Homes Under $500K in Kissimmee, FL

Map layers

Safety

Sex offendersRegistered offenders, from official state registriesCamerasLicense-plate readers, CCTV and more, as mapped on OpenStreetMap

23 of 2,375 Listings

Your Kissimmee agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

New29Active
$349,000
3 bd · 3 ba · 1,540 sqft
3075 Seaview Castle Dr, Kissimmee, FL
Magdalena Danos, PLL · LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV
New26Active
$440,000
3 bd · 2 ba · 1,668 sqft
1463 Riverboat Dr, Kissimmee, FL
Jaqueline Santos De Tabares · CHARLES RUTENBERG REALTY ORLANDO
New38Active
$324,500
3 bd · 2 ba · 1,000 sqft
1630 Vintage St, Kissimmee, FL
Diana Perez · PROFESSIONAL REAL ESTATE TEAM

Listing data & MLS disclosures

MiamiSouthFlorida: Listing information provided by MiamiSouthFlorida.
Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

About Homes Under $500K in Kissimmee, FL

Homes Under $500K in Kissimmee, FL: 2,375 active listings as of November 1, 2026, 16:10 UTC.

Property types among these 2,375 listings, by the property type each listing’s MLS reports, spelled as the MLS spells it. Types with fewer than 5 listings, and listings whose MLS reports no type, are not shown, so the shares can total less than 100%.
Property type	Listings	Share
Single Family Residence	1,169	49.2%
Townhouse	721	30.4%
Condominium	416	17.5%
Manufactured Home	20	0.8%

Kissimmee housing market

October 2026 · This period is still settling

Selling at 97.6% of asking price

Buyers here are paying below asking. MLS · 294 sales · as of Oct 23, 2026

Homes that sold · County records, as of Oct 13, 2026

Median sale price: $380,300$291,250–$597,000 typical range
Price per sq. ft.: $187
Sales: 210
Paid in cash: 39.1%

Homes on the market · MLS, as of Oct 18, 2026–Oct 23, 2026

Median list price: $369,990
Homes for sale: 3,526
Median days on market: 57 days

Price trend · Assessor repeat sales, as of Oct 31, 2026

Year-over-year: 7.0%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Median home size: 1,760 sq. ft.

Kissimmee, FL community profile

Population: 95,195
Median income: $45,530
Housing units: 37,015
People per sq. mi.: 333.4
Area: 285.5 sq. mi.

Source: HJN community data

Homes Under $500K in Kissimmee, FL

Your Kissimmee agent

Listing data & MLS disclosures

About Homes Under $500K in Kissimmee, FL

Kissimmee housing market

Homes that sold · County records, as of Oct 13, 2026

Homes on the market · MLS, as of Oct 18, 2026–Oct 23, 2026

Price trend · Assessor repeat sales, as of Oct 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

Kissimmee, FL community profile

Explore Kissimmee homes

Listing data & MLS disclosures

Your Kissimmee agent

Your Kissimmee agent

Kissimmee, FL community profile

Kissimmee housing market

Homes that sold · County records, as of Oct 13, 2026

Homes on the market · MLS, as of Oct 18, 2026–Oct 23, 2026

Price trend · Assessor repeat sales, as of Oct 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026