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Kissimmee Single Family Homes For Sale - 2086 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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  • 4492 MONADO DR, KISSIMMEE, FL 34746

    $740,000325 Days on yellowkey   MLS ID: O6332640

    For Sale O6332640 - 4492 MONADO DR, KISSIMMEE, FL 34746 25 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3805
       Built: 2020
    Monthly Fee: $400
       Tax: $9,154 (2024)
    Community: Bellavida Ph 2C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,218 (change assumption)
    Mortgage ($4,055) + Fees ($400) + Taxes in 2024 ($763)


    Taxes:$9,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2346 LILY PAD LN, KISSIMMEE, FL 34743

    $354,888114 Days on yellowkey   MLS ID: S5143818

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $3,000 (0.8%) on 04/16/2026

    For Sale S5143818 - 2346 LILY PAD LN, KISSIMMEE, FL 34743 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1481
       Built: 1997
    Monthly Fee: $28
       Tax: $3,115 (2025)
    Community: Shannon Lakes
    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($1,945) + Fees ($28) + Taxes in 2025 ($260)


    Taxes:$3,115

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 801 GOLDEN BEAR DR, KISSIMMEE, FL 34747

    $1,385,000247 Days on yellowkey   MLS ID: S5136960

    For Sale S5136960 - 801 GOLDEN BEAR DR, KISSIMMEE, FL 34747 92 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3428
       Built: 2021
    Monthly Fee: $583
       Tax: $15,045 (2024)
    Community: Reunion Resort & Golf Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,426 (change assumption)
    Mortgage ($7,589) + Fees ($583) + Taxes in 2024 ($1,254)


    Taxes:$15,045

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2678 CALISTOGA AVE, KISSIMMEE, FL 34741

    $650,00049 Days on yellowkey   MLS ID: O6405139

    For Sale O6405139 - 2678 CALISTOGA AVE, KISSIMMEE, FL 34741 50 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3067
       Built: 2015
    Monthly Fee: $504
       Tax: $10,160 (2025)
    Community: Sonoma Resort At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $4,912 (change assumption)
    Mortgage ($3,562) + Fees ($504) + Taxes in 2025 ($847)


    Taxes:$10,160

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 151 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $450,000165 Days on yellowkey   MLS ID: O6372170

    For Sale O6372170 - 151 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 46 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1940
       Built: 2004
    Monthly Fee: $93
       Tax: $5,445 (2025)
    Community: Terra Verde Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,466) + Fees ($93) + Taxes in 2025 ($454)


    Taxes:$5,445

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3223 OLIVIA BREEZE DR, KISSIMMEE, FL 34746

    $360,00090 Days on yellowkey   MLS ID: C7523993

    0 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $5,000 (1.4%) on 05/07/2026

    For Sale C7523993 - 3223 OLIVIA BREEZE DR, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2037
       Built: 2017
    Monthly Fee: $17
       Tax: $7,754 (2025)
    Community: Concorde Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($1,973) + Fees ($17) + Taxes in 2025 ($646)


    Taxes:$7,754

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8550 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $529,99956 Days on yellowkey   MLS ID: S5148879

    For Sale S5148879 - 8550 SUNRISE KEY DR, KISSIMMEE, FL 34747 68 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $115
       Tax: $6,454 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($2,904) + Fees ($115) + Taxes in 2025 ($538)


    Taxes:$6,454

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2721 LIDO KEY DR, KISSIMMEE, FL 34747

    $450,00072 Days on yellowkey   MLS ID: O6397773

    For Sale O6397773 - 2721 LIDO KEY DR, KISSIMMEE, FL 34747 71 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2004
    Monthly Fee: $367
       Tax: $5,199 (2025)
    Community: Emerald Island Resort Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,266 (change assumption)
    Mortgage ($2,466) + Fees ($367) + Taxes in 2025 ($433)


    Taxes:$5,199

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2034 FLEMING MIST PL, KISSIMMEE, FL 34747

    $539,800408 Days on yellowkey   MLS ID: O6308354

    For Sale O6308354 - 2034 FLEMING MIST PL, KISSIMMEE, FL 34747 47 photos

    Bed: 5   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2748
       Built: 2022
    Monthly Fee: $503
       Tax: $8,233 (2024)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $4,147 (change assumption)
    Mortgage ($2,958) + Fees ($503) + Taxes in 2024 ($686)


    Taxes:$8,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 442 TAMARIND PARKE LN, KISSIMMEE, FL 34758

    $390,00061 Days on yellowkey   MLS ID: S5148605

    REDUCED by $20,000 (4.9%) on 05/13/2026

    For Sale S5148605 - 442 TAMARIND PARKE LN, KISSIMMEE, FL 34758 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 2000
    Monthly Fee: $33
       Tax: $2,448 (2025)
    Community: Tamarind Parke At Cypress Woods Unit 1
    Single Family


    Estimated Monthly Payment: $2,374 (change assumption)
    Mortgage ($2,137) + Fees ($33) + Taxes in 2025 ($204)


    Taxes:$2,448

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 137 MAPLE DR W, KISSIMMEE, FL 34759

