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Buy

Start here

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  • Before you start looking
  • The buying timeline

Afford it

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  • Mortgage calculator
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  • Get pre-approved

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  • Closing costs, itemized
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3 bedsNew constructionWith a pool
5 Bedroom Homes in Kissimmee, FL
333 listings

5 Bedroom Homes in Kissimmee, FL

5 Bedroom Homes in Kissimmee, FL

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24 of 333 Listings
Map

5 Bedroom Homes in Kissimmee, FL

24 of 333 Listings

  1. 3074 White Horse Ct — photo58Active

Your Kissimmee agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$689,900

5 bd · 4 ba · 3,863 sqft

3074 White Horse Ct, Kissimmee, FL

Audrey Torres · LUX NOVA REALTY LLC

  • 4726 Sleepy Hollow Dr — photoNew52Active

    $649,900

    5 bd · 5 ba · 3,081 sqft

    4726 Sleepy Hollow Dr, Kissimmee, FL

    Diego De Carvalho Esteves · SEVEN REALTY LLC

  • 5174 Worchester Dr — photoNew18Active

    $455,540

    5 bd · 3 ba · 2,896 sqft

    5174 Worchester Dr, Kissimmee, FL

    Ben Goldstein · LENNAR REALTY

  • 2706 Rivkin Dr — photo39Active

    $325,000

    5 bd · 3 ba · 2,294 sqft

    2706 Rivkin Dr, Kissimmee, FL

    Allyssa Rodriguez · LA ROSA REALTY LLC

  • 2841 Autumn Breeze Way — photo55Active

    $649,990

    5 bd · 3 ba · 2,940 sqft

    2841 Autumn Breeze Way, Kissimmee, FL

    Angel Oregon · KELLER WILLIAMS WINTER PARK

  • 2581 Oneida Loop — photo34Active

    $524,999

    5 bd · 4 ba · 2,136 sqft

    2581 Oneida Loop, Kissimmee, FL

    Christine Johnson · SHOWPLACE REALTY, INC.

  • 2577 Oneida Loop — photo70Active

    $499,000

    5 bd · 4 ba · 2,136 sqft

    2577 Oneida Loop, Kissimmee, FL

    Hazem Ibrahim · HOME WISE REALTY GROUP, INC.

  • 4754 Blue Diamond St — photo31Active

    $549,900

    5 bd · 5 ba · 3,257 sqft

    4754 Blue Diamond St, Kissimmee, FL

    David DeCristo · MARK SPAIN REAL ESTATE

  • 2808 Roccella Ct — photo45Active

    $540,000

    5 bd · 5 ba · 2,752 sqft

    2808 Roccella Ct, Kissimmee, FL

    Angela Pham · RE/MAX ACTION FIRST OF FLORIDA

  • 4307 Pebbles Throw Dr — photo30Active

    $630,000

    5 bd · 3 ba · 2,896 sqft

    4307 Pebbles Throw Dr, Kissimmee, FL

    Jomar Concepcion · REALTY OF AMERICA

  • 7769 Teascone Blvd — photo53Active

    $610,000

    5 bd · 5 ba · 2,342 sqft

    7769 Teascone Blvd, Kissimmee, FL

    Long Nguyen · ALLIANCE REAL ESTATE GROUP

  • 2995 Buccaneer Palm Rd — photo49Active

    $494,900

    5 bd · 5 ba · 3,015 sqft

    2995 Buccaneer Palm Rd, Kissimmee, FL

    Matt Dixon · COMPASS FLORIDA LLC

  • 284 Southfield St — photo58Active

    $650,000

    5 bd · 5 ba · 2,574 sqft

    284 Southfield St, Kissimmee, FL

    Sonia Jenkins · ORANGE REALTY PROFESSIONALS LLC

  • 1472 Fairview Cir — photo54Active

    $635,000

    5 bd · 6 ba · 3,076 sqft

    1472 Fairview Cir, Kissimmee, FL

    Lindsy Holland · NEXTHOME SUNSHINE REALTY

  • 289 Auburn Ave — photo53Active

    $699,000

    5 bd · 6 ba · 2,945 sqft

    289 Auburn Ave, Kissimmee, FL

    Toni Phillips · HOME BY HICKS & CO

  • 3900 Reaves Rd — photo1Active

    $998,900

    5 bd · 5 ba · 4,929 sqft

    3900 Reaves Rd, Kissimmee, FL

    Annette Pizarro · LA ROSA REALTY PREMIER LLC

  • 2672 Clear Night Avenue — photo3Active

    $419,900

    5 bd · 3 ba · 2,231 sqft

    2672 Clear Night Avenue, Kissimmee, FL

    Shaka K Cuffe · Boardwalk Realty Associates LL

  • 2478 Relaxing Ln — photo36Active

    $535,000

    5 bd · 3 ba · 3,288 sqft

    2478 Relaxing Ln, Kissimmee, FL

    Felix Roder · EXP REALTY LLC

  • 4760 Goodmans Bay Dr — photo17Active

    $445,690

    5 bd · 3 ba · 2,520 sqft

    4760 Goodmans Bay Dr, Kissimmee, FL

    Bill Maltbie · MALTBIE REALTY GROUP

  • 7770 Sandy Ridge Dr 239 — photo52Active

    $420,000

    5 bd · 5 ba · 1,726 sqft

    7770 Sandy Ridge Dr 239, Kissimmee, FL

    Martha Pedroza · Brokers, LLC

  • 1929 Howard Mesa Dr — photo77Active

    $460,000

    5 bd · 3 ba · 2,447 sqft

    1929 Howard Mesa Dr, Kissimmee, FL

    Stephen Cline · DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • 2887 Sweetspire Cir — photo53Active

    $445,900

    5 bd · 3 ba · 3,387 sqft

    2887 Sweetspire Cir, Kissimmee, FL

    Jany Perez · PROFESSIONAL REAL ESTATE TEAM

  • 1450 Silverado Flats St — photo55Active

    $464,900

    5 bd · 3 ba · 2,674 sqft

    1450 Silverado Flats St, Kissimmee, FL

    Lori Gilmore · LORI GILMORE REAL ESTATE LLC

  • 3870 Oakville Ave — photo15Active

    $699,999

    5 bd · 5 ba · 3,067 sqft

    3870 Oakville Ave, Kissimmee, FL

    Stephanie Harribey · IAD REAL ESTATE

  • 12…14

    Explore Kissimmee homes

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    • New Construction Homes
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    The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Your Kissimmee agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall Veronica

    Listing data & MLS disclosures

    BeachesMLS
    All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
    Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-23 12:32:59 UTC
    MIAMI REALTORS MLS
    The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
    The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-09-18 07:01:06 UTC
    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

    August 2026

    Kissimmee 12-month median sale price trend

    Selling at 97.9% of asking price

    Buyers here are paying below asking. MLS · 462 sales · as of Aug 31, 2026

    Homes that sold · County records, as of Aug 31, 2026

    Median sale price
    $338,990$254,050–$437,500 typical range
    Price per sq. ft.
    $187
    Sales
    523
    Paid in cash
    37.3%

    Homes on the market · MLS, as of Aug 31, 2026

    Median days on market
    46 days

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

    Year-over-year
    -10.0%