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Kissimmee Homes For Sale & Real Estate - 3322 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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  • 3038 PARKWAY BLVD #305, KISSIMMEE, FL 34747

    $195,000295 Days on yellowkey   MLS ID: O6339606

    For Sale O6339606 - 3038 PARKWAY BLVD #305, KISSIMMEE, FL 34747 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 937
       Built: 1990   Tax: $2,630 (2024)
    Community: Blossom Park Villas Condo
    Condo


    Estimated Monthly Payment: $1,288 (change assumption)
    Mortgage ($1,068) + Taxes in 2024 ($219)


    Taxes:$2,630

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2799 CLUB CORTILE CIR #2799, KISSIMMEE, FL 34746

    $259,00027 Days on yellowkey   MLS ID: O6411604

    For Sale O6411604 - 2799 CLUB CORTILE CIR #2799, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1873
       Built: 2007
    Monthly Fee: $298
       Tax: $3,469 (2025)
    Community: Club Cortile
    Condo


    Estimated Monthly Payment: $2,006 (change assumption)
    Mortgage ($1,419) + Fees ($298) + Taxes in 2025 ($289)


    Taxes:$3,469

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2662 MAYAGUANA ST, KISSIMMEE, FL 34747

    $249,990409 Days on yellowkey   MLS ID: O6308205

    For Sale O6308205 - 2662 MAYAGUANA ST, KISSIMMEE, FL 34747 42 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1187
       Built: 2006
    Monthly Fee: $327
       Tax: $3,046 (2024)
    Community: Crestwynd Bay
    Townhouse


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,370) + Fees ($327) + Taxes in 2024 ($254)


    Taxes:$3,046

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: Celebration K-8


  • 205 CIMARRON DR, KISSIMMEE, FL 34759

    $250,000124 Days on yellowkey   MLS ID: O6384227

    2 Days Off yellowkey (back on 3/9/2026)

    SHORT SALE O6384227 - 205 CIMARRON DR, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1383
       Built: 2022
    Monthly Fee: $90
       Tax: $3,013 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($1,370) + Fees ($90) + Taxes in 2024 ($251)


    Taxes:$3,013

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 8824 DUNES COURT CT #103, KISSIMMEE, FL 34747

    $199,90077 Days on yellowkey   MLS ID: O6396954

    REDUCED by $10,100 (4.8%) on 06/02/2026

    For Sale O6396954 - 8824 DUNES COURT CT #103, KISSIMMEE, FL 34747 11 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 901
       Built: 2000
    Monthly Fee: $540
       Tax: $2,717 (2025)
    Community: Legacy Dunes Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,862 (change assumption)
    Mortgage ($1,095) + Fees ($540) + Taxes in 2025 ($226)


    Taxes:$2,717

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $515,00073 Days on yellowkey   MLS ID: S5147642

    REDUCED by $15,000 (2.8%) on 05/20/2026

    For Sale S5147642 - 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744 41 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 1996
    Monthly Fee: $13
       Tax: $6,439 (2025)
    Community: Remington Ph 1 Tr E
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($2,822) + Fees ($13) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 5306 CORAL VINE LN, KISSIMMEE, FL 34758

    $597,00049 Days on yellowkey   MLS ID: O6405097

    INCREASED by $7,000 (1.2%) on 05/08/2026

    For Sale O6405097 - 5306 CORAL VINE LN, KISSIMMEE, FL 34758 58 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2658
       Built: 1999   Tax: $6,442 (2025)
    Community: Dahlia Reserve At Crescent Lakes
    Single Family


    Estimated Monthly Payment: $3,808 (change assumption)
    Mortgage ($3,271) + Taxes in 2025 ($537)


    Taxes:$6,442

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2048 CYPRESS BAY BLVD, KISSIMMEE, FL 34743

    $305,000115 Days on yellowkey   MLS ID: O6386580

    REDUCED by $4,000 (1.3%) on 06/02/2026

    For Sale O6386580 - 2048 CYPRESS BAY BLVD, KISSIMMEE, FL 34743 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1807
       Built: 2006
    Monthly Fee: $217
       Tax: $4,858 (2025)
    Community: Cypress Lakes Twnhms Ph 2 Unit 2
    Townhouse


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,671) + Fees ($217) + Taxes in 2025 ($405)


    Taxes:$4,858

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8951 HILTON RIDGE AVE, KISSIMMEE, FL 34747

    $699,500113 Days on yellowkey   MLS ID: S5143223

    REDUCED by $75,000 (9.7%) on 04/02/2026

    For Sale S5143223 - 8951 HILTON RIDGE AVE, KISSIMMEE, FL 34747 38 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4169
       Built: 2020
    Monthly Fee: $727
       Tax: $10,800 (2025)
    Community: Solara Resort Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,460 (change assumption)
    Mortgage ($3,833) + Fees ($727) + Taxes in 2025 ($900)


    Taxes:$10,800

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741

    $220,000149 Days on yellowkey   MLS ID: S5142432

    For Sale S5142432 - 4012 SANTA MARIA DR #102, KISSIMMEE, FL 34741 22 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2005
    Monthly Fee: $497
       Tax: $4,082 (2025)
    Community: Venetian Bay Village Condo Ph 3
    Condo


