Windsor At Westside Ph 3
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
108 homesBuilt 2019–2020Median sale $405K
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Built fromLive Stellar MLS data5 years of closingsFL DOR public recordsUpdated twice daily
Live · Windsor At Westside Ph 3 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$405K
Median sold · 12 mo
$179/sf
Sold $/sqft · 12 mo
peak $179 in 2026
93.1%
Sale vs ask
Osceola median: 95.9%
Tempo
78days
Median DOM · closed
78 days at the 2026 low
8
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
0%
Owner-occupied · Windsor At Westside Ph 3
0 of 108 parcels homesteaded (FL DOR 2025)
100%
Non-owner-occupied · Windsor At Westside Ph 3
incl. 47% trust or LLC-held · 51% out-of-state
0%
Cash buyers · Windsor At Westside Ph 3
0 of 8 sales, 12 mo ending June 2026
108
Homes in the community
108 residential parcels (FL DOR 2025)
Track record · 5 years of records
Est. 2019
Community established
homes built 2019-2020, median 2019 (FL DOR 2025)
5
Failed listings · 2026
peaked at 20 in 2025
2,263sqft
Median sold home size
12-mo windows, closed sales
7.4%/yr
Turnover rate
about 8 of 108 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Windsor At Westside Ph 3 is a compact, newer pocket in Kissimmee — 108 homes built in 2019 and 2020, so you are buying near-new construction with modern floor plans and none of the deferred-maintenance surprises older stock carries. The median sits at $405,000, or about $179 per square foot, on a median footprint of roughly 2,334 square feet. Price here is driven by size, condition, and finish level rather than any wide range of housing types, since the community is homogeneous and recent.

The market posture is patient. A median of 78 days on market — well over two months — tells you this is not a snap-your-fingers submarket, and the homestead share reads at zero, which points to a community weighted toward investor and non-primary-residence use rather than owner-occupants. Sellers should price to the comps and plan for a longer marketing window; buyers have room to negotiate and time to do proper due diligence rather than bidding blind.

The 60-Second Overview

Windsor At Westside Ph 3 market snapshot (as of July 13, 2026): the median sale price is about $405K ($179 per sq ft over the trailing 12 months of closed sales), and a median 78 days on market for closed sales.

Windsor At Westside Ph 3 is a community of 108 homes in Kissimmee, Osceola County, built between 2019 and 2020 (median 2019.0), with a median living area of about 2,334 square feet. 0% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

A small, uniformly newer community near the Westside corridor in Osceola County, where the housing stock is consistent and the buyer pool leans toward non-primary-residence use rather than long-term owner-occupancy.

Best for

  • Buyers targeting the mid-$400s who want newer construction and modern square footage without a full new-build price
  • Investors comfortable with a short-term-use community and a longer marketing horizon
  • Buyers who value low maintenance risk from 2019–2020 construction over long tenure

Probably not for

  • Buyers who need to resell quickly and can't absorb a two-month-plus market pace
  • Anyone seeking long-term owner-occupied stability given the zero homestead share
  • Value-hunters relying on a deep, high-volume comp set to price with confidence

Windows contain 0 to 8 sales each (8 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.

Homes sold per 12-mo window
0258202220242026
0 to 8 a year; 8 in the current window.

If we were buying in Windsor At Westside Ph 3 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 At Westside Ph 3.

Best Buy
Buyers who want near-new construction without paying a premium for a brand-new build.
Biggest Risk
A slow resale pace, with a median well past two months on market.
Sweet Spot
A well-kept home priced honestly to the $405,000 median.
Avoid If
You need a quick resale or a deep, active pool of comparable sales.

Newer stock, patient market

The defining features here are age and uniformity. With every home built in 2019 or 2020, you get current construction standards and roughly 2,334 square feet at the median — enough room to matter, priced at about $179 per square foot. Because the inventory is so consistent, the spread in asking prices tends to be condition- and finish-driven rather than a function of wildly different home types.

The 78-day median days-on-market is the number to respect. That pace, combined with a zero homestead share, signals a community where turnover and short-term-use ownership carry weight, and where transactions take time to close. The recent closings window is thin at eight, so individual sales move the comps more than they would in a high-volume neighborhood — read each comparable carefully rather than trusting a single data point.

The location and the amenities are priced into every listing in Windsor At Westside Ph 3. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A thin closings window and a two-month-plus market rhythm mean the comps deserve scrutiny, not assumptions. We read each sale on its own terms — condition, finish, and true time-to-close — and we set pricing and negotiation strategy around the community's slower pace rather than fighting it. That keeps sellers from chasing the market down and gives buyers a realistic window to underwrite the purchase.

Windsor At Westside Ph 3 in 15 seconds.

Best forBuyers who want near-new construction without paying a premium for a brand-new build.
Biggest advantageA uniform, recent housing stock with modern floor plans and minimal deferred maintenance.
Biggest riskA slow resale pace, with a median well past two months on market.
Sweet spotA well-kept home priced honestly to the $405,000 median.
Avoid ifYou need a quick resale or a deep, active pool of comparable sales.

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 At Westside Ph 3 sales matched to your home.

What is your Windsor At Westside Ph 3 home worth?

Get a no-obligation home value based on real comparable sales in Windsor At Westside Ph 3, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

See homes for sale in Windsor At Westside Ph 3 on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Windsor At Westside Ph 3?
The median sale price in Windsor At Westside Ph 3 was $405K over the 12 months ending July 13, 2026 (8 closed sales, Stellar MLS).
How long do homes in Windsor At Westside Ph 3 take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 78 days on market (8 sales, Stellar MLS).
How many homes are in Windsor At Westside Ph 3?
The Florida DOR 2025 assessment roll shows 108 homes in Windsor At Westside Ph 3 (public records).
What share of Windsor At Westside Ph 3 is owner-occupied?
0% of Windsor At Westside Ph 3 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Windsor At Westside Ph 3 built?
Homes in Windsor At Westside Ph 3 were built between 2019 and 2020, with a median year built of 2019.0 (FL DOR 2025 roll).
Do cash buyers compete in Windsor At Westside Ph 3?
Cash buyers took 0% of Windsor At Westside Ph 3 sales in the 12 months ending June 2026 (0 of 8 closings, Stellar MLS).
Who is the best real estate agent for Windsor At Westside Ph 3?
The best agent for Windsor At Westside Ph 3 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 At Westside Ph 3.
How do I find a top Kissimmee real estate agent who knows Windsor At Westside Ph 3?
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 At Westside Ph 3 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Windsor At Westside Ph 3?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Windsor At Westside Ph 3 purchase or sale - no call center and no pressure.
Buyers targeting the mid-$400s who want newer construction and modern square footage without a full new-build priceExcellent fit
Investors comfortable with a short-term-use community and a longer marketing horizonExcellent fit
Buyers who value low maintenance risk from 2019–2020 construction over long tenureExcellent fit
Buyers who need to resell quickly and can't absorb a two-month-plus market paceProbably not
Anyone seeking long-term owner-occupied stability given the zero homestead shareProbably not
Value-hunters relying on a deep, high-volume comp set to price with confidenceProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 13, 2026
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 2021 (11 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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