Windsor At Westside Ph 2B
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
Price here is driven by scale and condition, not age. These are large, newer homes — a median near 4,353 square feet, built in a tight 2017 to 2020 window — and that size is what carries the median to $600,000. On a per-foot basis the picture is more measured at roughly $149 per square foot, which tells you the money is buying volume rather than a premium finish level. Expect a wide spread around the median depending on how a specific home shows.
The posture is slow and negotiable. A median of 72 days on market is patient by Central Florida standards, and year-over-year movement is essentially flat at about 1%. With none of these homes carrying a homestead exemption, this reads as an investor- and second-home-oriented pocket rather than an owner-occupied one. Sellers should price to the comps and plan for a longer runway; buyers have room to negotiate and little reason to rush.
Windsor At Westside Ph 2B right now
🟡 Still climbing. The trailing-12-month median ($600K) is up 1.0% from the prior 12 months ($594K). With about 4 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 (11 and 7 sales in the two windows).
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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 2B right now
🟡 Still climbing. The trailing-12-month median ($600K) is up 1.0% from the prior 12 months ($594K). With about 4 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 (11 and 7 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 2B market snapshot (as of July 13, 2026): the median sale price is about $600K ($149 per sq ft over the trailing 12 months of closed sales), and a median 72 days on market for closed sales. The trailing-12-month median is up 1% from the prior 12 months, computed from record-level Stellar MLS closed sales (11 closings in the current window).
Windsor At Westside Ph 2B is a community of 199 homes in Kissimmee, Osceola County, built between 2017 and 2020 (median 2018), with a median living area of about 4,353 square feet. 0% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
Windsor At Westside Ph 2B is a compact enclave of about 199 large, newer homes in Kissimmee, west of the theme-park corridor in Osceola County. The combination of size, recent construction, and a zero homestead share points to a short-term-rental and vacation-home profile.
Who Windsor At Westside Ph 2B is best for.
Best for
- Buyers seeking a large, newer vacation or second home near the theme-park corridor
- Short-term-rental investors comfortable operating a big property
- Value-per-square-foot buyers who prioritize space over premium finishes
Probably not for
- Buyers who need to resell quickly given the slower days-on-market pace
- Anyone counting on a primary-residence homestead exemption
- Buyers wanting a small, low-maintenance footprint
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, and the move from 2025 ($594K) IS the +1.0% one-year change.
Windows contain 0 to 11 sales each (11 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 2B buying strategy.
If we were buying in Windsor At Westside Ph 2B 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 2B.
Size sets the price here
The defining fact is square footage. A median living area of 4,353 square feet is unusually large, and it explains why the median price sits at $600,000 while the per-foot figure stays modest near $149. When you evaluate a listing here, the question is less about the neighborhood and more about the individual home: layout, condition, pool and furnishings, and how it is set up to operate. Two homes at the same price can be very different products.
The 72-day median days on market and roughly flat year-over-year pricing say the market is absorbing inventory slowly. That is not a distress signal — it is the normal rhythm of a large-home, non-homestead pocket where buyers are deliberate. Read it as leverage: there is time to inspect, compare, and structure an offer without bidding against a crowd.
The location and the amenities are priced into every listing in Windsor At Westside Ph 2B. 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 2B 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 (3.9). Basis: Recent Direction +1.0% year-over-year; Owner Commitment 0% owner-occupied; Pricing Power 93.1% sale-to-list. Refreshed with each data update.
Why work with Momentum here
This is a niche product where the numbers only make sense once you understand how a specific home is configured and used. We read the comps against square footage and condition rather than headline price, flag the operating and ownership considerations that come with a non-homestead, rental-oriented pocket, and pace an offer to a market that rewards patience. On the sell side, we set expectations honestly on time-to-close.
Windsor At Westside Ph 2B 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 2B 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 2B 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 2B, 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 2B home worth?
Get a no-obligation home value based on real comparable sales in Windsor At Westside Ph 2B, 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 2B?
How long do homes in Windsor At Westside Ph 2B take to sell?
How many homes are in Windsor At Westside Ph 2B?
What share of Windsor At Westside Ph 2B is owner-occupied?
When were the homes in Windsor At Westside Ph 2B built?
Do cash buyers compete in Windsor At Westside Ph 2B?
Who is the best real estate agent for Windsor At Westside Ph 2B?
How do I find a top Kissimmee real estate agent who knows Windsor At Westside Ph 2B?
Can Momentum Realty connect me with an agent for Windsor At Westside Ph 2B?
Should you buy in Windsor At Westside Ph 2B?
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 (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2021 (21 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 ($600K) IS the median in the snapshot above, and the move from 2025 ($594K) IS the +1.0% one-year change.
Windows contain 0 to 11 sales each (11 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 (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2021 (21 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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