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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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  • 1819 WILD RYE WAY, KISSIMMEE, FL 34744

    $379,00016 Days on yellowkey   MLS ID: S5151456

    SHORT SALE S5151456 - 1819 WILD RYE WAY, KISSIMMEE, FL 34744 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2022
    Monthly Fee: $11
       Tax: $6,436 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,624 (change assumption)
    Mortgage ($2,077) + Fees ($11) + Taxes in 2025 ($536)


    Taxes:$6,436

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2210 GRANGER AVE, KISSIMMEE, FL 34746

    $349,90016 Days on yellowkey   MLS ID: O6413686

    For Sale O6413686 - 2210 GRANGER AVE, KISSIMMEE, FL 34746 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1869
       Built: 2004
    Monthly Fee: $80
       Tax: $4,780 (2025)
    Community: Oak Hammock Preserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,396 (change assumption)
    Mortgage ($1,917) + Fees ($80) + Taxes in 2025 ($398)


    Taxes:$4,780

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2955 RED OAK DR, KISSIMMEE, FL 34744

    $375,00055 Days on yellowkey   MLS ID: O6401588

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6401588 - 2955 RED OAK DR, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1365
       Built: 1996   Tax: $1,310 (2025)
    Community: Westwood Forest
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($109)


    Taxes:$1,310

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 321 LAKE CASSIDY DR, KISSIMMEE, FL 34759

    $379,90048 Days on yellowkey   MLS ID: S5149420

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale S5149420 - 321 LAKE CASSIDY DR, KISSIMMEE, FL 34759 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2155
       Built: 2000
    Monthly Fee: $276
       Tax: $3,817 (2025)
    Community: Solivita Ph 01
    Single Family


    Estimated Monthly Payment: $2,676 (change assumption)
    Mortgage ($2,082) + Fees ($276) + Taxes in 2025 ($318)


    Taxes:$3,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744

    $370,00023 Days on yellowkey   MLS ID: S5150771

    0 Days Off yellowkey (back on 6/7/2026)

    For Sale S5150771 - 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 1967   Tax: $1,767 (2025)
    Community: Cadillac Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($147)


    Taxes:$1,767

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1174 GRAND HAMMOCK CT, KISSIMMEE, FL 34746

    $349,500216 Days on yellowkey   MLS ID: O6358636

    REDUCED by $15,500 (4.2%) on 06/08/2026

    For Sale O6358636 - 1174 GRAND HAMMOCK CT, KISSIMMEE, FL 34746 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2023
    Monthly Fee: $122
       Tax: $5,418 (2024)
    Community: Cypress Hammock
    Single Family


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($1,915) + Fees ($122) + Taxes in 2024 ($452)


    Taxes:$5,418

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 314 A DAGAMA CT, KISSIMMEE, FL 34758

    $324,500530 Days on yellowkey   MLS ID: S5117253

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $10,400 (3.1%) on 04/14/2026

    For Sale S5117253 - 314 A DAGAMA CT, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2024
    Monthly Fee: $85
       Tax: $435 (2024)
    Community: Poinciana Vlg
    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,778) + Fees ($85) + Taxes in 2024 ($36)


    Taxes:$435

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5564 DENNERY BAY RD, KISSIMMEE, FL 34758

    $391,980140 Days on yellowkey   MLS ID: O6379859

    109 Days Off yellowkey (back on 6/8/2026)

    For Sale O6379859 - 5564 DENNERY BAY RD, KISSIMMEE, FL 34758 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2366
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $2,273 (change assumption)
    Mortgage ($2,148) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1726 GOLFVIEW DR, KISSIMMEE, FL 34746

    $385,00035 Days on yellowkey   MLS ID: O6409602

    4 Days Off yellowkey (back on 6/8/2026)

    For Sale O6409602 - 1726 GOLFVIEW DR, KISSIMMEE, FL 34746 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2196
       Built: 1996
    Monthly Fee: $24
       Tax: $6,026 (2025)
    Community: Overoaks Rep 1
    Single Family


    Estimated Monthly Payment: $2,636 (change assumption)
    Mortgage ($2,110) + Fees ($24) + Taxes in 2025 ($502)


    Taxes:$6,026

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746

    $379,000269 Days on yellowkey   MLS ID: O6347986

    REDUCED by $10,000 (2.6%) on 06/08/2026

    For Sale O6347986 - 3228 RUNNING BEAR WAY, KISSIMMEE, FL 34746 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1377
       Built: 1991   Tax: $1,764 (2025)
    Community: Indian Wells
    Single Family


    Estimated Monthly Payment: $2,224 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($147)


    Taxes:$1,764

    Elementary School: Reedy Creek Elem (K 5)

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3101 SWINGLE DR, KISSIMMEE, FL 34746

