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Kissimmee Single Family Homes For Sale - 1550 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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  • 422 JANICE KAY PL, KISSIMMEE, FL 34744

    $479,000230 Days on yellowkey   MLS ID: S5133405

    REDUCED by $10,000 (2.0%) on 04/06/2026

    For Sale S5133405 - 422 JANICE KAY PL, KISSIMMEE, FL 34744 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3424
       Built: 2004
    Monthly Fee: $13
       Tax: $7,517 (2024)
    Community: Eagles Landing
    Single Family


    Estimated Monthly Payment: $3,264 (change assumption)
    Mortgage ($2,625) + Fees ($13) + Taxes in 2024 ($626)


    Taxes:$7,517

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 7625 BROOKHURST LN, KISSIMMEE, FL 34747

    $709,000145 Days on yellowkey   MLS ID: O6361720

    For Sale O6361720 - 7625 BROOKHURST LN, KISSIMMEE, FL 34747 86 photos

    Bed: 8   Bath: 8.0   Gar: 2
    Liv Area Sq Ft: 4066
       Built: 2015
    Monthly Fee: $697
       Tax: $13,583 (2025)
    Community: Reunion West Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,714 (change assumption)
    Mortgage ($3,885) + Fees ($697) + Taxes in 2025 ($1,132)


    Taxes:$13,583

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 4820 ROCKVALE DR, KISSIMMEE, FL 34758

    $325,00096 Days on yellowkey   MLS ID: TB8461639

    For Sale TB8461639 - 4820 ROCKVALE DR, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2016
    Monthly Fee: $67
       Tax: $4,915 (2025)
    Community: Hammock Trails Ph 2B Amd Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,257 (change assumption)
    Mortgage ($1,781) + Fees ($67) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 3533 SOMERSET CIR, KISSIMMEE, FL 34746

    $489,00034 Days on yellowkey   MLS ID: O6389228

    REDUCED by $11,000 (2.2%) on 04/06/2026

    For Sale O6389228 - 3533 SOMERSET CIR, KISSIMMEE, FL 34746 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2452
       Built: 2005
    Monthly Fee: $364
       Tax: $6,092 (2025)
    Community: Bellalago Ph 2N
    Single Family


    Estimated Monthly Payment: $3,551 (change assumption)
    Mortgage ($2,679) + Fees ($364) + Taxes in 2025 ($508)


    Taxes:$6,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2414 SERENITY BND, KISSIMMEE, FL 34758

    $399,00013 Days on yellowkey   MLS ID: O6394142

    For Sale O6394142 - 2414 SERENITY BND, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2054
       Built: 2001   Tax: $5,139 (2025)
    Community: Crescent Lakes
    Single Family


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($428)


    Taxes:$5,139

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2637 BROADWING ST, KISSIMMEE, FL 34746

    $424,99040 Days on yellowkey   MLS ID: O6387798

    REDUCED by $25,000 (5.6%) on 03/31/2026

    For Sale O6387798 - 2637 BROADWING ST, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2026
    Monthly Fee: $60
       Tax: $1,296 (2025)
    Community: Hawks Run
    Single Family


    Estimated Monthly Payment: $2,497 (change assumption)
    Mortgage ($2,329) + Fees ($60) + Taxes in 2025 ($108)


    Taxes:$1,296

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1237 MARYGON ST, KISSIMMEE, FL 34744

    $324,90077 Days on yellowkey   MLS ID: S5142677

    For Sale S5142677 - 1237 MARYGON ST, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1176
       Built: 1968   Tax: $2,001 (2025)
    Community: Johnston Park Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($167)


    Taxes:$2,001

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $955,000426 Days on yellowkey   MLS ID: O6278826

    For Sale O6278826 - 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3606
       Built: 2008   Tax: $4,881 (2023)
    Community: East Lake Shores
    Single Family


    Estimated Monthly Payment: $5,639 (change assumption)
    Mortgage ($5,233) + Taxes in 2023 ($407)


    Taxes:$4,881

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2023

    Middle School: Neptune Middle (6-8)


  • 109 THORNBURY DR, KISSIMMEE, FL 34744

    $360,00012 Days on yellowkey   MLS ID: O6395896

    For Sale O6395896 - 109 THORNBURY DR, KISSIMMEE, FL 34744 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1622
       Built: 2003
    Monthly Fee: $14
       Tax: $6,074 (2025)
    Community: Remington Prcl H Ph 1
    Single Family


    Estimated Monthly Payment: $2,493 (change assumption)
    Mortgage ($1,973) + Fees ($14) + Taxes in 2025 ($506)


    Taxes:$6,074

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2400 REGENT WAY, KISSIMMEE, FL 34758

    $360,00051 Days on yellowkey   MLS ID: O6385017

    For Sale O6385017 - 2400 REGENT WAY, KISSIMMEE, FL 34758 6 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 2000   Tax: $2,257 (2025)
    Community: Hyde Park Ph 1
    Single Family


