Windsor Hills Ph 4
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.

Windsor Hills Ph 4 is a single-vintage pocket — everything here dates to 2005, with a median footprint around 1,448 square feet. When the age and layout of the stock are this uniform, price is set less by what year a home went up and more by condition, finish level, and furnishing. The median sits at $400,000, roughly $278 per square foot, and the spread around that number is driven by how much work a given unit has had, not by neighborhood tiering.
The current posture is balanced-to-brisk: a median of 34 days on market and year-over-year movement of 2.6% say this is a steady market, not a runaway one. For a seller, that means condition and presentation carry the negotiation — a turnkey unit clears faster than a tired one at the same address. For a buyer, there's time to inspect and underwrite properly without the pressure of a bidding frenzy. The homestead share here is very low at 2.5%, which tells you most of this stock trades as something other than an owner's primary residence — plan your due diligence and financing accordingly.
Windsor Hills Ph 4 right now
🟡 Still climbing. The trailing-12-month median ($400K) is up 2.6% from the prior 12 months ($390K). 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 (7 and 7 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 4 right now
🟡 Still climbing. The trailing-12-month median ($400K) is up 2.6% from the prior 12 months ($390K). 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 (7 and 7 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 4 market snapshot (as of July 13, 2026): the median sale price is about $400K ($278 per sq ft over the trailing 12 months of closed sales), and a median 34 days on market for closed sales. The trailing-12-month median is up 3% from the prior 12 months, computed from record-level Stellar MLS closed sales (7 closings in the current window).
Windsor Hills Ph 4 is a community of 120 homes in Kissimmee, Osceola County, built between 2005 and 2005 (median 2005.0), with a median living area of about 1,448 square feet. 2% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
A compact, uniformly 2005-built community of about 120 homes near Kissimmee's tourist corridor, where the very low homestead share signals a market dominated by second-home and rental use rather than year-round owner occupancy.
Who Windsor Hills Ph 4 is best for.
Best for
- A buyer near the $400,000 median seeking a second home in a consistent, single-vintage community
- An investor comfortable underwriting a short-term or rental-use property after verifying HOA rules
- A buyer who values clean comparables and a steady ~34-day market over speculative upside
Probably not for
- A buyer who needs a primary-residence homestead setting with mostly owner-occupied neighbors
- A buyer expecting a wide range of home ages, sizes, and floorplans to choose from
- A buyer whose budget or financing depends on owner-occupant terms and can't accommodate investment-use lending
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 ($400K) IS the median in the snapshot above, and the move from 2025 ($390K) IS the +2.6% one-year change.
Windows contain 0 to 7 sales each (7 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 4 buying strategy.
If we were buying in Windsor Hills Ph 4 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 4.
One vintage, condition is the variable
Because every home traces to a single build year and the median living area lands near 1,448 square feet, buyers here are comparing largely similar boxes. That simplifies one thing and complicates another: floorplans won't vary wildly, but wear, updates, and — given the low homestead share — furnishing and rental readiness will. Two units at the same $400,000 median can be very different purchases depending on how they've been maintained and equipped.
The 2.5% homestead share is the single most important fact in this snapshot. It points to a community used heavily for short-term or investment purposes rather than primary living. That shapes financing, HOA rules to verify, insurance, and resale liquidity. Read the community documents closely on rental permissions and fees before you write an offer, because the assumptions that work in an owner-occupied neighborhood do not automatically transfer here.
The location and the amenities are priced into every listing in Windsor Hills Ph 4. 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 4 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 (4.6). Basis: Recent Direction +2.6% year-over-year; Owner Commitment 2% owner-occupied; Pricing Power 95.2% sale-to-list. Refreshed with each data update.
Why work with Momentum here
In a community where nearly all the stock trades as investment or second-home product, the deal lives in the details — rental rules, furnishing, condition, and how a 34-day median actually behaves for your specific unit. We price to condition rather than to a headline number, verify the HOA and use restrictions before you're committed, and tell you plainly when the math doesn't support the plan.
Windsor Hills Ph 4 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 4 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 4 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 4, 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 4 home worth?
Get a no-obligation home value based on real comparable sales in Windsor Hills Ph 4, 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 4 on the map →
Frequently Asked Questions
What is the median home price in Windsor Hills Ph 4?
How long do homes in Windsor Hills Ph 4 take to sell?
How many homes are in Windsor Hills Ph 4?
What share of Windsor Hills Ph 4 is owner-occupied?
When were the homes in Windsor Hills Ph 4 built?
Do cash buyers compete in Windsor Hills Ph 4?
Who is the best real estate agent for Windsor Hills Ph 4?
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 4?
Can Momentum Realty connect me with an agent for Windsor Hills Ph 4?
Should you buy in Windsor Hills Ph 4?
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 (2 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2011 (25 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 ($400K) IS the median in the snapshot above, and the move from 2025 ($390K) IS the +2.6% one-year change.
Windows contain 0 to 7 sales each (7 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 (2 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2011 (25 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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