55+ Community Homes in Kissimmee, FL

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23 of 100 Listings

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23 of 100 Listings

15Active

100 listings

55+ Community Homes in Kissimmee, FL

Hide Map

23 of 100 Listings

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55+ Community Homes in Kissimmee, FL

23 of 100 Listings

Your Kissimmee agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

15Active

Your Kissimmee agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

$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

Your Kissimmee agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

79Active

$450,000

2 bd · 2 ba · 1,982 sqft

195 Casavista Dr, Kissimmee, FL

Edie Stauffer · BORCHINI REALTY

53Active

$575,000

3 bd · 2 ba · 2,202 sqft

1900 Estuary Ln, Kissimmee, FL

Melissa Minck · LPT REALTY, LLC

55Active

$234,000

2 bd · 2 ba · 1,258 sqft

601 Grand Canal Dr, Kissimmee, FL

Heather Hayes · BORCHINI REALTY

34Active

$509,000

3 bd · 2 ba · 2,719 sqft

801 Glendora Rd, Kissimmee, FL

Elizabeth Lambrides · FAIRWAY REALTY OF SOLIVITA

36Active

$347,900

2 bd · 2 ba · 1,559 sqft

2706 Summer Retreat Ln, Kissimmee, FL

Aline Easterly · META ONE REALTY GROUP LLC

51Active

$264,900

2 bd · 2 ba · 1,507 sqft

884 Grand Canal Dr, Kissimmee, FL

Stan Wilson · PELLEGO, LLC

60Active

$308,000

2 bd · 2 ba · 1,559 sqft

2723 Summer Retreat Ln, Kissimmee, FL

Jamilah Pullins · EXP REALTY LLC

67Active

$345,000

2 bd · 2 ba · 1,557 sqft

1646 Key Bay Trl, Kissimmee, FL

Susan Rinaldi · VIVA ORLANDO REALTY INC.

17Active

$235,000

2 bd · 2 ba · 1,302 sqft

507 Presido Park Pl, Kissimmee, FL

Michael Jacobs · EXP REALTY LLC

81Active

$749,000

3 bd · 3 ba · 2,194 sqft

7969 Hanson Bay Pl, Kissimmee, FL

Frederique Carre · PREMIER SOTHEBYS INT'L REALTY

Price Reduced55Active

$395,000

2 bd · 3 ba · 2,379 sqft

861 Bella Viana Rd, Kissimmee, FL

Stan Wilson · PELLEGO, LLC

22Active

$367,000

3 bd · 2 ba · 1,807 sqft

508 Lago Matisse St, Kissimmee, FL

Moe Mossa · SAVVY AVENUE, LLC

62Active

$335,000

3 bd · 2 ba · 2,141 sqft

448 Sorrento Rd, Kissimmee, FL

Claudia Gimenez-Carlson · PELLEGO, LLC

37Active

$349,990

2 bd · 2 ba · 1,559 sqft

1880 Spring Shower Cir, Kissimmee, FL

Efreen Garcia Rodriguez · VP REALTY

35Active

$549,000

3 bd · 2 ba · 2,202 sqft

1983 Limestone Trl, Kissimmee, FL

Melissa Condrey · COMPASS FLORIDA LLC

60Active

$675,000

3 bd · 2 ba · 2,202 sqft

2016 Flora Pass Pl, Kissimmee, FL

Christopher Bessette · KELLER WILLIAMS CLASSIC

59Active

$695,000

3 bd · 3 ba · 2,754 sqft

7748 Four Seasons Blvd, Kissimmee, FL

Amy Paxia · ADAMS, CAMERON & CO., REALTORS

58Active

$355,000

2 bd · 2 ba · 1,557 sqft

2042 Key Bay Trl, Kissimmee, FL

Susan Rinaldi · VIVA ORLANDO REALTY INC.

30Active

$419,999

2 bd · 2 ba · 1,778 sqft

2160 Antilles Club Dr, Kissimmee, FL

Robert Guidice · GOLFPARK PROPERTIES

50Active

$295,000

2 bd · 2 ba · 1,574 sqft

513 Barcelona Dr, Kissimmee, FL

Matt Allen · MATT ALLEN REAL ESTATE LLC

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.

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

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

Your Kissimmee agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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.

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

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.

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your Kissimmee agent

Your Kissimmee agent

Your Kissimmee agent

Listing data & MLS disclosures

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

Kissimmee, FL community profile

Explore Kissimmee homes

Your Kissimmee agent

Listing data & MLS disclosures

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