Ventura At Windsor Hills Condo Ph 1
Homes for Sale in Kissimmee, FL

Community in Kissimmee · Osceola County
50 homesBuilt 2005–2005
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Built fromLive Stellar MLS data16 years of closingsFL DOR public recordsUpdated twice daily
Live · Ventura At Windsor Hills Condo Ph 1 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
0%
Owner-occupied · Ventura At Windsor Hills Condo Ph 1
0 of 50 parcels homesteaded (FL DOR 2025)
100%
Non-owner-occupied · Ventura At Windsor Hills Condo Ph 1
incl. 28% trust or LLC-held · 58% out-of-state
33%
Cash buyers · Ventura At Windsor Hills Condo Ph 1
1 of 3 sales, 12 mo ending June 2026
50
Homes in the community
50 residential parcels (FL DOR 2025)
Track record · 16 years of records
Est. 2005
Community established
homes built 2005-2005, median 2005 (FL DOR 2025)
1
Failed listings · 2026
peaked at 4 in 2009
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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.

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.

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 1.

Best Buy
Buyers or investors targeting a single-vintage, compact condo unit rather than a varied-inventory community.
Biggest Risk
A zero homestead share signals limited owner-occupant presence, which can affect financing terms and resale expectations.
Sweet Spot
A unit sized near the 1,390 sq ft median for someone prioritizing a low-maintenance, single-floor-plan footprint.
Avoid If
You are seeking a primary residence in a community built around owner-occupant living rather than investment-style ownership.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers or investors targeting a single-vintage, compact condo unit rather than a varied-inventory community.
Biggest advantageConsistent 2005 construction removes ambiguity about structural age when comparing units.
Biggest riskA zero homestead share signals limited owner-occupant presence, which can affect financing terms and resale expectations.
Sweet spotA unit sized near the 1,390 sq ft median for someone prioritizing a low-maintenance, single-floor-plan footprint.
Avoid ifYou are seeking a primary residence in a community built around owner-occupant living rather than investment-style ownership.

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 1 sales matched to your home.

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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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Ventura At Windsor Hills Condo Ph 1?
The Florida DOR 2025 assessment roll shows 50 homes in Ventura At Windsor Hills Condo Ph 1 (public records).
What share of Ventura At Windsor Hills Condo Ph 1 is owner-occupied?
0% of Ventura At Windsor Hills Condo Ph 1 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 1 built?
Homes in Ventura At Windsor Hills Condo Ph 1 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 1?
Cash buyers took 33% of Ventura At Windsor Hills Condo Ph 1 sales in the 12 months ending June 2026 (1 of 3 closings, Stellar MLS).
Who is the best real estate agent for Ventura At Windsor Hills Condo Ph 1?
The best agent for Ventura At Windsor Hills Condo Ph 1 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 1.
How do I find a top Kissimmee real estate agent who knows Ventura At Windsor Hills Condo Ph 1?
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 1 and the wider Kissimmee area.
Can Momentum Realty connect me with an agent for Ventura At Windsor Hills Condo Ph 1?
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 1 purchase or sale - no call center and no pressure.
An investor comfortable underwriting a unit as rental or seasonal-use propertyExcellent fit
A buyer who wants the simplicity of a single, known construction year across the phaseExcellent fit
Someone looking for a compact, low-maintenance floor plan near 1,390 square feetExcellent fit
A buyer who wants a mix of home ages or floor plans to choose fromProbably not
Someone prioritizing an owner-occupant-dominant building over an investment-weighted oneProbably not
A buyer relying on defined community amenities that aren't currently documented in MLS listingsProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (5 streets, ZIP 34747))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-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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