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Kissimmee Homes For Sale & Real Estate - 3298 homes

Kissimmee homes for sale are located in Osceola County, Florida. Find homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee houses.

Location: Kissimmee

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  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $545,00066 Days on yellowkey   MLS ID: S5147254

    REDUCED by $4,000 (0.7%) on 06/13/2026

    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: $3,193 (change assumption)
    Mortgage ($2,986) + 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)


  • 505 MILLIFIORA LN, KISSIMMEE, FL 34759

    $279,00080 Days on yellowkey   MLS ID: G5110117

    REDUCED by $11,000 (3.8%) on 05/05/2026

    For Sale G5110117 - 505 MILLIFIORA LN, KISSIMMEE, FL 34759 14 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1548
       Built: 2007
    Monthly Fee: $176
       Tax: $4,540 (2024)
    Community: Solivita Ph 03A
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,529) + Fees ($176) + Taxes in 2024 ($378)


    Taxes:$4,540

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741

    $325,00037 Days on yellowkey   MLS ID: S5149525

    REDUCED by $20,000 (5.8%) on 06/08/2026

    For Sale S5149525 - 3234 RIVER BRANCH CIR, KISSIMMEE, FL 34741 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2000
    Monthly Fee: $342
       Tax: $4,615 (2025)
    Community: Sterling Park At Stonefield
    Townhouse


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($1,781) + Fees ($342) + Taxes in 2025 ($385)


    Taxes:$4,615

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7712 GRABEN ST, KISSIMMEE, FL 34747

    $620,00059 Days on yellowkey   MLS ID: O6391521

    2 Days Off yellowkey (back on 4/23/2026)

    For Sale O6391521 - 7712 GRABEN ST, KISSIMMEE, FL 34747 52 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2018
    Monthly Fee: $857
       Tax: $12,109 (2025)
    Community: Reunion West Ph 2B West
    Single Family


    Estimated Monthly Payment: $5,263 (change assumption)
    Mortgage ($3,397) + Fees ($857) + Taxes in 2025 ($1,009)


    Taxes:$12,109

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 4698 CORAL HARBOUR RD, KISSIMMEE, FL 34758

    $439,900113 Days on yellowkey   MLS ID: O6381714

    REDUCED by $100 (0.0%) on 06/13/2026

    For Sale O6381714 - 4698 CORAL HARBOUR RD, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 2025
    Monthly Fee: $125

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $2,535 (change assumption)
    Mortgage ($2,410) + Fees ($125) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Sunrise Elementary

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2159 LIMESTONE TRL, KISSIMMEE, FL 34747

    $982,0001 Day on yellowkey   MLS ID: S5151700

    For Sale S5151700 - 2159 LIMESTONE TRL, KISSIMMEE, FL 34747 8 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2562
       Built: 2023
    Monthly Fee: $407
       Tax: $11,449 (2025)
    Community: Four Seasons At Orlando Ph 3C & 3D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,742 (change assumption)
    Mortgage ($5,381) + Fees ($407) + Taxes in 2025 ($954)


    Taxes:$11,449

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5263 IMAGES CIR #306, KISSIMMEE, FL 34746

    $125,0002 Days on yellowkey   MLS ID: O6415620

    0 Days Off yellowkey (back on 6/13/2026)

    For Sale O6415620 - 5263 IMAGES CIR #306, KISSIMMEE, FL 34746 34 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 665
       Built: 1990
    Monthly Fee: $594
       Tax: $1,739 (2025)
    Community: Images Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,424 (change assumption)
    Mortgage ($685) + Fees ($594) + Taxes in 2025 ($145)


    Taxes:$1,739

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1425 NELSON BROOK WAY, KISSIMMEE, FL 34759

    $330,00032 Days on yellowkey   MLS ID: V4949026

    REDUCED by $10,000 (2.9%) on 06/13/2026

    SHORT SALE V4949026 - 1425 NELSON BROOK WAY, KISSIMMEE, FL 34759 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 2006
    Monthly Fee: $93
       Tax: $3,500 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,193 (change assumption)
    Mortgage ($1,808) + Fees ($93) + Taxes in 2025 ($292)


    Taxes:$3,500

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2709 MANESTY LN, KISSIMMEE, FL 34747

    $635,0002 Days on yellowkey   MLS ID: O6415823

    For Sale O6415823 - 2709 MANESTY LN, KISSIMMEE, FL 34747 50 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2006
    Monthly Fee: $171
       Tax: $8,100 (2025)
    Community: Windsor Hills Phase Three
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,325 (change assumption)
    Mortgage ($3,479) + Fees ($171) + Taxes in 2025 ($675)


