Westview 27 Villas
Homes for Sale in Kissimmee, FL
All 3,094 homes for sale in Kissimmee, FL · median $375,000 · 779 townhomes for sale in Kissimmee · 293 homes for sale in 34758 · Osceola County homes for sale
True comps, carrying-cost math, and listings before the portals.
Over the 12 months ending 2026-09-20, 25 recorded sales closed at a median of $243,540, $156 per square foot, a median 17 days on market, sellers accepting 96% of original asking (-6% versus the prior year). Homes listed or recently sold were built 2025 - 2026 with 16 new construction; 16 of 16 report an HOA (median $429/mo); none of the 16 geocoded homes sit in a FEMA special flood hazard zone (median elevation 71 ft). At the median price and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $3,710 ($3,110 with the full homestead exemption).
Part of the Westview master-planned community in Kissimmee, FL — see all Westview homes for sale (69 listings across 12 villages and sections in the MLS).
Last 30 days in Westview 27 Villas: 4 under contract right now, 5 closed sales (median $229,990). As of October 20, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Westview 27 Villas right now
🟡 Off the recent peak. The trailing-12-month median ($244K) is down 5.5% from the prior 12 months ($258K). With about a dozen sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 20. Confidence: Medium (25 and 6 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 20, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
Westview 27 Villas market snapshot (as of September 20, 2026): the median sale price is about $244K ($156 per sq ft over the trailing 12 months of closed sales), and a median 17 days on market for closed sales. The trailing-12-month median is down 6% from the prior 12 months, computed from record-level Stellar MLS closed sales (25 closings in the current window).
In ZIP 34758 (Kissimmee), 725 homes closed in the last 12 months at a median of $305K ($169/sq ft), down 3.7% year over year, with a median 48 days on market. Right now 176 active and 81 pending listings put supply at about 4.7 months - a balanced market. See the live ZIP 34758 housing market and the Osceola County market.
Stellar MLS sales records identify 38 homes in Westview 27 Villas that have changed hands since 2025, built between 2025 and 2026 (median 2026), with a median living area of about 1,562 sq ft and a typical 2-bedroom, 2-bath layout; 100% are townhomes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Flood zones in Westview 27 Villas: of 10 listing addresses checked against the FEMA National Flood Hazard Layer, 100% sit outside the FEMA Special Flood Hazard Area (Zone X). Individual parcels vary - verify any specific address at msc.fema.gov. See flood zones by neighborhood in Kissimmee.
The setting & the homes.
Aerial and on-site photos of Westview 27 Villas. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
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Westview 27 VillasPhotos from Stellar MLS listings in Westview 27 Villas; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($244K) IS the median in the snapshot above, and the move from 2025 ($258K) IS the -5.5% one-year change.
Windows contain 6 to 25 sales each (25 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026. Deemed reliable but not guaranteed.
25% of homes for sale in ZIP 34758 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 (2026-10-19).
Westview 27 Villas Market Scorecard
Westview 27 Villas is currently a balanced market..
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Homes For Sale Right Now in Westview 27 Villas
Live MLS inventory for Westview 27 Villas. 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.
Pending · 65 daysPending · 43 daysPending · 47 daysPending · 3 daysActive and pending Westview 27 Villas listings as of 2026-10-23, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026. Tap any home to ask about it.
Westview 27 Villas 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 Westview 27 Villas
- Playground · reported on 24 of 24 listings
- Pool · reported on 24 of 24 listings
- Tennis Court(s) · reported on 24 of 24 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 Westview 27 Villas
Development, infrastructure, retail, and school activity affecting Westview 27 Villas, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- September 2026Development
Orange County commissioners approve Tuscana land use plan in Shingle Creek Basin on 4-3 vote
Commissioners voted 4-3 to approve the Tuscana land use application from Shingle Creek Co-Owners LLC and Geyer Development, reversing a unanimous rejection in May 2025. The plan includes more than 1,000 hotel rooms, about 4,000 apartments and commercial buildings, with conditions for a raised road, flood mitigation and wetland protection. The developer projects thousands of jobs at full build-out.
What it may mean for the marketThe approval could add substantial rental housing, hotel capacity and commercial space in the Shingle Creek area, while flood-mitigation conditions will shape how and when it is built. The site is about 4 miles north of Westview 27 Villas.
Source: Spectrum News 13 - 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 18 miles east of Westview 27 Villas, 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 5 miles north of Westview 27 Villas.
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 14 miles southeast of Westview 27 Villas, 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 Westview 27 Villas buying strategy.
If we were buying in Westview 27 Villas 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 Westview 27 Villas.
A closer look at the Westview 27 Villas market
At a median of $156 per square foot, Westview 27 Villas prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.
The trailing-12-month median down 6% year over year. Homes that do trade take a median 17 days on market, useful leverage on any listing that has lingered.
