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Kissimmee Homes For Sale & Real Estate - 3201 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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  • 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744

    $385,00038 Days on yellowkey   MLS ID: S5148768

    REDUCED by $4,900 (1.3%) on 06/02/2026

    SHORT SALE S5148768 - 1844 BRIGHT SKY DR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1795
       Built: 2025
    Monthly Fee: $7
       Tax: $2,686 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $2,340 (change assumption)
    Mortgage ($2,110) + Fees ($7) + Taxes in 2025 ($224)


    Taxes:$2,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4842 ASHURST ST, KISSIMMEE, FL 34758

    $365,00043 Days on yellowkey   MLS ID: R4911131

    INCREASED by $15,100 (4.3%) on 06/02/2026

    For Sale R4911131 - 4842 ASHURST ST, KISSIMMEE, FL 34758 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2014
    Monthly Fee: $53
       Tax: $2,778 (2025)
    Community: Doral Pointe North
    Single Family


    Estimated Monthly Payment: $2,284 (change assumption)
    Mortgage ($2,000) + Fees ($53) + Taxes in 2025 ($232)


    Taxes:$2,778

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 7 WESTCHESTER DR, KISSIMMEE, FL 34744

    $434,000383 Days on yellowkey   MLS ID: O6309992

    1 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $5,000 (1.1%) on 04/16/2026

    For Sale O6309992 - 7 WESTCHESTER DR, KISSIMMEE, FL 34744 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1962   Tax: $1,988 (2024)
    Community: Fairlawn Manor
    Single Family


    Estimated Monthly Payment: $2,544 (change assumption)
    Mortgage ($2,378) + Taxes in 2024 ($166)


    Taxes:$1,988

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2494 SWEETWATER CLUB CIR #52, KISSIMMEE, FL 34746

    $225,000156 Days on yellowkey   MLS ID: O6370306

    For Sale O6370306 - 2494 SWEETWATER CLUB CIR #52, KISSIMMEE, FL 34746 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1220
       Built: 1992
    Monthly Fee: $450
       Tax: $2,857 (2025)
    Community: Sweetwater Club; A Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,233) + Fees ($450) + Taxes in 2025 ($238)


    Taxes:$2,857

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 9029 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747

    $850,000192 Days on yellowkey   MLS ID: O6363130

    For Sale O6363130 - 9029 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747 42 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2018
    Monthly Fee: $726
       Tax: $11,229 (2024)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,319 (change assumption)
    Mortgage ($4,657) + Fees ($726) + Taxes in 2024 ($936)


    Taxes:$11,229

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1005 LAKE BERKLEY DR, KISSIMMEE, FL 34746

    $459,000316 Days on yellowkey   MLS ID: O6329552

    For Sale O6329552 - 1005 LAKE BERKLEY DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2000
    Monthly Fee: $138
       Tax: $5,144 (2024)
    Community: Lake Berkley Resort Ph 02
    Single Family


    Estimated Monthly Payment: $3,082 (change assumption)
    Mortgage ($2,515) + Fees ($138) + Taxes in 2024 ($429)


    Taxes:$5,144

    Elementary School: Kissimmee Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1808 FOXHALL CIR #1808, KISSIMMEE, FL 34741

    $229,900132 Days on yellowkey   MLS ID: S5142422

    REDUCED by $3,099 (1.3%) on 06/02/2026

    For Sale S5142422 - 1808 FOXHALL CIR #1808, KISSIMMEE, FL 34741 9 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1074
       Built: 1985
    Monthly Fee: $360
       Tax: $2,681 (2025)
    Community: Foxhall Condoph 4
    Condo


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,260) + Fees ($360) + Taxes in 2025 ($223)


    Taxes:$2,681

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 604 TAMARIN LN, KISSIMMEE, FL 34759

    $384,99092 Days on yellowkey   MLS ID: S5145138

    REDUCED by $10,000 (2.5%) on 06/02/2026

    For Sale S5145138 - 604 TAMARIN LN, KISSIMMEE, FL 34759 40 photos

    Bed: 6   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2793
       Built: 2003
    Monthly Fee: $21
       Tax: $4,570 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($2,109) + Fees ($21) + Taxes in 2025 ($381)


    Taxes:$4,570

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3040 CARDILLINO WAY, KISSIMMEE, FL 34741

    $610,000485 Days on yellowkey   MLS ID: S5120036

    For Sale S5120036 - 3040 CARDILLINO WAY, KISSIMMEE, FL 34741 45 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3105
       Built: 2018
    Monthly Fee: $246
       Tax: $9,754 (2023)
    Community: Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $4,401 (change assumption)
    Mortgage ($3,342) + Fees ($246) + Taxes in 2023 ($813)


    Taxes:$9,754

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2940 SIMILE ST, KISSIMMEE, FL 34746

    $799,900136 Days on yellowkey   MLS ID: O6375366

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6375366 - 2940 SIMILE ST, KISSIMMEE, FL 34746 51 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $564
       Tax: $13,207 (2025)
    Community: Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,047 (change assumption)
    Mortgage ($4,383) + Fees ($564) + Taxes in 2025 ($1,101)


