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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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  • 1705 BRIDGETS CT, KISSIMMEE, FL 34744

    $555,000107 Days on yellowkey   MLS ID: S5145159

    REDUCED by $10,000 (1.8%) on 06/14/2026

    For Sale S5145159 - 1705 BRIDGETS CT, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2994
       Built: 2004
    Monthly Fee: $190
       Tax: $5,502 (2025)
    Community: M3 At Kissimmee Bay
    Single Family


    Estimated Monthly Payment: $3,690 (change assumption)
    Mortgage ($3,041) + Fees ($190) + Taxes in 2025 ($459)


    Taxes:$5,502

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 801 GLENDORA RD, KISSIMMEE, FL 34759

    $539,000158 Days on yellowkey   MLS ID: S5141467

    REDUCED by $10,000 (1.8%) on 05/28/2026

    For Sale S5141467 - 801 GLENDORA RD, KISSIMMEE, FL 34759 76 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2719
       Built: 2004
    Monthly Fee: $442
       Tax: $4,321 (2025)
    Community: Solivita Ph 02D
    Single Family


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($2,953) + Fees ($442) + Taxes in 2025 ($360)


    Taxes:$4,321

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2507 WINNERS CIR, KISSIMMEE, FL 34744

    $545,00076 Days on yellowkey   MLS ID: S5147254

    REDUCED by $4,000 (0.7%) on 06/13/2026

    For Sale S5147254 - 2507 WINNERS CIR, KISSIMMEE, FL 34744 98 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1914
       Built: 1999   Tax: $2,483 (2025)
    Community: D S Estates
    Single Family


    Estimated Monthly Payment: $3,193 (change assumption)
    Mortgage ($2,986) + Taxes in 2025 ($207)


    Taxes:$2,483

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744

    $597,00037 Days on yellowkey   MLS ID: S5150202

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

    For Sale S5150202 - 1426 AXEL GRAESON AVE, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2024
    Monthly Fee: $80
       Tax: $4,873 (2025)
    Community: Seasons At Big Sky Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,757 (change assumption)
    Mortgage ($3,271) + Fees ($80) + Taxes in 2025 ($406)


    Taxes:$4,873

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 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


  • 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


  • 7752 SOMERSWORTH DR, KISSIMMEE, FL 34747

    $529,900554 Days on yellowkey   MLS ID: TB8331032

    REDUCED by $18,000 (3.3%) on 05/15/2026

    For Sale TB8331032 - 7752 SOMERSWORTH DR, KISSIMMEE, FL 34747 7 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2025
    Monthly Fee: $699
       Tax: $6,156 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $4,115 (change assumption)
    Mortgage ($2,903) + Fees ($699) + Taxes in 2025 ($513)


    Taxes:$6,156

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $539,000131 Days on yellowkey   MLS ID: O6380471

    For Sale O6380471 - 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $100
       Tax: $6,370 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,584 (change assumption)
    Mortgage ($2,953) + Fees ($100) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $550,000457 Days on yellowkey   MLS ID: O6292839

    For Sale O6292839 - 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2017
    Monthly Fee: $239
       Tax: $7,233 (2024)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,014) + Fees ($239) + Taxes in 2024 ($603)


    Taxes:$7,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2675 HILLIARD CT, KISSIMMEE, FL 34744

    $575,00019 Days on yellowkey   MLS ID: S5151356

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

    For Sale S5151356 - 2675 HILLIARD CT, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1999   Tax: $3,961 (2025)
    Community: Hilliard Place
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 724 WHISTLING STRAITS, KISSIMMEE, FL 34747

    $590,00058 Days on yellowkey   MLS ID: S5148672

    REDUCED by $9,000 (1.5%) on 06/12/2026

    For Sale S5148672 - 724 WHISTLING STRAITS, KISSIMMEE, FL 34747 70 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2021
    Monthly Fee: $316
       Tax: $9,543 (2025)
    Community: Stoneybrook South North Parcel Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,344 (change assumption)
    Mortgage ($3,233) + Fees ($316) + Taxes in 2025 ($795)


    Taxes:$9,543

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1967 RANKIN ST, KISSIMMEE, FL 34744

