Windsor Hills Ventura At Windsor Hills
Condos for Sale in Kissimmee, FL
All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 415 condos for sale in Kissimmee · 960 homes for sale in 34747 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of November 2026, Windsor Hills Ventura At Windsor Hills in Kissimmee, FL has 3 homes for sale. Homes listed or recently sold were built 2005 - 2005; 4 of 4 report an HOA (median $354/mo); none of the 4 geocoded homes sit in a FEMA special flood hazard zone (median elevation 114 ft).
Part of the Windsor Hills master-planned community in Kissimmee, FL — see all Windsor Hills homes for sale (38 listings across 4 villages and sections in the MLS).
Last 30 days in Windsor Hills Ventura At Windsor Hills: 1 closed sale (median $278,500). As of November 13, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Homes For Sale Right Now in Windsor Hills Ventura At Windsor Hills
Live MLS inventory for Windsor Hills Ventura At Windsor Hills. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active and pending Windsor Hills Ventura At Windsor Hills listings as of 2026-11-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2024. Tap any home to ask about it.
Ventura at Windsor Hills is a single-phase community built out in 2005, with all 84 homes sharing that construction vintage. That uniformity means condition and updates since build, not age spread, are what separate one listing from the next here. With only 2 active listings at this snapshot, there is not enough inventory on the ground to talk about pricing trends with any confidence - buyers and sellers should treat any comp conversation as a direct, unit-to-unit comparison rather than a market curve.
The 0% homestead share is the number that actually defines this community. This is not a stock of owner-occupied primary residences - it reads as an investment and short-term-use community, which changes how you should think about resale, carrying costs, and who your eventual buyer pool will be. That posture matters more here than any single price point would.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
The 60-Second Overview
Ventura at Windsor Hills is a gated, guard-staffed community of 84 homes built in a single year (2005), with a median living area of 1,246 square feet - a compact footprint consistent with a community built for turnkey use rather than long-term customization.
Stellar MLS sales records identify 16 homes in Windsor Hills Ventura At Windsor Hills that have changed hands since 2008, built between 2005 and 2006 (median 2005), with a median living area of about 1,246 sq ft and a typical 3-bedroom, 2-bath layout; 94% are condominiums. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
The setting & the homes.
Aerial and on-site photos of Windsor Hills Ventura At Windsor Hills. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Windsor Hills Ventura At Windsor Hills
Windsor Hills Ventura At Windsor Hills
Windsor Hills Ventura At Windsor Hills
Windsor Hills Ventura At Windsor HillsPhotos from Stellar MLS listings in Windsor Hills Ventura At Windsor Hills; content deemed reliable but not guaranteed.
Who Windsor Hills Ventura At Windsor Hills is best for.
Best for
- An investor evaluating a gated, amenity-rich unit built to one consistent standard
- A buyer who wants a compact, low-maintenance footprint under 1,300 square feet
- Someone comfortable buying into a community where non-homestead use is the norm, not the exception
Probably not for
- A buyer who wants a wide selection of active listings to compare before deciding
- Someone seeking a home with a distinct, non-2005 build year or architectural variety
- A buyer prioritizing a community with a high share of full-time, owner-occupied residences
The market around Windsor Hills Ventura At Windsor Hills
Windsor Hills Ventura At Windsor Hills is too small for its own price trend, so here is the market around it.
In ZIP 34747, 1,277 homes are on the market and 12% are under contract — a slower corner of Kissimmee.
Across Osceola County, 4,465 homes are active and 1,093 pending (20% under contract).
In ZIP 34747 (Kissimmee), 1,203 homes closed in the last 12 months at a median of $470K ($220/sq ft), down 3.0% year over year, with a median 75 days on market. Right now 447 active and 67 pending listings. See the live ZIP 34747 housing market and the Osceola County market.
ZIP and county figures describe the wider market, not Windsor Hills Ventura At Windsor Hills specifically. Momentum Research analysis of MLS records.
Windsor Hills Ventura At Windsor Hills on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Windsor Hills Ventura At Windsor Hills
- Clubhouse · reported on 2 of 2 listings
- Dog Park · reported on 2 of 2 listings
- Gated Community - Guard · reported on 2 of 2 listings
- Pool · reported on 2 of 2 listings
- Tennis Court(s) · reported on 2 of 2 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Recent Developments in Windsor Hills Ventura At Windsor Hills
Development, infrastructure, retail, and school activity affecting Windsor Hills Ventura At Windsor Hills, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated November 2026.
- October 2026Parks & Amenities
145,000 sq ft All Sports Dome planned on Gus Road in Kissimmee
All Sports Dome Southeast plans a climate-controlled indoor inflatable dome at 3070 Gus Road with multi-sport courts, turf fields and training areas. It would be the brand's first Greater Orlando location, with an opening expected in 2027 and no exact date given.
