Windsor Hills Ph 3
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
208 homesBuilt 2005–2010Median sale $632K
Free · No obligation
Talk to a Windsor Hills Ph 3 Expert

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

Live · Windsor Hills Ph 3 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$632K
Median sold · 12 mo
up 2.2% vs the prior 12 months
+2.2%
1-yr price change
n = 10 and 8 sales in the two windows
$248/sf
Sold $/sqft · 12 mo
peak $248 in 2026
99.0%
Sale vs ask
Osceola median: 95.9%
Tempo
15days
Median DOM · closed
15 days at the 2026 low
10
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
1%
Owner-occupied · Windsor Hills Ph 3
3 of 208 parcels homesteaded (FL DOR 2025)
99%
Non-owner-occupied · Windsor Hills Ph 3
incl. 32% trust or LLC-held · 74% out-of-state
0%
Cash buyers · Windsor Hills Ph 3
0 of 9 sales, 12 mo ending June 2026
208
Homes in the community
208 residential parcels (FL DOR 2025)
Track record · 15 years of records
Est. 2005
Community established
homes built 2005-2010, median 2005 (FL DOR 2025)
10
Failed listings · 2026
peaked at 20 in 2007
2,812sqft
Median sold home size
12-mo windows, closed sales
4.8%/yr
Turnover rate
about 10 of 208 homes trade a year
Built fromLive Stellar MLS data15 years of closingsFL DOR public recordsUpdated twice daily
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windsor Hills Ph 3 is a short-term-rental-oriented pocket in Kissimmee, and that shapes everything about how it prices. The homes were built in a tight window between 2005 and 2010, and the median footprint runs large at about 2,752 square feet — this is a market of bigger vacation-style product, not starter housing. With a homestead share near 1.4%, almost nothing here is owner-occupied, so pricing tracks rental-income potential and condition more than typical resale fundamentals.

At a median of $632,450 and roughly $248 per square foot, values have moved up about 2.2% year over year — steady, not spiking. A median of 14.5 days on market off the last 10 closings tells you well-priced, turnkey homes clear quickly. Sellers should not read that speed as license to overprice; buyers should be ready to move on the right listing but should underwrite the numbers as an investment, not a primary residence.

Windsor Hills Ph 3 Housing Pulse · Momentum Research · as of July 13, 2026

Windsor Hills Ph 3 right now

🟡 Still climbing. The trailing-12-month median ($632K) is up 2.2% from the prior 12 months ($619K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 13. Confidence: Medium (10 and 8 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

Windsor Hills Ph 3 Housing Pulse · Momentum Research · as of July 13, 2026

Windsor Hills Ph 3 right now

🟡 Still climbing. The trailing-12-month median ($632K) is up 2.2% from the prior 12 months ($619K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending July 13. Confidence: Medium (10 and 8 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

Updated July 13, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Windsor Hills Ph 3 market snapshot (as of July 13, 2026): the median sale price is about $632K ($248 per sq ft over the trailing 12 months of closed sales), and a median 15 days on market for closed sales. The trailing-12-month median is up 2% from the prior 12 months, computed from record-level Stellar MLS closed sales (10 closings in the current window).

Windsor Hills Ph 3 is a community of 208 homes in Kissimmee, Osceola County, built between 2005 and 2010 (median 2005.0), with a median living area of about 2,752 square feet. 1% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

This is a purpose-built resort community of 208 homes near the Kissimmee attractions corridor, dominated by short-term-rental use rather than full-time ownership. Treat it as an income-property market first.

Best for

  • Investors targeting a turnkey short-term-rental property in the low-to-mid $600s
  • Buyers who want larger, resort-style square footage and will underwrite on rental income
  • Owners comfortable with HOA rental rules and active property management

Probably not for

  • Buyers seeking a primary residence in a predominantly owner-occupied setting
  • Anyone wanting a small or lower-priced starter home
  • Buyers who need broad price-tier variety rather than a narrow, similarly-sized housing stock

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 ($632K) IS the median in the snapshot above, and the move from 2025 ($619K) IS the +2.2% one-year change.

Windows contain 0 to 10 sales each (10 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
051020122014201620182020202220242026
0 to 10 a year; 10 in the current window.
Sellers who gave up · failed listings per year
010202008201020122014202020242026
Canceled, expired, or withdrawn. 20 quit in 2007; 10 so far in 2026. The clearest stress gauge a community has.

If we were buying in Windsor Hills Ph 3 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 3.

