David Ramirez
Map of Westside Calabria
← All of Kissimmee

Neighborhood · Kissimmee, Florida

Westside Calabria

Spacious homes minutes from Kissimmee's resort corridor

1

Homes for sale

$535,000

Median list price

$186

Avg price / sqft

4

Median days on market

Search Westside Calabria on the map

Westside Calabria sits in the fast-growing western stretch of Kissimmee, an area defined by newer, generously sized homes and a location close to the vacation-rental communities that shape this side of Osceola County. Homes here run large — the median is 2,870 square feet — making it a practical fit for families who want room to spread out while staying near everything Westside offers. Neighboring communities like Storey Lake, Solara, and Windsor at Westside give the broader area its resort-adjacent character.

For a buyer, this is a tight, fast-moving pocket: only one active listing right now, priced at $535,000, and homes that sold over the past year moved quickly at a median of just four days on market. Sellers have been getting about 97% of asking, so there's little room for lowball offers. If you're comparing options across Kissimmee homes for sale, Westside Calabria rewards buyers who are ready to act when inventory appears.

Westside Calabria is a community in Kissimmee, Florida.

Quick facts

$535,000$535K price range

2,870 sqft median home

$330/mo median HOA

$3,400/mo median rent

6 sold in 12 months

On the market now

Homes for sale in Westside Calabria

Every active listing inside the Westside Calabria boundary

Open full map search →

Find your fit

Browse Westside Calabria

By feature — on the live map

The numbers that matter

The Westside Calabria market

6

Sold, last 12 months

$520,000

Median sold price

97%

Sale-to-list ratio

What sellers actually get vs asking

40 days

Median time to sell

Westside Calabria vs Kissimmee

Median list price

Westside Calabria$535K
Kissimmee Co.$380K

Price per sqft

Westside Calabria$186
Kissimmee Co.$216

Days on market

Westside Calabria4d
Kissimmee Co.45d

Median sold price — 3-yr, 3-mo rolling

3.9% yr/yr

$515K$552K$589KSep ’23May ’26

Homes sold per month

012Sep ’23May ’26

Live Stellar MLS data — every listing and closed sale inside the Westside Calabria boundary. Rolling medians smooth single-month swings in small communities.

For the school run

Schools Westside Calabria is zoned for

Attendance boundaries overlapping this community — always verify zoning with the district.

What it really costs

Owning here

Owning the median Westside Calabria home

$4,110/mo

Principal & interest $2,819
Property tax $751
HOA / fees $330
Insurance (est.) $210

$535,000 median · 20% down · 30-yr fixed at 6.9% · taxes/HOA from live listing data · insurance is a Florida estimate.

$330/mo

Median HOA

From current listings inside the boundary

$3,400/mo

Median rent

Homes for rent inside the boundary

Population

235

Median age

43

Median income

$76,205

Median home value

$469,300

Beyond the listings

Living in Westside Calabria

Hobbies & Interests

Top 3% in the U.S.

Wanderlust

Always thinking about their next destination, this population loves exploring new places abroad or right in their own backyard. They hold onto past trips by sharing their favorite memories and pictures year round.

Entertainment

Top 5% in the U.S.

Film Lovers

Movie buffs and binge watchers expressing their love for movies, storytelling, and the film making process.

Lifestyles

Top 5% in the U.S.

Wealth Signaling

Interested in the finer things life has to offer, this population wants to display their lifestyle by discussing luxury products. Often references jewelry, cars, and home features.

Entertainment

Top 16% in the U.S.

Lighthearted Fun

This population is all about keeping the mood light and good, clean fun. Common activities include spending time outdoors, catching up with friends, and dancing.

Food & Drink

Top 17% in the U.S.

Ingredient Attentive

These folks are conscious about what they eat. They're looking for ingredients that not only taste great, but also have great nutritional benefits.

Entertainment

Top 20% in the U.S.

Competitive Nature

These folks have their head in the game. Whether it's creating a card game tournament with friends or cheering on the home team, these people want to win.

People who close here

Our Kissimmee experts

Straight answers

Westside Calabria FAQs

Is Westside Calabria a good place to live?+

It suits buyers who want larger, newer homes in the growing western part of Kissimmee, close to the resort-corridor communities that define this side of Osceola County. The median home size is 2,870 square feet, so it's especially well suited to families. It's also assigned to Osceola County School for the Arts, Celebration High School, and Westside K-8 School.

Is Westside Calabria expensive?+

It sits in the mid-$500s, with the current active listing at $535,000 and homes selling at a median of $520,000 over the past year. At roughly $186 per square foot, you're paying for size — the median home is 2,870 square feet — rather than a premium address. Compared with other Kissimmee homes for sale, it lands in the move-up family range.

What do homes cost in Westside Calabria?+

The one active listing is priced at $535,000, and six homes sold in the past twelve months at a median of $520,000. Expect roughly $186 per square foot for the area's typical 2,870-square-foot homes.

How is the market in Westside Calabria?+

It's fast and competitive: homes sold in a median of just four days on market, with sellers averaging 97% of their asking price. With only one active listing right now, buyers should be ready to move quickly when something comes up — much like the demand seen across nearby Storey Lake.

What are the HOA fees and property taxes?+

The median HOA runs about $330 per month, and median property taxes are roughly $9,016 per year. Factor both into your monthly budget alongside the mortgage, since the taxes in particular reflect the area's mid-$500s price point.

Keep exploring

More Kissimmee neighborhoods

Neighborhood boundary by edgeAI; listings matched to the polygon. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

Never miss a listing

New Westside Calabria homes, in your inbox

A daily digest of new Kissimmee listings — straight from the MLS. Unsubscribe anytime.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

MLS® Disclaimers

Stellar MLS / MFRMLSCopyright © MFRMLS.com. All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated July 21, 2026 at 6:52 PM UTC. The listing information on this page last changed on July 21, 2026 at 6:52 PM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on July 21, 2026 at 6:52 PM UTC.

StellarMLS DMCA Notice: The Digital Millennium Copyright Act of 1998, 17 U.S.C. §512, the DMCA, provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to DMCAnotice@MLSGrid.com. The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owners behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: July 21, 2026 at 6:52 PM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. IDX information is provided exclusively for consumers'' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.