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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Price: $500,000 to $599,000

Kissimmee - 277 properties found

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  • 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744

    $509,00033 Days on yellowkey   MLS ID: O6409970

    2 Days Off yellowkey (back on 6/1/2026)

    For Sale O6409970 - 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744 55 photos

    Bed: 3   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1396
       Built: 1983   Tax: $6,645 (2025)
    Community: Valencia Woods
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,789) + Taxes in 2025 ($554)


    Taxes:$6,645

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2460 THE OAKS BLVD, KISSIMMEE, FL 34746

    $560,000354 Days on yellowkey   MLS ID: O6323394

    5 Days Off yellowkey (back on 6/1/2026)

    REDUCED by $35,000 (5.9%) on 05/12/2026

    For Sale O6323394 - 2460 THE OAKS BLVD, KISSIMMEE, FL 34746 74 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3416
       Built: 2003
    Monthly Fee: $23
       Tax: $455 (2024)
    Community: Oaks Ph 1 B1
    Single Family


    Estimated Monthly Payment: $3,129 (change assumption)
    Mortgage ($3,068) + Fees ($23) + Taxes in 2024 ($38)


    Taxes:$455

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 3892 GOLDEN KNOT DR, KISSIMMEE, FL 34746

    $595,000111 Days on yellowkey   MLS ID: V4947681

    REDUCED by $25,000 (4.0%) on 04/01/2026

    For Sale V4947681 - 3892 GOLDEN KNOT DR, KISSIMMEE, FL 34746 50 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3188
       Built: 2018
    Monthly Fee: $205
       Tax: $6,943 (2025)
    Community: Bellalago Ph 7L
    Single Family


    Estimated Monthly Payment: $4,044 (change assumption)
    Mortgage ($3,260) + Fees ($205) + Taxes in 2025 ($579)


    Taxes:$6,943

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8876 CANDY PALM RD, KISSIMMEE, FL 34747

    $509,00096 Days on yellowkey   MLS ID: O6391761

    REDUCED by $10,900 (2.1%) on 06/01/2026

    For Sale O6391761 - 8876 CANDY PALM RD, KISSIMMEE, FL 34747 20 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2012
    Monthly Fee: $682
       Tax: $7,541 (2025)
    Community: Paradise Palms Resort Ph 2
    Single Family


    Estimated Monthly Payment: $4,099 (change assumption)
    Mortgage ($2,789) + Fees ($682) + Taxes in 2025 ($628)


    Taxes:$7,541

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • KISSIMMEE, FL 34746

    $549,000242 Days on yellowkey   MLS ID: O6354938

    For Sale O6354938 - KISSIMMEE, FL 34746 40 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3512
       Built: 2012
    Monthly Fee: $400
       Tax: $8,692 (2024)
    Community: Bellavida Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,008) + Fees ($400) + Taxes in 2024 ($724)


    Taxes:$8,692

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2241 RIVERGLEN CT, KISSIMMEE, FL 34746

    $519,99029 Days on yellowkey   MLS ID: O6410691

    For Sale O6410691 - 2241 RIVERGLEN CT, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3245
       Built: 2017
    Monthly Fee: $87
       Tax: $6,449 (2025)
    Community: Eagle Lake Ph 4B
    Single Family


    Estimated Monthly Payment: $3,474 (change assumption)
    Mortgage ($2,849) + Fees ($87) + Taxes in 2025 ($537)


    Taxes:$6,449

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $511,00035 Days on yellowkey   MLS ID: S5150200

    For Sale S5150200 - 1578 CONTENTMENT LOOP, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2023
    Monthly Fee: $7
       Tax: $6,094 (2025)
    Community: Tohoqua Ph 3
    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,800) + Fees ($7) + Taxes in 2025 ($508)


    Taxes:$6,094

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2543 CHAPALA DR, KISSIMMEE, FL 34746

    $550,00077 Days on yellowkey   MLS ID: O6396893

    REDUCED by $29,000 (5.0%) on 05/28/2026

    For Sale O6396893 - 2543 CHAPALA DR, KISSIMMEE, FL 34746 95 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4205
       Built: 2002
    Monthly Fee: $15
       Tax: $8,980 (2025)
    Community: Brighton Lakes Ph 1 Parcels A & G
    Single Family


    Estimated Monthly Payment: $3,777 (change assumption)
    Mortgage ($3,014) + Fees ($15) + Taxes in 2025 ($748)


    Taxes:$8,980

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744

    $585,00043 Days on yellowkey   MLS ID: S5149687

    For Sale S5149687 - 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 2005
    Monthly Fee: $79
       Tax: $2,354 (2025)
    Community: Neptune Pointe
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,205) + Fees ($79) + Taxes in 2025 ($196)


    Taxes:$2,354

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8900 PRAGUE WAY, KISSIMMEE, FL 34747