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,205) + Fees ($497) + Taxes in 2025 ($340)


    Taxes:$4,082

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4638 TERRY TOWN DR, KISSIMMEE, FL 34746

    $515,000114 Days on yellowkey   MLS ID: A4683101

    REDUCED by $10,000 (1.9%) on 06/02/2026

    For Sale A4683101 - 4638 TERRY TOWN DR, KISSIMMEE, FL 34746 15 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2016
    Monthly Fee: $268
       Tax: $6,055 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,594 (change assumption)
    Mortgage ($2,822) + Fees ($268) + Taxes in 2025 ($505)


    Taxes:$6,055

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3008 SEAVIEW CASTLE DR, KISSIMMEE, FL 34746

    $369,000202 Days on yellowkey   MLS ID: S5139706

    For Sale S5139706 - 3008 SEAVIEW CASTLE DR, KISSIMMEE, FL 34746 41 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1882
       Built: 2008
    Monthly Fee: $254
       Tax: $4,079 (2024)
    Community: Compass Bay Unit 1
    Townhouse


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,022) + Fees ($254) + Taxes in 2024 ($340)


    Taxes:$4,079

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 5356 DIPLOMAT CT #107, KISSIMMEE, FL 34746

    $279,900105 Days on yellowkey   MLS ID: O6390324

    0 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $10,000 (3.4%) on 04/29/2026

    For Sale O6390324 - 5356 DIPLOMAT CT #107, KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 2014   Tax: $3,988 (2025)
    Community: Lucaya Village Ph 2
    Townhouse


    Estimated Monthly Payment: $1,866 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($332)


    Taxes:$3,988

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 429 JANICE KAY PL, KISSIMMEE, FL 34744

    $450,000108 Days on yellowkey   MLS ID: S5145448

    1 Days Off yellowkey (back on 5/2/2026)

    For Sale S5145448 - 429 JANICE KAY PL, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2906
       Built: 2004
    Monthly Fee: $14
       Tax: $2,737 (2024)
    Community: Eagle Point
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,466) + Fees ($14) + Taxes in 2024 ($228)


    Taxes:$2,737

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 7657 RECIFE DR, KISSIMMEE, FL 34747

    $425,000254 Days on yellowkey   MLS ID: O6350643

    REDUCED by $5,000 (1.2%) on 06/02/2026

    For Sale O6350643 - 7657 RECIFE DR, KISSIMMEE, FL 34747 34 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2396
       Built: 2015
    Monthly Fee: $679
       Tax: $5,872 (2024)
    Community: Magic Village
    Townhouse


    Estimated Monthly Payment: $3,497 (change assumption)
    Mortgage ($2,329) + Fees ($679) + Taxes in 2024 ($489)


    Taxes:$5,872

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2634 AUTUMN CREEK CIR, KISSIMMEE, FL 34747

    $479,00088 Days on yellowkey   MLS ID: S5146721

    REDUCED by $6,000 (1.2%) on 06/02/2026

    For Sale S5146721 - 2634 AUTUMN CREEK CIR, KISSIMMEE, FL 34747 60 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1778
       Built: 1999   Tax: $6,091 (2025)
    Community: Indian Creek Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,132 (change assumption)
    Mortgage ($2,625) + Taxes in 2025 ($508)


    Taxes:$6,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2426 TIMOTHY LN, KISSIMMEE, FL 34743

    $365,000149 Days on yellowkey   MLS ID: O6377132

    5 Days Off yellowkey (back on 6/2/2026)

    SHORT SALE O6377132 - 2426 TIMOTHY LN, KISSIMMEE, FL 34743 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1997
    Monthly Fee: $25
       Tax: $6,062 (2025)
    Community: Westlake Hammock Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,530 (change assumption)
    Mortgage ($2,000) + Fees ($25) + Taxes in 2025 ($505)


    Taxes:$6,062

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1800 HOWARD MESA DR, KISSIMMEE, FL 34744

    $421,99052 Days on yellowkey   MLS ID: O6404555

    2 Days Off yellowkey (back on 6/2/2026)

    INCREASED by $2,000 (0.5%) on 05/12/2026

    For Sale O6404555 - 1800 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,630 (change assumption)
    Mortgage ($2,312) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1788 LEYLAND CIR, KISSIMMEE, FL 34746

    $350,99084 Days on yellowkey   MLS ID: O6395840

    2 Days Off yellowkey (back on 6/2/2026)

    For Sale O6395840 - 1788 LEYLAND CIR, KISSIMMEE, FL 34746 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $132
       Tax: $346 (2025)
    Community: Evergreen Park
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,084 (change assumption)
    Mortgage ($1,923) + Fees ($132) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1809 NICE CT, KISSIMMEE, FL 34747

    $529,00024 Days on yellowkey   MLS ID: O6412809

    For Sale O6412809 - 1809 NICE CT, KISSIMMEE, FL 34747 49 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019   Tax: $10,159 (2025)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,745 (change assumption)
    Mortgage ($2,899) + Taxes in 2025 ($847)


    Taxes:$10,159

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.