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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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  • 1436 MASSA ST, KISSIMMEE, FL 34744

    $339,000219 Days on yellowkey   MLS ID: O6342301

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

    For Sale O6342301 - 1436 MASSA ST, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1192
       Built: 1983   Tax: $2,380 (2024)
    Community: Mill Run, Lot 4
    Single Family


    Estimated Monthly Payment: $2,056 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($198)


    Taxes:$2,380

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1040 CANNOCK DR, KISSIMMEE, FL 34758

    $247,000279 Days on yellowkey   MLS ID: O6325935

    REDUCED by $2,000 (0.8%) on 04/03/2026

    For Sale O6325935 - 1040 CANNOCK DR, KISSIMMEE, FL 34758 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1161
       Built: 2004
    Monthly Fee: $83
       Tax: $4,127 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,780 (change assumption)
    Mortgage ($1,353) + Fees ($83) + Taxes in 2024 ($344)


    Taxes:$4,127

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4421 REAVES RD, KISSIMMEE, FL 34746

    $2,150,000178 Days on yellowkey   MLS ID: O6353783

    REDUCED by $40,000 (1.8%) on 04/03/2026

    For Sale O6353783 - 4421 REAVES RD, KISSIMMEE, FL 34746 100 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5044
       Built: 1999   Tax: $9,075 (2024)
    Community: Bobbie Jean Acres
    Single Family


    Estimated Monthly Payment: $12,537 (change assumption)
    Mortgage ($11,781) + Taxes in 2024 ($756)


    Taxes:$9,075

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3236 FAIRFIELD DR, KISSIMMEE, FL 34743

    $355,00058 Days on yellowkey   MLS ID: O6382231

    1 Days Off yellowkey (back on 4/2/2026)

    For Sale O6382231 - 3236 FAIRFIELD DR, KISSIMMEE, FL 34743 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1494
       Built: 1996
    Monthly Fee: $8
       Tax: $713 (2025)
    Community: Strafford Park Ph 4
    Single Family


    Estimated Monthly Payment: $2,013 (change assumption)
    Mortgage ($1,945) + Fees ($8) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 4612 CABALERRO TRL, KISSIMMEE, FL 34758

    $429,00054 Days on yellowkey   MLS ID: S5144328

    For Sale S5144328 - 4612 CABALERRO TRL, KISSIMMEE, FL 34758 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2735
       Built: 2010
    Monthly Fee: $133
       Tax: $5,237 (2025)
    Community: Brighton Landings Ph 1
    Single Family


    Estimated Monthly Payment: $2,920 (change assumption)
    Mortgage ($2,351) + Fees ($133) + Taxes in 2025 ($436)


    Taxes:$5,237

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 918 SAN PAULO WAY, KISSIMMEE, FL 34758

    $454,000197 Days on yellowkey   MLS ID: S5135639

    For Sale S5135639 - 918 SAN PAULO WAY, KISSIMMEE, FL 34758 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1994
    Monthly Fee: $85
       Tax: $4,417 (2024)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,941 (change assumption)
    Mortgage ($2,488) + Fees ($85) + Taxes in 2024 ($368)


    Taxes:$4,417

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1028 KAREN RIDGE CT, KISSIMMEE, FL 34747

    $332,00038 Days on yellowkey   MLS ID: O6388689

    3 Days Off yellowkey (back on 3/20/2026)

    For Sale O6388689 - 1028 KAREN RIDGE CT, KISSIMMEE, FL 34747 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1604
       Built: 1991
    Monthly Fee: $6
       Tax: $4,618 (2025)
    Community: Indian Ridge Unit 04
    Single Family


    Estimated Monthly Payment: $2,210 (change assumption)
    Mortgage ($1,819) + Fees ($6) + Taxes in 2025 ($385)


    Taxes:$4,618

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 220 CLAWSON WAY, KISSIMMEE, FL 34747

    $930,000155 Days on yellowkey   MLS ID: O6359854

    0 Days Off yellowkey (back on 2/9/2026)

    For Sale O6359854 - 220 CLAWSON WAY, KISSIMMEE, FL 34747 62 photos

    Bed: 10   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4707
       Built: 2017
    Monthly Fee: $784
       Tax: $15,160 (2024)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Single Family


    Estimated Monthly Payment: $7,143 (change assumption)
    Mortgage ($5,096) + Fees ($784) + Taxes in 2024 ($1,263)


    Taxes:$15,160

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1395 EMERALD DR, KISSIMMEE, FL 34744

    $398,900162 Days on yellowkey   MLS ID: O6357655

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

    For Sale O6357655 - 1395 EMERALD DR, KISSIMMEE, FL 34744 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1760
       Built: 1991   Tax: $3,100 (2024)
    Community: Emerald Lake Colony Unit 2
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2429 WHITE POPPY DR, KISSIMMEE, FL 34747

    $382,50058 Days on yellowkey   MLS ID: O6380779

    For Sale O6380779 - 2429 WHITE POPPY DR, KISSIMMEE, FL 34747 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2019
    Monthly Fee: $87
       Tax: $3,153 (2025)
    Community: Murano At Westside
    Single Family


    Estimated Monthly Payment: $2,446 (change assumption)
    Mortgage ($2,096) + Fees ($87) + Taxes in 2025 ($263)


