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Kissimmee Single Family Homes For Sale - 2027 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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  • 8904 CAROLINE BAY CT, KISSIMMEE, FL 34747

    $925,00035 Days on yellowkey   MLS ID: S5148270

    For Sale S5148270 - 8904 CAROLINE BAY CT, KISSIMMEE, FL 34747 84 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2020
    Monthly Fee: $727
       Tax: $11,397 (2025)
    Community: Solara Residence Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,745 (change assumption)
    Mortgage ($5,068) + Fees ($727) + Taxes in 2025 ($950)


    Taxes:$11,397

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $554,00050 Days on yellowkey   MLS ID: S5147254

    REDUCED by $11,000 (1.9%) on 05/28/2026

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,242 (change assumption)
    Mortgage ($3,036) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 396 GRAND CANAL DR, KISSIMMEE, FL 34759

    $220,00094 Days on yellowkey   MLS ID: O6385413

    REDUCED by $5,000 (2.2%) on 05/28/2026

    For Sale O6385413 - 396 GRAND CANAL DR, KISSIMMEE, FL 34759 19 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1240
       Built: 2005
    Monthly Fee: $429
       Tax: $2,392 (2025)
    Community: Solivita Ph Iiia
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,205) + Fees ($429) + Taxes in 2025 ($199)


    Taxes:$2,392

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 801 GLENDORA RD, KISSIMMEE, FL 34759

    $539,000132 Days on yellowkey   MLS ID: S5141467

    REDUCED by $10,000 (1.8%) on 05/28/2026

    For Sale S5141467 - 801 GLENDORA RD, KISSIMMEE, FL 34759 76 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2719
       Built: 2004
    Monthly Fee: $442
       Tax: $4,321 (2025)
    Community: Solivita Ph 02D
    Single Family


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($2,953) + Fees ($442) + Taxes in 2025 ($360)


    Taxes:$4,321

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3850 OAKVILLE AVE, KISSIMMEE, FL 34741

    $697,000519 Days on yellowkey   MLS ID: S5117582

    REDUCED by $1,000 (0.1%) on 05/28/2026

    For Sale S5117582 - 3850 OAKVILLE AVE, KISSIMMEE, FL 34741 33 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3701
       Built: 2015
    Monthly Fee: $517
       Tax: $10,309 (2023)
    Community: Sonoma Resort At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $5,195 (change assumption)
    Mortgage ($3,819) + Fees ($517) + Taxes in 2023 ($859)


    Taxes:$10,309

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2922 FAIRWEATHER WAY, KISSIMMEE, FL 34758

    $329,00029 Days on yellowkey   MLS ID: O6402157

    REDUCED by $6,000 (1.8%) on 05/15/2026

    For Sale O6402157 - 2922 FAIRWEATHER WAY, KISSIMMEE, FL 34758 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 2004
    Monthly Fee: $100
       Tax: $4,108 (2025)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,803) + Fees ($100) + Taxes in 2025 ($342)


    Taxes:$4,108

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2514 DHARMA CIR, KISSIMMEE, FL 34746

    $534,500365 Days on yellowkey   MLS ID: S5127601

    REDUCED by $5,000 (0.9%) on 05/28/2026

    For Sale S5127601 - 2514 DHARMA CIR, KISSIMMEE, FL 34746 26 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2874
       Built: 2010
    Monthly Fee: $333
       Tax: $6,617 (2024)
    Community: Veranda Palms
    Single Family


    Estimated Monthly Payment: $3,813 (change assumption)
    Mortgage ($2,929) + Fees ($333) + Taxes in 2024 ($551)


    Taxes:$6,617

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744

    $597,00011 Days on yellowkey   MLS ID: S5150202

    For Sale S5150202 - 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2024
    Monthly Fee: $80
       Tax: $4,873 (2025)
    Community: Seasons At Big Sky Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,757 (change assumption)
    Mortgage ($3,271) + Fees ($80) + Taxes in 2025 ($406)


    Taxes:$4,873

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1726 GOLFVIEW DR, KISSIMMEE, FL 34746

    $385,0009 Days on yellowkey   MLS ID: O6409602

    For Sale O6409602 - 1726 GOLFVIEW DR, KISSIMMEE, FL 34746 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 1996
    Monthly Fee: $24
       Tax: $6,026 (2025)
    Community: Overoaks Rep 1
    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($2,110) + Fees ($24) + Taxes in 2025 ($502)


    Taxes:$6,026

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 294 MARCELLO BLVD, KISSIMMEE, FL 34746

    $939,00014 Days on yellowkey   MLS ID: O6408098

    For Sale O6408098 - 294 MARCELLO BLVD, KISSIMMEE, FL 34746 46 photos

    Bed: 12   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 4762
       Built: 2023
    Monthly Fee: $324
       Tax: $13,139 (2025)
    Community: Bellavida Ph 2B
    Single Family


    Estimated Monthly Payment: $6,564 (change assumption)
    Mortgage ($5,145) + Fees ($324) + Taxes in 2025 ($1,095)


