Windsor Hills Ph 3
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.

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 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 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.
Who Windsor Hills Ph 3 is best for.
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.
The Windsor Hills Ph 3 buying strategy.
If we were buying in Windsor Hills Ph 3 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 3.
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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Windsor Hills Ph 3 buys, holds, and resells. Momentum Research; not an appraisal.
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.
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 3 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 3 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 3, 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 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 →
Frequently Asked Questions
What is the median home price in Windsor Hills Ph 3?
How long do homes in Windsor Hills Ph 3 take to sell?
How many homes are in Windsor Hills Ph 3?
What share of Windsor Hills Ph 3 is owner-occupied?
When were the homes in Windsor Hills Ph 3 built?
Do cash buyers compete in Windsor Hills Ph 3?
Who is the best real estate agent for Windsor Hills Ph 3?
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 3?
Can Momentum Realty connect me with an agent for Windsor Hills Ph 3?
Should you buy in Windsor Hills Ph 3?
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 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-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.
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 ($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.
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending July 13, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-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.
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