Ventura At Windsor Hills Condo Ph 1
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.

Ventura At Windsor Hills is a single-vintage condo phase — every unit on record traces back to 2005, so there is no era-of-construction guessing game here. The typical unit runs right around 1,390 square feet, which keeps the buyer pool fairly narrow: this is a compact, low-maintenance floor plan rather than a variety of layouts.
The homestead share sitting at zero is the number that actually shapes this market. That points to a community carrying little to no owner-occupied exemption activity, which typically means the buyer pool here is weighted toward investment or short-term-rental use rather than primary residence purchases. Anyone underwriting a deal should treat this as an income-property or vacation-use asset first, and price accordingly against comparable units rather than assuming retail owner-occupant demand.
Who Ventura At Windsor Hills Condo Ph 1 is best for.
Best for
- An investor comfortable underwriting a unit as rental or seasonal-use property
- A buyer who wants the simplicity of a single, known construction year across the phase
- Someone looking for a compact, low-maintenance floor plan near 1,390 square feet
Probably not for
- A buyer who wants a mix of home ages or floor plans to choose from
- Someone prioritizing an owner-occupant-dominant building over an investment-weighted one
- A buyer relying on defined community amenities that aren't currently documented in MLS listings
The market around Ventura At Windsor Hills Condo Ph 1
Ventura At Windsor Hills Condo Ph 1 is a small community — 19 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 1 specifically. Momentum Research analysis of MLS records.
The Ventura At Windsor Hills Condo Ph 1 buying strategy.
If we were buying in Ventura At Windsor Hills Condo Ph 1 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 1.
One build year, one clear use case
With every recorded unit dating to 2005, this phase reads as a single construction snapshot rather than a community that has evolved over multiple building cycles. That simplifies condition comparisons between listings — differences buyers see will mostly come down to interior updates and unit-level upkeep rather than structural generation gaps.
The zero homestead share is the detail that should drive strategy. It suggests this inventory functions primarily as non-primary-residence stock — investment, seasonal, or rental-oriented ownership — which affects everything from expected turnover to how aggressively a unit needs to show for a buyer versus a renter-facing owner. Community amenities are not identified from current MLS listings, so any shared facilities should be confirmed directly with the HOA rather than assumed from marketing copy.
The location and the amenities are priced into every listing in Ventura At Windsor Hills Condo Ph 1. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A single-vintage, low-homestead condo phase like this requires pulling the right comparables and understanding how non-owner-occupied concentration affects both valuation and financing options. We walk buyers and sellers through those specifics rather than treating this like a typical owner-occupant subdivision.
Ventura At Windsor Hills Condo Ph 1 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 1 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 1 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 1, 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 1 home worth?
Get a no-obligation home value based on real comparable sales in Ventura At Windsor Hills Condo Ph 1, 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 1?
What share of Ventura At Windsor Hills Condo Ph 1 is owner-occupied?
When were the homes in Ventura At Windsor Hills Condo Ph 1 built?
Do cash buyers compete in Ventura At Windsor Hills Condo Ph 1?
Who is the best real estate agent for Ventura At Windsor Hills Condo Ph 1?
How do I find a top Kissimmee real estate agent who knows Ventura At Windsor Hills Condo Ph 1?
Can Momentum Realty connect me with an agent for Ventura At Windsor Hills Condo Ph 1?
Should you buy in Ventura At Windsor Hills Condo Ph 1?
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 (5 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2010 (4 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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