    $510,00076 Days on yellowkey   MLS ID: O6397893

    For Sale O6397893 - 1967 RANKIN ST, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $11

    Community: Kindred
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,805 (change assumption)
    Mortgage ($2,794) + Fees ($11) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2360 EAGLE TALON CT, KISSIMMEE, FL 34746

    $535,000178 Days on yellowkey   MLS ID: O6369734

    For Sale O6369734 - 2360 EAGLE TALON CT, KISSIMMEE, FL 34746 28 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2604
       Built: 2013
    Monthly Fee: $205
       Tax: $6,234 (2024)
    Community: Bellalago Ph 4P
    Single Family


    Estimated Monthly Payment: $3,656 (change assumption)
    Mortgage ($2,931) + Fees ($205) + Taxes in 2024 ($520)


    Taxes:$6,234

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3014 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00023 Days on yellowkey   MLS ID: S5150837

    For Sale S5150837 - 3014 SERA BELLA WAY, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 2016
    Monthly Fee: $113
       Tax: $713 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $2,994 (change assumption)
    Mortgage ($2,822) + Fees ($113) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2694 LA ISLA CT, KISSIMMEE, FL 34747

    $515,00041 Days on yellowkey   MLS ID: S5149891

    REDUCED by $5,000 (1.0%) on 06/11/2026

    For Sale S5149891 - 2694 LA ISLA CT, KISSIMMEE, FL 34747 71 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2005
    Monthly Fee: $115
       Tax: $6,501 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,822) + Fees ($115) + Taxes in 2025 ($542)


    Taxes:$6,501

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747

    $574,000468 Days on yellowkey   MLS ID: O6289623

    REDUCED by $1,000 (0.2%) on 06/11/2026

    For Sale O6289623 - 9033 FLAMINGO KEY WAY, KISSIMMEE, FL 34747 10 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2018
    Monthly Fee: $550
       Tax: $7,658 (2023)
    Community: Solara Resort
    Single Family


    Estimated Monthly Payment: $4,333 (change assumption)
    Mortgage ($3,145) + Fees ($550) + Taxes in 2023 ($638)


    Taxes:$7,658

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: West Side


  • 2365 RAPOLLO DR, KISSIMMEE, FL 34741

    $505,00091 Days on yellowkey   MLS ID: O6379468

    2 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $9,900 (1.9%) on 05/27/2026

    For Sale O6379468 - 2365 RAPOLLO DR, KISSIMMEE, FL 34741 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2391
       Built: 2018
    Monthly Fee: $173
       Tax: $8,804 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $3,674 (change assumption)
    Mortgage ($2,767) + Fees ($173) + Taxes in 2025 ($734)


    Taxes:$8,804

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1885 NICE CT, KISSIMMEE, FL 34747

    $559,00013 Days on yellowkey   MLS ID: O6415911

    For Sale O6415911 - 1885 NICE CT, KISSIMMEE, FL 34747 57 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3142
       Built: 2019
    Monthly Fee: $607
       Tax: $10,159 (2025)
    Community: Windsor At Westside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,517 (change assumption)
    Mortgage ($3,063) + Fees ($607) + Taxes in 2025 ($847)


    Taxes:$10,159

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2520 NOUVEAU WAY, KISSIMMEE, FL 34741

    $559,00014 Days on yellowkey   MLS ID: O6415341

    For Sale O6415341 - 2520 NOUVEAU WAY, KISSIMMEE, FL 34741 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2391
       Built: 2017
    Monthly Fee: $180
       Tax: $5,743 (2025)
    Community: Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $3,722 (change assumption)
    Mortgage ($3,063) + Fees ($180) + Taxes in 2025 ($479)


    Taxes:$5,743

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2625 SANTOSH CV, KISSIMMEE, FL 34746

    $550,00040 Days on yellowkey   MLS ID: O6400516

    For Sale O6400516 - 2625 SANTOSH CV, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2013
    Monthly Fee: $397
       Tax: $6,594 (2025)
    Community: Veranda Palms
    Single Family


    Estimated Monthly Payment: $3,960 (change assumption)
    Mortgage ($3,014) + Fees ($397) + Taxes in 2025 ($550)


    Taxes:$6,594

    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.