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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Price: $300,000 to $399,000

Kissimmee - 589 properties found

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  • 2411 CONDADO CT, KISSIMMEE, FL 34743

    $322,000157 Days on yellowkey   MLS ID: O6374772

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $1,500 (0.5%) on 06/11/2026

    For Sale O6374772 - 2411 CONDADO CT, KISSIMMEE, FL 34743 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1392
       Built: 1995
    Monthly Fee: $28
       Tax: $5,187 (2025)
    Community: Monterey Village Ph 1 Unit 2
    Single Family


    Estimated Monthly Payment: $2,225 (change assumption)
    Mortgage ($1,764) + Fees ($28) + Taxes in 2025 ($432)


    Taxes:$5,187

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4490 SPRING BLOSSOM LN, KISSIMMEE, FL 34746

    $370,0008 Days on yellowkey   MLS ID: S5151862

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale S5151862 - 4490 SPRING BLOSSOM LN, KISSIMMEE, FL 34746 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3266
       Built: 2005
    Monthly Fee: $87
       Tax: $3,647 (2025)
    Community: Cypress Shadows Unit 1
    Single Family


    Estimated Monthly Payment: $2,418 (change assumption)
    Mortgage ($2,027) + Fees ($87) + Taxes in 2025 ($304)


    Taxes:$3,647

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 165 TOLUCA DR, KISSIMMEE, FL 34743

    $318,00019 Days on yellowkey   MLS ID: S5151404

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale S5151404 - 165 TOLUCA DR, KISSIMMEE, FL 34743 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1260
       Built: 1988   Tax: $3,957 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,742) + Taxes in 2025 ($330)


    Taxes:$3,957

    Elementary School: Knights Point

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 3054 PIRATE WAY, KISSIMMEE, FL 34747

    $349,90034 Days on yellowkey   MLS ID: S5150421

    REDUCED by $6,099 (1.7%) on 06/05/2026

    For Sale S5150421 - 3054 PIRATE WAY, KISSIMMEE, FL 34747 52 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 660
       Built: 2018
    Monthly Fee: $197
       Tax: $7,562 (2025)
    Community: Rolling Oaks Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,744 (change assumption)
    Mortgage ($1,917) + Fees ($197) + Taxes in 2025 ($630)


    Taxes:$7,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 CALLAWAY LN, KISSIMMEE, FL 34744

    $385,00026 Days on yellowkey   MLS ID: O6411888

    REDUCED by $15,000 (3.8%) on 06/19/2026

    For Sale O6411888 - 2747 CALLAWAY LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 2005
    Monthly Fee: $78
       Tax: $3,420 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,473 (change assumption)
    Mortgage ($2,110) + Fees ($78) + Taxes in 2025 ($285)


    Taxes:$3,420

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 611 BALDWIN DR, KISSIMMEE, FL 34758

    $307,500170 Days on yellowkey   MLS ID: S5141059

    2 Days Off yellowkey (back on 6/19/2026)

    For Sale S5141059 - 611 BALDWIN DR, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1334
       Built: 2001
    Monthly Fee: $90
       Tax: $981 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,685) + Fees ($90) + Taxes in 2025 ($82)


    Taxes:$981

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3058 BAY LAUREL CIR N, KISSIMMEE, FL 34744

    $394,00011 Days on yellowkey   MLS ID: S5151672

    For Sale S5151672 - 3058 BAY LAUREL CIR N, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2002
    Monthly Fee: $132
       Tax: $3,608 (2025)
    Community: Springlake Village Ph 2B
    Single Family


    Estimated Monthly Payment: $2,592 (change assumption)
    Mortgage ($2,159) + Fees ($132) + Taxes in 2025 ($301)


    Taxes:$3,608

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 3120 STONINGTON RUN, KISSIMMEE, FL 34746

    $309,900125 Days on yellowkey   MLS ID: O6383865

    1 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $5,100 (1.6%) on 06/10/2026

    For Sale O6383865 - 3120 STONINGTON RUN, KISSIMMEE, FL 34746 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1597
       Built: 2006
    Monthly Fee: $11
       Tax: $1,358 (2025)
    Community: Concorde Estates Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,822 (change assumption)
    Mortgage ($1,698) + Fees ($11) + Taxes in 2025 ($113)


    Taxes:$1,358

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2513 HIGHLAND AVE, KISSIMMEE, FL 34741

    $300,00075 Days on yellowkey   MLS ID: O6397907

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale O6397907 - 2513 HIGHLAND AVE, KISSIMMEE, FL 34741 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1450
       Built: 1959   Tax: $3,615 (2025)
    Community: Kissimmee Highlands 1St Add
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($301)


    Taxes:$3,615

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1905 HUGHEY ST, KISSIMMEE, FL 34741

    $365,000117 Days on yellowkey   MLS ID: O6386088

    REDUCED by $31,990 (8.1%) on 06/19/2026

    SHORT SALE O6386088 - 1905 HUGHEY ST, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1294
       Built: 1972   Tax: $4,911 (2025)
    Community: Bruces Sunshine Homes
    Single Family