    $348,000151 Days on yellowkey   MLS ID: R4910600

    3 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $2,000 (0.6%) on 05/15/2026

    For Sale R4910600 - 3101 SWINGLE DR, KISSIMMEE, FL 34746 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2161
       Built: 2007
    Monthly Fee: $112
       Tax: $4,883 (2025)
    Community: Orangebranch Bay
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($1,907) + Fees ($112) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 193 AURELIA CT, KISSIMMEE, FL 34758

    $355,000162 Days on yellowkey   MLS ID: S5141378

    3 Days Off yellowkey (back on 6/8/2026)

    For Sale S5141378 - 193 AURELIA CT, KISSIMMEE, FL 34758 41 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2898
       Built: 2002
    Monthly Fee: $100
       Tax: $4,923 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($1,945) + Fees ($100) + Taxes in 2025 ($410)


    Taxes:$4,923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746

    $325,000185 Days on yellowkey   MLS ID: O6367556

    1 Days Off yellowkey (back on 6/8/2026)

    INCREASED by $25,100 (8.4%) on 04/20/2026

    For Sale O6367556 - 1019 LAKE BERKLEY DR, KISSIMMEE, FL 34746 52 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2001
    Monthly Fee: $125
       Tax: $3,149 (2024)
    Community: Lake Berkley Resort Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,168 (change assumption)
    Mortgage ($1,781) + Fees ($125) + Taxes in 2024 ($262)


    Taxes:$3,149

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4518 ALAQUA TRL, KISSIMMEE, FL 34746

    $389,90079 Days on yellowkey   MLS ID: O6396703

    REDUCED by $10,000 (2.5%) on 05/29/2026

    For Sale O6396703 - 4518 ALAQUA TRL, KISSIMMEE, FL 34746 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1546
       Built: 1999
    Monthly Fee: $5
       Tax: $5,989 (2025)
    Community: Indian Point Ph 6
    Single Family


    Estimated Monthly Payment: $2,640 (change assumption)
    Mortgage ($2,136) + Fees ($5) + Taxes in 2025 ($499)


    Taxes:$5,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $363,000118 Days on yellowkey   MLS ID: O6385604

    REDUCED by $7,000 (1.9%) on 06/01/2026

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,989) + Taxes in 2025 ($94)


    Taxes:$1,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8152 FAN PALM WAY, KISSIMMEE, FL 34747

    $359,000378 Days on yellowkey   MLS ID: O6317015

    2 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $10,000 (2.7%) on 05/18/2026

    For Sale O6317015 - 8152 FAN PALM WAY, KISSIMMEE, FL 34747 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2001
    Monthly Fee: $489
       Tax: $4,445 (2024)
    Community: Windsor Palms
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($1,967) + Fees ($489) + Taxes in 2024 ($370)


    Taxes:$4,445

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 205 OWENSHIRE CIR, KISSIMMEE, FL 34744

    $359,90020 Days on yellowkey   MLS ID: S5151174

    For Sale S5151174 - 205 OWENSHIRE CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2003
    Monthly Fee: $23
       Tax: $5,644 (2025)
    Community: Remington Prcl K Ph 3
    Single Family


    Estimated Monthly Payment: $2,465 (change assumption)
    Mortgage ($1,972) + Fees ($23) + Taxes in 2025 ($470)


    Taxes:$5,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2711 PATRICIAN CIR, KISSIMMEE, FL 34746

    $329,00019 Days on yellowkey   MLS ID: A4696098

    For Sale A4696098 - 2711 PATRICIAN CIR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2005   Tax: $7,081 (2025)
    Community: Brighton Lakes Ph 2 Prcl H
    Single Family


    Estimated Monthly Payment: $2,393 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($590)


    Taxes:$7,081

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 786 CIELO TRL, KISSIMMEE, FL 34759

    $375,000142 Days on yellowkey   MLS ID: S5142864

    For Sale S5142864 - 786 CIELO TRL, KISSIMMEE, FL 34759 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2014
    Monthly Fee: $276
       Tax: $5,178 (2025)
    Community: Solivita Ph 7E
    Single Family


    Estimated Monthly Payment: $2,762 (change assumption)
    Mortgage ($2,055) + Fees ($276) + Taxes in 2025 ($431)


    Taxes:$5,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2838 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $392,00082 Days on yellowkey   MLS ID: O6395754

    REDUCED by $5,000 (1.3%) on 05/06/2026

    For Sale O6395754 - 2838 SWEETSPIRE CIR, KISSIMMEE, FL 34746 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2528
       Built: 2006
    Monthly Fee: $15
       Tax: $7,419 (2025)
    Community: Brighton Lakes Ph 2 Prcl J
    Single Family


    Estimated Monthly Payment: $2,781 (change assumption)
    Mortgage ($2,148) + Fees ($15) + Taxes in 2025 ($618)


    Taxes:$7,419

    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.