windsor Hills Phase Three Kissimmee right now

From the live MLS feed as of 2026-09-03: 27 active listings (plus 7 pending) asking from $380,000 to $699,900, median $589,999; 11 of 27 have been on the market over 60 days (median 49 days so far); the homes listed or recently sold were built between 2004 and 2008 (median 2005); 45 of 46 listed or recently sold homes report an HOA, median $171/mo; none of the 42 geocoded listed or recently sold homes sits in a FEMA special flood hazard zone (median elevation 119 ft); the features listings here most often name are Fitness Center, Pool, Clubhouse, Playground, Gated Community - Guard and Tennis Court(s). 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 Windsor Hills Phase Three Kissimmee listings →

At Windsor Hills Phase Three Kissimmee’s $595,000 median and Osceola County’s adopted 15.23 mills (FY2025-26), a home assessed at that price carries roughly $9,060 a year in property tax before exemptions, or about $8,460 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.

Selling in Windsor Hills Phase Three Kissimmee right now: what the record says

Current asking prices run a median $559,000 against the $595,000 recorded sold median (-6%) — the gap between what sellers hope and what the record shows. The market is carrying about 4.3 months of supply at the current sales pace. Since 2004, 961 Windsor Hills Phase Three Kissimmee listings were withdrawn, canceled, or expired without selling (20 so far in 2026) — overpricing is the recurring cause statewide. Over the recorded years, an average of 71% of Windsor Hills Phase Three Kissimmee listings ended without selling (withdrawn/canceled/expired); in 2026 that rate was 44%. Momentum’s market-heat index for Windsor Hills Phase Three Kissimmee reads 60/100 (computed from DOM, sale-to-list, and absorption; 2020–21 peaked in the 70s here).

Cash bought 18% of recorded Windsor Hills Phase Three Kissimmee sales in the window ending 2026-06 (11 of 60) — a fact worth knowing before assuming every buyer needs an appraisal to close. Asking prices here currently sit -6% under the recorded sold median — sellers are pricing to move, and the closed record above is the number a buyer's appraiser will see.

How Windsor Hills Phase Three Kissimmee compares with its neighbors

Communities buyers shopping Windsor Hills Phase Three Kissimmee 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.

More Windsor Hills Phase Three Kissimmee: 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 %s through %s. 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