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Kissimmee Single Family Homes For Sale - 1620 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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  • 1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746

    $430,000Listed 04/16/2026 10:08AM   MLS ID: O6399511

    For Sale O6399511 - 1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2023
    Monthly Fee: $175
       Tax: $7,186 (2025)
    Community: Storey Creek
    Single Family


    Estimated Monthly Payment: $3,130 (change assumption)
    Mortgage ($2,356) + Fees ($175) + Taxes in 2025 ($599)


    Taxes:$7,186

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 203 CELEBRATION BLVD, KISSIMMEE, FL 34747

    $1,249,000Listed 04/16/2026 9:30AM   MLS ID: O6399333

    For Sale O6399333 - 203 CELEBRATION BLVD, KISSIMMEE, FL 34747 78 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2770
       Built: 1999
    Monthly Fee: $148
       Tax: $13,717 (2025)
    Community: Celebration North Village Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,135 (change assumption)
    Mortgage ($6,844) + Fees ($148) + Taxes in 2025 ($1,143)


    Taxes:$13,717

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 309 CORNWALLIS CT, KISSIMMEE, FL 34758

    $235,0004 Days on yellowkey   MLS ID: O6397141

    For Sale O6397141 - 309 CORNWALLIS CT, KISSIMMEE, FL 34758 14 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1008
       Built: 1985
    Monthly Fee: $90
       Tax: $2,969 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,288) + Fees ($90) + Taxes in 2025 ($247)


    Taxes:$2,969

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2505 CORAL AVE, KISSIMMEE, FL 34741

    $250,000115 Days on yellowkey   MLS ID: O6369113

    REDUCED by $5,000 (2.0%) on 04/16/2026

    For Sale O6369113 - 2505 CORAL AVE, KISSIMMEE, FL 34741 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1074
       Built: 1982   Tax: $452 (2024)
    Community: Coral Estates
    Single Family


    Estimated Monthly Payment: $1,407 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($38)


    Taxes:$452

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2719 STAR GRASS CIR, KISSIMMEE, FL 34746

    $480,00030 Days on yellowkey   MLS ID: O6390877

    For Sale O6390877 - 2719 STAR GRASS CIR, KISSIMMEE, FL 34746 42 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2794
       Built: 2005
    Monthly Fee: $13
       Tax: $5,012 (2025)
    Community: Brighton Lakes Ph 2 Prcl I
    Single Family


    Estimated Monthly Payment: $3,061 (change assumption)
    Mortgage ($2,630) + Fees ($13) + Taxes in 2025 ($418)


    Taxes:$5,012

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3810 VIA MAZZINI CT, KISSIMMEE, FL 34759

    $725,00084 Days on yellowkey   MLS ID: O6374733

    For Sale O6374733 - 3810 VIA MAZZINI CT, KISSIMMEE, FL 34759 92 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3064
       Built: 2023
    Monthly Fee: $276
       Tax: $6,930 (2025)
    Community: Solivita-Phase 5H-Un 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,826 (change assumption)
    Mortgage ($3,973) + Fees ($276) + Taxes in 2025 ($578)


    Taxes:$6,930

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1103 MARYGON ST, KISSIMMEE, FL 34744

    $320,00020 Days on yellowkey   MLS ID: O6394276

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6394276 - 1103 MARYGON ST, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1971   Tax: $635 (2025)
    Community: Johnston Park Rep
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($53)


    Taxes:$635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 716 CARIBOU DR, KISSIMMEE, FL 34759

    $170,000268 Days on yellowkey   MLS ID: TB8409412

    1 Days Off yellowkey (back on 11/5/2025)

    SHORT SALE TB8409412 - 716 CARIBOU DR, KISSIMMEE, FL 34759 33 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1986
    Monthly Fee: $90
       Tax: $1,675 (2024)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,161 (change assumption)
    Mortgage ($931) + Fees ($90) + Taxes in 2024 ($140)


    Taxes:$1,675

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • KISSIMMEE, FL 34747

    $410,50024 Days on yellowkey   MLS ID: O6392933

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6392933 - KISSIMMEE, FL 34747 4 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1468
       Built: 2020
    Monthly Fee: $603
       Tax: $9,905 (2025)
    Community: Rolling Oaks Ph 6B
    Single Family


    Estimated Monthly Payment: $3,678 (change assumption)
    Mortgage ($2,249) + Fees ($603) + Taxes in 2025 ($825)


    Taxes:$9,905

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 217 CORALWOOD CT, KISSIMMEE, FL 34743