    Estimated Monthly Payment: $2,409 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($409)


    Taxes:$4,911

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2860 BOATING BLVD, KISSIMMEE, FL 34746

    $386,99089 Days on yellowkey   MLS ID: S5146545

    For Sale S5146545 - 2860 BOATING BLVD, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2017
    Monthly Fee: $16
       Tax: $6,529 (2025)
    Community: Shingle Crk Reserve/Oaks
    Single Family


    Estimated Monthly Payment: $2,680 (change assumption)
    Mortgage ($2,120) + Fees ($16) + Taxes in 2025 ($544)


    Taxes:$6,529

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4260 PEBBLES THROW DR, KISSIMMEE, FL 34746

    $342,99089 Days on yellowkey   MLS ID: S5146695

    REDUCED by $2,010 (0.6%) on 06/19/2026

    For Sale S5146695 - 4260 PEBBLES THROW DR, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2023
    Monthly Fee: $173
       Tax: $5,298 (2025)
    Community: Storey Creek Ph 3B & 4
    Single Family


    Estimated Monthly Payment: $2,494 (change assumption)
    Mortgage ($1,879) + Fees ($173) + Taxes in 2025 ($442)


    Taxes:$5,298

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1982 LOCUST BERRY DR, KISSIMMEE, FL 34743

    $369,99930 Days on yellowkey   MLS ID: S5150591

    REDUCED by $10,000 (2.6%) on 06/19/2026

    For Sale S5150591 - 1982 LOCUST BERRY DR, KISSIMMEE, FL 34743 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2001
    Monthly Fee: $29
       Tax: $5,972 (2025)
    Community: Emerald Pointe
    Single Family


    Estimated Monthly Payment: $2,554 (change assumption)
    Mortgage ($2,027) + Fees ($29) + Taxes in 2025 ($498)


    Taxes:$5,972

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2615 CECILE ST, KISSIMMEE, FL 34741

    $360,000159 Days on yellowkey   MLS ID: S5141774

    REDUCED by $9,000 (2.4%) on 06/19/2026

    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: $2,227 (change assumption)
    Mortgage ($1,973) + 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


  • 429 BROOKFIELD DR, KISSIMMEE, FL 34758

    $340,000103 Days on yellowkey   MLS ID: C7523267

    REDUCED by $10,000 (2.9%) on 04/16/2026

    For Sale C7523267 - 429 BROOKFIELD DR, KISSIMMEE, FL 34758 15 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2105
       Built: 2021
    Monthly Fee: $100
       Tax: $4,970 (2025)
    Community: Poinciana Village 02
    Single Family


    Estimated Monthly Payment: $2,377 (change assumption)
    Mortgage ($1,863) + Fees ($100) + Taxes in 2025 ($414)


    Taxes:$4,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7731 INDIAN RIDGE TRL S, KISSIMMEE, FL 34747

    $344,9999 Days on yellowkey   MLS ID: O6416952

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale O6416952 - 7731 INDIAN RIDGE TRL S, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1656
       Built: 1989
    Monthly Fee: $6
       Tax: $6,183 (2025)
    Community: Indian Ridge Unit 2
    Single Family


    Estimated Monthly Payment: $2,412 (change assumption)
    Mortgage ($1,890) + Fees ($6) + Taxes in 2025 ($515)


    Taxes:$6,183

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 868 NELSON DR, KISSIMMEE, FL 34758

    $300,00040 Days on yellowkey   MLS ID: O6407274

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

    For Sale O6407274 - 868 NELSON DR, KISSIMMEE, FL 34758 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 1993
    Monthly Fee: $25
       Tax: $3,637 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,972 (change assumption)
    Mortgage ($1,644) + Fees ($25) + Taxes in 2025 ($303)


    Taxes:$3,637

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5027 LOGGIA LN, KISSIMMEE, FL 34758

    $335,65028 Days on yellowkey   MLS ID: O6411282

    1 Days Off yellowkey (back on 6/19/2026)

    INCREASED by $5,000 (1.5%) on 06/16/2026

    For Sale O6411282 - 5027 LOGGIA LN, KISSIMMEE, FL 34758 29 photos

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

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,839) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1918 MICHIGAN DR, KISSIMMEE, FL 34759

    $310,0006 Days on yellowkey   MLS ID: O6417747

    For Sale O6417747 - 1918 MICHIGAN DR, KISSIMMEE, FL 34759 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1874
       Built: 2021
    Monthly Fee: $81
       Tax: $3,516 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,073 (change assumption)
    Mortgage ($1,699) + Fees ($81) + Taxes in 2025 ($293)


    Taxes:$3,516

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 704 CARACARA CT, KISSIMMEE, FL 34759

    $300,0006 Days on yellowkey   MLS ID: O6417413

    For Sale O6417413 - 704 CARACARA CT, KISSIMMEE, FL 34759 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2005
    Monthly Fee: $8
       Tax: $3,401 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,644) + Fees ($8) + Taxes in 2025 ($283)


    Taxes:$3,401

    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.