    $579,000334 Days on yellowkey   MLS ID: O6329265

    REDUCED by $11,000 (1.9%) on 05/20/2026

    For Sale O6329265 - 8900 PRAGUE WAY, KISSIMMEE, FL 34747 37 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $587
       Tax: $9,677 (2024)
    Community: Windsor At Westside Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,566 (change assumption)
    Mortgage ($3,173) + Fees ($587) + Taxes in 2024 ($806)


    Taxes:$9,677

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2515 FONTAINE DR, KISSIMMEE, FL 34741

    $594,900102 Days on yellowkey   MLS ID: O6390540

    INCREASED by $20,000 (3.5%) on 05/30/2026

    For Sale O6390540 - 2515 FONTAINE DR, KISSIMMEE, FL 34741 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2962
       Built: 2017
    Monthly Fee: $288
       Tax: $5,165 (2025)
    Community: Tapestry
    Single Family


    Estimated Monthly Payment: $3,978 (change assumption)
    Mortgage ($3,260) + Fees ($288) + Taxes in 2025 ($430)


    Taxes:$5,165

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,000103 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8908 PRAGUE WAY, KISSIMMEE, FL 34747

    $529,000235 Days on yellowkey   MLS ID: O6356954

    For Sale O6356954 - 8908 PRAGUE WAY, KISSIMMEE, FL 34747 40 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $563
       Tax: $8,764 (2025)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($2,899) + Fees ($563) + Taxes in 2025 ($730)


    Taxes:$8,764

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8512 SUNRISE KEY DR, KISSIMMEE, FL 34747

    $560,00088 Days on yellowkey   MLS ID: O6388410

    For Sale O6388410 - 8512 SUNRISE KEY DR, KISSIMMEE, FL 34747 68 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2004
    Monthly Fee: $115
       Tax: $6,949 (2025)
    Community: Emerald Island Resort Ph 4
    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,068) + Fees ($115) + Taxes in 2025 ($579)


    Taxes:$6,949

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1881 NICE CT, KISSIMMEE, FL 34747

    $585,00026 Days on yellowkey   MLS ID: O6411765

    For Sale O6411765 - 1881 NICE CT, KISSIMMEE, FL 34747 45 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $606
       Tax: $7,849 (2025)
    Community: Windsor/Westside-Ph 2A
    Single Family


    Estimated Monthly Payment: $4,465 (change assumption)
    Mortgage ($3,205) + Fees ($606) + Taxes in 2025 ($654)


    Taxes:$7,849

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2784 ROCCELLA CT, KISSIMMEE, FL 34747

    $529,000214 Days on yellowkey   MLS ID: O6360906

    REDUCED by $20,000 (3.6%) on 05/29/2026

    For Sale O6360906 - 2784 ROCCELLA CT, KISSIMMEE, FL 34747 22 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2013
    Monthly Fee: $142
       Tax: $6,297 (2024)
    Community: Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($2,899) + Fees ($142) + Taxes in 2024 ($525)


    Taxes:$6,297

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4411 WHITE OAK CIR, KISSIMMEE, FL 34746

    $599,000151 Days on yellowkey   MLS ID: O6376398

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale O6376398 - 4411 WHITE OAK CIR, KISSIMMEE, FL 34746 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2271
       Built: 1994   Tax: $4,844 (2025)
    Community: Whispering Oaks
    Single Family


    Estimated Monthly Payment: $3,686 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($404)


    Taxes:$4,844

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8622 LA ISLA DR, KISSIMMEE, FL 34747

    $549,000378 Days on yellowkey   MLS ID: O6314964

    REDUCED by $5,000 (0.9%) on 05/28/2026

    For Sale O6314964 - 8622 LA ISLA DR, KISSIMMEE, FL 34747 74 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2005
    Monthly Fee: $107
       Tax: $6,226 (2024)
    Community: Emerald Island Resort Ph 5A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,634 (change assumption)
    Mortgage ($3,008) + Fees ($107) + Taxes in 2024 ($519)


    Taxes:$6,226

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4548 YORKSHIRE LN, KISSIMMEE, FL 34758

    $550,000109 Days on yellowkey   MLS ID: S5145086

    2 Days Off yellowkey (back on 5/27/2026)

    For Sale S5145086 - 4548 YORKSHIRE LN, KISSIMMEE, FL 34758 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2053
       Built: 1991   Tax: $5,034 (2025)
    Community: Country Side Manor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,433 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($420)


    Taxes:$5,034

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3086 WHITE HORSE CT, KISSIMMEE, FL 34746

    $545,00052 Days on yellowkey   MLS ID: O6403738

    REDUCED by $30,000 (5.2%) on 05/25/2026

    For Sale O6403738 - 3086 WHITE HORSE CT, KISSIMMEE, FL 34746 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2015
    Monthly Fee: $213
       Tax: $8,737 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,927 (change assumption)
    Mortgage ($2,986) + Fees ($213) + Taxes in 2025 ($728)


    Taxes:$8,737

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    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.