Windsor At Westside Ph 1
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
Windsor At Westside Ph 1 is a newer-construction community, built out between 2015 and 2018, with a median home just under 2,923 square feet. What sets the price here isn't age or scarcity — the housing stock is uniform and recent — it's condition, furnishing, and how a given home is positioned in a market where the homestead share is under 1%. That last number tells you almost everything: this is not an owner-occupied enclave, and pricing behaves accordingly.
The current posture favors patient buyers. The median sits at $440,000, down 14.7% year over year, and homes are taking a median of 91 days to close. That is a slow, softening market. Sellers should price to the current reality rather than last year's, and buyers have room to negotiate on time-on-market alone. With only 23 closings in the window across 220 homes, comps are thin, so each sale carries weight.
Windsor At Westside Ph 1 right now
🔴 Off the recent peak. The trailing-12-month median ($440K) is down 14.7% from the prior 12 months ($516K). With about 7 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 (23 and 12 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 At Westside Ph 1 right now
🔴 Off the recent peak. The trailing-12-month median ($440K) is down 14.7% from the prior 12 months ($516K). With about 7 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 (23 and 12 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 At Westside Ph 1 market snapshot (as of July 13, 2026): the median sale price is about $440K ($177 per sq ft over the trailing 12 months of closed sales), and a median 91 days on market for closed sales. The trailing-12-month median is down 15% from the prior 12 months, computed from record-level Stellar MLS closed sales (23 closings in the current window).
Windsor At Westside Ph 1 is a community of 220 homes in Kissimmee, Osceola County, built between 2015 and 2018 (median 2016.0), with a median living area of about 2,923 square feet. 1% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
A 220-home, mid-2010s community in Kissimmee where the sub-1% homestead share and larger floor plans point to a market driven more by investment and rental use than by primary residence — which is exactly why the pricing here moves differently than an owner-occupied subdivision.
Who Windsor At Westside Ph 1 is best for.
Best for
- Investment-minded buyers targeting short-term or rental use, after verifying current HOA and rental rules
- Buyers who want maximum square footage from newer construction and can budget around a median near $440,000
- Patient buyers prepared to negotiate in a slow, buyer-favorable market
Probably not for
- Buyers who need a quick, competitive close in a fast-moving market
- Buyers wanting a primary-residence community with a high homestead-occupancy base
- Buyers who need certainty on near-term values while prices are still declining
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 ($440K) IS the median in the snapshot above, and the move from 2025 ($516K) IS the -14.7% one-year change.
Windows contain 0 to 23 sales each (23 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 At Westside Ph 1 buying strategy.
If we were buying in Windsor At Westside Ph 1 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 At Westside Ph 1.
A short-term-lean market, priced accordingly
The homestead exemption share sitting below 1% is the defining fact of Windsor At Westside Ph 1. In practice, that means most owners are not living here as a primary residence, and the community's location on the Westside corridor of Osceola County supports the short-term and rental use that pattern implies. Buyers should underwrite this as an income-oriented purchase and confirm HOA rules and current rental regulations directly before committing.
On the numbers, the median price per square foot is $176.6 against a median above 2,900 square feet, so you are paying for volume. The 14.7% year-over-year decline and 91-day median days on market mean listings are not clearing quickly. That combination gives a well-prepared buyer leverage, but it also means a seller who overprices will sit. With 23 closings to reference, an accurate read of a specific home requires looking past the median.
The location and the amenities are priced into every listing in Windsor At Westside Ph 1. 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 At Westside Ph 1 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 (2.7). Basis: Recent Direction -14.7% year-over-year; Owner Commitment 1% owner-occupied; Pricing Power 93.3% sale-to-list. Refreshed with each data update.
Why work with Momentum here
A market with only 23 recent closings and a median 91 days on market rewards local reading over headline stats. We help buyers underwrite these homes for what they actually are — larger, newer, and lean on homestead occupancy — and we help sellers price to the softening trend instead of fighting it. Before anyone writes an offer, we confirm the HOA and rental rules that govern how this community can be used.
Windsor At Westside Ph 1 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 At Westside Ph 1 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 At Westside Ph 1 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor At Westside Ph 1, 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 At Westside Ph 1 home worth?
Get a no-obligation home value based on real comparable sales in Windsor At Westside Ph 1, 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
What is the median home price in Windsor At Westside Ph 1?
How long do homes in Windsor At Westside Ph 1 take to sell?
How many homes are in Windsor At Westside Ph 1?
What share of Windsor At Westside Ph 1 is owner-occupied?
When were the homes in Windsor At Westside Ph 1 built?
Do cash buyers compete in Windsor At Westside Ph 1?
Who is the best real estate agent for Windsor At Westside Ph 1?
How do I find a top Kissimmee real estate agent who knows Windsor At Westside Ph 1?
Can Momentum Realty connect me with an agent for Windsor At Westside Ph 1?
Should you buy in Windsor At Westside Ph 1?
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 2021 (41 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 ($440K) IS the median in the snapshot above, and the move from 2025 ($516K) IS the -14.7% one-year change.
Windows contain 0 to 23 sales each (23 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 (6 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2021 (41 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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