5 bedroom homes for sale in Kissimmee, FL

7 hours on Rocket

$5,902 Closing Credit¹

$497,000

5 beds • 4 baths • 2,930 sqft

2735 Scarborough Dr, Kissimmee, FL 34744

#S5128887, Lorena Moscoso, Listing office: SIGNATURE INTERNATIONAL REAL E

17 hours on RocketTour

$6,614 Closing Credit¹

$556,990

5 beds • 2.5 baths • 2,370 sqft

7881 Marlow Pl, Kissimmee, FL 34746

#O6317401, Ben Goldstein, Listing office: LENNAR REALTY

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1 day on RocketTour

$6,876 Closing Credit¹

$579,000

5 beds • 5 baths • 3,015 sqft

8894 Candy Palm Rd, Kissimmee, FL 34747

#O6316693, Adrian Antunes, Sr, Listing office: GLASSTONE GROUP INC

1 day on RocketTour

$4,400 Closing Credit¹

$370,500

5 beds • 2 baths • 2,203 sqft

925 Derbyshire Dr, Kissimmee, FL 34758

#S5128663, Paola Almonte, Listing office: REMAX PREMIER PROPERTIES

1 day on RocketTour

$5,699 Closing Credit¹

$479,900

5 beds • 3.5 baths • 2,704 sqft

4785 Cumbrian Lakes Dr, Kissimmee, FL 34746

#O6309753, Sonia Jenkins, Listing office: ORANGE REALTY PROFESSIONALS LLC

2 days on RocketTour

$6,649 Closing Credit¹

$559,900

5 beds • 4 baths • 2,168 sqft

4984 Windermere Ave, Kissimmee, FL 34746

#O6316686, Paulo Alves, Listing office: DE PAULA REALTY USA INC.

2 days on Rocket

$6,234 Closing Credit¹

$525,000

5 beds • 4 baths • 2,136 sqft

2685 Oneida Loop, Kissimmee, FL 34747

#S5128631, James Donovan, Listing office: TEAM DONOVAN

Room to negotiate?

Median Sold Price

$363.1K

Avg. Sale Time

76 Days

Based on our May 2025 Market Report.

2 days on Rocket

$6,531 Closing Credit¹

$549,950

5 beds • 3 baths • 3,049 sqft

2356 Chadwick Cir, Kissimmee, FL 34746

#S5128370, David Ramsden, Listing office: SELECT ESTATES, LLC

2 days on Rocket

$6,353 Closing Credit¹

$535,000

5 beds • 4.5 baths • 2,263 sqft

8900 Sydney Ave, Kissimmee, FL 34747

#O6316575, Veronica Woodyard, Listing office: DIAMOND REAL ESTATE GROUP

3 days on RocketTour

$8,645 Closing Credit¹

$728,000

5 beds • 3 baths • 2,740 sqft

2540 Swoop Cir, Kissimmee, FL 34741

#S5128605, Esmelida Torres, Listing office: LA ROSA REALTY KISSIMMEE

4 days on RocketTour

$7,124 Closing Credit¹

$599,900

5 beds • 4 baths • 4,133 sqft

4368 Fox Glen Loop, Kissimmee, FL 34746

#S5128283, Dina Recio, Listing office: DINA REALTY GROUP, INC.

