Kissimmee vs. St Cloud: what it costs to own

Kissimmee costs less to own. For a single-family home at each city's median sale price, the mortgage, property tax and insurance come to about $2,663 a month there, $268 (9%) less than St Cloud at $2,931, under our assumptions. HOA and CDD fees come on top for homes that have them, so a home in a fee-heavy community can flip the answer. This compares the housing payment only, not utilities, groceries or other living costs.

KissimmeeSt Cloud
Monthly, before HOA/CDD$2,663$2,931
Median sale price$380,000$418,400
Mortgage$1,982$2,182
Property tax + insurance$681$749
HOA, median if the home has one+$111/mo+$85/mo
CDD, median if the home has one+$159/mo+$147/mo
House listings reporting an HOA86%83%
All listings reporting an HOA or condo fee90%83%
Listings with a CDD (of those stating it)32%45%
Price per square foot$192$205
Condo, median$215,000n/a
Days on market4846
Sale vs. original asking96%97%
Homes for sale now2,8801,084
Built in the last 2 years12%48%
Private pool31%10%

Kissimmee or St Cloud?

Is it cheaper to live in Kissimmee or St Cloud?

Kissimmee costs less to own. For a single-family home at each city's median sale price, the mortgage, property tax and insurance come to about $2,663 a month there, $268 (9%) less than St Cloud at $2,931, under our assumptions. HOA and CDD fees come on top for homes that have them, so a home in a fee-heavy community can flip the answer. This compares the housing payment only, not utilities, groceries or other living costs.

Where do homes sell faster, Kissimmee or St Cloud?

St Cloud. Recent sales there took a median 46 days, against 48 in Kissimmee.

Which has more HOA and CDD fees?

90% of listings in Kissimmee report an HOA or condo association fee and 32% a CDD, against 83% and 45% in St Cloud. Among single-family listings alone, 86% report an HOA in Kissimmee and 83% in St Cloud. Newer master-planned communities usually carry both, which can add hundreds a month.

How did you calculate this?

Stellar MLS via Repliers closed sales and listings, one data point per address, updated 2026-10-11. The price is each city's median closed single-family sale. Monthly cost uses the site's standard assumptions: 20% down, 6.8% rate, 30-year loan, and new-owner property tax and insurance as a flat share of price, the same in both cities. Real insurance quotes vary by roof, age and flood zone. HOA and CDD medians are listed separately because only some homes pay them. Utilities and upkeep are not included.

Estimates from MLS data under stated assumptions, not quotes. Other comparisons: Tampa vs. Orlando, Tampa vs. Lakeland, Orlando vs. Lakeland, Orlando vs. Kissimmee, Clermont vs. Winter Garden, Sanford vs. Deltona, St Petersburg vs. Clearwater, Clearwater vs. Largo.

Still deciding?

Talk it through with our team.

Tell us what matters (commute, schools, budget, HOA tolerance) and we'll help you weigh it. Outside Tampa Bay, we'll connect you with a partner team we trust.