    Taxes:$3,153

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 397 CITRINE LOOP, KISSIMMEE, FL 34758

    $389,00026 Days on yellowkey   MLS ID: S5146123

    For Sale S5146123 - 397 CITRINE LOOP, KISSIMMEE, FL 34758 12 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2168
       Built: 2021
    Monthly Fee: $79
       Tax: $4,662 (2025)
    Community: Stepping Stone Pod A Ph 1
    Single Family


    Estimated Monthly Payment: $2,599 (change assumption)
    Mortgage ($2,131) + Fees ($79) + Taxes in 2025 ($389)


    Taxes:$4,662

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2949 PROTAGONIST ST, KISSIMMEE, FL 34746

    $920,000180 Days on yellowkey   MLS ID: O6352225

    REDUCED by $60,000 (6.1%) on 04/02/2026

    For Sale O6352225 - 2949 PROTAGONIST ST, KISSIMMEE, FL 34746 94 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $259
       Tax: $13,408 (2024)
    Community: Cove At Storey Lake 4
    Single Family


    Estimated Monthly Payment: $6,417 (change assumption)
    Mortgage ($5,041) + Fees ($259) + Taxes in 2024 ($1,117)


    Taxes:$13,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $445,00047 Days on yellowkey   MLS ID: O6385521

    REDUCED by $4,999 (1.1%) on 04/03/2026

    For Sale O6385521 - 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2022
    Monthly Fee: $7
       Tax: $7,509 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,071 (change assumption)
    Mortgage ($2,438) + Fees ($7) + Taxes in 2025 ($626)


    Taxes:$7,509

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746

    $384,90020 Days on yellowkey   MLS ID: O6393508

    REDUCED by $5,000 (1.3%) on 04/03/2026

    For Sale O6393508 - 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2422
       Built: 2010
    Monthly Fee: $75
       Tax: $5,707 (2025)
    Community: Eagle Lake Ph 3
    Single Family


    Estimated Monthly Payment: $2,660 (change assumption)
    Mortgage ($2,109) + Fees ($75) + Taxes in 2025 ($476)


    Taxes:$5,707

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1438 LONDRA LN, KISSIMMEE, FL 34744

    $425,000201 Days on yellowkey   MLS ID: S5135117

    For Sale S5135117 - 1438 LONDRA LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 1992   Tax: $5,501 (2024)
    Community: Mill Run Park Unit 2
    Single Family


    Estimated Monthly Payment: $2,787 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($458)


    Taxes:$5,501

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 3000 STONINGTON RUN, KISSIMMEE, FL 34746

    $444,90051 Days on yellowkey   MLS ID: O6384973

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

    For Sale O6384973 - 3000 STONINGTON RUN, KISSIMMEE, FL 34746 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3166
       Built: 2006
    Monthly Fee: $12
       Tax: $9,505 (2025)
    Community: Concorde Estates Ph 1B
    Single Family


    Estimated Monthly Payment: $3,242 (change assumption)
    Mortgage ($2,438) + Fees ($12) + Taxes in 2025 ($792)


    Taxes:$9,505

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8144 SUN PALM DR, KISSIMMEE, FL 34747

    $599,000149 Days on yellowkey   MLS ID: O6361053

    For Sale O6361053 - 8144 SUN PALM DR, KISSIMMEE, FL 34747 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2002
    Monthly Fee: $270
       Tax: $4,862 (2023)
    Community: Wyndham Palms Ph 3
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,282) + Fees ($270) + Taxes in 2023 ($405)


    Taxes:$4,862

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2418 HURON CIR, KISSIMMEE, FL 34746

    $465,00042 Days on yellowkey   MLS ID: S5144979

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

    For Sale S5144979 - 2418 HURON CIR, KISSIMMEE, FL 34746 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2880
       Built: 2001
    Monthly Fee: $13
       Tax: $5,782 (2025)
    Community: Brighton Lk P1 Prcl G
    Single Family


    Estimated Monthly Payment: $3,043 (change assumption)
    Mortgage ($2,548) + Fees ($13) + Taxes in 2025 ($482)


    Taxes:$5,782

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8587 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $500,000148 Days on yellowkey   MLS ID: O6361527

    For Sale O6361527 - 8587 SUNRISE KEY DR, KISSIMMEE, FL 34747 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005
    Monthly Fee: $107
       Tax: $4,181 (2024)
    Community: Emerald Isl Rsrt Ph5a
    Single Family


    Estimated Monthly Payment: $3,195 (change assumption)
    Mortgage ($2,740) + Fees ($107) + Taxes in 2024 ($348)


    Taxes:$4,181

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8016 KING PALM CIR, KISSIMMEE, FL 34747

    $555,000154 Days on yellowkey   MLS ID: O6359283

    For Sale O6359283 - 8016 KING PALM CIR, KISSIMMEE, FL 34747 48 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2255
       Built: 2000
    Monthly Fee: $270
       Tax: $5,269 (2023)
    Community: Wyndham Palms Ph 1A
    Single Family


    Estimated Monthly Payment: $3,750 (change assumption)
    Mortgage ($3,041) + Fees ($270) + Taxes in 2023 ($439)


    Taxes:$5,269

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None




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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.