Windsor Hills Ph 1
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.

Windsor Hills Ph 1 prices on condition and finish more than on any fixed tier. The median sits at $592,500, and at roughly $289 per square foot the number reflects a market where updated, well-kept product carries the day. Expect a wide spread around that midpoint depending on how a home shows.
Posture right now favors sellers of clean, move-in inventory: a median of 19 days on market means well-presented homes are turning quickly. Buyers should come pre-approved and ready to move, while sellers should not assume the pace forgives deferred maintenance or an aggressive ask.
The 60-Second Overview
Windsor Hills Ph 1 market snapshot (as of July 13, 2026): the median sale price is about $592K ($289 per sq ft over the trailing 12 months of closed sales), and a median 19 days on market for closed sales.
This is a Kissimmee community in Osceola County where the short days-on-market figure tells you demand is active and decisions get made fast. Treat the median as a midpoint, not a ceiling or a floor.
Who Windsor Hills Ph 1 is best for.
Best for
- Buyers pre-approved around the mid-$590s who can act within days of a listing going live
- Sellers with updated, move-in-ready homes wanting to capitalize on a fast market
- Buyers who value per-square-foot efficiency and will pay for condition and finish
Probably not for
- Buyers on a timeline that requires weeks of deliberation before making an offer
- Bargain hunters expecting to negotiate well below the median in a quick-moving market
- Sellers hoping deferred maintenance won't affect price or days on market
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending July 13 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($592K) IS the median in the snapshot above.
Windows contain 0 to 4 sales each (4 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.
The Windsor Hills Ph 1 buying strategy.
If we were buying in Windsor Hills Ph 1 today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Windsor Hills Ph 1.
What the speed is telling you
A 19-day median on market is brisk, and it changes how both sides should play. For buyers, it means the well-priced, well-shown homes are the ones under contract before the weekend is out; the listings that linger usually have a condition or pricing reason you can read in the room.
The closings window here is thin, so any single sale can swing the reported figures. Use the $592,500 median and the roughly $289 per square foot as directional, and lean on a walk-through of active and recently sold inventory before setting a number.
The location and the amenities are priced into every listing in Windsor Hills Ph 1. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With a small closings sample, the headline stats need interpretation, not just repetition. We track the active listings, the ones that sold fast, and the ones that stalled, so you price and offer against what is actually happening in Windsor Hills Ph 1 rather than a lagging average.
Windsor Hills Ph 1 in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- Any club/amenity membership is billed separately
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Windsor Hills Ph 1 buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Windsor Hills Ph 1 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Hills Ph 1, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsor Hills Ph 1 home worth?
Get a no-obligation home value based on real comparable sales in Windsor Hills Ph 1, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See homes for sale in Windsor Hills Ph 1 on the map →
Frequently Asked Questions
What is the median home price in Windsor Hills Ph 1?
How long do homes in Windsor Hills Ph 1 take to sell?
Do cash buyers compete in Windsor Hills Ph 1?
Who is the best real estate agent for Windsor Hills Ph 1?
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 1?
Can Momentum Realty connect me with an agent for Windsor Hills Ph 1?
Should you buy in Windsor Hills Ph 1?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 13, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2009 (10 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live your area comps.
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