Windsor Hills Ph 1
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
Median sale $592K
Free · No obligation
Talk to a Windsor Hills Ph 1 Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data17 years of closingsUpdated twice daily
Live · Windsor Hills Ph 1 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$592K
Median sold · 12 mo
$289/sf
Sold $/sqft · 12 mo
peak $289 in 2026
98.0%
Sale vs ask
Osceola median: 95.9%
Tempo
19days
Median DOM · closed
19 days at the 2026 low
4
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
0%
Cash buyers · Windsor Hills Ph 1
0 of 4 sales, 12 mo ending June 2026
Track record · 17 years of records
0
Failed listings · 2025
peaked at 4 in 2008
2,083sqft
Median sold home size
12-mo windows, closed sales
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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

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.

Homes sold per 12-mo window
02420122014201620182020202220242026
0 to 4 a year; 4 in the current window.
Sellers who gave up · failed listings per year
0242008201020142025
Canceled, expired, or withdrawn. 4 quit in 2008; 0 so far in 2025. The clearest stress gauge a community has.

If we were buying in Windsor Hills Ph 1 today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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.

Best Buy
Buyers who can move fast on a well-priced Kissimmee home.
Biggest Risk
A thin sample means the reported numbers can swing on one sale.
Sweet Spot
Move-in-ready product priced near the $592,500 median.
Avoid If
You need a slow, low-competition search with room to deliberate.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who can move fast on a well-priced Kissimmee home.
Biggest advantageHomes that show well are turning quickly at the median.
Biggest riskA thin sample means the reported numbers can swing on one sale.
Sweet spotMove-in-ready product priced near the $592,500 median.
Avoid ifYou need a slow, low-competition search with room to deliberate.

HOA, CDD & Fees

In short
  • 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.

The takeaway

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.

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 →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Windsor Hills Ph 1?
The median sale price in Windsor Hills Ph 1 was $592K over the 12 months ending July 13, 2026 (4 closed sales, Stellar MLS).
How long do homes in Windsor Hills Ph 1 take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 19 days on market (4 sales, Stellar MLS).
Do cash buyers compete in Windsor Hills Ph 1?
Cash buyers took 0% of Windsor Hills Ph 1 sales in the 12 months ending June 2026 (0 of 4 closings, Stellar MLS).
Who is the best real estate agent for Windsor Hills Ph 1?
The best agent for Windsor Hills Ph 1 is one who actively works Kissimmee and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Windsor Hills Ph 1.
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 1?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Windsor Hills Ph 1 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Windsor Hills Ph 1?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windsor Hills Ph 1 purchase or sale - no call center and no pressure.
Buyers pre-approved around the mid-$590s who can act within days of a listing going liveExcellent fit
Sellers with updated, move-in-ready homes wanting to capitalize on a fast marketExcellent fit
Buyers who value per-square-foot efficiency and will pay for condition and finishExcellent fit
Buyers on a timeline that requires weeks of deliberation before making an offerProbably not
Bargain hunters expecting to negotiate well below the median in a quick-moving marketProbably not
Sellers hoping deferred maintenance won't affect price or days on marketProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →
Talk to a Local Windsor Hills Ph 1 Expert
Call Get Listings