The location and the amenities are priced into every listing in Westview 27 Villas. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Westview 27 Villas buys, holds, and resells. Momentum Research; not an appraisal.
Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 3 factors (4.0). Basis: Recent Direction -5.5% year-over-year; Owner Commitment 0% owner-occupied; Pricing Power 96.1% sale-to-list. Refreshed with each data update.
Tools for a Westview 27 Villas 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 Westview 27 Villas sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westview 27 Villas, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westview 27 Villas home worth?
Get a no-obligation home value based on real comparable sales in Westview 27 Villas, 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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Recently off market in Westview 27 Villas
Homes in Westview 27 Villas 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. 13 on record.
- 4239 Curacao Place · off market
- 4252 St Thomas Way · off market
- 4254 St Thomas Way · off market
- 4278 St Thomas Way · off market
- 4294 St Thomas Way · off market
- 4300 St Thomas Way · off market
- 4302 St Thomas Way · off market
- 4308 St Thomas Way · off market
| Location | Kissimmee, Osceola County, FL · ZIP 34758 |
|---|---|
| Home types (current listings and sales) | townhouses 88%, villas 12% |
| Amenities listed by sellers | Playground, Pool, Tennis Court(s) |
| Sale prices, last 12 months | $243,540 median across 25 closed sales · $156 per sq ft · -5.5% vs the prior 12 months |
| Days on market (closed sales) | 17 median |
| For sale right now | 0 active, 8 pending |
| Owner-occupied (homestead) share | 0% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2025 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Westview 27 Villas key facts,” movewithmomentum.com/neighborhoods/westview-27-villas-kissimmee, data as of September 20, 2026.
Housing distress & ownership in Westview 27 Villas, 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 October 2026 through October 2026. Deemed reliable but not guaranteed.
Every Home for Sale in Westview 27 Villas Kissimmee Right Now (4)
All 4 active and pending Westview 27 Villas Kissimmee listings with a detail page, newest first, refreshed twice a day from the MLS.
- 4340 St Thomas Way · $222,490 · 2 bd / 2 ba · pending · listed Sep 24, 2026 · listed by Lennar Realty
- 4367 Curacao Place · $235,990 · 2 bd / 2 ba · pending · listed Sep 3, 2026 · listed by Lennar Realty
- 4286 St Thomas Way · $229,490 · 2 bd / 2 ba · pending · listed Jul 29, 2026 · listed by Lennar Realty
- 4318 St Thomas Way · $223,740 · 2 bd / 2 ba · pending · listed Jul 25, 2026 · listed by Lennar Realty
Recently sold in Westview 27 Villas Kissimmee
- 4342 St Thomas Way · sold $229,990
- 4359 Curacao Place · sold $229,990
- 4308 St Thomas Way · sold $236,428
- 4294 St Thomas Way · sold $227,695
- 4300 St Thomas Way · sold $221,490
- 4334 St Thomas Way · sold $226,990
- 4316 St Thomas Way · sold $238,988
- 4278 St Thomas Way · sold $229,240
- 4302 St Thomas Way · sold $235,528
- 4254 St Thomas Way · sold $226,990
Closed sales from the MLS; each page shows the sold price, taxes and value history.
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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
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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.
- Curacao Place (19 homes on record)
What it really costs to own in Westview 27 Villas
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| CDD / special assessments | Listings here report a median of $1,440/yr in CDD or special-district assessments on the tax bill (16 listings, MLS, 2026-10-20). 100% of the 16 listings that report the field show one. The amount is per lot and set by the district: confirm it on the parcel's TRIM notice. |
|---|---|
| HOA dues | Median $429/month across 16 MLS listings (most billed monthly; 2026-10-20). 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. Flood: of 10 listing addresses checked against the FEMA flood map, 100% sit outside the high-risk zone. Statewide, a Zone X flood policy runs about $500-$700/yr and a high-risk zone $1,200-$2,500/yr (FEMA Risk Rating 2.0 averages, not quotes). |
| Roof and age | Median build year 2026 across 16 listings. Newer roofs and current wind-mitigation features usually mean the lower end of insurance quotes. |
Email me new listings in Westview 27 Villas
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 Westview 27 Villas
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Westview 27 Villas will answer, and the answer is published on this page for the next buyer.
Frequently Asked Questions
What is the median home price in Westview 27 Villas?
How long do homes in Westview 27 Villas take to sell?
What share of Westview 27 Villas is owner-occupied?
Who is the best real estate agent for Westview 27 Villas?
How do I find a top Kissimmee real estate agent who knows Westview 27 Villas?
Can Momentum Realty connect me with an agent for Westview 27 Villas?
Where is Westview 27 Villas, and what county is it in?
Is Westview 27 Villas in a flood zone?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 23, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34758)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2025 (31 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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