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Kissimmee Single Family Homes For Sale - 2020 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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  • 1118 PERPIGNAN CT, KISSIMMEE, FL 34759

    $299,90023 Days on yellowkey   MLS ID: O6406427

    INCREASED by $20,000 (7.1%) on 05/17/2026

    For Sale O6406427 - 1118 PERPIGNAN CT, KISSIMMEE, FL 34759 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2002
    Monthly Fee: $85
       Tax: $4,405 (2025)
    Community: Poinciana Village 5
    Single Family


    Estimated Monthly Payment: $2,095 (change assumption)
    Mortgage ($1,643) + Fees ($85) + Taxes in 2025 ($367)


    Taxes:$4,405

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 3082 KEY LIME LOOP, KISSIMMEE, FL 34747

    $339,00029 Days on yellowkey   MLS ID: O6404354

    0 Days Off yellowkey (back on 5/17/2026)

    For Sale O6404354 - 3082 KEY LIME LOOP, KISSIMMEE, FL 34747 61 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 660
       Built: 2018
    Monthly Fee: $468
       Tax: $7,546 (2025)
    Community: Rolling Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $2,954 (change assumption)
    Mortgage ($1,857) + Fees ($468) + Taxes in 2025 ($629)


    Taxes:$7,546

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1715 HAPPINESS ROW, KISSIMMEE, FL 34744

    $399,000115 Days on yellowkey   MLS ID: S5142449

    For Sale S5142449 - 1715 HAPPINESS ROW, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $6,675 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($10) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5658 NEVIS TER, KISSIMMEE, FL 34758

    $644,926383 Days on yellowkey   MLS ID: O6308514

    1 Days Off yellowkey (back on 5/17/2026)

    For Sale O6308514 - 5658 NEVIS TER, KISSIMMEE, FL 34758 42 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3075
       Built: 2025
    Monthly Fee: $426

    Community: Esplanade At Westview
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,960 (change assumption)
    Mortgage ($3,534) + Fees ($426) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4988 BOND ST W, KISSIMMEE, FL 34758

    $319,900271 Days on yellowkey   MLS ID: S5133901

    REDUCED by $10,000 (3.0%) on 05/17/2026

    SHORT SALE S5133901 - 4988 BOND ST W, KISSIMMEE, FL 34758 28 photos

    Bed: 4   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 2226
       Built: 2006
    Monthly Fee: $337
       Tax: $5,036 (2024)
    Community: Trafalgar Village Ph 2
    Single Family


    Estimated Monthly Payment: $2,509 (change assumption)
    Mortgage ($1,753) + Fees ($337) + Taxes in 2024 ($420)


    Taxes:$5,036

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1103 MARYGON ST, KISSIMMEE, FL 34744

    $320,00065 Days on yellowkey   MLS ID: O6394276

    3 Days Off yellowkey (back on 5/17/2026)

    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


  • 215 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $599,900139 Days on yellowkey   MLS ID: O6369181

    1 Days Off yellowkey (back on 5/17/2026)

    REDUCED by $25,100 (4.0%) on 04/20/2026

    For Sale O6369181 - 215 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 71 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2666
       Built: 1989   Tax: $4,092 (2025)
    Community: East Lake Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,628 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($341)


    Taxes:$4,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2723 CALLAWAY LN, KISSIMMEE, FL 34744

    $435,00049 Days on yellowkey   MLS ID: O6397750

    For Sale O6397750 - 2723 CALLAWAY LN, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2005
    Monthly Fee: $78
       Tax: $6,939 (2024)
    Community: Remington Prcl M1
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,384) + Fees ($78) + Taxes in 2024 ($578)


    Taxes:$6,939

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 7546 MARKER AVE, KISSIMMEE, FL 34747

    $599,00015 Days on yellowkey   MLS ID: O6408526

    For Sale O6408526 - 7546 MARKER AVE, KISSIMMEE, FL 34747 36 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2570
       Built: 2016
    Monthly Fee: $777
       Tax: $10,600 (2025)
    Community: Reunion West Ph 1 East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,942 (change assumption)
    Mortgage ($3,282) + Fees ($777) + Taxes in 2025 ($883)


    Taxes:$10,600

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2887 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $514,90015 Days on yellowkey   MLS ID: O6408395

    FORECLOSURE O6408395 - 2887 SWEETSPIRE CIR, KISSIMMEE, FL 34746 16 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3387
       Built: 2006
    Monthly Fee: $13
       Tax: $8,940 (2025)
    Community: Brighton Lakes Ph 2 Prcl J
    Single Family


    Estimated Monthly Payment: $3,579 (change assumption)
    Mortgage ($2,821) + Fees ($13) + Taxes in 2025 ($745)


    Taxes:$8,940

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2618 SAN SIMEON WAY, KISSIMMEE, FL 34741

    $470,00015 Days on yellowkey   MLS ID: S5150044

    For Sale S5150044 - 2618 SAN SIMEON WAY, KISSIMMEE, FL 34741 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2338
       Built: 2014
    Monthly Fee: $128
       Tax: $7,388 (2025)
    Community: Preserve At Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $3,319 (change assumption)
    Mortgage ($2,575) + Fees ($128) + Taxes in 2025 ($616)