4 days on RocketTour

$7,469 Closing Credit¹

$629,000

5 beds • 4 baths • 4,205 sqft

2543 Chapala Dr, Kissimmee, FL 34746

#O6316320, Becky Burke, Listing office: MORRIS WILLIAMS REALTY

5 days on RocketTour

$6,531 Closing Credit¹

$550,000

5 beds • 3.5 baths • 2,758 sqft

9034PAOLOSPLACE Paolos Pl, Kissimmee, FL 34747

#O6316068, Tracey Hayes, Listing office: REAL BROKER, LLC

6 days on RocketTour

$8,253 Closing Credit¹

$695,000

5 beds • 5 baths • 2,996 sqft

2924 Protagonist St, Kissimmee, FL 34746

#O6315064, Juliana Martins, Listing office: SINGULAR REALTY LLC

7 days on RocketTour

$10,000 Closing Credit¹

$925,000

5 beds • 2.5 baths • 3,115 sqft

2851 Granada Blvd, Kissimmee, FL 34746

#S5128214, Blanca Hernandez, LLC, Listing office: LA ROSA REALTY KISSIMMEE

7 days on RocketTour

$6,472 Closing Credit¹

$545,000

5 beds • 4 baths • 2,168 sqft

3085 Tom Sawyer Dr, Kissimmee, FL 34746

#O6315331, Marcel Obrecht Junior, Listing office: THE FLORIDA LOUNGE REALTY LLC

$9,488 Closing Credit¹

$799,000

5 beds • 3.5 baths • 4,232 sqft

2901 Agostino Ter, Kissimmee, FL 34746

#O6313285, Kelly French, Listing office: KELLY FRENCH REAL ESTATE INC

Tour

$6,412 Closing Credit¹

$539,990

5 beds • 3 baths • 3,783 sqft

3824 Blue Dasher Dr, Kissimmee, FL 34744

#O6314514, Margie Caldera, Listing office: EXP REALTY LLC

Tour

$8,301 Closing Credit¹

$699,000

5 beds • 5.5 baths • 3,213 sqft

1625 Nassau Point Trl, Kissimmee, FL 34747

#O6314194, Camila Riva, Listing office: RIVA REALTY GROUP LLC

$6,294 Closing Credit¹

$530,000

5 beds • 5 baths • 2,570 sqft

340 Pendant Ct, Kissimmee, FL 34747

#S5127970, Mandy Lott, Listing office: DALTON WADE INC

Tour

$6,175 Closing Credit¹

$520,000

5 beds • 3 baths • 2,222 sqft

437 Bridgewater Ct, Kissimmee, FL 34758

#O6310969, Blanca Sarmiento, Listing office: REAL BROKER, LLC

Tour

$10,000 Closing Credit¹

$939,000

5 beds • 2.5 baths • 2,409 sqft

2057 Celebration Blvd, Celebration, FL 34747

#S5127794, Marissa Crawford, Listing office: COMPASS FLORIDA LLC

Tour

$2,800,000

5 beds • 3 baths • 3,652 sqft

4151 Boggy Creek Rd, Kissimmee, FL 34744

#B4901955, Lynn Arthur, Listing office: FAITH AND FAMILY REALTY LLC

Tour

$7,683 Closing Credit¹

$647,000

5 beds • 5.5 baths • 2,570 sqft

441 Novi Path, Kissimmee, FL 34747

#O6309048, Yuri Gomez, PA, Listing office: LPT REALTY, LLC

Tour

$6,413 Closing Credit¹

$540,000

5 beds • 4 baths • 2,136 sqft

2627 Autumn Creek Cir, Kissimmee, FL 34747

#O6312964, Kasia Lambert, Listing office: HOME SWEET FLORIDA REAL ESTATE

Tour

$5,581 Closing Credit¹

$470,000

5 beds • 3 baths • 2,836 sqft

383 Blue Lake Cir, Kissimmee, FL 34758

#TB8390838, Gigi Gauthier, Listing office: TRUE REALTY GROUP

Tour

$8,609 Closing Credit¹

$725,000

5 beds • 5 baths • 3,081 sqft

4740 Sleepy Hollow Dr, Kissimmee, FL 34746

#O6313121, Lindsy Holland, Listing office: NEXTHOME LOCATION

Tour

$6,709 Closing Credit¹

$565,000

5 beds • 4 baths • 2,168 sqft

4184 Paragraph Dr, Kissimmee, FL 34746

#O6312942, Cristian Cen Chen, Listing office: SIMPSON REALTY LLC

Tour

$5,047 Closing Credit¹

$425,000

5 beds • 2.5 baths • 2,915 sqft

4427 Blackbird St, Kissimmee, FL 34746

#O6308094, Norissa Validum, Listing office: KELLER WILLIAMS REALTY AT THE LAKES

Tour

$5,926 Closing Credit¹

$499,000

5 beds • 4.5 baths • 2,263 sqft

2439 Dubai St, Kissimmee, FL 34747

#O6312686, Gabriela Miyamoto, Listing office: LA ROSA REALTY LLC

$5,451 Closing Credit¹

$459,000

5 beds • 3 baths • 1,940 sqft

151 Hideaway Beach Ln, Kissimmee, FL 34746

#P4934918, Chris Loschiavo, Listing office: RE/MAX HERITAGE PROFESSIONALS

Tour

$6,056 Closing Credit¹

$510,000

5 beds • 4 baths • 2,492 sqft

8926 Zurich Ln, Kissimmee, FL 34747

#O6311534, Luciano Real Schroeder, Listing office: WRA BUSINESS & REAL ESTATE

Tour

$7,955 Closing Credit¹

$669,900

5 beds • 5 baths • 2,996 sqft

4290 Paragraph Dr, Kissimmee, FL 34746

#S5127194, Adrian Antunes, Sr, Listing office: GLASSTONE GROUP INC

Tour

$10,000 Closing Credit¹

$895,000

5 beds • 3 baths • 3,583 sqft

1140 Terralago Way, Kissimmee, FL 34746

#TB8388536, Stephen Hachey, Listing office: FLAT FEE MLS REALTY

Tour

$6,056 Closing Credit¹

$510,000

5 beds • 4 baths • 2,492 sqft

8930 Zurich Ln, Kissimmee, FL 34747

#O6311462, Luciano Real Schroeder, Listing office: WRA BUSINESS & REAL ESTATE

Tour

$5,344 Closing Credit¹

$450,000

5 beds • 4.5 baths • 2,265 sqft

1979 Majorca Dr, Kissimmee, FL 34747

#O6311243, Glauco Pochine, Listing office: THE FLORIDA LOUNGE REALTY LLC

Tour

$6,114 Closing Credit¹

$514,900

5 beds • 3 baths • 2,264 sqft

3044 Camino Real Dr S, Kissimmee, FL 34744

#O6310942, Georgie Ishaq, Listing office: KELLER WILLIAMS CLASSIC

