Windsor Hills Ph 03
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
Windsor Hills Ph 03 is a resort-style community of 208 homes built in a tight window between 2005 and 2010, with a median living area near 2,752 square feet. That size, combined with the age and product type, tells you most of what drives price here: this is larger, vacation-oriented inventory, and what a given home fetches depends far more on condition, furnishing, and rental setup than on square footage alone. Expect a wide spread between move-in-ready, income-producing units and homes that need reinvestment.
The homestead share is roughly 1.4 percent, which is the single most important number in this snapshot. Nearly all of these homes are held as second homes or short-term rentals, not primary residences. For a buyer, that means you are underwriting a lifestyle-or-income asset, not a typical owner-occupied resale. For a seller, it means your buyer pool is investor-minded and will scrutinize the numbers, not the school run.
Who Windsor Hills Ph 03 is best for.
Best for
- Investors targeting short-term-rental income with budget set aside for furnishing and turnover
- Second-home buyers who want space near Kissimmee attractions and can absorb ongoing upkeep
- Buyers who value uniform, larger floor plans and will pay for condition over square footage
Probably not for
- Buyers wanting a primary residence in an owner-occupied neighborhood
- Purchasers seeking the lowest possible carrying cost and minimal maintenance
- Anyone unwilling to inspect closely and plan for capital repairs on a 2005-2010 home
The market around Windsor Hills Ph 03
Windsor Hills Ph 03 is a small community — 81 recorded sales on file, most recently in 2026 — 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).
The housing mix here is 99% single family residence, 1% condominium.
ZIP and county figures describe the wider market, not Windsor Hills Ph 03 specifically. Momentum Research analysis of MLS records.
The Windsor Hills Ph 03 buying strategy.
If we were buying in Windsor Hills Ph 03 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 03.
A rental-first community, priced accordingly
With only about 1.4 percent of homes homesteaded, Windsor Hills Ph 03 functions overwhelmingly as investment and second-home inventory. That single fact reshapes how you evaluate any listing: rental permitting, HOA rules, furnishing packages, and existing booking history often matter more than the cosmetic details a primary-residence buyer would fixate on. Two homes of identical size can trade very differently based on turnkey readiness.
The build window of 2005 to 2010 means these are no longer new homes. Systems, roofs, and finishes are reaching the age where deferred maintenance separates a strong buy from a money pit. At a median of roughly 2,752 square feet, upkeep is not trivial, so a thorough inspection and a clear-eyed capital plan are non-negotiable here.
The location and the amenities are priced into every listing in Windsor Hills Ph 03. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
This is a specialized submarket, and treating it like a standard resale will cost you. We help buyers underwrite these homes as what they actually are — vacation and short-term-rental assets — and we help sellers position condition, furnishing, and use history to the investor-minded audience that dominates this pool. In a community this uniform in age and size, the differences that move price are the ones we know to look for.
Windsor Hills Ph 03 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 03 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 03 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 03, 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 03 home worth?
Get a no-obligation home value based on real comparable sales in Windsor Hills Ph 03, 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 03?
What share of Windsor Hills Ph 03 is owner-occupied?
When were the homes in Windsor Hills Ph 03 built?
Do cash buyers compete in Windsor Hills Ph 03?
Who is the best real estate agent for Windsor Hills Ph 03?
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ph 03?
Can Momentum Realty connect me with an agent for Windsor Hills Ph 03?
Should you buy in Windsor Hills Ph 03?
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 (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2014 (48 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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