Natasha Boges
Map of Westside Calabria
← All of Kissimmee

Neighborhood · Kissimmee, Florida

Westside Calabria

Resort-style living minutes from the theme parks

1

Homes for sale

$525,000

Median list price

$183

Avg price / sqft

38

Median days on market

Search Westside Calabria on the map

Westside Calabria sits in the fast-growing Westside corridor of Kissimmee, where resort-style communities and roomy single-family homes share the same short drive to the parks. Walt Disney World is roughly 13 minutes away, Universal about 27, and downtown Orlando around 33 — a location that makes this stretch popular with families and short-term rental owners alike. Neighbors like Storey Lake, Solara, and Windsor at Westside set the tone for the area's amenity-rich, vacation-adjacent lifestyle.

For buyers, this is a small, tightly held pocket of the broader Kissimmee market. Only one home is active right now, listed at $525,000, and the seven sales over the past year all landed right around that same $525,000 median. Sellers here are collecting about 96% of asking and homes are moving in a median of 38 days, so it's a market that rewards a serious, well-prepared offer over a lowball.

Westside Calabria is a community in Kissimmee, Florida.

Quick facts

$525,000$525K price range

2,870 sqft median home

$330/mo median HOA

$3,250/mo median rent

7 sold in 12 months

Drive times

Walt Disney World13 min
Universal Orlando27 min
Downtown Orlando33 min
Orlando Int’l Airport (MCO)38 min
Downtown Tampa70 min

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

7

Sold, last 12 months

$525,000

Median sold price

96%

Sale-to-list ratio

What sellers actually get vs asking

46 days

Median time to sell

Westside Calabria vs Kissimmee

Median list price

Westside Calabria$525K
Kissimmee Co.$379K

Price per sqft

Westside Calabria$183
Kissimmee Co.$216

Days on market

Westside Calabria38d
Kissimmee Co.55d

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

8.8% yr/yr

$508K$549K$589KSep ’23Jun ’26

Homes sold per month

012Sep ’23Jun ’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

$3,960/mo

Principal & interest $2,766
Property tax $654
HOA / fees $330
Insurance (est.) $210

$525,000 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

$3,250/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.

Straight answers

Westside Calabria FAQs

Is Westside Calabria a good place to live?+

It's a strong fit if you want space and quick access to the parks — Walt Disney World is about 13 minutes away and downtown Orlando around 33. The area sits among established resort-style communities like Windsor at Westside, and assigned schools include Westside K-8 School and Celebration High School. Homes here run large, with a median size near 2,870 square feet.

Is Westside Calabria expensive?+

It's a mid-to-upper price point for Kissimmee, with the median list and sold price both sitting at $525,000. At roughly $183 per square foot for larger homes, you're paying for space and location rather than a premium address. Compared to smaller-lot pockets across Kissimmee, the value is in the square footage.

What do homes cost in Westside Calabria?+

The single active listing is priced at $525,000, and the seven homes sold over the past year also carried a median sold price of $525,000. With a median size around 2,870 square feet, that works out to about $183 per square foot.

How is the market in Westside Calabria?+

It's a small, steady market — just one home is active right now, and seven sold over the past 12 months. Homes have been going in a median of 38 days and sellers are collecting about 96% of asking, so well-priced listings move without a long wait. Nearby communities like Solara give buyers additional options in the same corridor.

What about HOA fees and property taxes?+

Expect a median HOA of about $330 per month here, which is typical for the amenity-rich Westside communities. Property taxes run around $7,850 per year at current values. If you're weighing a rental strategy, the median rent in the area is about $3,250 per month.

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 August 17, 2026 at 2:19 PM UTC. The listing information on this page last changed on August 17, 2026 at 2:19 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 August 17, 2026 at 2:19 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: August 17, 2026 at 2:19 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.