Windsor Hills Ph 07
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
106 homesBuilt 2007–2010
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Built fromLive Stellar MLS data10 years of closingsFL DOR public recordsUpdated twice daily
Live · Windsor Hills Ph 07 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
0%
Owner-occupied · Windsor Hills Ph 07
0 of 106 parcels homesteaded (FL DOR 2025)
100%
Non-owner-occupied · Windsor Hills Ph 07
incl. 28% trust or LLC-held · 79% out-of-state
50%
Cash buyers · Windsor Hills Ph 07
2 of 4 sales, 12 mo ending June 2024
106
Homes in the community
106 residential parcels (FL DOR 2025)
Track record · 10 years of records
Est. 2007
Community established
homes built 2007-2010, median 2008 (FL DOR 2025)
0
Failed listings · 2021
peaked at 9 in 2016
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windsor Hills Ph 07 is a tight pocket of 106 homes built in a narrow window between 2007 and 2010, with the median right around 2008. That consistency matters: floor plans, construction era, and scale are broadly similar across the community, so what separates one closing from the next is condition, finish level, and furnishing — not vintage. The median home here runs large at roughly 3,108 square feet, which tells you this is not a starter-scale product.

There were no closings in the current window, so there is no fresh transaction read to lean on — price discovery here is thin and you should treat any single comp with caution. The homestead share sits at zero, which signals this is an investment- and short-term-rental-oriented community rather than an owner-occupied one. For a buyer, that means underwriting to rental performance, not lifestyle; for a seller, it means your buyer pool is largely operators and second-home purchasers who scrutinize condition and turnkey readiness.

Best for

  • Investors underwriting to short-term-rental income rather than personal-use value
  • Second-home buyers wanting a large, resort-format property near Osceola County attractions
  • Buyers comfortable pricing on condition and turnkey readiness in a thin-comp market

Probably not for

  • Buyers seeking a primary residence in an owner-occupied neighborhood
  • Anyone wanting a smaller, starter-scale home well under the 3,108 sqft median
  • Buyers who need a deep, recent comp trail to feel confident on price

The market around Windsor Hills Ph 07

Windsor Hills Ph 07 is a small community — 29 recorded sales on file, most recently in 2021 — 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 07 specifically. Momentum Research analysis of MLS records.

If we were buying in Windsor Hills Ph 07 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 07.

Best Buy
Investors and second-home buyers targeting a short-term-rental product near Kissimmee's attractions.
Biggest Risk
With zero closings in the window, current pricing is thin and comp-driven guesswork is real.
Sweet Spot
A well-furnished, turnkey home near the 3,108 sqft median that is genuinely rental-ready.
Avoid If
You want a primary residence in an owner-occupied neighborhood.

A short-term-rental product, not a primary-home one

The signals line up in one direction. A 0% homestead share across 106 homes, uniformly large square footage near 3,108, and a build era clustered around 2008 all point to a community designed and used for short-term and investment occupancy. Homes at this scale in this format tend to be bought for their income potential and their proximity to the area's attractions, not for daily commuter living.

Because there were no closings in the current window, valuation depends on condition and turnkey status more than on any recent price trend. Two homes of nearly identical size and age can price very differently based on furnishing, updates, and rental readiness. That widens the practical spread and makes a disciplined, condition-first pricing approach essential on both sides of the table.

The location and the amenities are priced into every listing in Windsor Hills Ph 07. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

With no closings in the current window and a market driven by condition rather than a clean comp trail, you need someone who will underwrite this honestly. We price to furnishing, updates, and rental readiness — the things that actually move value in a zero-homestead, short-term-rental community — instead of anchoring to a stale number. We will also tell you plainly when the deal does not pencil.

Windsor Hills Ph 07 in 15 seconds.

Best forInvestors and second-home buyers targeting a short-term-rental product near Kissimmee's attractions.
Biggest advantageA uniform community of large homes built 2007-2010, so the format and scale are predictable.
Biggest riskWith zero closings in the window, current pricing is thin and comp-driven guesswork is real.
Sweet spotA well-furnished, turnkey home near the 3,108 sqft median that is genuinely rental-ready.
Avoid ifYou want a primary 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 07 sales matched to your home.

What is your Windsor Hills Ph 07 home worth?

Get a no-obligation home value based on real comparable sales in Windsor Hills Ph 07, 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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Windsor Hills Ph 07?
The Florida DOR 2025 assessment roll shows 106 homes in Windsor Hills Ph 07 (public records).
What share of Windsor Hills Ph 07 is owner-occupied?
0% of Windsor Hills Ph 07 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 07 built?
Homes in Windsor Hills Ph 07 were built between 2007 and 2010, with a median year built of 2008.0 (FL DOR 2025 roll).
Do cash buyers compete in Windsor Hills Ph 07?
Cash buyers took 50% of Windsor Hills Ph 07 sales in the 12 months ending June 2024 (2 of 4 closings, Stellar MLS).
Who is the best real estate agent for Windsor Hills Ph 07?
The best agent for Windsor Hills Ph 07 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 07.
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 07?
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 07 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Windsor Hills Ph 07?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windsor Hills Ph 07 purchase or sale - no call center and no pressure.
Investors underwriting to short-term-rental income rather than personal-use valueExcellent fit
Second-home buyers wanting a large, resort-format property near Osceola County attractionsExcellent fit
Buyers comfortable pricing on condition and turnkey readiness in a thin-comp marketExcellent fit
Buyers seeking a primary residence in an owner-occupied neighborhoodProbably not
Anyone wanting a smaller, starter-scale home well under the 3,108 sqft medianProbably not
Buyers who need a deep, recent comp trail to feel confident on priceProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34747))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2016 (20 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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