Westside Calabria
Homes for Sale in Kissimmee, FL
All 3,127 homes for sale in Kissimmee, FL · median $375,000 · 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, the MLS records 20 closed sales in Westside Calabria in Kissimmee, FL since 2014, the most recent in July 2025. Across Kissimmee as a whole, 4,246 homes closed in the last 12 months at a median of $360,000, 64 median days on market, with 2,907 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,480 ($4,880 with the full homestead exemption).
Last 30 days in Westside Calabria: 1 new listing (median asking $2,950,000). As of November 12, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Westside Calabria is a small, tightly defined pocket of 72 homes in Kissimmee, built out in a compact window between 2006 and 2013 with a median vintage around 2011. What sets price here is size and condition, not neighborhood variety: with a median living area north of 3,100 square feet, these are substantial floor plans, and the spread in what they sell for is driven mostly by how well an individual home has been maintained and updated rather than by location tiers within the community.
The homestead share sits at roughly a quarter of homes, which tells you a large portion of this inventory is held as something other than a primary residence. For a buyer, that means you are often negotiating against non-owner-occupants and should scrutinize condition closely. For a seller of a genuinely well-kept, owner-maintained home, that same dynamic can work in your favor when the comparable set is thinner on move-in-ready product.
Figures in this note are as of July 13, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Westside Calabria right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Westside Calabria is a compact Kissimmee community of larger, similarly aged homes where the story is square footage and upkeep, not sprawl or a wide range of product types.
Stellar MLS sales records identify 29 homes in Westside Calabria that have changed hands since 2014, built between 2006 and 2013 (median 2010), with a median living area of about 2,752 sq ft and a typical 5-bedroom, 4-bath layout; 97% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
County records show 8 qualified sales in Westside Calabria across 2024–2025 (3 in 2024, 5 in 2025), median $535,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
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.
Who Westside Calabria is best for.
Best for
- Buyers who specifically want a home above 3,000 square feet and value that scale over a lower price point
- Buyers comfortable doing close condition diligence in a market where upkeep varies by home
- Buyers who prefer a small, built-out community over an active new-construction pipeline
Probably not for
- Buyers seeking a smaller, lower-maintenance footprint
- Buyers who want brand-new construction or the latest build-year finishes
- Buyers who want a wide selection of home styles and price tiers within one community
The market around Westside Calabria
Westside Calabria 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 Westside Calabria specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Westside Calabria
Live MLS inventory for Westside Calabria. 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 Westside Calabria listings as of 2026-11-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2025. Tap any home to ask about it.
Schools
- Osceola County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Westside Elem · Elementary
- West Side · Middle
- Celebration High · High
Zoned schools reflect the assignments reported on recent Westside Calabria listings and can change; always confirm with Osceola County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Westside Calabria address.
The Westside Calabria buying strategy.
If we were buying in Westside Calabria 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 Westside Calabria.
A small, uniform pocket
With only 72 homes and a build window that closed by 2013, this is not a community with new construction phases or evolving product. The homes are largely of one era and one general scale, so buyers are comparing like against like. That uniformity makes condition and finish level the deciding factors: two homes of similar footprint can price quite differently depending on how each has been kept and updated.
The relatively low homestead share means a meaningful slice of these homes are not primary residences. That can affect how properties are maintained, how they are marketed, and how motivated a given seller is. Do the diligence on any specific home rather than assuming the community as a whole trades one way.
The location and the amenities are priced into every listing in Westside Calabria. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a 72-home community where price hinges on condition rather than location, the value of a broker is in reading individual homes correctly against a thin comparable set. We will walk the property with you, weigh finish and upkeep against the median, and tell you plainly when a listing is priced for its condition and when it is not.
Westside Calabria in 15 seconds.
Tools for a Westside Calabria 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 Westside Calabria sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westside Calabria, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Westside Calabria home worth?
Get a no-obligation home value based on real comparable sales in Westside Calabria, 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 →
| Location | Kissimmee, Osceola County, FL · ZIP 34747 |
|---|---|
| Homes in the community | 68 (FL DOR 2025 assessment roll) |
| Years built | 2006–2013 (median 2010.5) |
| Typical living area | 3,154 sq ft (median) |
| Amenities listed by sellers | Deed Restrictions |
| Owner-occupied (homestead) share | 25% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2014 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Westside Calabria key facts,” movewithmomentum.com/neighborhoods/westside-calabria, data as of September 20, 2026.
Housing distress & ownership in Westside Calabria, 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.
Every Home for Sale in Westside Calabria Right Now (1)
All 1 active and pending Westside Calabria listings with a detail page, newest first, refreshed twice a day from the MLS.
- 9054 Paolos Place · $2,950,000 · 6 bd / 6 ba · listed Nov 4, 2026 · listed by Stockworth Realty Group
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Kissimmee guides & data
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- Property taxes (Osceola County)
- Homestead exemption (Osceola County)
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Florida buyer guides
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- Florida property tax calculator
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- 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.
- Paolos Place (21 homes on record)
Email me new listings in Westside Calabria
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 Westside Calabria
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Westside Calabria will answer, and the answer is published on this page for the next buyer.
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).
Frequently Asked Questions
How many homes are in Westside Calabria?
What share of Westside Calabria is owner-occupied?
When were the homes in Westside Calabria built?
Who is the best real estate agent for Westside Calabria?
How do I find a top Kissimmee real estate agent who knows Westside Calabria?
Can Momentum Realty connect me with an agent for Westside Calabria?
Where is Westside Calabria, and what county is it in?
Should you buy in Westside Calabria?
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 (2 streets, ZIP 34747)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2014 (20 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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