Ventura At Windsor Hills Condo Ph 3
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
90 homesBuilt 2005–2005Median sale $325K
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Built fromLive Stellar MLS data5 years of closingsFL DOR public recordsUpdated twice daily
Live · Ventura At Windsor Hills Condo Ph 3 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$325K
Median sold · 12 mo
$255/sf
Sold $/sqft · 12 mo
peak $255 in 2026
91.5%
Sale vs ask
Osceola median: 95.9%
Tempo
278days
Median DOM · closed
278 days at the 2026 low
6
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
2%
Owner-occupied · Ventura At Windsor Hills Condo Ph 3
2 of 90 parcels homesteaded (FL DOR 2025)
98%
Non-owner-occupied · Ventura At Windsor Hills Condo Ph 3
incl. 23% trust or LLC-held · 68% out-of-state
33%
Cash buyers · Ventura At Windsor Hills Condo Ph 3
2 of 6 sales, 12 mo ending June 2026
90
Homes in the community
90 residential parcels (FL DOR 2025)
Track record · 5 years of records
Est. 2005
Community established
homes built 2005-2005, median 2005 (FL DOR 2025)
0
Failed listings · 2025
peaked at 9 in 2007
1,246sqft
Median sold home size
12-mo windows, closed sales
6.7%/yr
Turnover rate
about 6 of 90 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

This is a single-vintage condo community — everything here dates to 2005, and the typical unit runs around 1,246 square feet. When the age and floor plans are this uniform, price comes down to condition, floor, view, and how a given unit shows. The median sits at $325,000, or roughly $255 per square foot, and the spread around that is driven by turnkey versus tired far more than by any structural difference between units.

The market posture here is slow. Median days on market is just over 270 — this is a community where listings sit, not one where you write offers the same afternoon. For a buyer that means time to inspect, negotiate, and walk away; there is no urgency premium to pay. For a seller it means pricing to the median from day one and preparing for a long carry, because a stale, aspirationally priced unit will simply age on the market.

The 60-Second Overview

Ventura At Windsor Hills Condo Ph 3 market snapshot (as of July 13, 2026): the median sale price is about $325K ($255 per sq ft over the trailing 12 months of closed sales), and a median 278 days on market for closed sales.

Ventura At Windsor Hills Condo Ph 3 is a community of 90 homes in Kissimmee, Osceola County, built between 2005 and 2005 (median 2005.0), with a median living area of about 1,246 square feet. 2% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Ventura at Windsor Hills is a compact, all-2005 condo enclave of about 90 units in Kissimmee's Windsor Hills area, close to the Osceola County tourism corridor. The homestead share is very low, so most of these units trade as second homes or rentals rather than primary residences.

Best for

  • Second-home buyers wanting a low-maintenance condo near the Osceola tourism corridor
  • Investors comfortable with a rental-oriented ownership profile and HOA rental rules
  • Patient buyers who value a slow market and room to negotiate over speed

Probably not for

  • Buyers who need to resell quickly, given the long typical time on market
  • Anyone wanting variety in age or floor plan — the inventory is uniformly 2005
  • Buyers set on a primary-residence, homestead-heavy neighborhood

Windows contain 0 to 6 sales each (6 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
0246202220242026
0 to 6 a year; 6 in the current window.
Sellers who gave up · failed listings per year
02582008201020242025
Canceled, expired, or withdrawn. 9 quit in 2007; 0 so far in 2025. The clearest stress gauge a community has.

If we were buying in Ventura At Windsor Hills Condo 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 Ventura At Windsor Hills Condo Ph 3.

Best Buy
Buyers seeking a second home or rental-oriented condo near the Kissimmee tourism corridor.
Biggest Risk
Long days on market mean sellers should plan for a slow, well-priced sale.
Sweet Spot
A turnkey 2005 unit near the $325,000 median that shows better than its neighbors.
Avoid If
You need a quick resale or a primary-residence homestead community.

