Windsor Hills Ph 6
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
Windsor Hills Ph 6 is a short-term-rental-oriented pocket near the Osceola resort corridor, and the price here is driven far more by square footage and condition than by land. The median sits at $600,000, with living space that runs large — a median of roughly 2,794 square feet — which puts the median right around $256 per square foot. Homes date from a tight 2005–2010 window, so you are buying a specific build era; the spread you see comes down to updates, furnishing, and rental-readiness rather than wide differences in age.
The market posture is brisk. A median of 21 days on market says well-priced, well-presented homes move in about three weeks, and with a homestead share of zero, this is an investment-and-second-home market rather than a primary-residence one. Sellers should not overreach on an unrenovated listing and expect resort pricing; buyers should be ready to move quickly on the sharp ones and underwrite the numbers as a rental, not a homestead.
The 60-Second Overview
Windsor Hills Ph 6 market snapshot (as of July 13, 2026): the median sale price is about $600K ($256 per sq ft over the trailing 12 months of closed sales), and a median 21 days on market for closed sales.
Windsor Hills Ph 6 is a community of 202 homes in Kissimmee, Osceola County, built between 2005 and 2010 (median 2007.0), with a median living area of about 2,794 square feet. 0% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Windsor Hills Ph 6 is a 202-home resort-style enclave in Kissimmee built out in the mid-2000s, where large floor plans and short-term-rental use define both the product and the buyer pool.
Who Windsor Hills Ph 6 is best for.
Best for
- Investors underwriting a short-term-rental purchase who can carry the furnishing and turnover costs
- Second-home buyers wanting a large resort-corridor floor plan near Kissimmee attractions
- Buyers who value a tight, comparable build era and a fast-moving market when priced right
Probably not for
- Buyers seeking a full-time primary residence in an owner-occupied setting
- Buyers who need to avoid HOA and short-term-rental rule complexity
- Buyers wanting newer construction outside the mid-2000s build window
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 ($600K) IS the median in the snapshot above.
Windows contain 0 to 5 sales each (5 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 6 buying strategy.
If we were buying in Windsor Hills Ph 6 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 6.
A rental-first resort pocket
With zero homestead exemptions across 202 homes, this is not a neighborhood people buy to live in full-time — it is a vacation-rental and second-home market. That matters for how you evaluate a purchase: occupancy potential, HOA rules, furnishing, and turnover costs weigh as heavily as the four walls. The homes are sizable, with a median near 2,794 square feet, which supports the larger-group rental model the area is built around.
Because the housing stock all landed within a 2005–2010 stretch, the differences between listings are about upkeep and updates, not age. The median of $256 per square foot is a useful yardstick: a home priced well above it should show real condition or furnishing to justify it, and one below it deserves a hard look at deferred maintenance. At a 21-day median, mispriced listings sit while the right ones clear fast.
The location and the amenities are priced into every listing in Windsor Hills Ph 6. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A resort-rental purchase lives or dies on the underwriting, and we treat it that way. We help you separate a home priced for its furnishings and rental history from one leaning on the neighborhood's name, benchmark it against the $256-per-square-foot median, and read the 21-day pace so you neither overpay in a rush nor lose a sharp listing by hesitating. On the sell side, we position condition honestly so your listing is one of the ones that moves.
Windsor Hills Ph 6 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 6 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 6 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 6, 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 6 home worth?
Get a no-obligation home value based on real comparable sales in Windsor Hills Ph 6, 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 6 on the map →
Frequently Asked Questions
What is the median home price in Windsor Hills Ph 6?
How long do homes in Windsor Hills Ph 6 take to sell?
How many homes are in Windsor Hills Ph 6?
What share of Windsor Hills Ph 6 is owner-occupied?
When were the homes in Windsor Hills Ph 6 built?
Do cash buyers compete in Windsor Hills Ph 6?
Who is the best real estate agent for Windsor Hills Ph 6?
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 6?
Can Momentum Realty connect me with an agent for Windsor Hills Ph 6?
Should you buy in Windsor Hills Ph 6?
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 (6 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2015 (14 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.
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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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