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Kissimmee Single Family Homes For Sale - 2112 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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  • 5588 DENNERY BAY RD, KISSIMMEE, FL 34758

    $392,78040 Days on yellowkey   MLS ID: O6413445

    INCREASED by $5,000 (1.3%) on 07/08/2026

    For Sale O6413445 - 5588 DENNERY BAY RD, KISSIMMEE, FL 34758 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,152) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4614 CORAL HARBOUR RD, KISSIMMEE, FL 34758

    $424,48027 Days on yellowkey   MLS ID: O6417432

    INCREASED by $1,000 (0.2%) on 07/08/2026

    For Sale O6417432 - 4614 CORAL HARBOUR RD, KISSIMMEE, FL 34758 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2366
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,451 (change assumption)
    Mortgage ($2,326) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5240 WORCHESTER DR, KISSIMMEE, FL 34746

    $395,75614 Days on yellowkey   MLS ID: O6420708

    INCREASED by $3,000 (0.8%) on 07/08/2026

    For Sale O6420708 - 5240 WORCHESTER DR, KISSIMMEE, FL 34746 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($2,168) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4561 GOLDEN KNIGHT TRL, KISSIMMEE, FL 34746

    $455,44054 Days on yellowkey   MLS ID: O6409441

    INCREASED by $3,000 (0.7%) on 07/08/2026

    For Sale O6409441 - 4561 GOLDEN KNIGHT TRL, KISSIMMEE, FL 34746 9 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,583 (change assumption)
    Mortgage ($2,495) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 5221 WORCHESTER DR, KISSIMMEE, FL 34746

    $434,82061 Days on yellowkey   MLS ID: O6407437

    INCREASED by $3,000 (0.7%) on 07/08/2026

    For Sale O6407437 - 5221 WORCHESTER DR, KISSIMMEE, FL 34746 16 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2584
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,471 (change assumption)
    Mortgage ($2,383) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 648 FLORIDIAN DR, KISSIMMEE, FL 34758

    $204,90048 Days on yellowkey   MLS ID: O6410824

    REDUCED by $20,000 (8.9%) on 07/06/2026

    For Sale O6410824 - 648 FLORIDIAN DR, KISSIMMEE, FL 34758 19 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1014
       Built: 1985
    Monthly Fee: $100
       Tax: $2,982 (2025)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $1,471 (change assumption)
    Mortgage ($1,123) + Fees ($100) + Taxes in 2025 ($249)


    Taxes:$2,982

    Elementary School: Poinciana Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1135 CHEROKEE DR, KISSIMMEE, FL 34744

    $360,00013 Days on yellowkey   MLS ID: S5152754

    REDUCED by $5,000 (1.4%) on 07/08/2026

    For Sale S5152754 - 1135 CHEROKEE DR, KISSIMMEE, FL 34744 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1358
       Built: 1964   Tax: $1,014 (2025)
    Community: Osceola Acres
    Single Family


    Estimated Monthly Payment: $2,057 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($85)


    Taxes:$1,014

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 162 HARWOOD CIR, KISSIMMEE, FL 34744

    $449,00042 Days on yellowkey   MLS ID: O6412762

    REDUCED by $14,500 (3.1%) on 07/08/2026

    FORECLOSURE O6412762 - 162 HARWOOD CIR, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2516
       Built: 1998
    Monthly Fee: $14
       Tax: $6,859 (2025)
    Community: Remington Ph 1 Tr D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,046 (change assumption)
    Mortgage ($2,460) + Fees ($14) + Taxes in 2025 ($572)


    Taxes:$6,859

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1630 VINTAGE ST, KISSIMMEE, FL 34746

    $210,00017 Days on yellowkey   MLS ID: S5151830

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale S5151830 - 1630 VINTAGE ST, KISSIMMEE, FL 34746 31 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1000
       Built: 1981   Tax: $3,480 (2025)
    Community: Campbell City
    Single Family


    Estimated Monthly Payment: $1,441 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($290)


    Taxes:$3,480

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1649 LOXELY TRL, KISSIMMEE, FL 34746

    $364,99011 Days on yellowkey   MLS ID: O6421788

    1 Days Off yellowkey (back on 7/7/2026)

    For Sale O6421788 - 1649 LOXELY TRL, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($2,000) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4902 PALL MALL ST E, KISSIMMEE, FL 34758

    $415,0005 Days on yellowkey   MLS ID: S5153223

    For Sale S5153223 - 4902 PALL MALL ST E, KISSIMMEE, FL 34758 80 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2024
    Monthly Fee: $278
       Tax: $5,479 (2025)
    Community: Trafalgar Village
    Single Family