A uniform product in a slow-moving market

With every unit built in 2005 and a median footprint near 1,246 square feet, there is little to separate one listing from another on paper. That makes condition and presentation the whole game. Two units at the same $325,000 median can be very different buys depending on updates, furnishings, and floor — and because the inventory is so consistent, an informed buyer can comp a target unit against its neighbors quickly.

The low homestead share tells you this is largely an investment and second-home market, which matters for financing, HOA rules, and resale timing. Buyers should read the condo association's budget, reserves, and rental policies as carefully as the unit itself; those documents can affect value and carrying cost more than a coat of paint. The long days-on-market figure reinforces that patience — on both sides of the table — is the operative skill here.

The location and the amenities are priced into every listing in Ventura At Windsor Hills Condo 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

In a small, uniform condo community with slow turnover, the edge is knowing which specific units have shown well, what the association documents actually say, and how to price against a thin comp set. We read the reserves and rental rules before you fall for a floor plan, and we set expectations honestly on how long a sale — buy or sell — is likely to take.

Ventura At Windsor Hills Condo Ph 3 in 15 seconds.

Best forBuyers seeking a second home or rental-oriented condo near the Kissimmee tourism corridor.
Biggest advantageA slow market gives buyers time to inspect, comp, and negotiate without pressure.
Biggest riskLong days on market mean sellers should plan for a slow, well-priced sale.
Sweet spotA turnkey 2005 unit near the $325,000 median that shows better than its neighbors.
Avoid ifYou need a quick resale or a primary-residence homestead community.

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 Ventura At Windsor Hills Condo Ph 3 sales matched to your home.

What is your Ventura At Windsor Hills Condo Ph 3 home worth?

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Frequently Asked Questions

What is the median home price in Ventura At Windsor Hills Condo Ph 3?
The median sale price in Ventura At Windsor Hills Condo Ph 3 was $325K over the 12 months ending July 13, 2026 (6 closed sales, Stellar MLS).
How long do homes in Ventura At Windsor Hills Condo Ph 3 take to sell?
Homes that closed in the 12 months ending July 13, 2026 took a median 278 days on market (6 sales, Stellar MLS).
How many homes are in Ventura At Windsor Hills Condo Ph 3?
The Florida DOR 2025 assessment roll shows 90 homes in Ventura At Windsor Hills Condo Ph 3 (public records).
What share of Ventura At Windsor Hills Condo Ph 3 is owner-occupied?
2% of Ventura At Windsor Hills Condo 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 Ventura At Windsor Hills Condo Ph 3 built?
Homes in Ventura At Windsor Hills Condo Ph 3 were built between 2005 and 2005, with a median year built of 2005.0 (FL DOR 2025 roll).
Do cash buyers compete in Ventura At Windsor Hills Condo Ph 3?
Cash buyers took 33% of Ventura At Windsor Hills Condo Ph 3 sales in the 12 months ending June 2026 (2 of 6 closings, Stellar MLS).
Who is the best real estate agent for Ventura At Windsor Hills Condo Ph 3?
The best agent for Ventura At Windsor Hills Condo 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 Ventura At Windsor Hills Condo Ph 3.
How do I find a top Kissimmee real estate agent who knows Ventura At Windsor Hills Condo 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 Ventura At Windsor Hills Condo Ph 3 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Ventura At Windsor Hills Condo Ph 3?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Ventura At Windsor Hills Condo Ph 3 purchase or sale - no call center and no pressure.
Second-home buyers wanting a low-maintenance condo near the Osceola tourism corridorExcellent fit
Investors comfortable with a rental-oriented ownership profile and HOA rental rulesExcellent fit
Patient buyers who value a slow market and room to negotiate over speedExcellent fit
Buyers who need to resell quickly, given the long typical time on marketProbably not
Anyone wanting variety in age or floor plan — the inventory is uniformly 2005Probably not
Buyers set on a primary-residence, homestead-heavy neighborhoodProbably 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 (9 streets, ZIP 34747))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2021 (10 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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