55+ Community Homes in Kissimmee, FL

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23 of 100 Listings

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Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

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15Active
$470,000
4 bd · 4 ba · 1,830 sqft
4773 Cumbrian Lakes Dr, Kissimmee, FL
Cindy Contino · PREMIER SOTHEBYS INT'L REALTY
New39Active
$275,000
2 bd · 2 ba · 1,488 sqft
513 Heartwell Dr, Kissimmee, FL
Heather Hayes · BORCHINI REALTY
50Active
$520,000
3 bd · 3 ba · 2,580 sqft
501 Palermo Blvd, Kissimmee, FL
Kimberley Beaudry · ORLANDO REGIONAL REALTY

Listing data & MLS disclosures

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 55+ Community Homes in Kissimmee, FL

55+ Community Homes in Kissimmee, FL: 100 active listings as of October 3, 2026, 23:28 UTC.

Property types among these 100 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	74	74.0%
Manufactured Home	6	6.0%

Kissimmee housing market

September 2026 · This period is still settling

Selling at 98.4% of asking price

Buyers here are paying below asking. MLS · 383 sales · as of Sep 29, 2026

Homes that sold · County records, as of Sep 16, 2026

Median sale price: $340,000$240,000–$440,000 typical range
Price per sq. ft.: $184
Sales: 221
Paid in cash: 29.4%

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Median list price: $369,990
Homes for sale: 3,672
Median days on market: 51 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -6.9%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 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

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

55+ Community Homes in Kissimmee, FL

Your Kissimmee agent

Listing data & MLS disclosures

About 55+ Community Homes in Kissimmee, FL

Kissimmee housing market

Homes that sold · County records, as of Sep 16, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 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 Sep 16, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 29, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026