What it may mean for the marketAn indoor sports venue would add year-round recreation and event space on Kissimmee's Gus Road area. The project is about 19 miles south of Windsor Hills Ventura At Windsor Hills, elsewhere in Osceola County.
Source: What Now Orlando - October 2026Infrastructure
Turnpike widening in Osceola County runs ahead of schedule at Fortune Road Bridge
Steel beams for the new westbound Fortune Road Bridge are in place a month early as Florida's Turnpike is widened from two to four lanes each way between Partin Settlement Road and Osceola Parkway. Westbound bridge traffic is expected at the start of 2027, and the broader project targets 2031. The bridge adds bike lanes and sidewalks.
What it may mean for the marketDoubling Turnpike capacity through this stretch should ease regional commutes between Kissimmee and the Orlando area once complete. The project is about 17 miles south of Windsor Hills Ventura At Windsor Hills, elsewhere in Osceola County.
Source: WFTV - October 2026Development
Experience Kissimmee launches Film Kissimmee commission to recruit productions
The new film commission markets Osceola County to production companies through an online database of more than 100 filming locations and has hired a location manager. Leaders say productions could become a new economic driver, citing spending on hotels, vehicles, food and crew services.
What it may mean for the marketFilm work could add temporary jobs and visitor spending for hospitality and service businesses across Osceola County. The project is about 17 miles south of Windsor Hills Ventura At Windsor Hills, elsewhere in Osceola County.
Source: WFTV - September 2026Infrastructure
CFX holds public meetings on 14-mile toll road through part of Split Oak Forest
The Central Florida Expressway Authority held public meetings on Sept. 16 and 17 for a 14-mile road from State Road 417 near Boggy Creek Road in Orange County to Nova Road in Osceola County. CFX says portions could begin construction next year and that the road would ease traffic on Narcoossee Road. The agency faces a legal challenge from Orange County and is pursuing an eminent domain case.
What it may mean for the marketIf built, the road would add a new east-west route between Lake Nona and St. Cloud, changing commute options and access to east Orange and Osceola land. The project is about 17 miles southeast of Windsor Hills Ventura At Windsor Hills, elsewhere in Osceola County.
Source: Spectrum News 13 - August 2026Retail & Dining
Plans for Mattel indoor water park near Lake Buena Vista Factory Stores expand to 13 acres
Updated plans for the site off State Road 535 show a 95,000-square-foot indoor water park designed by Martin Aquatic, a separate 45,000-square-foot entertainment building and nearly 900 parking spaces. The tower height rises to as much as 100 feet and still needs Orange County approval. About 200 jobs are expected, and no opening date has been announced.
What it may mean for the marketThe project would add visitor attractions, dining and roughly 200 jobs near the State Road 535 corridor, with added traffic and parking demand nearby. The site is about 12 miles southwest of Windsor Hills Ventura At Windsor Hills.
Source: FOX 35 Orlando - August 2026Civic
St. Cloud council approves $6.7 million downtown apartment and parking garage agreement
The City Council unanimously approved an agreement with Atlantic Housing Partners for apartments and a parking garage next to City Hall. The Community Redevelopment Agency contributes $6.25 million and the city $460,000. The garage would hold 450 to 500 spaces, with 250 reserved for apartment residents.
What it may mean for the marketNew downtown rental housing and public parking would add residents and parking capacity to the St. Cloud core. The project is about 22 miles south of Windsor Hills Ventura At Windsor Hills, elsewhere in Osceola County.
Source: Spectrum News 13
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in the Orlando Metro.
The Windsor Hills Ventura At Windsor Hills buying strategy.
If we were buying in Windsor Hills Ventura At Windsor Hills 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 Windsor Hills Ventura At Windsor Hills.
One vintage, one use case
Every home in Ventura at Windsor Hills was built in 2005, so there is no older-versus-newer-section dynamic to navigate. What you are evaluating instead is how well each individual unit has been maintained and updated over roughly two decades, since the shell, layout, and original finish level were largely standardized across the community.
The 0% homestead share is the structural fact to plan around. A community built almost entirely around non-primary-residence use tends to see different turnover patterns, different maintenance discipline from one owner to the next, and a buyer pool that is thinking about rental performance or a secondary property rather than a full-time move-in. The amenity set - clubhouse, pool, tennis courts, dog park, and a guard-gated entry - supports that use case directly; confirm current access and any rental restrictions with the HOA before assuming how a given unit can be used.
The location and the amenities are priced into every listing in Windsor Hills Ventura At Windsor Hills. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
With active inventory this thin, timing and access matter more than usual - we track new listings here as they hit and can walk you through condition and update history unit by unit, since the community's uniform build year means that detail is where the real differences live. We will also give you a straight read on the non-homestead concentration and what it means for your specific goal, whether that is a rental play, a secondary property, or a resale exit.
