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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Kissimmee - 1840 properties found

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  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $425,00053 Days on yellowkey   MLS ID: O6390445

    REDUCED by $10,000 (2.3%) on 04/29/2026

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 2005
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7800 SOMERSWORTH DR, KISSIMMEE, FL 34747

    $395,00099 Days on yellowkey   MLS ID: O6375493

    1 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $3,000 (0.8%) on 04/21/2026

    For Sale O6375493 - 7800 SOMERSWORTH DR, KISSIMMEE, FL 34747 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1570
       Built: 2023
    Monthly Fee: $581
       Tax: $8,738 (2025)
    Community: Reunion Village
    Single Family


    Estimated Monthly Payment: $3,473 (change assumption)
    Mortgage ($2,164) + Fees ($581) + Taxes in 2025 ($728)


    Taxes:$8,738

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2540 WINNERS CIR, KISSIMMEE, FL 34744

    $739,00075 Days on yellowkey   MLS ID: O6382446

    For Sale O6382446 - 2540 WINNERS CIR, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3246
       Built: 2000   Tax: $3,688 (2025)
    Community: Winners Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,357 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2615 CECILE ST, KISSIMMEE, FL 34741

    $369,000109 Days on yellowkey   MLS ID: S5141774

    For Sale S5141774 - 2615 CECILE ST, KISSIMMEE, FL 34741 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1532
       Built: 1972   Tax: $3,048 (2025)
    Community: Orange Gardens Sec 4
    Single Family


    Estimated Monthly Payment: $2,276 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($254)


    Taxes:$3,048

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 268 AZALEA DR, KISSIMMEE, FL 34743

    $339,00099 Days on yellowkey   MLS ID: S5142381

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale S5142381 - 268 AZALEA DR, KISSIMMEE, FL 34743 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1238
       Built: 1979   Tax: $4,137 (2025)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $2,202 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($345)


    Taxes:$4,137

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1420 EMERALD DR, KISSIMMEE, FL 34744

    $499,00061 Days on yellowkey   MLS ID: O6386884

    For Sale O6386884 - 1420 EMERALD DR, KISSIMMEE, FL 34744 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 1973   Tax: $3,310 (2025)
    Community: Emerald Lake Colony Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,010 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 5518 PIMENTA CT, KISSIMMEE, FL 34758

    $325,65032 Days on yellowkey   MLS ID: O6396213

    For Sale O6396213 - 5518 PIMENTA CT, KISSIMMEE, FL 34758 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2026
    Monthly Fee: $125

    Community: Westview 40S Gc
    Single Family


    Estimated Monthly Payment: $1,909 (change assumption)
    Mortgage ($1,784) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8017 SURF ST, KISSIMMEE, FL 34747

    $1,325,00065 Days on yellowkey   MLS ID: O6386683

    REDUCED by $25,000 (1.9%) on 04/22/2026

    For Sale O6386683 - 8017 SURF ST, KISSIMMEE, FL 34747 64 photos

    Bed: 7   Bath: 8.5
    Liv Area Sq Ft: 4319
       Built: 2019
    Monthly Fee: $603
       Tax: $18,556 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,409 (change assumption)
    Mortgage ($7,260) + Fees ($603) + Taxes in 2025 ($1,546)


    Taxes:$18,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2925 FABLE ST, KISSIMMEE, FL 34746

    $949,000206 Days on yellowkey   MLS ID: O6351779

    For Sale O6351779 - 2925 FABLE ST, KISSIMMEE, FL 34746 56 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4303
       Built: 2018
    Monthly Fee: $259
       Tax: $13,058 (2024)
    Community: Storey Lake Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,547 (change assumption)
    Mortgage ($5,200) + Fees ($259) + Taxes in 2024 ($1,088)


    Taxes:$13,058

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3704 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $699,00012 Days on yellowkey   MLS ID: O6400944

    For Sale O6400944 - 3704 EAGLE ISLE CIR, KISSIMMEE, FL 34746 46 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2934
       Built: 2013
    Monthly Fee: $205
       Tax: $5,445 (2025)
    Community: Bellalago Ph 4P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,489 (change assumption)
    Mortgage ($3,830) + Fees ($205) + Taxes in 2025 ($454)


    Taxes:$5,445

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 506 PEACE WAY, KISSIMMEE, FL 34759

    $269,000186 Days on yellowkey   MLS ID: O6357089

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale O6357089 - 506 PEACE WAY, KISSIMMEE, FL 34759 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 2006
    Monthly Fee: $90
       Tax: $3,638 (2024)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,867 (change assumption)
    Mortgage ($1,474) + Fees ($90) + Taxes in 2024 ($303)