    Taxes:$7,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1508 JENNI LEE CT, KISSIMMEE, FL 34744

    $474,90015 Days on yellowkey   MLS ID: TB8508177

    For Sale TB8508177 - 1508 JENNI LEE CT, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 1996
    Monthly Fee: $21
       Tax: $1,877 (2025)
    Community: Woods At Kings Crest The Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,780 (change assumption)
    Mortgage ($2,602) + Fees ($21) + Taxes in 2025 ($156)


    Taxes:$1,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • KISSIMMEE, FL 34758

    $345,00039 Days on yellowkey   MLS ID: S5148194

    3 Days Off yellowkey (back on 5/16/2026)

    For Sale S5148194 - KISSIMMEE, FL 34758 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1702
       Built: 2013
    Monthly Fee: $53
       Tax: $2,370 (2025)
    Community: Doral Pointe North
    Single Family


    Estimated Monthly Payment: $2,141 (change assumption)
    Mortgage ($1,890) + Fees ($53) + Taxes in 2025 ($198)


    Taxes:$2,370

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 632 DEAUVILLE CT, KISSIMMEE, FL 34758

    $240,00033 Days on yellowkey   MLS ID: S5148776

    2 Days Off yellowkey (back on 5/16/2026)

    SHORT SALE S5148776 - 632 DEAUVILLE CT, KISSIMMEE, FL 34758 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1390
       Built: 1987
    Monthly Fee: $95
       Tax: $973 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $1,491 (change assumption)
    Mortgage ($1,315) + Fees ($95) + Taxes in 2025 ($81)


    Taxes:$973

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7843 STONEY BAY LOOP, KISSIMMEE, FL 34747

    $549,900138 Days on yellowkey   MLS ID: O6373575

    0 Days Off yellowkey (back on 5/16/2026)

    REDUCED by $5,000 (0.9%) on 04/08/2026

    For Sale O6373575 - 7843 STONEY BAY LOOP, KISSIMMEE, FL 34747 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 2024
    Monthly Fee: $407
       Tax: $6,455 (2025)
    Community: Four Seasons At Orlando Ph 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,958 (change assumption)
    Mortgage ($3,013) + Fees ($407) + Taxes in 2025 ($538)


    Taxes:$6,455

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1825 BIG OAK LANE LN, KISSIMMEE, FL 34746

    $595,00038 Days on yellowkey   MLS ID: R4911119

    REDUCED by $5,000 (0.8%) on 05/15/2026

    For Sale R4911119 - 1825 BIG OAK LANE LN, KISSIMMEE, FL 34746 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2742
       Built: 1989
    Community: Forest Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($3,260) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5289 SUNSET CANYON DR, KISSIMMEE, FL 34758

    $449,90023 Days on yellowkey   MLS ID: O6405779

    1 Days Off yellowkey (back on 5/16/2026)

    For Sale O6405779 - 5289 SUNSET CANYON DR, KISSIMMEE, FL 34758 7 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2846
       Built: 2005
    Monthly Fee: $30
       Tax: $6,336 (2025)
    Community: Blackstone Landing Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,023 (change assumption)
    Mortgage ($2,465) + Fees ($30) + Taxes in 2025 ($528)


    Taxes:$6,336

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4304 DESERT ROSE AVE, KISSIMMEE, FL 34746

    $355,00055 Days on yellowkey   MLS ID: S5147278

    REDUCED by $5,000 (1.4%) on 05/16/2026

    For Sale S5147278 - 4304 DESERT ROSE AVE, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1479
       Built: 2019
    Monthly Fee: $41
       Tax: $3,099 (2025)
    Community: Sedona Ph 1
    Single Family


    Estimated Monthly Payment: $2,244 (change assumption)
    Mortgage ($1,945) + Fees ($41) + Taxes in 2025 ($258)


    Taxes:$3,099

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2542 FOLIO WAY, KISSIMMEE, FL 34741

    $454,000248 Days on yellowkey   MLS ID: S5135250

    For Sale S5135250 - 2542 FOLIO WAY, KISSIMMEE, FL 34741 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1674
       Built: 2017
    Monthly Fee: $170
       Tax: $4,391 (2024)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $3,024 (change assumption)
    Mortgage ($2,488) + Fees ($170) + Taxes in 2024 ($366)


    Taxes:$4,391

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 7639 WILMINGTON LOOP, KISSIMMEE, FL 34747

    $965,000171 Days on yellowkey   MLS ID: O6366508

    REDUCED by $21,000 (2.1%) on 05/16/2026

    For Sale O6366508 - 7639 WILMINGTON LOOP, KISSIMMEE, FL 34747 79 photos

    Bed: 11   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4707
       Built: 2015
    Monthly Fee: $697
       Tax: $11,518 (2025)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,944 (change assumption)
    Mortgage ($5,288) + Fees ($697) + Taxes in 2025 ($960)


    Taxes:$11,518

    Elementary School: Westside K-8

    High School: Poinciana High School

    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.