Windsor Hills Ph 06
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
Windsor Hills Ph 06 is a short-vintage pocket of Kissimmee, with homes built between 2005 and 2010 and a median build year of 2007. These are larger floor plans — the median sits near 2,794 square feet — and with a homestead share of zero, this is not owner-occupied stock. Price here is driven less by any single benchmark and more by condition, furnishing, and how a given home performs as a short-term rental in Osceola's vacation corridor.
With no homestead presence, expect the buyer pool to skew toward investment and second-home use, and the seller pool to move on income logic rather than lifestyle timing. That makes condition and turnkey readiness the real levers. Buyers should underwrite each home on its own operating merits; sellers should recognize that a clean, rental-ready property will separate itself from tired inventory more than square footage alone will.
Who Windsor Hills Ph 06 is best for.
Best for
- Investors targeting a short-term rental with space for larger group bookings
- Second-home buyers who want a large floor plan near the attraction corridor
- Cash or well-qualified buyers ready to underwrite a home on condition and income logic
Probably not for
- Buyers seeking a primary residence in an owner-occupied neighborhood
- Anyone wanting the lowest-maintenance, newest-construction stock
- Buyers who need a firm price range before touring rather than evaluating each home on condition
The market around Windsor Hills Ph 06
Windsor Hills Ph 06 is a small community — 45 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Windsor Hills Ph 06 specifically. Momentum Research analysis of MLS records.
The Windsor Hills Ph 06 buying strategy.
If we were buying in Windsor Hills Ph 06 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 06.
A rental-oriented subdivision, not a homestead one
The tell here is the homestead share of zero across 202 homes. Nothing in this phase is claimed as a primary residence for tax purposes, which points squarely at short-term rental and second-home ownership. That shapes everything from how homes are furnished and marketed to how quickly deferred maintenance shows up. The building window is tight — 2005 to 2010 — so the stock is broadly consistent in age, and homes are now old enough that roofs, HVAC, and pool equipment are real line items to inspect.
With a median near 2,794 square feet, these are sized for group stays, and value tends to hinge on condition and rental performance rather than raw footage. Because we only track the median as a firm price benchmark, treat any listing outside typical condition as an outlier to underwrite carefully — a home priced on strong income history is a different animal from one priced on hope.
The location and the amenities are priced into every listing in Windsor Hills Ph 06. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
This is a market you underwrite, not one you fall in love with. We help buyers separate rental-ready homes from ones carrying deferred maintenance behind fresh staging, and we help sellers position on the things that actually move a short-term-rental buyer — condition, turnkey furnishing, and honest operating context. If the numbers don't work, we'll say so.
Windsor Hills Ph 06 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 06 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 06 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 06, 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 06 home worth?
Get a no-obligation home value based on real comparable sales in Windsor Hills Ph 06, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Frequently Asked Questions
How many homes are in Windsor Hills Ph 06?
What share of Windsor Hills Ph 06 is owner-occupied?
When were the homes in Windsor Hills Ph 06 built?
Do cash buyers compete in Windsor Hills Ph 06?
Who is the best real estate agent for Windsor Hills Ph 06?
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 06?
Can Momentum Realty connect me with an agent for Windsor Hills Ph 06?
Should you buy in Windsor Hills Ph 06?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| 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 2014 (36 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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