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Kissimmee Homes For Sale & Real Estate - 3322 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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  • 2858 PAYNES PRAIRIE CIR, KISSIMMEE, FL 34743

    $385,00036 Days on yellowkey   MLS ID: TB8508751

    REDUCED by $14,900 (3.7%) on 06/12/2026

    For Sale TB8508751 - 2858 PAYNES PRAIRIE CIR, KISSIMMEE, FL 34743 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2004
    Monthly Fee: $73
       Tax: $5,077 (2025)
    Community: Heritage Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $2,606 (change assumption)
    Mortgage ($2,110) + Fees ($73) + Taxes in 2025 ($423)


    Taxes:$5,077

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2835 OAKWATER DR #2835, KISSIMMEE, FL 34747

    $239,900192 Days on yellowkey   MLS ID: S5140240

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $100 (0.0%) on 05/09/2026

    For Sale S5140240 - 2835 OAKWATER DR #2835, KISSIMMEE, FL 34747 26 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1015
       Built: 2007
    Monthly Fee: $495
       Tax: $3,378 (2024)
    Community: Oakwater Condo Ph 20-23
    Condo


    Estimated Monthly Payment: $2,091 (change assumption)
    Mortgage ($1,314) + Fees ($495) + Taxes in 2024 ($282)


    Taxes:$3,378

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $459,00077 Days on yellowkey   MLS ID: O6397603

    REDUCED by $10,000 (2.1%) on 06/05/2026

    For Sale O6397603 - 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 38 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2565
       Built: 2004
    Monthly Fee: $175
       Tax: $8,133 (2025)
    Community: Cumbrian Lakes Residence Ph 3
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,515) + Fees ($175) + Taxes in 2025 ($678)


    Taxes:$8,133

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2260 RAPOLLO DR, KISSIMMEE, FL 34741

    $519,99013 Days on yellowkey   MLS ID: OM726419

    For Sale OM726419 - 2260 RAPOLLO DR, KISSIMMEE, FL 34741 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 2019
    Monthly Fee: $208
       Tax: $5,801 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($2,849) + Fees ($208) + Taxes in 2025 ($483)


    Taxes:$5,801

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8515 PALM HARBOR DR, KISSIMMEE, FL 34747

    $454,00051 Days on yellowkey   MLS ID: S5149105

    REDUCED by $21,000 (4.4%) on 06/12/2026

    For Sale S5149105 - 8515 PALM HARBOR DR, KISSIMMEE, FL 34747 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2005
    Monthly Fee: $115
       Tax: $5,725 (2025)
    Community: Emerald Island Resort Ph 5A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,488) + Fees ($115) + Taxes in 2025 ($477)


    Taxes:$5,725

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 2474 SWEETWATER CLUB CIR #101, KISSIMMEE, FL 34746

    $230,00013 Days on yellowkey   MLS ID: O6415917

    INCREASED by $11,000 (5.0%) on 06/12/2026

    For Sale O6415917 - 2474 SWEETWATER CLUB CIR #101, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1992
    Monthly Fee: $485
       Tax: $1,401 (2025)
    Community: Sweetwater Club Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,862 (change assumption)
    Mortgage ($1,260) + Fees ($485) + Taxes in 2025 ($117)


    Taxes:$1,401

    Elementary School: Kissimmee Elem

    High School: None

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1950 ANCESTRY TRL, KISSIMMEE, FL 34746

    $315,00062 Days on yellowkey   MLS ID: TB8500622

    For Sale TB8500622 - 1950 ANCESTRY TRL, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2020
    Monthly Fee: $155
       Tax: $5,876 (2025)
    Community: Storey Creek Ph 2A
    Single Family


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,726) + Fees ($155) + Taxes in 2025 ($490)


    Taxes:$5,876

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2831 OCONNELL DR, KISSIMMEE, FL 34741

    $469,000292 Days on yellowkey   MLS ID: S5133420

    2 Days Off yellowkey (back on 5/20/2026)

    For Sale S5133420 - 2831 OCONNELL DR, KISSIMMEE, FL 34741 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2287
       Built: 2005
    Monthly Fee: $82
       Tax: $2,296 (2024)
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,843 (change assumption)
    Mortgage ($2,570) + Fees ($82) + Taxes in 2024 ($191)


    Taxes:$2,296

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 206 AMBER WAY, KISSIMMEE, FL 34758

    $358,000153 Days on yellowkey   MLS ID: S5142349

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

    REDUCED by $26,900 (7.0%) on 05/04/2026

    For Sale S5142349 - 206 AMBER WAY, KISSIMMEE, FL 34758 61 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2168
       Built: 2023
    Monthly Fee: $75
       Tax: $4,536 (2025)
    Community: Stepping Stone Pod A Ph 2
    Single Family


    Estimated Monthly Payment: $2,415 (change assumption)
    Mortgage ($1,962) + Fees ($75) + Taxes in 2025 ($378)


    Taxes:$4,536

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2819 MAGUIRE DR, KISSIMMEE, FL 34741

    $389,95014 Days on yellowkey   MLS ID: O6413988

    For Sale O6413988 - 2819 MAGUIRE DR, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2004
    Monthly Fee: $100
       Tax: $6,509 (2025)
    Community: Cypress Reserve Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,779 (change assumption)
    Mortgage ($2,137) + Fees ($100) + Taxes in 2025 ($542)


    Taxes:$6,509

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7526 BLISS WAY #7526, KISSIMMEE, FL 34747

