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Kissimmee Homes For Sale & Real Estate - 3396 homes

Kissimmee homes for sale are located in Osceola County, Florida. Find homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee houses.

Location: Kissimmee

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  • 272 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $745,00037 Days on yellowkey   MLS ID: O6418227

    For Sale O6418227 - 272 SOUTHFIELD ST, KISSIMMEE, FL 34747 84 photos

    Bed: 6   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3203
       Built: 2020
    Monthly Fee: $784
       Tax: $11,911 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,859 (change assumption)
    Mortgage ($4,082) + Fees ($784) + Taxes in 2025 ($993)


    Taxes:$11,911

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1114 N FORREST AVE, KISSIMMEE, FL 34741

    $278,00053 Days on yellowkey   MLS ID: O6411680

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $4,000 (1.4%) on 06/11/2026

    For Sale O6411680 - 1114 N FORREST AVE, KISSIMMEE, FL 34741 16 photos

    Bed: 4   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1094
       Built: 1972   Tax: $3,747 (2025)
    Community: Magnolia Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,835 (change assumption)
    Mortgage ($1,523) + Taxes in 2025 ($312)


    Taxes:$3,747

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1158 SAINT TROPEZ CT, KISSIMMEE, FL 34759

    $250,000227 Days on yellowkey   MLS ID: S5140098

    REDUCED by $25,000 (9.1%) on 07/20/2026

    For Sale S5140098 - 1158 SAINT TROPEZ CT, KISSIMMEE, FL 34759 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2005
    Monthly Fee: $90
       Tax: $2,485 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,667 (change assumption)
    Mortgage ($1,370) + Fees ($90) + Taxes in 2024 ($207)


    Taxes:$2,485

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8923 CUBAN PALM RD, KISSIMMEE, FL 34747

    $474,990171 Days on yellowkey   MLS ID: TB8472898

    REDUCED by $5,000 (1.0%) on 07/20/2026

    For Sale TB8472898 - 8923 CUBAN PALM RD, KISSIMMEE, FL 34747 87 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2012
    Monthly Fee: $683
       Tax: $6,960 (2025)
    Community: Paradise Palms Resort Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,866 (change assumption)
    Mortgage ($2,603) + Fees ($683) + Taxes in 2025 ($580)


    Taxes:$6,960

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 5430 ISLA SAONA DR, KISSIMMEE, FL 34758

    $376,074101 Days on yellowkey   MLS ID: TB8498018

    REDUCED by $6,390 (1.7%) on 05/08/2026

    For Sale TB8498018 - 5430 ISLA SAONA DR, KISSIMMEE, FL 34758 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2075
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,111 (change assumption)
    Mortgage ($2,061) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2324 HALEY CT, KISSIMMEE, FL 34741

    $370,00045 Days on yellowkey   MLS ID: O6414105

    For Sale O6414105 - 2324 HALEY CT, KISSIMMEE, FL 34741 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1973   Tax: $5,224 (2025)
    Community: Renee Terrace Sec 4
    Single Family


    Estimated Monthly Payment: $2,463 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($435)


    Taxes:$5,224

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1778 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $450,000153 Days on yellowkey   MLS ID: O6384377

    REDUCED by $20,000 (4.3%) on 07/20/2026

    For Sale O6384377 - 1778 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2133
       Built: 2022
    Monthly Fee: $7
       Tax: $7,640 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,109 (change assumption)
    Mortgage ($2,466) + Fees ($7) + Taxes in 2025 ($637)


    Taxes:$7,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2478 ADDISON CREEK DR, KISSIMMEE, FL 34758

    $449,90018 Days on yellowkey   MLS ID: O6422990

    For Sale O6422990 - 2478 ADDISON CREEK DR, KISSIMMEE, FL 34758 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2814
       Built: 2017
    Monthly Fee: $120
       Tax: $3,269 (2025)
    Community: Waterview Ph 3B
    Single Family


    Estimated Monthly Payment: $2,858 (change assumption)
    Mortgage ($2,465) + Fees ($120) + Taxes in 2025 ($272)


    Taxes:$3,269

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2331 PEPPERCORN ST, KISSIMMEE, FL 34741

    $414,50064 Days on yellowkey   MLS ID: L4962084

    REDUCED by $5,400 (1.3%) on 07/16/2026

    For Sale L4962084 - 2331 PEPPERCORN ST, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1769
       Built: 1987
    Monthly Fee: $25
       Tax: $1,475 (2025)
    Community: Shadow Bay Unit 4
    Single Family


    Estimated Monthly Payment: $2,419 (change assumption)
    Mortgage ($2,271) + Fees ($25) + Taxes in 2025 ($123)


    Taxes:$1,475

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2944 SUNSET VISTA BLVD, KISSIMMEE, FL 34747

    $419,999229 Days on yellowkey   MLS ID: O6365777

    REDUCED by $10,000 (2.3%) on 07/20/2026

    For Sale O6365777 - 2944 SUNSET VISTA BLVD, KISSIMMEE, FL 34747 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 1997
    Monthly Fee: $132
       Tax: $5,047 (2024)
    Community: Sunset Lakes Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,854 (change assumption)
    Mortgage ($2,301) + Fees ($132) + Taxes in 2024 ($421)


    Taxes:$5,047

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 134 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $610,000120 Days on yellowkey   MLS ID: O6394444