    Estimated Monthly Payment: $3,008 (change assumption)
    Mortgage ($2,274) + Fees ($278) + Taxes in 2025 ($457)


    Taxes:$5,479

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 500 RIO GRANDE DR, KISSIMMEE, FL 34759

    $260,000439 Days on yellowkey   MLS ID: P4934673

    SHORT SALE P4934673 - 500 RIO GRANDE DR, KISSIMMEE, FL 34759 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1444
       Built: 2023
    Monthly Fee: $85
       Tax: $3,044 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,763 (change assumption)
    Mortgage ($1,425) + Fees ($85) + Taxes in 2024 ($254)


    Taxes:$3,044

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 162 TALL PINES PASS, KISSIMMEE, FL 34759

    $315,000122 Days on yellowkey   MLS ID: S5144985

    REDUCED by $10,000 (3.1%) on 07/08/2026

    For Sale S5144985 - 162 TALL PINES PASS, KISSIMMEE, FL 34759 56 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2002
    Monthly Fee: $442
       Tax: $3,698 (2025)
    Community: Solivita - Phase Iib
    Single Family


    Estimated Monthly Payment: $2,476 (change assumption)
    Mortgage ($1,726) + Fees ($442) + Taxes in 2025 ($308)


    Taxes:$3,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2749 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741

    $345,99055 Days on yellowkey   MLS ID: S5150146

    For Sale S5150146 - 2749 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1747
       Built: 2019
    Monthly Fee: $250
       Tax: $5,341 (2025)
    Community: Cypress Ridge
    Single Family


    Estimated Monthly Payment: $2,591 (change assumption)
    Mortgage ($1,896) + Fees ($250) + Taxes in 2025 ($445)


    Taxes:$5,341

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4366 SUNNY CREEK PL, KISSIMMEE, FL 34746

    $325,00074 Days on yellowkey   MLS ID: O6402833

    SHORT SALE O6402833 - 4366 SUNNY CREEK PL, KISSIMMEE, FL 34746 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1263
       Built: 2020
    Monthly Fee: $155
       Tax: $5,146 (2025)
    Community: Storey Creek 40S
    Single Family


    Estimated Monthly Payment: $2,365 (change assumption)
    Mortgage ($1,781) + Fees ($155) + Taxes in 2025 ($429)


    Taxes:$5,146

    Elementary School: Pleasant Hill Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2121 BLACKSTONE LANDING DR, KISSIMMEE, FL 34758

    $395,0008 Days on yellowkey   MLS ID: S5153093

    For Sale S5153093 - 2121 BLACKSTONE LANDING DR, KISSIMMEE, FL 34758 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2948
       Built: 2004
    Monthly Fee: $42
       Tax: $4,113 (2025)
    Community: Blackstone Landing Ph 1
    Single Family


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($2,164) + Fees ($42) + Taxes in 2025 ($343)


    Taxes:$4,113

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 3 STIRRUP CT, KISSIMMEE, FL 34743

    $439,90013 Days on yellowkey   MLS ID: O6420796

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale O6420796 - 3 STIRRUP CT, KISSIMMEE, FL 34743 60 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1775
       Built: 1984   Tax: $5,995 (2025)
    Community: Bvl Unit 11
    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,410) + Taxes in 2025 ($500)


    Taxes:$5,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2754 CALLAWAY LN, KISSIMMEE, FL 34744

    $420,000175 Days on yellowkey   MLS ID: S5141838

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale S5141838 - 2754 CALLAWAY LN, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2004
    Monthly Fee: $78
       Tax: $6,917 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,956 (change assumption)
    Mortgage ($2,301) + Fees ($78) + Taxes in 2025 ($576)


    Taxes:$6,917

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 141 FLATFISH CT, KISSIMMEE, FL 34759

    $289,0005 Days on yellowkey   MLS ID: TB8525879

    For Sale TB8525879 - 141 FLATFISH CT, KISSIMMEE, FL 34759 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1942
       Built: 2005
    Monthly Fee: $100
       Tax: $3,801 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,584) + Fees ($100) + Taxes in 2025 ($317)


    Taxes:$3,801

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2233 ANTILLES CLUB DR, KISSIMMEE, FL 34747

    $515,000413 Days on yellowkey   MLS ID: O6311232

    For Sale O6311232 - 2233 ANTILLES CLUB DR, KISSIMMEE, FL 34747 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2017
    Monthly Fee: $419
       Tax: $10,480 (2024)
    Community: Four Seasons At Orlando Ph 1
    Single Family


    Estimated Monthly Payment: $4,114 (change assumption)
    Mortgage ($2,822) + Fees ($419) + Taxes in 2024 ($873)


    Taxes:$10,480

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.