Westside Calabria
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
As of September 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, 2,431 homes closed in the last 12 months at a median of $387,990, 62 median days on market, with 1,223 homes for sale today. At that median and Osceola County's FY2025-26 rate of 15.23 mills, annual property tax runs about $5,910 ($5,310 with the full homestead exemption).
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.
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.
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, 1,258 homes are on the market and 12% are under contract — a slower corner of Kissimmee.
Across Osceola County, 4,423 homes are active and 1,079 pending (20% under contract).
In ZIP 34747 (Kissimmee), 2,598 homes closed in the last 12 months at a median of $458K ($220/sq ft), down 3.9% year over year, with a median 74 days on market. Right now 552 active and 96 pending listings put supply at about 7.3 months — a buyer's market. 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.
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.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 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.
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Should you buy in Westside Calabria?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| 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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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 local comps.
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Common questions about Westside Calabria
Where is Westside Calabria?
Westside Calabria is a community in Kissimmee, Osceola County, Florida, ZIP 34747.
Are there homes for sale in Westside Calabria right now?
No active listings inside Westside Calabria at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Westside Calabria have an HOA or CDD?
No HOA is on record for Westside Calabria in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
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Explore more neighborhoods near Westside Calabria with Momentum Realty’s local guides.