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($188)


    Taxes:$2,257

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 3806 CARRICK BEND DR, KISSIMMEE, FL 34746

    $394,90084 Days on yellowkey   MLS ID: O6375319

    5 Days Off yellowkey (back on 4/6/2026)

    For Sale O6375319 - 3806 CARRICK BEND DR, KISSIMMEE, FL 34746 86 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1810
       Built: 2015
    Monthly Fee: $206
       Tax: $1,064 (2025)
    Community: Bellalago Ph 5J
    Single Family


    Estimated Monthly Payment: $2,458 (change assumption)
    Mortgage ($2,164) + Fees ($206) + Taxes in 2025 ($89)


    Taxes:$1,064

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8811 MACAPA DR, KISSIMMEE, FL 34747

    $740,00060 Days on yellowkey   MLS ID: O6382041

    For Sale O6382041 - 8811 MACAPA DR, KISSIMMEE, FL 34747 88 photos

    Bed: 9   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4391
       Built: 2017
    Monthly Fee: $563
       Tax: $11,694 (2025)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,592 (change assumption)
    Mortgage ($4,055) + Fees ($563) + Taxes in 2025 ($975)


    Taxes:$11,694

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 4050 CITRUS ST, KISSIMMEE, FL 34746

    $650,000189 Days on yellowkey   MLS ID: S5135162

    For Sale S5135162 - 4050 CITRUS ST, KISSIMMEE, FL 34746 60 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2345
       Built: 1984   Tax: $8,795 (2024)
    Community: Orange Blossom Acres
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,294 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($733)


    Taxes:$8,795

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 706 FRANCIS ST, KISSIMMEE, FL 34741

    $339,900411 Days on yellowkey   MLS ID: S5121642

    0 Days Off yellowkey (back on 4/6/2026)

    For Sale S5121642 - 706 FRANCIS ST, KISSIMMEE, FL 34741 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1496
       Built: 1970   Tax: $5,039 (2025)
    Community: Orange Gardens Sec 4
    Single Family


    Estimated Monthly Payment: $2,282 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($420)


    Taxes:$5,039

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4737 BLACKTHORN CIR, KISSIMMEE, FL 34758

    $380,00075 Days on yellowkey   MLS ID: S5142732

    For Sale S5142732 - 4737 BLACKTHORN CIR, KISSIMMEE, FL 34758 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2013
    Monthly Fee: $52
       Tax: $4,947 (2025)
    Community: Doral Pointe Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($2,082) + Fees ($52) + Taxes in 2025 ($412)


    Taxes:$4,947

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2738 BOOKMARK DR, KISSIMMEE, FL 34746

    $585,00063 Days on yellowkey   MLS ID: O6379882

    For Sale O6379882 - 2738 BOOKMARK DR, KISSIMMEE, FL 34746 84 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3081
       Built: 2019
    Monthly Fee: $542
       Tax: $8,016 (2025)
    Community: Storey Lake Ii Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,415 (change assumption)
    Mortgage ($3,205) + Fees ($542) + Taxes in 2025 ($668)


    Taxes:$8,016

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 GARDENIA RD, KISSIMMEE, FL 34743

    $535,99953 Days on yellowkey   MLS ID: S5144036

    INCREASED by $15,499 (3.0%) on 04/06/2026

    For Sale S5144036 - 292 GARDENIA RD, KISSIMMEE, FL 34743 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2025   Tax: $3,915 (2025)
    Community: Bvl Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($2,937) + Taxes in 2025 ($326)


    Taxes:$3,915

    Elementary School: Ventura Elem-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 538 LAKEVIEW CT, KISSIMMEE, FL 34759

    $224,90040 Days on yellowkey   MLS ID: O6388613

    0 Days Off yellowkey (back on 4/6/2026)

    SHORT SALE O6388613 - 538 LAKEVIEW CT, KISSIMMEE, FL 34759 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1349
       Built: 2004
    Monthly Fee: $83
       Tax: $2,716 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,542 (change assumption)
    Mortgage ($1,232) + Fees ($83) + Taxes in 2025 ($226)


    Taxes:$2,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4781 MARCOS CIR, KISSIMMEE, FL 34758

    $420,00070 Days on yellowkey   MLS ID: O6378157

    INCREASED by $5,000 (1.2%) on 04/06/2026

    For Sale O6378157 - 4781 MARCOS CIR, KISSIMMEE, FL 34758 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2020
    Monthly Fee: $109
       Tax: $3,773 (2025)
    Community: Overlook Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,725 (change assumption)
    Mortgage ($2,301) + Fees ($109) + Taxes in 2025 ($314)


    Taxes:$3,773

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 3839 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746

    $544,90029 Days on yellowkey   MLS ID: O6387485

    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: $3,831 (change assumption)
    Mortgage ($2,986) + 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)




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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.