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Kissimmee Single Family Homes For Sale - 2131 homes

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

Location: Kissimmee

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  • 7390 GATHERING CT, KISSIMMEE, FL 34747

    $1,750,00085 Days on yellowkey   MLS ID: O6400833

    REDUCED by $25,000 (1.4%) on 05/30/2026

    For Sale O6400833 - 7390 GATHERING CT, KISSIMMEE, FL 34747 87 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4615
       Built: 2008
    Monthly Fee: $207
       Tax: $19,087 (2025)
    Community: Reunion Ph 1 Prcl 1 Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,386 (change assumption)
    Mortgage ($9,589) + Fees ($207) + Taxes in 2025 ($1,591)


    Taxes:$19,087

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8900 PRAGUE WAY, KISSIMMEE, FL 34747

    $579,000356 Days on yellowkey   MLS ID: O6329265

    REDUCED by $11,000 (1.9%) on 05/20/2026

    For Sale O6329265 - 8900 PRAGUE WAY, KISSIMMEE, FL 34747 37 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $587
       Tax: $9,677 (2024)
    Community: Windsor At Westside Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,566 (change assumption)
    Mortgage ($3,173) + Fees ($587) + Taxes in 2024 ($806)


    Taxes:$9,677

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2726 OXYMORON WAY, KISSIMMEE, FL 34746

    $968,000236 Days on yellowkey   MLS ID: O6361612

    For Sale O6361612 - 2726 OXYMORON WAY, KISSIMMEE, FL 34746 65 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $259
       Tax: $13,735 (2025)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,708 (change assumption)
    Mortgage ($5,304) + Fees ($259) + Taxes in 2025 ($1,145)


    Taxes:$13,735

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2766 OXYMORON WAY, KISSIMMEE, FL 34746

    $895,000239 Days on yellowkey   MLS ID: O6361628

    For Sale O6361628 - 2766 OXYMORON WAY, KISSIMMEE, FL 34746 57 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $259
       Tax: $12,985 (2024)
    Community: Cove At Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,245 (change assumption)
    Mortgage ($4,904) + Fees ($259) + Taxes in 2024 ($1,082)


    Taxes:$12,985

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746

    $349,95080 Days on yellowkey   MLS ID: O6401786

    2 Days Off yellowkey (back on 5/30/2026)

    For Sale O6401786 - 4341 CREEKSIDE BLVD, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1243
       Built: 1994
    Monthly Fee: $29
       Tax: $4,951 (2025)
    Community: Creekside Ph 2
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,917) + Fees ($29) + Taxes in 2025 ($413)


    Taxes:$4,951

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2515 FONTAINE DR, KISSIMMEE, FL 34741

    $594,900124 Days on yellowkey   MLS ID: O6390540

    INCREASED by $20,000 (3.5%) on 05/30/2026

    For Sale O6390540 - 2515 FONTAINE DR, KISSIMMEE, FL 34741 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2962
       Built: 2017
    Monthly Fee: $288
       Tax: $5,165 (2025)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $3,978 (change assumption)
    Mortgage ($3,260) + Fees ($288) + Taxes in 2025 ($430)


    Taxes:$5,165

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2948 PEMBRIDGE ST, KISSIMMEE, FL 34747

    $480,00078 Days on yellowkey   MLS ID: S5148845

    REDUCED by $20,000 (4.0%) on 05/29/2026

    For Sale S5148845 - 2948 PEMBRIDGE ST, KISSIMMEE, FL 34747 62 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1778
       Built: 1991   Tax: $5,527 (2025)
    Community: Lindfields Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,091 (change assumption)
    Mortgage ($2,630) + Taxes in 2025 ($461)


    Taxes:$5,527

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2547 SHANTI DR, KISSIMMEE, FL 34746

    $685,000181 Days on yellowkey   MLS ID: O6373995

    REDUCED by $10,000 (1.4%) on 05/29/2026

    For Sale O6373995 - 2547 SHANTI DR, KISSIMMEE, FL 34746 28 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3248
       Built: 2021
    Monthly Fee: $397
       Tax: $8,412 (2025)
    Community: Veranda Palms Ph 2B1
    Single Family


    Estimated Monthly Payment: $4,851 (change assumption)
    Mortgage ($3,753) + Fees ($397) + Taxes in 2025 ($701)


    Taxes:$8,412

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,000125 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1040 CANNOCK DR, KISSIMMEE, FL 34758

    $235,00078 Days on yellowkey   MLS ID: O6402700

    REDUCED by $10,000 (4.1%) on 05/29/2026

    For Sale O6402700 - 1040 CANNOCK DR, KISSIMMEE, FL 34758 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1161
       Built: 2004
    Monthly Fee: $83
       Tax: $3,687 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,288) + Fees ($83) + Taxes in 2025 ($307)


    Taxes:$3,687

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8908 PRAGUE WAY, KISSIMMEE, FL 34747