Windsor Hills Ventura At Windsor Hills in 15 seconds.
Tools for a Windsor Hills Ventura At Windsor Hills 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 Windsor Hills Ventura At Windsor Hills sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Windsor Hills Ventura At Windsor Hills, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Windsor Hills Ventura At Windsor Hills home worth?
Get a no-obligation home value based on real comparable sales in Windsor Hills Ventura At Windsor Hills, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Kissimmee →
Recently off market in Windsor Hills Ventura At Windsor Hills
Homes in Windsor Hills Ventura At Windsor Hills that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 2778 Almaton Loop #401 · off market
| Location | Kissimmee, Osceola County, FL · ZIP 34747 |
|---|---|
| Homes in the community | 10 (FL DOR 2025 assessment roll) |
| Years built | 2005–2005 (median 2005.0) |
| Typical living area | 1,246 sq ft (median) |
| Amenities listed by sellers | Clubhouse, Dog Park, Gated Community - Guard, Pool, Tennis Court(s), Gated Community |
| For sale right now | 3 active, 0 pending · median asking $346,000 |
| Owner-occupied (homestead) share | 0% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2015 through 2024; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Windsor Hills Ventura At Windsor Hills key facts,” movewithmomentum.com/neighborhoods/windsor-hills-ventura-at-windsor-hills-kissimmee, data as of September 20, 2026.
Housing distress & ownership in Windsor Hills Ventura At Windsor Hills, Kissimmee
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period November 2026 through November 2026. Deemed reliable but not guaranteed.
Just listed in Windsor Hills Ventura At Windsor Hills
The newest homes for sale in Windsor Hills Ventura At Windsor Hills right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 7650 Comrow Street #105 $389,999 · 3 bd · 2 ba · 1,410 sq ft · listed Sep 24, 2026 Courtesy of TEAM DONOVAN
- 2821 Almaton Loop #203 $334,900 · 3 bd · 2 ba · 1,246 sq ft · listed Apr 17, 2026 Courtesy of TEAM DONOVAN
- 7671 Comrow Street #202 $289,950 · 2 bd · 2 ba · 1,081 sq ft · listed Aug 30, 2024 Courtesy of TEAM DONOVAN
Checked against the MLS nightly. All new listings in this market.
Every Home for Sale in Windsor Hills Ventura At Windsor Hills Right Now (3)
All 3 active and pending Windsor Hills Ventura At Windsor Hills listings with a detail page, newest first, refreshed twice a day from the MLS.
- 7650 Comrow Street #105 · $389,999 · 3 bd / 2 ba · listed Sep 14, 2026 · listed by Team Donovan
- 2821 Almaton Loop #203 · $339,950 · 3 bd / 2 ba · listed Aug 15, 2026 · listed by Team Donovan
- 7671 Comrow Street #202 · $289,950 · 2 bd / 2 ba · listed Aug 15, 2026 · listed by Team Donovan
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Kissimmee guides & data
- Market data
- Cost of living
- Best neighborhoods (ranked by data)
- Best neighborhoods
- Flood zones
- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
- Home insurance cost
Florida buyer guides
- Florida home insurance rates by county
- Florida property tax by county
- Florida property tax calculator
- What flood zone X means
- The 4-point inspection, explained
- Florida flood insurance calculator
- Florida housing market map
- Interactive housing market map (county, ZIP and community)
- Save Our Homes tax estimator
- How to stop a foreclosure in Florida
- Florida documentary stamp tax, explained
- Cheapest places to live in Florida
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Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Dinville Street (1 homes on record)
10% 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 (2026-11-13).
What it really costs to own in Windsor Hills Ventura At Windsor Hills
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $354/month across 4 MLS listings (most billed quarterly; 2026-11-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Osceola County is $1,735/yr (2,188 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 2005 across 3 listings. An original roof here would be about 21 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Windsor Hills Ventura At Windsor Hills
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Windsor Hills Ventura At Windsor Hills Condos for Sale
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Windsor Hills Ventura At Windsor Hills Condos for Sale will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
How many homes are in Windsor Hills Ventura At Windsor Hills?
What share of Windsor Hills Ventura At Windsor Hills is owner-occupied?
When were the homes in Windsor Hills Ventura At Windsor Hills built?
Who is the best real estate agent for Windsor Hills Ventura At Windsor Hills?
How do I find a top Kissimmee real estate agent who knows Windsor Hills Ventura At Windsor Hills?
Can Momentum Realty connect me with an agent for Windsor Hills Ventura At Windsor Hills?
Where is Windsor Hills Ventura At Windsor Hills, and what county is it in?
Should you buy in Windsor Hills Ventura At Windsor Hills?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: November 12, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (1 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2015 (13 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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