    $299,50035 Days on yellowkey   MLS ID: O6409040

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale O6409040 - 7526 BLISS WAY #7526, KISSIMMEE, FL 34747 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1427
       Built: 2007   Tax: $3,965 (2025)
    Community: Oakwater Ph 07-10 A Condo
    Condo


    Estimated Monthly Payment: $1,971 (change assumption)
    Mortgage ($1,641) + Taxes in 2025 ($330)


    Taxes:$3,965

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4417 CANOPY CT, KISSIMMEE, FL 34758

    $405,000114 Days on yellowkey   MLS ID: O6386701

    REDUCED by $17,000 (4.0%) on 06/12/2026

    For Sale O6386701 - 4417 CANOPY CT, KISSIMMEE, FL 34758 22 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2003
    Monthly Fee: $100
       Tax: $5,326 (2025)
    Community: Banyan Cove At Cypress Woods
    Single Family


    Estimated Monthly Payment: $2,763 (change assumption)
    Mortgage ($2,219) + Fees ($100) + Taxes in 2025 ($444)


    Taxes:$5,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3078 JULIET DR, KISSIMMEE, FL 34746

    $459,00046 Days on yellowkey   MLS ID: O6406391

    For Sale O6406391 - 3078 JULIET DR, KISSIMMEE, FL 34746 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2017
    Monthly Fee: $265
       Tax: $7,732 (2025)
    Community: Storey Lake
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($2,515) + Fees ($265) + Taxes in 2025 ($644)


    Taxes:$7,732

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 828 ABBEVILLE CT, KISSIMMEE, FL 34759

    $525,00013 Days on yellowkey   MLS ID: P4938953

    For Sale P4938953 - 828 ABBEVILLE CT, KISSIMMEE, FL 34759 24 photos

    Bed: 6   Bath: 0.0
    Liv Area Sq Ft: 2580
       Built: 2017
    Monthly Fee: $165
       Tax: $6,639 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Apartment


    Estimated Monthly Payment: $3,595 (change assumption)
    Mortgage ($2,877) + Fees ($165) + Taxes in 2025 ($553)


    Taxes:$6,639

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2951 TOP WATER WAY, KISSIMMEE, FL 34746

    $339,90023 Days on yellowkey   MLS ID: O6412467

    For Sale O6412467 - 2951 TOP WATER WAY, KISSIMMEE, FL 34746 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2016
    Monthly Fee: $168
       Tax: $4,965 (2025)
    Community: Shingle Crk Resrv At Oaks
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($1,862) + Fees ($168) + Taxes in 2025 ($414)


    Taxes:$4,965

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 447 HUNTER CIR, KISSIMMEE, FL 34758

    $259,99922 Days on yellowkey   MLS ID: O6411763

    For Sale O6411763 - 447 HUNTER CIR, KISSIMMEE, FL 34758 59 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1586
       Built: 1986
    Monthly Fee: $340
       Tax: $2,235 (2025)
    Community: Coopersmith Village
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,425) + Fees ($340) + Taxes in 2025 ($186)


    Taxes:$2,235

    Elementary School: Koa Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 3151 PARADOX CIR #401, KISSIMMEE, FL 34746

    $290,000145 Days on yellowkey   MLS ID: O6378222

    0 Days Off yellowkey (back on 3/13/2026)

    For Sale O6378222 - 3151 PARADOX CIR #401, KISSIMMEE, FL 34746 18 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1186
       Built: 2021
    Monthly Fee: $855
       Tax: $5,663 (2025)
    Community: The Terraces At Storey Lake Condo 3 Ph 9
    Condo


    Estimated Monthly Payment: $2,916 (change assumption)
    Mortgage ($1,589) + Fees ($855) + Taxes in 2025 ($472)


    Taxes:$5,663

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4561 NOBLE ST, KISSIMMEE, FL 34746

    $329,990210 Days on yellowkey   MLS ID: TB8451877

    4 Days Off yellowkey (back on 6/12/2026)

    For Sale TB8451877 - 4561 NOBLE ST, KISSIMMEE, FL 34746 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2025
    Monthly Fee: $60
       Tax: $995 (2025)
    Community: Ham Brown Reserve Ph 1A, 1B, 1C & 1D
    Single Family


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,808) + Fees ($60) + Taxes in 2025 ($83)


    Taxes:$995

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 7667 OTTERSPOOL ST, KISSIMMEE, FL 34747

    $449,00020 Days on yellowkey   MLS ID: S5151169

    For Sale S5151169 - 7667 OTTERSPOOL ST, KISSIMMEE, FL 34747 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2005
    Monthly Fee: $169
       Tax: $5,064 (2025)
    Community: Windsor Hills Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,051 (change assumption)
    Mortgage ($2,460) + Fees ($169) + Taxes in 2025 ($422)


    Taxes:$5,064

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4501 MONADO DR, KISSIMMEE, FL 34746

    $565,000561 Days on yellowkey   MLS ID: O6263041

    For Sale O6263041 - 4501 MONADO DR, KISSIMMEE, FL 34746 52 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2019
    Monthly Fee: $346
       Tax: $8,111 (2023)
    Community: Bellavida Ph 2A
    Single Family


    Estimated Monthly Payment: $4,118 (change assumption)
    Mortgage ($3,096) + Fees ($346) + Taxes in 2023 ($676)


    Taxes:$8,111

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2023

    Middle School: Kissimmee Middle




Why Bother Searching Elsewhere for Kissimmee Homes for Sale and Other Real Estate?

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.