    Taxes:$13,139

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1408 ORLANDO PL, KISSIMMEE, FL 34759

    $215,0003 Days on yellowkey   MLS ID: O6411032

    0 Days Off yellowkey (back on 5/28/2026)

    REDUCED by $10,000 (4.4%) on 05/27/2026

    For Sale O6411032 - 1408 ORLANDO PL, KISSIMMEE, FL 34759 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1684
       Built: 2005
    Monthly Fee: $83
       Tax: $1,165 (2025)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,358 (change assumption)
    Mortgage ($1,178) + Fees ($83) + Taxes in 2025 ($97)


    Taxes:$1,165

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 235 INDIAN WELLS AVE, KISSIMMEE, FL 34759

    $319,90064 Days on yellowkey   MLS ID: O6392454

    REDUCED by $5,000 (1.5%) on 05/27/2026

    For Sale O6392454 - 235 INDIAN WELLS AVE, KISSIMMEE, FL 34759 58 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2006
    Monthly Fee: $442
       Tax: $4,172 (2025)
    Community: Valencia At Solivita
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,542 (change assumption)
    Mortgage ($1,753) + Fees ($442) + Taxes in 2025 ($348)


    Taxes:$4,172

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1488 SOPHIE WAY, KISSIMMEE, FL 34744

    $399,00047 Days on yellowkey   MLS ID: S5147658

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale S5147658 - 1488 SOPHIE WAY, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1552
       Built: 1993
    Monthly Fee: $33
       Tax: $713 (2025)
    Community: Westminster Gardens Ph 1
    Single Family


    Estimated Monthly Payment: $2,279 (change assumption)
    Mortgage ($2,186) + Fees ($33) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1105 INDIAN RIDGE TRL E, KISSIMMEE, FL 34747

    $329,00015 Days on yellowkey   MLS ID: O6407754

    3 Days Off yellowkey (back on 5/28/2026)

    For Sale O6407754 - 1105 INDIAN RIDGE TRL E, KISSIMMEE, FL 34747 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 1988
    Monthly Fee: $6
       Tax: $2,836 (2025)
    Community: Indian Ridge Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,045 (change assumption)
    Mortgage ($1,803) + Fees ($6) + Taxes in 2025 ($236)


    Taxes:$2,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,00078 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 200 GARNET AVE, KISSIMMEE, FL 34758

    $332,000172 Days on yellowkey   MLS ID: O6366061

    0 Days Off yellowkey (back on 5/28/2026)

    REDUCED by $4,000 (1.2%) on 05/13/2026

    For Sale O6366061 - 200 GARNET AVE, KISSIMMEE, FL 34758 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2022
    Monthly Fee: $85
       Tax: $5,244 (2024)
    Community: Stepping Stone Pod A Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,341 (change assumption)
    Mortgage ($1,819) + Fees ($85) + Taxes in 2024 ($437)


    Taxes:$5,244

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $665,00086 Days on yellowkey   MLS ID: O6386876

    REDUCED by $14,000 (2.1%) on 05/26/2026

    For Sale O6386876 - 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2005
    Monthly Fee: $195
       Tax: $7,062 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,427 (change assumption)
    Mortgage ($3,644) + Fees ($195) + Taxes in 2025 ($589)


    Taxes:$7,062

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 348 JACKSONVILLE CT, KISSIMMEE, FL 34759

    $275,000220 Days on yellowkey   MLS ID: O6354075

    1 Days Off yellowkey (back on 5/28/2026)

    REDUCED by $5,000 (1.8%) on 05/19/2026

    For Sale O6354075 - 348 JACKSONVILLE CT, KISSIMMEE, FL 34759 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1590
       Built: 1986
    Monthly Fee: $25
       Tax: $2,963 (2024)
    Community: Poinciana Nbrhd 02 Village 03
    Single Family


    Estimated Monthly Payment: $1,779 (change assumption)
    Mortgage ($1,507) + Fees ($25) + Taxes in 2024 ($247)


    Taxes:$2,963

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 2661 AMES HAVEN RD, KISSIMMEE, FL 34744

    $425,83086 Days on yellowkey   MLS ID: S5145125

    REDUCED by $13,170 (3.0%) on 05/28/2026

    For Sale S5145125 - 2661 AMES HAVEN RD, KISSIMMEE, FL 34744 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1866
       Built: 1984   Tax: $4,502 (2025)
    Community: Emerald Lake Colony Unit 1
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,333) + Taxes in 2025 ($375)


    Taxes:$4,502

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3205 MURRAY HILL LOOP, KISSIMMEE, FL 34758

    $299,90041 Days on yellowkey   MLS ID: O6399734

    REDUCED by $15,000 (4.8%) on 05/19/2026

    FORECLOSURE O6399734 - 3205 MURRAY HILL LOOP, KISSIMMEE, FL 34758 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2006
    Monthly Fee: $52
       Tax: $2,327 (2025)
    Community: Doral Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,643) + Fees ($52) + Taxes in 2025 ($194)


    Taxes:$2,327

    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.