Westside
Homes for Sale in Kissimmee, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 1 closed sale in Westside Parcel D Calabria in Kissimmee, FL, the most recent in September 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).
What stands out first in Westside is size: a median living area north of 3,150 square feet puts this community squarely in larger-format single-family territory, not starter-home stock. That footprint, combined with a construction window clustered between 2006 and 2013, tells you most of the housing stock is working with a similar generation of floor plans, systems, and construction codes rather than a wide mix of eras.
The homestead share sits at roughly a quarter of homes, which is a meaningful data point for anyone reading this market. It suggests a sizable portion of the community is held as non-primary-residence property, whether that means investment, rental, or secondary use. Buyers and sellers should factor that into how they read comps and how quickly a given listing might move, since owner-occupant behavior and investor behavior don't always track the same timeline.
Nearby homes for sale
No active listings inside Westside Parcel D 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 is a compact, single-phase-era community in Kissimmee built out between 2006 and 2013, with a housing stock defined more by generous square footage than by shared amenities.
Stellar MLS sales records identify 82 homes in Westside that have changed hands since 2008, built between 2006 and 2018 (median 2008), with a median living area of about 2,478 sq ft and a typical 4-bedroom, 3.5-bath layout; 100% 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 is best for.
Best for
- Buyers who want a larger single-family floor plan and are comfortable evaluating homes built within a fairly consistent 2006-2013 window.
- Investors or buyers comfortable in a market where a notable share of neighboring homes are already non-primary-residence properties.
- Buyers whose priority is home size and location in Kissimmee rather than a bundled amenity package.
Probably not for
- Buyers who want resort-style or clubhouse-anchored amenities as a core part of the purchase.
- Buyers seeking a wide range of home ages or architectural styles to choose from.
- Buyers who want a community with a high concentration of owner-occupied homes as a deciding factor.
The market around Westside
Westside 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 specifically. Momentum Research analysis of MLS records.
The Westside buying strategy.
If we were buying in Westside 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.
A Larger-Format Pocket of Osceola
With 68 homes total, this is a small enough inventory that individual sales carry weight in shaping the read on value here. The build years cluster tightly (2006 to 2013), so most homes share a similar construction generation, which narrows the variables buyers usually have to account for across roof age, code compliance, and system life expectancy.
Current MLS data does not identify any community amenities tied to this parcel. That doesn't mean none exist, but it does mean amenity access isn't a documented selling point here the way it is in some Kissimmee developments. Buyers evaluating this community should treat it primarily as a housing-stock and location decision, not an amenity-package decision, and should verify any recreational or common-area features directly rather than assuming a resort-style package.
The location and the amenities are priced into every listing in Westside. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community this size, with only 68 homes and a homestead share that signals meaningful investor or non-primary-residence ownership, pricing and timing decisions benefit from someone tracking the actual listing and sales activity rather than relying on broad-market assumptions. We read this parcel deal by deal.
Westside 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 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 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Westside, 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 home worth?
Get a no-obligation home value based on real comparable sales in Westside, 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 →
Should you buy in Westside?
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: September 13, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2025 (1 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.
Own a home here?
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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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See how Westside fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Westside
Where is Westside?
Westside is a community in Kissimmee, Osceola County, Florida, ZIP 34747.
Are there homes for sale in Westside right now?
No active listings inside Westside 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 have an HOA or CDD?
No HOA is on record for Westside 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.
Nearby Communities
Explore more neighborhoods near Westside with Momentum Realty’s local guides.
Westside Parcel D Calabria Market Scorecard
Westside Parcel D Calabria is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 34747 ZIP is $400,438, about 3.4% below the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.