    $299,990494 Days on yellowkey   MLS ID: O6281398

    INCREASED by $10,000 (3.4%) on 05/13/2026

    For Sale O6281398 - 137 MAPLE DR W, KISSIMMEE, FL 34759 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1273
       Built: 2025
    Monthly Fee: $90
       Tax: $299 (2024)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,759 (change assumption)
    Mortgage ($1,644) + Fees ($90) + Taxes in 2024 ($25)


    Taxes:$299

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 1438 LONDRA LN, KISSIMMEE, FL 34744

    $425,000271 Days on yellowkey   MLS ID: S5135117

    0 Days Off yellowkey (back on 5/12/2026)

    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
    Spa: No

    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


  • 8398 HAPPY TRL, KISSIMMEE, FL 34747

    $2,200,00076 Days on yellowkey   MLS ID: O6396464

    For Sale O6396464 - 8398 HAPPY TRL, KISSIMMEE, FL 34747 61 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3667
       Built: 2024
    Monthly Fee: $50
       Tax: $10,852 (2025)
    Community: Happy Trails Units 1 & 2 Unrec
    Single Family


    Estimated Monthly Payment: $13,009 (change assumption)
    Mortgage ($12,054) + Fees ($50) + Taxes in 2025 ($904)


    Taxes:$10,852

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1466 WOODMONT BLVD, KISSIMMEE, FL 34746

    $499,99943 Days on yellowkey   MLS ID: O6407267

    For Sale O6407267 - 1466 WOODMONT BLVD, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2155
       Built: 2024
    Monthly Fee: $124
       Tax: $6,151 (2025)
    Community: Cypress Hammock Ph 2
    Single Family


    Estimated Monthly Payment: $3,376 (change assumption)
    Mortgage ($2,740) + Fees ($124) + Taxes in 2025 ($513)


    Taxes:$6,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1607 TAIL FEATHER DR, KISSIMMEE, FL 34746

    $369,00043 Days on yellowkey   MLS ID: O6406573

    For Sale O6406573 - 1607 TAIL FEATHER DR, KISSIMMEE, FL 34746 52 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2301
       Built: 2003
    Monthly Fee: $175
       Tax: $6,207 (2025)
    Community: Eagles Nest At The Oaks
    Single Family


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,022) + Fees ($175) + Taxes in 2025 ($517)


    Taxes:$6,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2609 CLEAR NIGHT AVE, KISSIMMEE, FL 34744

    $495,140386 Days on yellowkey   MLS ID: O6314894

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

    For Sale O6314894 - 2609 CLEAR NIGHT AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2025
    Monthly Fee: $10
       Tax: $917 (2024)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,713) + Fees ($10) + Taxes in 2024 ($76)


    Taxes:$917

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 377 VESTRELLA DR, KISSIMMEE, FL 34759

    $329,50077 Days on yellowkey   MLS ID: S5147380

    REDUCED by $400 (0.1%) on 05/10/2026

    For Sale S5147380 - 377 VESTRELLA DR, KISSIMMEE, FL 34759 12 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1577
       Built: 2020
    Monthly Fee: $263
       Tax: $4,487 (2025)
    Community: Solivita Ph 7F
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,442 (change assumption)
    Mortgage ($1,805) + Fees ($263) + Taxes in 2025 ($374)


    Taxes:$4,487

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 210 PENDANT CT, KISSIMMEE, FL 34747

    $527,00049 Days on yellowkey   MLS ID: O6404820

    REDUCED by $10,000 (1.9%) on 05/12/2026

    For Sale O6404820 - 210 PENDANT CT, KISSIMMEE, FL 34747 16 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2570
       Built: 2016
    Monthly Fee: $570
       Tax: $10,393 (2025)
    Community: Reunion West
    Single Family


    Estimated Monthly Payment: $4,324 (change assumption)
    Mortgage ($2,888) + Fees ($570) + Taxes in 2025 ($866)


    Taxes:$10,393

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2926 FORAKER WAY, KISSIMMEE, FL 34758

    $340,000253 Days on yellowkey   MLS ID: TB8437694

    REDUCED by $9,999 (2.9%) on 05/12/2026

    For Sale TB8437694 - 2926 FORAKER WAY, KISSIMMEE, FL 34758 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2004
    Monthly Fee: $33
       Tax: $1,532 (2024)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,863) + Fees ($33) + Taxes in 2024 ($128)


    Taxes:$1,532

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3879 SHORESIDE DR, KISSIMMEE, FL 34746

    $495,90088 Days on yellowkey   MLS ID: O6393484

    REDUCED by $54,000 (9.8%) on 05/10/2026

    For Sale O6393484 - 3879 SHORESIDE DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3188
       Built: 2016
    Monthly Fee: $310
       Tax: $8,124 (2025)
    Community: Bellalago Ph 4K
    Single Family


    Estimated Monthly Payment: $3,704 (change assumption)
    Mortgage ($2,717) + Fees ($310) + Taxes in 2025 ($677)


    Taxes:$8,124

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.