VENTURA AT WINDSOR HILLS CONDO PH 3
Homes for Sale in KISSIMMEE, FL
True comps, carrying-cost math, and listings before the portals.
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.
VENTURA AT WINDSOR HILLS CONDO PH 3 right now
🟡 Still climbing. The trailing-12-month median ($325K) is up 0.0% from the prior 12 months ($325K). 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 August 2. Confidence: High (23 and 15 sales in the two windows).
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Updated August 2, 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
VENTURA AT WINDSOR HILLS CONDO PH 3 market snapshot (as of August 2, 2026): the median sale price is about $325K ($241 per sq ft over the trailing 12 months of closed sales), and a median 161 days on market for closed sales. The trailing-12-month median is up 0% from the prior 12 months, computed from record-level Stellar MLS closed sales (23 closings in the current window).
VENTURA AT WINDSOR HILLS CONDO PH 3 is a community of 262 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.
Who VENTURA AT WINDSOR HILLS CONDO PH 3 is best for.
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
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($325K) IS the median in the snapshot above, and the move from 2025 ($325K) IS the +0.0% 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 2010 through 2026. Deemed reliable but not guaranteed.
12% of homes for sale in ZIP 34747 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-08-01).
The VENTURA AT WINDSOR HILLS CONDO PH 3 buying strategy.
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.
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 VENTURA AT WINDSOR HILLS CONDO PH 3.
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.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in VENTURA AT WINDSOR HILLS CONDO PH 3 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 (4.2). Basis: Recent Direction +0.0% year-over-year; Owner Commitment 2% owner-occupied; Pricing Power 94.9% sale-to-list. Refreshed with each data update.
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.
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 VENTURA AT WINDSOR HILLS CONDO PH 3 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 VENTURA AT WINDSOR HILLS CONDO PH 3 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in VENTURA AT WINDSOR HILLS CONDO PH 3, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your VENTURA AT WINDSOR HILLS CONDO PH 3 home worth?
Get a no-obligation home value based on real comparable sales in VENTURA AT WINDSOR HILLS CONDO 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.
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Frequently Asked Questions
What is the median home price in VENTURA AT WINDSOR HILLS CONDO PH 3?
How long do homes in VENTURA AT WINDSOR HILLS CONDO PH 3 take to sell?
How many homes are in VENTURA AT WINDSOR HILLS CONDO PH 3?
What share of VENTURA AT WINDSOR HILLS CONDO PH 3 is owner-occupied?
When were the homes in VENTURA AT WINDSOR HILLS CONDO PH 3 built?
Do cash buyers compete in VENTURA AT WINDSOR HILLS CONDO PH 3?
Who is the best real estate agent 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?
Can Momentum Realty connect me with an agent for VENTURA AT WINDSOR HILLS CONDO PH 3?
Should you buy in VENTURA AT WINDSOR HILLS CONDO PH 3?
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 August 2, 2026 |
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (31 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2010 (43 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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