    Taxes:$13,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2901 FABLE ST, KISSIMMEE, FL 34746

    $810,000210 Days on yellowkey   MLS ID: O6358672

    REDUCED by $40,000 (4.7%) on 05/22/2026

    For Sale O6358672 - 2901 FABLE ST, KISSIMMEE, FL 34746 82 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4303
       Built: 2018
    Monthly Fee: $259
       Tax: $13,758 (2024)
    Community: Storey Lake Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,844 (change assumption)
    Mortgage ($4,438) + Fees ($259) + Taxes in 2024 ($1,147)


    Taxes:$13,758

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1425 RIVIERA DR, KISSIMMEE, FL 34744

    $944,90092 Days on yellowkey   MLS ID: O6386384

    For Sale O6386384 - 1425 RIVIERA DR, KISSIMMEE, FL 34744 82 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4654
       Built: 2002
    Monthly Fee: $183
       Tax: $7,220 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,962 (change assumption)
    Mortgage ($5,177) + Fees ($183) + Taxes in 2025 ($602)


    Taxes:$7,220

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 302 FERRARA CT, KISSIMMEE, FL 34758

    $260,00050 Days on yellowkey   MLS ID: S5147942

    REDUCED by $19,500 (7.0%) on 06/01/2026

    For Sale S5147942 - 302 FERRARA CT, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2002
    Monthly Fee: $100
       Tax: $4,237 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $1,878 (change assumption)
    Mortgage ($1,425) + Fees ($100) + Taxes in 2025 ($353)


    Taxes:$4,237

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1350 ROCKY RD, KISSIMMEE, FL 34744

    $325,00028 Days on yellowkey   MLS ID: O6405639

    For Sale O6405639 - 1350 ROCKY RD, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1108
       Built: 1983   Tax: $4,613 (2025)
    Community: Pebble Creek
    Single Family


    Estimated Monthly Payment: $2,165 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($384)


    Taxes:$4,613

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2379 DISTANT SUN TRL, KISSIMMEE, FL 34747

    $630,000382 Days on yellowkey   MLS ID: O6310504

    For Sale O6310504 - 2379 DISTANT SUN TRL, KISSIMMEE, FL 34747 66 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2304
       Built: 2024
    Monthly Fee: $660
       Tax: $1,500 (2024)
    Community: Solara Ph 3 Rep
    Spa: No

    Townhouse


    Estimated Monthly Payment: $4,237 (change assumption)
    Mortgage ($3,452) + Fees ($660) + Taxes in 2024 ($125)


    Taxes:$1,500

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $359,9008 Days on yellowkey   MLS ID: TB8512342

    For Sale TB8512342 - 3236 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $4,936 (2025)
    Community: Cranes Cove Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,440 (change assumption)
    Mortgage ($1,972) + Fees ($57) + Taxes in 2025 ($411)


    Taxes:$4,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2834 CLUB CORTILE CIR, KISSIMMEE, FL 34746

    $260,00038 Days on yellowkey   MLS ID: V4948776

    REDUCED by $10,000 (3.7%) on 06/02/2026

    For Sale V4948776 - 2834 CLUB CORTILE CIR, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1880
       Built: 2007
    Monthly Fee: $356
       Tax: $3,550 (2025)
    Community: Club Cortile
    Townhouse


    Estimated Monthly Payment: $2,076 (change assumption)
    Mortgage ($1,425) + Fees ($356) + Taxes in 2025 ($296)


    Taxes:$3,550

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3050 PIRATES RETREAT CT #408, KISSIMMEE, FL 34747

    $204,90030 Days on yellowkey   MLS ID: O6404877

    For Sale O6404877 - 3050 PIRATES RETREAT CT #408, KISSIMMEE, FL 34747 80 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1445
       Built: 2007
    Monthly Fee: $799
       Tax: $3,275 (2024)
    Community: Caribe Cove Ph 02 Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,123) + Fees ($799) + Taxes in 2024 ($273)


    Taxes:$3,275

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 1636 BARBERRY DR, KISSIMMEE, FL 34744

    $560,000102 Days on yellowkey   MLS ID: S5144068

    For Sale S5144068 - 1636 BARBERRY DR, KISSIMMEE, FL 34744 65 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2851
       Built: 2023
    Monthly Fee: $11
       Tax: $7,432 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,699 (change assumption)
    Mortgage ($3,068) + Fees ($11) + Taxes in 2025 ($619)


    Taxes:$7,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741

    $335,500275 Days on yellowkey   MLS ID: O6341345

    REDUCED by $400 (0.1%) on 06/02/2026

    For Sale O6341345 - 2320 PEBBLE BROOK RD, KISSIMMEE, FL 34741 24 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1393
       Built: 1989
    Monthly Fee: $44
       Tax: $534 (2024)
    Community: Plantation
    Single Family


    Estimated Monthly Payment: $1,927 (change assumption)
    Mortgage ($1,838) + Fees ($44) + Taxes in 2024 ($45)


    Taxes:$534

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.