    $335,000182 Days on yellowkey   MLS ID: S5136673

    For Sale S5136673 - 217 CORALWOOD CT, KISSIMMEE, FL 34743 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1395
       Built: 1997
    Monthly Fee: $53
       Tax: $4,390 (2024)
    Community: Coralwood
    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,836) + Fees ($53) + Taxes in 2024 ($366)


    Taxes:$4,390

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $530,0003 Days on yellowkey   MLS ID: S5147642

    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: $3,454 (change assumption)
    Mortgage ($2,904) + 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)


  • 429 BROOKFIELD DR, KISSIMMEE, FL 34758

    $340,00034 Days on yellowkey   MLS ID: C7523267

    REDUCED by $10,000 (2.9%) on 04/16/2026

    For Sale C7523267 - 429 BROOKFIELD DR, KISSIMMEE, FL 34758 15 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2105
       Built: 2021
    Monthly Fee: $100
       Tax: $4,970 (2025)
    Community: Poinciana Village 02
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,863) + Fees ($100) + Taxes in 2025 ($414)


    Taxes:$4,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $430,0007 Days on yellowkey   MLS ID: O6397176

    SHORT SALE O6397176 - 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2025
    Monthly Fee: $80
       Tax: $1,748 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,356) + Fees ($80) + Taxes in 2025 ($146)


    Taxes:$1,748

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 718 TOULON DR, KISSIMMEE, FL 34759

    $335,000Listed 04/16/2026 11:03AM   MLS ID: O6399344

    For Sale O6399344 - 718 TOULON DR, KISSIMMEE, FL 34759 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1652
       Built: 1998
    Monthly Fee: $100
       Tax: $4,162 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,282 (change assumption)
    Mortgage ($1,836) + Fees ($100) + Taxes in 2025 ($347)


    Taxes:$4,162

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744

    $299,500Listed 04/16/2026 9:44AM   MLS ID: S5147602

    For Sale S5147602 - 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1981   Tax: $1,429 (2025)
    Community: Holiday Woods
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,641) + Taxes in 2025 ($119)


    Taxes:$1,429

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2563 ASTER COVE LN, KISSIMMEE, FL 34758

    $375,00014 Days on yellowkey   MLS ID: S5147077

    REDUCED by $10,000 (2.6%) on 04/16/2026

    For Sale S5147077 - 2563 ASTER COVE LN, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2084
       Built: 2000
    Monthly Fee: $87
       Tax: $6,225 (2025)
    Community: Aster Cove At Crescent Lakes
    Single Family


    Estimated Monthly Payment: $2,660 (change assumption)
    Mortgage ($2,055) + Fees ($87) + Taxes in 2025 ($519)


    Taxes:$6,225

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7714 COMROW ST, KISSIMMEE, FL 34747

    $585,0001 Day on yellowkey   MLS ID: S5147850

    For Sale S5147850 - 7714 COMROW ST, KISSIMMEE, FL 34747 68 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 2004
    Monthly Fee: $171
       Tax: $6,331 (2025)
    Community: Windsor Hills Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,904 (change assumption)
    Mortgage ($3,205) + Fees ($171) + Taxes in 2025 ($528)


    Taxes:$6,331

    Elementary School: Four Corner Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8832 MACAPA DR, KISSIMMEE, FL 34747

    $699,000534 Days on yellowkey   MLS ID: O6252445

    For Sale O6252445 - 8832 MACAPA DR, KISSIMMEE, FL 34747 30 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $607
       Tax: $10,965 (2023)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,351 (change assumption)
    Mortgage ($3,830) + Fees ($607) + Taxes in 2023 ($914)


    Taxes:$10,965

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: Horizon Middle


  • 9052 PAOLOS PL, KISSIMMEE, FL 34747

    $539,90019 Days on yellowkey   MLS ID: O6394431

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6394431 - 9052 PAOLOS PL, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2891
       Built: 2006
    Monthly Fee: $209
       Tax: $8,815 (2025)
    Community: Westside Prcl D Calabria
    Single Family


    Estimated Monthly Payment: $3,902 (change assumption)
    Mortgage ($2,958) + Fees ($209) + Taxes in 2025 ($735)


    Taxes:$8,815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9014 PELICAN COVE TRL, KISSIMMEE, FL 34747

    $860,000Listed 04/16/2026 12:28PM   MLS ID: O6399359

    For Sale O6399359 - 9014 PELICAN COVE TRL, KISSIMMEE, FL 34747 85 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4378
       Built: 2018
    Monthly Fee: $404
       Tax: $11,915 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,109 (change assumption)
    Mortgage ($4,712) + Fees ($404) + Taxes in 2025 ($993)


    Taxes:$11,915

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side




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.