$10,000 Closing Credit¹

$1,350,000

5 beds • 5.5 baths • 5,428 sqft

1211 Terralago Way, Kissimmee, FL 34746

#S5127362, Luisy De La Cruz, Listing office: NONA LEGACY POWERED BY LA ROSA

Tour

$6,116 Closing Credit¹

$515,000

5 beds • 5 baths • 3,015 sqft

2985 Buccaneer Palm Rd, Kissimmee, FL 34747

#O6310830, Raymond Glenn, Listing office: LAKESIDE REALTY WINDERMERE INC

Tour

$7,113 Closing Credit¹

$599,000

5 beds • 3 baths • 2,588 sqft

9027 Coral Cape St, Kissimmee, FL 34747

#O6310351, Antonio Luca Cardoso Desmarais, Listing office: TALENT REALTY SOLUTIONS

Kissimmee, FL Real Estate Market Overview

There are 351 5-bedroom homes for sale in Kissimmee, FL. The following market insights reflect all property types in the Kissimmee, FL real estate market. Between April 2025 and May 2025, Kissimmee, FL real estate market has seen an increase in the number of listings by 3.6%. In May 2025 median list price was $363,111 and the average listing age was 76 days. While more than 47 listings in Kissimmee, FL in May 2025 were sold above asking price, there were more than 108 listings sold at asking price, and more than 259 were sold below.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Kissimmee, FL

Overview

Kissimmee is located in Osceola County, Florida. There are roughly 55,655 residents, living in 19,361 households. The average temperature for Kissimmee this time of the year is low of 70F and high of 90F. On average, Kissimmee gets about 6.82 inches of precipitation in June. 41% residents are home owners, have a high school diploma (52%) and are single, no kids (39%).

Data provided by Home Junction

Housing types

Kissimmee's housing market is diverse, offering a mix of residential options that cater to a range of preferences and budgets. Single-family homes are prevalent, with modern, Mediterranean, and ranch styles commonly found throughout the area. The market also includes a selection of condominiums and townhouses, providing alternatives for those seeking a more communal living experience or lower maintenance properties. The area has seen growth in recent years, with new developments adding to the variety of housing choices available.

Advantages

Kissimmee prides itself on its vibrant community spirit and rich cultural heritage, which is reflected in its numerous festivals and events throughout the year. The area is celebrated for its proximity to world-renowned theme parks, making it a popular destination for tourists and a lively place for residents. The community also enjoys a variety of outdoor activities, thanks to its scenic lakes and parks, which contribute to the city's family-friendly atmosphere.

Convenience

The community is served by a robust educational system, including several public schools at the elementary, middle, and high school levels, as well as private institutions that offer alternative educational opportunities. Healthcare services are comprehensive, with local hospitals providing emergency care, specialized treatments, and wellness programs. Kissimmee also boasts a network of public libraries and a variety of shopping and dining options that reflect the local culture, with initiatives in place to continually adapt and improve these services to meet the needs of its growing population.

Transportation

Kissimmee's transportation infrastructure supports both private and public transit options. The area features a network of roads and highways that facilitate travel and commuting, with ongoing projects aimed at improving traffic flow and accessibility. Public transportation includes bus services with established routes and schedules, enhancing connectivity within the city and to neighboring areas. Ride-sharing services are readily available, offering additional convenience for residents and visitors. The city also emphasizes walkability in its downtown area, with efforts to improve bike lanes and pedestrian paths for a more sustainable and accessible urban environment.

Schools near Kissimmee, FL

Elementary Schools

Boggy Creek Elementary School
810 Florida Pkwy
Public District PK-5
Partin Settlement Elementary School
2434 Remington Blvd
Public District PK-5
Victory Charter School K-5
2880 N Orange Blossom Trl
Public Charter KG-5

Middle Schools

Kissimmee Charter Academy
2850 Bill Beck Blvd
Public Charter KG-8
Sports Leadership Arts Management (Slam)
611 Line Dr
Public Charter 6-9
Mater Palms Academy
401 S Poinciana Blvd
Public Charter KG-8

High Schools

Zenith Accelerated Academy
2218 E Irlo Bronson Memorial Hwy
Public District 8-12
Main Street High School
1100 N Main St
Public Charter 9-12
Neocity Academy
195 Neocity Way
Public District 9-12

Data provided by Great Schools