    $529,000257 Days on yellowkey   MLS ID: O6356954

    For Sale O6356954 - 8908 PRAGUE WAY, KISSIMMEE, FL 34747 40 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $563
       Tax: $8,764 (2025)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($2,899) + Fees ($563) + Taxes in 2025 ($730)


    Taxes:$8,764

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1512 MUMBAI WAY, KISSIMMEE, FL 34747

    $495,000340 Days on yellowkey   MLS ID: O6334704

    For Sale O6334704 - 1512 MUMBAI WAY, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2019
    Monthly Fee: $563
       Tax: $8,849 (2025)
    Community: Windsor/Westside-Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,013 (change assumption)
    Mortgage ($2,712) + Fees ($563) + Taxes in 2025 ($737)


    Taxes:$8,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8512 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $560,000110 Days on yellowkey   MLS ID: O6388410

    For Sale O6388410 - 8512 SUNRISE KEY DR, KISSIMMEE, FL 34747 68 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2004
    Monthly Fee: $115
       Tax: $6,949 (2025)
    Community: Emerald Island Resort Ph 4
    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,068) + Fees ($115) + Taxes in 2025 ($579)


    Taxes:$6,949

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 WINDY DUNE CT, KISSIMMEE, FL 34743

    $400,000255 Days on yellowkey   MLS ID: O6357320

    REDUCED by $20,000 (4.8%) on 05/29/2026

    For Sale O6357320 - 100 WINDY DUNE CT, KISSIMMEE, FL 34743 19 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1454
       Built: 1998
    Monthly Fee: $39
       Tax: $2,841 (2024)
    Community: Coralwood
    Single Family


    Estimated Monthly Payment: $2,467 (change assumption)
    Mortgage ($2,192) + Fees ($39) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8958 SUGAR PALM RD, KISSIMMEE, FL 34747

    $459,90071 Days on yellowkey   MLS ID: S5149166

    REDUCED by $9,800 (2.1%) on 05/29/2026

    For Sale S5149166 - 8958 SUGAR PALM RD, KISSIMMEE, FL 34747 64 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3081
       Built: 2014
    Monthly Fee: $682
       Tax: $6,821 (2025)
    Community: Paradise Palms Resort Ph 3B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,770 (change assumption)
    Mortgage ($2,520) + Fees ($682) + Taxes in 2025 ($568)


    Taxes:$6,821

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 7950 SEA PEARL CIR, KISSIMMEE, FL 34747

    $775,00048 Days on yellowkey   MLS ID: S5150770

    For Sale S5150770 - 7950 SEA PEARL CIR, KISSIMMEE, FL 34747 42 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3126
       Built: 2002
    Monthly Fee: $125
       Tax: $8,286 (2025)
    Community: Formosa Gardens
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,062 (change assumption)
    Mortgage ($4,246) + Fees ($125) + Taxes in 2025 ($690)


    Taxes:$8,286

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2966 SIESTA VIEW DR, KISSIMMEE, FL 34744

    $460,00048 Days on yellowkey   MLS ID: R4911121

    For Sale R4911121 - 2966 SIESTA VIEW DR, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1985
       Built: 2005
    Monthly Fee: $160
       Tax: $7,804 (2025)
    Community: Villa Sol Ph 2 Village 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,331 (change assumption)
    Mortgage ($2,520) + Fees ($160) + Taxes in 2025 ($650)


    Taxes:$7,804

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2784 ROCCELLA CT, KISSIMMEE, FL 34747

    $529,000236 Days on yellowkey   MLS ID: O6360906

    REDUCED by $20,000 (3.6%) on 05/29/2026

    For Sale O6360906 - 2784 ROCCELLA CT, KISSIMMEE, FL 34747 22 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2013
    Monthly Fee: $142
       Tax: $6,297 (2024)
    Community: Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,899) + Fees ($142) + Taxes in 2024 ($525)


    Taxes:$6,297

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1648 MARINA LAKE DR, KISSIMMEE, FL 34744

    $699,50058 Days on yellowkey   MLS ID: S5150174

    For Sale S5150174 - 1648 MARINA LAKE DR, KISSIMMEE, FL 34744 72 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3015
       Built: 2001
    Monthly Fee: $75
       Tax: $4,731 (2025)
    Community: Ashley Cove Unit Two
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,302 (change assumption)
    Mortgage ($3,833) + Fees ($75) + Taxes in 2025 ($394)


    Taxes:$4,731

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4294 PARAGRAPH DR, KISSIMMEE, FL 34746

    $664,99080 Days on yellowkey   MLS ID: O6396690

    For Sale O6396690 - 4294 PARAGRAPH DR, KISSIMMEE, FL 34746 27 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2022
    Monthly Fee: $569
       Tax: $11,010 (2025)
    Community: Cove At Storey Lake 4
    Single Family


    Estimated Monthly Payment: $5,130 (change assumption)
    Mortgage ($3,644) + Fees ($569) + Taxes in 2025 ($917)


    Taxes:$11,010

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

Kissimmee home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. 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 single family home 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.