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Kissimmee Single Family Homes For Sale - 2021 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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  • 7664 FAIRFAX DR, KISSIMMEE, FL 34747

    $1,330,000108 Days on yellowkey   MLS ID: O6379752

    3 Days Off yellowkey (back on 4/17/2026)

    For Sale O6379752 - 7664 FAIRFAX DR, KISSIMMEE, FL 34747 91 photos

    Bed: 12   Bath: 12.5   Gar: 2
    Liv Area Sq Ft: 6351
       Built: 2018
    Monthly Fee: $857
       Tax: $17,574 (2025)
    Community: Reunion West Ph 2B West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,609 (change assumption)
    Mortgage ($7,287) + Fees ($857) + Taxes in 2025 ($1,464)


    Taxes:$17,574

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 3839 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746

    $524,90074 Days on yellowkey   MLS ID: O6387485

    REDUCED by $20,000 (3.7%) on 04/16/2026

    For Sale O6387485 - 3839 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746 73 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3032
       Built: 2006
    Monthly Fee: $324
       Tax: $6,251 (2025)
    Community: Bellalago Ph 4P
    Single Family


    Estimated Monthly Payment: $3,721 (change assumption)
    Mortgage ($2,876) + Fees ($324) + Taxes in 2025 ($521)


    Taxes:$6,251

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 423 VERNON CT, KISSIMMEE, FL 34759

    $270,000249 Days on yellowkey   MLS ID: S5135083

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

    SHORT SALE S5135083 - 423 VERNON CT, KISSIMMEE, FL 34759 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1163
       Built: 2024
    Monthly Fee: $90
       Tax: $982 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,479) + Fees ($90) + Taxes in 2024 ($82)


    Taxes:$982

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 2791 AGOSTINO TER, KISSIMMEE, FL 34746

    $699,000103 Days on yellowkey   MLS ID: O6381636

    For Sale O6381636 - 2791 AGOSTINO TER, KISSIMMEE, FL 34746 30 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4069
       Built: 2020
    Monthly Fee: $358
       Tax: $8,688 (2025)
    Community: Bellalago Ph B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,912 (change assumption)
    Mortgage ($3,830) + Fees ($358) + Taxes in 2025 ($724)


    Taxes:$8,688

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 309 CORNWALLIS CT, KISSIMMEE, FL 34758

    $235,00048 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


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $430,00051 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)


  • 8832 MACAPA DR, KISSIMMEE, FL 34747

    $699,000578 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


  • 706 N RENNES CT, KISSIMMEE, FL 34759

    $209,000265 Days on yellowkey   MLS ID: NS1085911

    5 Days Off yellowkey (back on 1/21/2026)

    SHORT SALE NS1085911 - 706 N RENNES CT, KISSIMMEE, FL 34759 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1395
       Built: 2002
    Monthly Fee: $90
       Tax: $5,039 (2024)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,655 (change assumption)
    Mortgage ($1,145) + Fees ($90) + Taxes in 2024 ($420)


    Taxes:$5,039

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2609 WATERLINE ST, KISSIMMEE, FL 34743

    $425,000235 Days on yellowkey   MLS ID: S5136143

    REDUCED by $10,000 (2.3%) on 04/15/2026

    For Sale S5136143 - 2609 WATERLINE ST, KISSIMMEE, FL 34743 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2307
       Built: 2016
    Monthly Fee: $4
       Tax: $3,644 (2024)
    Community: Saratoga Park Ph 4B
    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($2,329) + Fees ($4) + Taxes in 2024 ($304)


    Taxes:$3,644

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4406 HIDDEN MEADOW DR, KISSIMMEE, FL 34746

    $350,000143 Days on yellowkey   MLS ID: S5141216

    REDUCED by $14,990 (4.1%) on 04/16/2026

    For Sale S5141216 - 4406 HIDDEN MEADOW DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1540
       Built: 2004
    Monthly Fee: $78
       Tax: $4,115 (2025)
    Community: Cypress Shadows Unit 1
    Single Family


    Estimated Monthly Payment: $2,339 (change assumption)
    Mortgage ($1,918) + Fees ($78) + Taxes in 2025 ($343)


    Taxes:$4,115

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1914 MANATEE CT, KISSIMMEE, FL 34759

    $244,00082 Days on yellowkey   MLS ID: O6388972

    REDUCED by $3,000 (1.2%) on 04/16/2026

    For Sale O6388972 - 1914 MANATEE CT, KISSIMMEE, FL 34759 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 2007
    Monthly Fee: $96
       Tax: $3,280 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,706 (change assumption)
    Mortgage ($1,337) + Fees ($96) + Taxes in 2025 ($273)


