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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Price: $400,000 to $499,000

Kissimmee - 412 properties found

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  • 4722 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $485,00027 Days on yellowkey   MLS ID: O6397603

    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: $3,510 (change assumption)
    Mortgage ($2,657) + Fees ($175) + Taxes in 2025 ($678)


    Taxes:$8,133

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2665 TRAFALGAR BLVD, KISSIMMEE, FL 34758

    $489,999284 Days on yellowkey   MLS ID: O6329873

    For Sale O6329873 - 2665 TRAFALGAR BLVD, KISSIMMEE, FL 34758 10 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2423
       Built: 2025   Tax: $676 (2024)
    Community: Trafalgar Village Ph 3
    Single Family


    Estimated Monthly Payment: $2,741 (change assumption)
    Mortgage ($2,685) + Taxes in 2024 ($56)


    Taxes:$676

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4633 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $443,00061 Days on yellowkey   MLS ID: O6387662

    REDUCED by $7,000 (1.6%) on 04/29/2026

    For Sale O6387662 - 4633 FAIRY TALE CIR, KISSIMMEE, FL 34746 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2017
    Monthly Fee: $249
       Tax: $5,809 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,160 (change assumption)
    Mortgage ($2,427) + Fees ($249) + Taxes in 2025 ($484)


    Taxes:$5,809

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1568 E OAK LEAF LN, KISSIMMEE, FL 34744

    $464,00099 Days on yellowkey   MLS ID: O6376960

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

    For Sale O6376960 - 1568 E OAK LEAF LN, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1845
       Built: 1975   Tax: $4,836 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,542) + Taxes in 2025 ($403)


    Taxes:$4,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2213 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747

    $470,00057 Days on yellowkey   MLS ID: O6388889

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

    INCREASED by $20,000 (4.4%) on 04/19/2026

    For Sale O6388889 - 2213 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1834
       Built: 2002
    Monthly Fee: $270
       Tax: $5,930 (2025)
    Community: Wyndham Palms Ph 3
    Single Family


    Estimated Monthly Payment: $3,339 (change assumption)
    Mortgage ($2,575) + Fees ($270) + Taxes in 2025 ($494)


    Taxes:$5,930

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1202 WINDING CYPRESS CT, KISSIMMEE, FL 34746

    $420,00064 Days on yellowkey   MLS ID: S5144891

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

    For Sale S5144891 - 1202 WINDING CYPRESS CT, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1830
       Built: 2003
    Monthly Fee: $175
       Tax: $6,028 (2025)
    Community: Cumbrian Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,979 (change assumption)
    Mortgage ($2,301) + Fees ($175) + Taxes in 2025 ($502)


    Taxes:$6,028

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1665 BARBERRY DR, KISSIMMEE, FL 34744

    $479,99962 Days on yellowkey   MLS ID: O6387839

    REDUCED by $5,001 (1.0%) on 04/29/2026

    For Sale O6387839 - 1665 BARBERRY DR, KISSIMMEE, FL 34744 39 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2023
    Monthly Fee: $11
       Tax: $5,654 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,630) + Fees ($11) + Taxes in 2025 ($471)


    Taxes:$5,654

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746

    $430,00019 Days on yellowkey   MLS ID: O6399511

    For Sale O6399511 - 1881 CRICKET CRADLE DR, KISSIMMEE, FL 34746 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2023
    Monthly Fee: $175
       Tax: $7,186 (2025)
    Community: Storey Creek
    Single Family


    Estimated Monthly Payment: $3,130 (change assumption)
    Mortgage ($2,356) + Fees ($175) + Taxes in 2025 ($599)


    Taxes:$7,186

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


  • 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)


  • 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


  • 4605 ST BERNARD DR, KISSIMMEE, FL 34746

    $414,990168 Days on yellowkey   MLS ID: S5137257

    5 Days Off yellowkey (back on 3/18/2026)

    For Sale S5137257 - 4605 ST BERNARD DR, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2017
    Monthly Fee: $249
       Tax: $7,713 (2024)
    Community: Reflections
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,166 (change assumption)
    Mortgage ($2,274) + Fees ($249) + Taxes in 2024 ($643)