    Taxes:$8,100

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2559 RELAXING LN, KISSIMMEE, FL 34744

    $335,0001 Day on yellowkey   MLS ID: O6416641

    For Sale O6416641 - 2559 RELAXING LN, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1603
       Built: 2023
    Monthly Fee: $147
       Tax: $6,276 (2025)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,506 (change assumption)
    Mortgage ($1,836) + Fees ($147) + Taxes in 2025 ($523)


    Taxes:$6,276

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2260 TRADEWINDS DR, KISSIMMEE, FL 34746

    $442,0001 Day on yellowkey   MLS ID: O6416638

    FORECLOSURE O6416638 - 2260 TRADEWINDS DR, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2944
       Built: 2007
    Monthly Fee: $11
       Tax: $8,168 (2025)
    Community: Concorde Estates Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,114 (change assumption)
    Mortgage ($2,422) + Fees ($11) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2685 ROBIN AVE, KISSIMMEE, FL 34744

    $346,0001 Day on yellowkey   MLS ID: S5151844

    For Sale S5151844 - 2685 ROBIN AVE, KISSIMMEE, FL 34744 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1661
       Built: 1974   Tax: $1,560 (2025)
    Community: Emerald Lake Colony Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,896) + Taxes in 2025 ($130)


    Taxes:$1,560

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4715 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $458,0001 Day on yellowkey   MLS ID: O6416489

    For Sale O6416489 - 4715 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1902
       Built: 2003
    Monthly Fee: $175
       Tax: $6,529 (2025)
    Community: Cumbrian Lakes Resort Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,510) + Fees ($175) + Taxes in 2025 ($544)


    Taxes:$6,529

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3200 CASA DEL REY AVE, KISSIMMEE, FL 34746

    $364,9002 Days on yellowkey   MLS ID: O6416502

    For Sale O6416502 - 3200 CASA DEL REY AVE, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 2020
    Monthly Fee: $65
       Tax: $3,589 (2025)
    Community: Casa Bella
    Single Family


    Estimated Monthly Payment: $2,363 (change assumption)
    Mortgage ($1,999) + Fees ($65) + Taxes in 2025 ($299)


    Taxes:$3,589

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5544 GUAVA CT, KISSIMMEE, FL 34758

    $425,4802 Days on yellowkey   MLS ID: O6416504

    For Sale O6416504 - 5544 GUAVA CT, 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: $2,456 (change assumption)
    Mortgage ($2,331) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $299,0002 Days on yellowkey   MLS ID: O6416435

    For Sale O6416435 - 2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 1 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1394
       Built: 2022
    Monthly Fee: $468
       Tax: $7,689 (2025)
    Community: Rolling Oaks Ph 7
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,747 (change assumption)
    Mortgage ($1,638) + Fees ($468) + Taxes in 2025 ($641)


    Taxes:$7,689

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4700 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $425,0002 Days on yellowkey   MLS ID: O6416389

    For Sale O6416389 - 4700 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2003
    Monthly Fee: $175
       Tax: $6,104 (2025)
    Community: Cumbrian Lakes Resort Ph 2
    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,329) + Fees ($175) + Taxes in 2025 ($509)


    Taxes:$6,104

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Harmony Middle


  • 100 MEDITERRANEAN CT, KISSIMMEE, FL 34758

    $344,9902 Days on yellowkey   MLS ID: O6416414

    For Sale O6416414 - 100 MEDITERRANEAN CT, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $82
       Tax: $762 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,890) + Fees ($82) + Taxes in 2025 ($64)


    Taxes:$762

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4250 LAKE AVE, KISSIMMEE, FL 34746

    $368,9001 Day on yellowkey   MLS ID: O6416362

    For Sale O6416362 - 4250 LAKE AVE, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1850
       Built: 1967   Tax: $1,098 (2025)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($2,021) + Taxes in 2025 ($92)


    Taxes:$1,098

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3003 BIRD OF PARADISE LN, KISSIMMEE, FL 34747

    $250,0001 Day on yellowkey   MLS ID: O6416279

    For Sale O6416279 - 3003 BIRD OF PARADISE LN, KISSIMMEE, FL 34747 63 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1161
       Built: 2011
    Monthly Fee: $594
       Tax: $3,506 (2025)
    Community: Encantada Ph 2
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($1,370) + Fees ($594) + Taxes in 2025 ($292)


    Taxes:$3,506

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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Kissimmee home, townhome, condo, villa, and other listing sales 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 houses for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. 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 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.