Best Buy
Buyers seeking a turnkey vacation-rental asset in the Kissimmee attractions corridor.
Biggest Risk
Value is condition-driven and income-dependent, so an overpriced or tired listing can sit despite the quick median.
Sweet Spot
A well-furnished, rental-ready home priced near the $632,450 median.
Avoid If
You want a full-time residence in an owner-occupied neighborhood.

A rental-driven market, not a bedroom community

The tell here is the homestead share of about 1.4% — practically the entire inventory is non-owner-occupied. In a community like this, the value question is less 'what would I pay to live here' and more 'what will this home produce, and in what condition.' Because the housing stock is narrowly aged (2005–2010) and consistently sized around 2,752 square feet, the spread in pricing comes mostly from finish level, furnishing, and rental readiness rather than from wildly different home types.

The single price signal we have is the median at $632,450, or roughly $248 per square foot. We do not publish a range, and you should be skeptical of anyone who quotes you tidy entry and ceiling prices for this kind of product — the real variance is condition-driven. With just 208 homes total and a recent closing pace measured in a handful of sales, this is a thin, specialized market where getting the pricing and the rental math right matters more than usual.

The location and the amenities are priced into every listing in Windsor Hills Ph 3. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
5.3C · Buy Score
Recent Direction6.5/10
Owner Commitment0.1/10
Pricing Power9.3/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (5.3). Basis: Recent Direction +2.2% year-over-year; Owner Commitment 1% owner-occupied; Pricing Power 99.0% sale-to-list. Refreshed with each data update.

Why work with Momentum here

A short-term-rental community demands different diligence than a conventional neighborhood — HOA rental rules, furnishing condition, and realistic income assumptions drive whether a deal makes sense. We underwrite Windsor Hills Ph 3 as the income property it is, price against the actual median and per-square-foot evidence rather than guesswork, and tell you plainly when the numbers do not support the ask.

Windsor Hills Ph 3 in 15 seconds.

Best forBuyers seeking a turnkey vacation-rental asset in the Kissimmee attractions corridor.
Biggest advantageConsistent, purpose-built product that moves fast when priced right — a median of about 14.5 days.
Biggest riskValue is condition-driven and income-dependent, so an overpriced or tired listing can sit despite the quick median.
Sweet spotA well-furnished, rental-ready home priced near the $632,450 median.
Avoid ifYou want a full-time residence in an owner-occupied neighborhood.

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 3 sales matched to your home.

What is your Windsor Hills Ph 3 home worth?

Get a no-obligation home value based on real comparable sales in Windsor Hills Ph 3, 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 3 on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Windsor Hills Ph 3?
The median sale price in Windsor Hills Ph 3 was $632K over the 12 months ending July 13, 2026 (10 closed sales, Stellar MLS).
How long do homes in Windsor Hills Ph 3 take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 15 days on market (10 sales, Stellar MLS).
How many homes are in Windsor Hills Ph 3?
The Florida DOR 2025 assessment roll shows 208 homes in Windsor Hills Ph 3 (public records).
What share of Windsor Hills Ph 3 is owner-occupied?
1% of Windsor Hills Ph 3 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Windsor Hills Ph 3 built?
Homes in Windsor Hills Ph 3 were built between 2005 and 2010, with a median year built of 2005.0 (FL DOR 2025 roll).
Do cash buyers compete in Windsor Hills Ph 3?
Cash buyers took 0% of Windsor Hills Ph 3 sales in the 12 months ending June 2026 (0 of 9 closings, Stellar MLS).
Who is the best real estate agent for Windsor Hills Ph 3?
The best agent for Windsor Hills Ph 3 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 3.
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 3?
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 3 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Windsor Hills Ph 3?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windsor Hills Ph 3 purchase or sale - no call center and no pressure.
Investors targeting a turnkey short-term-rental property in the low-to-mid $600sExcellent fit
Buyers who want larger, resort-style square footage and will underwrite on rental incomeExcellent fit
Owners comfortable with HOA rental rules and active property managementExcellent fit
Buyers seeking a primary residence in a predominantly owner-occupied settingProbably not
Anyone wanting a small or lower-priced starter homeProbably not
Buyers who need broad price-tier variety rather than a narrow, similarly-sized housing stockProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34747))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2011 (28 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.

Windows contain 0 to 10 sales each (10 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
051020122014201620182020202220242026
0 to 10 a year; 10 in the current window.
Sellers who gave up · failed listings per year
010202008201020122014202020242026
Canceled, expired, or withdrawn. 20 quit in 2007; 10 so far in 2026. The clearest stress gauge a community has.

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34747))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2011 (28 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 3 Expert
Call Get Listings