    Taxes:$7,713

    Elementary School: Kissimmee Elem

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 193 TORINO LN, KISSIMMEE, FL 34759

    $428,900152 Days on yellowkey   MLS ID: O6365110

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

    For Sale O6365110 - 193 TORINO LN, KISSIMMEE, FL 34759 69 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2005
    Monthly Fee: $276
       Tax: $3,629 (2024)
    Community: Solivita Ph 01E
    Single Family


    Estimated Monthly Payment: $2,928 (change assumption)
    Mortgage ($2,350) + Fees ($276) + Taxes in 2024 ($302)


    Taxes:$3,629

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744

    $475,00024 Days on yellowkey   MLS ID: O6398072

    REDUCED by $10,000 (2.1%) on 04/28/2026

    For Sale O6398072 - 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2011
    Monthly Fee: $111
       Tax: $4,260 (2025)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,069 (change assumption)
    Mortgage ($2,603) + Fees ($111) + Taxes in 2025 ($355)


    Taxes:$4,260

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2657 ONEIDA LOOP, KISSIMMEE, FL 34747

    $489,00032 Days on yellowkey   MLS ID: S5147106

    For Sale S5147106 - 2657 ONEIDA LOOP, KISSIMMEE, FL 34747 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1791
       Built: 2001   Tax: $6,677 (2025)
    Community: Indian Creek Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,236 (change assumption)
    Mortgage ($2,679) + Taxes in 2025 ($556)


    Taxes:$6,677

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2718 LUCAS LAKE LN, KISSIMMEE, FL 34744

    $405,0008 Days on yellowkey   MLS ID: O6401041

    For Sale O6401041 - 2718 LUCAS LAKE LN, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2407
       Built: 2006
    Monthly Fee: $1
       Tax: $6,877 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,793 (change assumption)
    Mortgage ($2,219) + Fees ($1) + Taxes in 2025 ($573)


    Taxes:$6,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1869 NICE CT, KISSIMMEE, FL 34747

    $459,00077 Days on yellowkey   MLS ID: O6383451

    For Sale O6383451 - 1869 NICE CT, KISSIMMEE, FL 34747 20 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2492
       Built: 2019
    Monthly Fee: $697
       Tax: $8,805 (2025)
    Community: Windsor At Westside Ph 2A
    Single Family


    Estimated Monthly Payment: $3,946 (change assumption)
    Mortgage ($2,515) + Fees ($697) + Taxes in 2025 ($734)


    Taxes:$8,805

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744

    $439,90011 Days on yellowkey   MLS ID: O6401673

    For Sale O6401673 - 2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744 75 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2022
    Monthly Fee: $10
       Tax: $7,753 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,066 (change assumption)
    Mortgage ($2,410) + Fees ($10) + Taxes in 2025 ($646)


    Taxes:$7,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7916 HANSON BAY PL, KISSIMMEE, FL 34747

    $479,000135 Days on yellowkey   MLS ID: O6368824

    REDUCED by $20,000 (4.0%) on 04/28/2026

    For Sale O6368824 - 7916 HANSON BAY PL, KISSIMMEE, FL 34747 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2019
    Monthly Fee: $419
       Tax: $2,441 (2024)
    Community: Four Seasons At Orlando Ph 1
    Single Family


    Estimated Monthly Payment: $3,247 (change assumption)
    Mortgage ($2,625) + Fees ($419) + Taxes in 2024 ($203)


    Taxes:$2,441

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 563 BRISTOL CIR, KISSIMMEE, FL 34758

    $420,0008 Days on yellowkey   MLS ID: S5148610

    For Sale S5148610 - 563 BRISTOL CIR, KISSIMMEE, FL 34758 23 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2734
       Built: 2006
    Monthly Fee: $90
       Tax: $5,231 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,827 (change assumption)
    Mortgage ($2,301) + Fees ($90) + Taxes in 2025 ($436)


    Taxes:$5,231

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.