Ventura At Windsor Hills Condo Ph 5
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
This is a small, single-year phase — 12 homes, all built in 2005 — inside the larger Windsor Hills condo footprint in Kissimmee. With that few units on record and a 0% homestead share, this reads as a resort/short-term-rental-oriented pocket rather than a primary-residence enclave, which is the single biggest thing to understand before evaluating any listing here.
With no community amenities identified from current MLS listings, buyers need to look at what's actually attached to the unit and the broader Windsor Hills association rather than assuming resort-style extras come standard. Because inventory is thin by nature (12 total homes), pricing here moves on individual unit condition and configuration more than on a broad market trend — there simply isn't enough volume for a tight comp band.
Who Ventura At Windsor Hills Condo Ph 5 is best for.
Best for
- Investors seeking a small, established 2005-built condo phase for short-term or seasonal rental use
- Second-home buyers comfortable with a Kissimmee condo that functions primarily as a non-homestead property
- Buyers who want straightforward unit-to-unit comparisons within a single build year rather than a mixed-vintage complex
Probably not for
- Buyers wanting a full-time primary residence in a community with an established homestead base
- Anyone expecting on-site community amenities as part of the purchase, given none are identified from current listings
- Buyers who need a deep, liquid comp set — this phase's 12-home size limits that
The market around Ventura At Windsor Hills Condo Ph 5
Ventura At Windsor Hills Condo Ph 5 is a small community — 14 recorded sales on file, most recently in 2026 — too few for its own price trend. Here is the market around it.
Across Osceola County, 4,370 homes are active and 1,137 pending (21% under contract).
Homes here are condominium.
ZIP and county figures describe the wider market, not Ventura At Windsor Hills Condo Ph 5 specifically. Momentum Research analysis of MLS records.
The Ventura At Windsor Hills Condo Ph 5 buying strategy.
If we were buying in Ventura At Windsor Hills Condo Ph 5 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 5.
A small phase, read on its own terms
Twelve homes is a small enough pool that this phase should be evaluated unit-by-unit rather than assumed to track any published community-wide average. All 12 share a 2005 build year, so age-related condition items — roofing, HVAC cycles, interior finishes — are likely converging around the same point in their lifecycle across the phase, which is useful context when comparing two listings that otherwise look similar on paper.
The 0% homestead share is worth sitting with. It signals that current owners are not claiming this as a primary residence, consistent with a rental or seasonal-use pattern common in Kissimmee condo product near the theme-park corridor. That matters for financing (rental-heavy condo phases can affect loan approval terms), for expected use (turnover, rental activity, guest traffic), and for how you should think about resale — the next buyer is more likely evaluating this as an income or seasonal property than a full-time home.
The location and the amenities are priced into every listing in Ventura At Windsor Hills Condo Ph 5. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A 12-unit phase with no community amenities on record and a fully non-homestead ownership base isn't a community you can price off a generic dashboard — it takes someone pulling the actual comps inside this phase, checking the Windsor Hills master association for what's covered versus what isn't, and reading each unit's condition against its 2005 build year. That's the kind of granular work we do before you write an offer or set a list price.
Ventura At Windsor Hills Condo Ph 5 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 5 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 5 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 5, 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 5 home worth?
Get a no-obligation home value based on real comparable sales in Ventura At Windsor Hills Condo Ph 5, 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
How many homes are in Ventura At Windsor Hills Condo Ph 5?
What share of Ventura At Windsor Hills Condo Ph 5 is owner-occupied?
When were the homes in Ventura At Windsor Hills Condo Ph 5 built?
Who is the best real estate agent for Ventura At Windsor Hills Condo Ph 5?
How do I find a top Kissimmee real estate agent who knows Ventura At Windsor Hills Condo Ph 5?
Can Momentum Realty connect me with an agent for Ventura At Windsor Hills Condo Ph 5?
Should you buy in Ventura At Windsor Hills Condo Ph 5?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (2 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2011 (3 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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