    Taxes:$3,638

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1552 LOXLEY TRL, KISSIMMEE, FL 34746

    $386,75619 Days on yellowkey   MLS ID: O6399862

    1 Days Off yellowkey (back on 4/29/2026)

    INCREASED by $2,000 (0.5%) on 04/22/2026

    For Sale O6399862 - 1552 LOXLEY TRL, KISSIMMEE, FL 34746 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,207 (change assumption)
    Mortgage ($2,119) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2220 EMPEROR DR, KISSIMMEE, FL 34744

    $624,90014 Days on yellowkey   MLS ID: S5148275

    For Sale S5148275 - 2220 EMPEROR DR, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1991   Tax: $3,970 (2025)
    Community: Cane Brake Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($3,424) + Taxes in 2025 ($331)


    Taxes:$3,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 78 W CEDARWOOD CIR, KISSIMMEE, FL 34743

    $338,9007 Days on yellowkey   MLS ID: S5148825

    For Sale S5148825 - 78 W CEDARWOOD CIR, KISSIMMEE, FL 34743 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 1983   Tax: $1,455 (2025)
    Community: Bvl Unit 7 5Th Add
    Single Family


    Estimated Monthly Payment: $1,978 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($121)


    Taxes:$1,455

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 4432 DESERT ROSE AVE, KISSIMMEE, FL 34746

    $399,9007 Days on yellowkey   MLS ID: O6402731

    For Sale O6402731 - 4432 DESERT ROSE AVE, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2021
    Monthly Fee: $41
       Tax: $5,058 (2025)
    Community: Sedona Ph 1
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,191) + Fees ($41) + Taxes in 2025 ($421)


    Taxes:$5,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1040 CANNOCK DR, KISSIMMEE, FL 34758

    $247,0007 Days on yellowkey   MLS ID: O6402700

    For Sale O6402700 - 1040 CANNOCK DR, KISSIMMEE, FL 34758 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1161
       Built: 2004
    Monthly Fee: $83
       Tax: $3,687 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,744 (change assumption)
    Mortgage ($1,353) + Fees ($83) + Taxes in 2025 ($307)


    Taxes:$3,687

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2368 TOPAZ TRL, KISSIMMEE, FL 34743

    $385,0007 Days on yellowkey   MLS ID: S5148390

    For Sale S5148390 - 2368 TOPAZ TRL, KISSIMMEE, FL 34743 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2001
    Monthly Fee: $29
       Tax: $1,770 (2025)
    Community: Emerald Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,110) + Fees ($29) + Taxes in 2025 ($148)


    Taxes:$1,770

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 31 CHIP CT, KISSIMMEE, FL 34759

    $249,500160 Days on yellowkey   MLS ID: O6360275

    REDUCED by $5,000 (2.0%) on 04/13/2026

    For Sale O6360275 - 31 CHIP CT, KISSIMMEE, FL 34759 37 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1218
       Built: 1973
    Monthly Fee: $100
       Tax: $964 (2024)
    Community: Poinciana Village 1 Nbhd 3 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,547 (change assumption)
    Mortgage ($1,367) + Fees ($100) + Taxes in 2024 ($80)


    Taxes:$964

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4497 MONADO DR, KISSIMMEE, FL 34746

    $960,000179 Days on yellowkey   MLS ID: O6358880

    63 Days Off yellowkey (back on 4/28/2026)

    For Sale O6358880 - 4497 MONADO DR, KISSIMMEE, FL 34746 54 photos

    Bed: 12   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 4762
       Built: 2022
    Monthly Fee: $400
       Tax: $11,961 (2024)
    Community: Bellavida Ph 2C
    Single Family


    Estimated Monthly Payment: $6,657 (change assumption)
    Mortgage ($5,260) + Fees ($400) + Taxes in 2024 ($997)


    Taxes:$11,961

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4381 CREEKSIDE BLVD, KISSIMMEE, FL 34746

    $469,00041 Days on yellowkey   MLS ID: S5146542

    REDUCED by $990 (0.2%) on 04/28/2026

    For Sale S5146542 - 4381 CREEKSIDE BLVD, KISSIMMEE, FL 34746 62 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1999
       Built: 1997
    Monthly Fee: $28
       Tax: $2,023 (2024)
    Community: Creekside Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,766 (change assumption)
    Mortgage ($2,570) + Fees ($28) + Taxes in 2024 ($169)


    Taxes:$2,023

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle






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.