    REDUCED by $10,000 (1.6%) on 07/08/2026

    For Sale O6394444 - 134 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 61 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $350
       Tax: $4,946 (2024)
    Community: Terra Verde
    Single Family


    Estimated Monthly Payment: $4,105 (change assumption)
    Mortgage ($3,342) + Fees ($350) + Taxes in 2024 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2089 TROPICAL PALMS CIR, KISSIMMEE, FL 34747

    $850,0009 Days on yellowkey   MLS ID: O6425706

    For Sale O6425706 - 2089 TROPICAL PALMS CIR, KISSIMMEE, FL 34747 85 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4828
       Built: 2021
    Monthly Fee: $727
       Tax: $11,356 (2025)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $6,331 (change assumption)
    Mortgage ($4,657) + Fees ($727) + Taxes in 2025 ($946)


    Taxes:$11,356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1350 ROCKY RD, KISSIMMEE, FL 34744

    $320,00011 Days on yellowkey   MLS ID: O6422670

    3 Days Off yellowkey (back on 7/20/2026)

    For Sale O6422670 - 1350 ROCKY RD, KISSIMMEE, FL 34744 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1108
       Built: 1983   Tax: $4,613 (2025)
    Community: Pebble Creek
    Single Family


    Estimated Monthly Payment: $2,138 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($384)


    Taxes:$4,613

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 106 VISTA DR, KISSIMMEE, FL 34759

    $279,90058 Days on yellowkey   MLS ID: O6411500

    For Sale O6411500 - 106 VISTA DR, KISSIMMEE, FL 34759 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1786
       Built: 2004
    Monthly Fee: $441
       Tax: $2,937 (2025)
    Community: Solivita Ph 04C Sec 02
    Single Family


    Estimated Monthly Payment: $2,219 (change assumption)
    Mortgage ($1,534) + Fees ($441) + Taxes in 2025 ($245)


    Taxes:$2,937

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 3716 PARADISO CIR, KISSIMMEE, FL 34746

    $489,99070 Days on yellowkey   MLS ID: O6408454

    REDUCED by $2,010 (0.4%) on 07/16/2026

    For Sale O6408454 - 3716 PARADISO CIR, KISSIMMEE, FL 34746 68 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2750
       Built: 2013
    Monthly Fee: $364
       Tax: $4,319 (2025)
    Community: Bellalago Ph 5 O
    Single Family


    Estimated Monthly Payment: $3,409 (change assumption)
    Mortgage ($2,685) + Fees ($364) + Taxes in 2025 ($360)


    Taxes:$4,319

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3849 BAY CLUB CIR #204, KISSIMMEE, FL 34741

    $160,000117 Days on yellowkey   MLS ID: S5146820

    REDUCED by $15,880 (9.0%) on 07/20/2026

    For Sale S5146820 - 3849 BAY CLUB CIR #204, KISSIMMEE, FL 34741 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 910
       Built: 1989
    Monthly Fee: $429
       Tax: $2,395 (2025)
    Community: Arbors Of Sendera Condo
    Condo


    Estimated Monthly Payment: $1,505 (change assumption)
    Mortgage ($877) + Fees ($429) + Taxes in 2025 ($200)


    Taxes:$2,395

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $369,90065 Days on yellowkey   MLS ID: O6405406

    REDUCED by $9,100 (2.4%) on 06/26/2026

    For Sale O6405406 - 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $5,680 (2025)
    Community: Cranes Cove Ph 2
    Single Family


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($2,027) + Fees ($57) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4004 SANTA MARIA DR #101, KISSIMMEE, FL 34741

    $269,500379 Days on yellowkey   MLS ID: S5130668

    REDUCED by $6,400 (2.3%) on 07/20/2026

    For Sale S5130668 - 4004 SANTA MARIA DR #101, KISSIMMEE, FL 34741 42 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $500
       Tax: $3,772 (2024)
    Community: Venetian Bay Village Condo Ph 3
    Condo


    Estimated Monthly Payment: $2,291 (change assumption)
    Mortgage ($1,477) + Fees ($500) + Taxes in 2024 ($314)


    Taxes:$3,772

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741

    $174,90060 Days on yellowkey   MLS ID: S5150480

    REDUCED by $5,000 (2.8%) on 07/20/2026

    For Sale S5150480 - 1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1103
       Built: 1993
    Monthly Fee: $451
       Tax: $2,126 (2025)
    Community: Gables At Lakeside Condo
    Condo


    Estimated Monthly Payment: $1,586 (change assumption)
    Mortgage ($958) + Fees ($451) + Taxes in 2025 ($177)


    Taxes:$2,126

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2901 RAMBLING OAKS WAY, KISSIMMEE, FL 34746

    $449,90044 Days on yellowkey   MLS ID: S5151785

    4 Days Off yellowkey (back on 6/29/2026)

    For Sale S5151785 - 2901 RAMBLING OAKS WAY, KISSIMMEE, FL 34746 43 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2862
       Built: 2005
    Monthly Fee: $53
       Tax: $3,488 (2025)
    Community: Oak Hammock Preserve Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,809 (change assumption)
    Mortgage ($2,465) + Fees ($53) + Taxes in 2025 ($291)


    Taxes:$3,488

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle




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Kissimmee home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Kissimmee. You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Kissimmee listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.