Ventura At Windsor Hills Condo Ph 2
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.

Ventura At Windsor Hills Condo Ph 2 is a small, single-vintage condo community in Kissimmee: all 40 units were built in 2005, and the typical unit runs around 1,450 square feet. With no price data currently anchoring the snapshot, valuation here comes down almost entirely to unit condition, floor, and how the HOA and rental restrictions are structured — not to any broad range of build eras or footprints.
The notable data point is homestead share at zero: none of the recorded units carry a homestead exemption, which points to a community used predominantly as non-primary-residence property — likely short-term rental or investment holdings rather than owner-occupied living. Buyers and sellers should treat this as an income-property market first and a personal-residence market second, and underwrite accordingly.
Who Ventura At Windsor Hills Condo Ph 2 is best for.
Best for
- Investors seeking a 2005-built condo suited to rental or income-property use
- Buyers comfortable with a single, consistent unit size and layout across the complex
- Purchasers who will independently verify HOA terms, rental rules, and any amenities before committing
Probably not for
- Buyers specifically seeking a primary, owner-occupied residence with an established homestead pattern nearby
- Buyers who want documented on-site amenities as a deciding factor, since current listings identify none
- Anyone wanting a mix of build years or floor plans to choose from
The market around Ventura At Windsor Hills Condo Ph 2
Ventura At Windsor Hills Condo Ph 2 is a small community — 31 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).
The housing mix here is 93% condominium, 7% condo - hotel.
ZIP and county figures describe the wider market, not Ventura At Windsor Hills Condo Ph 2 specifically. Momentum Research analysis of MLS records.
The Ventura At Windsor Hills Condo Ph 2 buying strategy.
If we were buying in Ventura At Windsor Hills Condo Ph 2 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 2.
One Vintage, One Use Case
Because every unit in Ventura At Windsor Hills Condo Ph 2 was built in the same year, there is no era-to-era spread to sort through — the variable that matters is how well an individual unit has been maintained and updated since 2005, not when it was constructed. At roughly 1,450 square feet as the typical size, floor plans across the community are consistent, which simplifies comparison but also means differentiation comes down to interior condition, view, and proximity within the complex rather than layout options.
The zero-percent homestead share is the community's defining characteristic. It tells you this is not a market built around long-term owner-occupants; it behaves like an income-property or vacation-rental pool. Current MLS listings do not identify community amenities, so anyone evaluating a unit here should confirm directly what — if anything — is included at the complex level and what the HOA governs, rather than assuming resort-style features.
The location and the amenities are priced into every listing in Ventura At Windsor Hills Condo Ph 2. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
A single-vintage, investment-leaning condo community like this one requires reading HOA financials, rental restrictions, and unit-level condition carefully rather than leaning on broad market trends. We walk buyers and sellers through what the near-zero homestead share means for financing, insurance, and resale, and we verify amenity and rental-use questions directly rather than assuming.
Ventura At Windsor Hills Condo Ph 2 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 2 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 2 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 2, 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 2 home worth?
Get a no-obligation home value based on real comparable sales in Ventura At Windsor Hills Condo Ph 2, 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 2?
What share of Ventura At Windsor Hills Condo Ph 2 is owner-occupied?
When were the homes in Ventura At Windsor Hills Condo Ph 2 built?
Who is the best real estate agent for Ventura At Windsor Hills Condo Ph 2?
How do I find a top Kissimmee real estate agent who knows Ventura At Windsor Hills Condo Ph 2?
Can Momentum Realty connect me with an agent for Ventura At Windsor Hills Condo Ph 2?
Should you buy in Ventura At Windsor Hills Condo Ph 2?
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 (4 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2025 (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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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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