    Taxes:$3,280

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 221 CRANBROOK DR, KISSIMMEE, FL 34758

    $224,999120 Days on yellowkey   MLS ID: O6378350

    REDUCED by $5,000 (2.2%) on 04/16/2026

    For Sale O6378350 - 221 CRANBROOK DR, KISSIMMEE, FL 34758 18 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1046
       Built: 1988
    Monthly Fee: $90
       Tax: $3,031 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,575 (change assumption)
    Mortgage ($1,233) + Fees ($90) + Taxes in 2025 ($253)


    Taxes:$3,031

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 3216 OLIVIA BREEZE DR, KISSIMMEE, FL 34746

    $399,50082 Days on yellowkey   MLS ID: O6388992

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

    For Sale O6388992 - 3216 OLIVIA BREEZE DR, KISSIMMEE, FL 34746 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2393
       Built: 2013
    Monthly Fee: $11
       Tax: $4,145 (2025)
    Community: Concorde Estates Ph 2B
    Single Family


    Estimated Monthly Payment: $2,545 (change assumption)
    Mortgage ($2,189) + Fees ($11) + Taxes in 2025 ($345)


    Taxes:$4,145

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7959 DELWIN LN, KISSIMMEE, FL 34747

    $398,900204 Days on yellowkey   MLS ID: S5137732

    REDUCED by $6,600 (1.6%) on 04/16/2026

    For Sale S5137732 - 7959 DELWIN LN, KISSIMMEE, FL 34747 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2021
    Monthly Fee: $449
       Tax: $5,700 (2024)
    Community: Reunion Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,110 (change assumption)
    Mortgage ($2,186) + Fees ($449) + Taxes in 2024 ($475)


    Taxes:$5,700

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1718 CARIBBEAN VIEW TER, KISSIMMEE, FL 34747

    $515,00045 Days on yellowkey   MLS ID: O6399527

    For Sale O6399527 - 1718 CARIBBEAN VIEW TER, KISSIMMEE, FL 34747 38 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2581
       Built: 2018
    Monthly Fee: $717
       Tax: $7,023 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,124 (change assumption)
    Mortgage ($2,822) + Fees ($717) + Taxes in 2025 ($585)


    Taxes:$7,023

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 8915 TROPICAL HAVEN CT, KISSIMMEE, FL 34747

    $870,00045 Days on yellowkey   MLS ID: O6399473

    For Sale O6399473 - 8915 TROPICAL HAVEN CT, KISSIMMEE, FL 34747 50 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2021
    Monthly Fee: $727
       Tax: $11,390 (2025)
    Community: Solara Residence Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,443 (change assumption)
    Mortgage ($4,767) + Fees ($727) + Taxes in 2025 ($949)


    Taxes:$11,390

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3629 NORTHWOODS DR, KISSIMMEE, FL 34746

    $355,00045 Days on yellowkey   MLS ID: O6399299

    For Sale O6399299 - 3629 NORTHWOODS DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2005
    Monthly Fee: $159
       Tax: $5,632 (2025)
    Community: Bellalago Ph 3M
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($1,945) + Fees ($159) + Taxes in 2025 ($469)


    Taxes:$5,632

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1772 STAMEN DR, KISSIMMEE, FL 34744

    $495,50045 Days on yellowkey   MLS ID: S5147865

    For Sale S5147865 - 1772 STAMEN DR, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1965
       Built: 2023
    Monthly Fee: $160
       Tax: $5,861 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,363 (change assumption)
    Mortgage ($2,715) + Fees ($160) + Taxes in 2025 ($488)


    Taxes:$5,861

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2787 PUNCTUATION PL, KISSIMMEE, FL 34746

    $750,00045 Days on yellowkey   MLS ID: O6398917

    For Sale O6398917 - 2787 PUNCTUATION PL, KISSIMMEE, FL 34746 73 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 2996
       Built: 2020
    Monthly Fee: $305
       Tax: $10,668 (2025)
    Community: Cove At Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,304 (change assumption)
    Mortgage ($4,109) + Fees ($305) + Taxes in 2025 ($889)


    Taxes:$10,668

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2676 PATRICIAN CIR, KISSIMMEE, FL 34746

    $415,00045 Days on yellowkey   MLS ID: S5147731

    For Sale S5147731 - 2676 PATRICIAN CIR, KISSIMMEE, FL 34746 33 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2794
       Built: 2005
    Monthly Fee: $15
       Tax: $8,226 (2025)
    Community: Brighton Lakes Ph 2 Prcl H
    Single Family


    Estimated Monthly Payment: $2,974 (change assumption)
    Mortgage ($2,274) + Fees ($15) + Taxes in 2025 ($686)


    Taxes:$8,226

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle




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.