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Kissimmee Homes For Sale & Real Estate - 2503 homes

Kissimmee homes for sale are located in Osceola County, Florida. Find homes in Kissimmee for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee houses.

Location: Kissimmee

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  • 4769 KINGS CASTLE CIR, KISSIMMEE, FL 34746

    $719,00091 Days on yellowkey   MLS ID: O6373306

    For Sale O6373306 - 4769 KINGS CASTLE CIR, KISSIMMEE, FL 34746 57 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3081
       Built: 2017
    Monthly Fee: $309
       Tax: $5,889 (2025)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $4,739 (change assumption)
    Mortgage ($3,940) + Fees ($309) + Taxes in 2025 ($491)


    Taxes:$5,889

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1419 PUNTA GORDA DR, KISSIMMEE, FL 34759

    $303,900171 Days on yellowkey   MLS ID: S5136293

    REDUCED by $7,000 (2.3%) on 04/03/2026

    For Sale S5136293 - 1419 PUNTA GORDA DR, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2398
       Built: 2006
    Monthly Fee: $90
       Tax: $3,852 (2024)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $2,076 (change assumption)
    Mortgage ($1,665) + Fees ($90) + Taxes in 2024 ($321)


    Taxes:$3,852

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1436 MASSA ST, KISSIMMEE, FL 34744

    $339,000220 Days on yellowkey   MLS ID: O6342301

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale O6342301 - 1436 MASSA ST, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1192
       Built: 1983   Tax: $2,380 (2024)
    Community: Mill Run, Lot 4
    Single Family


    Estimated Monthly Payment: $2,056 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($198)


    Taxes:$2,380

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1040 CANNOCK DR, KISSIMMEE, FL 34758

    $247,000280 Days on yellowkey   MLS ID: O6325935

    REDUCED by $2,000 (0.8%) on 04/03/2026

    For Sale O6325935 - 1040 CANNOCK DR, KISSIMMEE, FL 34758 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1161
       Built: 2004
    Monthly Fee: $83
       Tax: $4,127 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,780 (change assumption)
    Mortgage ($1,353) + Fees ($83) + Taxes in 2024 ($344)


    Taxes:$4,127

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 4421 REAVES RD, KISSIMMEE, FL 34746

    $2,150,000179 Days on yellowkey   MLS ID: O6353783

    REDUCED by $40,000 (1.8%) on 04/03/2026

    For Sale O6353783 - 4421 REAVES RD, KISSIMMEE, FL 34746 100 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5044
       Built: 1999   Tax: $9,075 (2024)
    Community: Bobbie Jean Acres
    Single Family


    Estimated Monthly Payment: $12,537 (change assumption)
    Mortgage ($11,781) + Taxes in 2024 ($756)


    Taxes:$9,075

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8820 DUNES CT #303, KISSIMMEE, FL 34747

    $150,00065 Days on yellowkey   MLS ID: O6381295

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6381295 - 8820 DUNES CT #303, KISSIMMEE, FL 34747 18 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 636
       Built: 2000   Tax: $1,953 (2025)
    Community: Legacy Dunes
    Condo


    Estimated Monthly Payment: $985 (change assumption)
    Mortgage ($822) + Taxes in 2025 ($163)


    Taxes:$1,953

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4363 HELEN AVE, KISSIMMEE, FL 34746

    $325,00098 Days on yellowkey   MLS ID: S5141260

    2 Days Off yellowkey (back on 4/3/2026)

    For Sale S5141260 - 4363 HELEN AVE, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1986   Tax: $3,318 (2025)
    Community: Campbell Heights
    Manufactured Home


    Estimated Monthly Payment: $2,057 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($277)


    Taxes:$3,318

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4612 CABALERRO TRL, KISSIMMEE, FL 34758

    $429,00055 Days on yellowkey   MLS ID: S5144328

    For Sale S5144328 - 4612 CABALERRO TRL, KISSIMMEE, FL 34758 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2735
       Built: 2010
    Monthly Fee: $133
       Tax: $5,237 (2025)
    Community: Brighton Landings Ph 1
    Single Family


    Estimated Monthly Payment: $2,920 (change assumption)
    Mortgage ($2,351) + Fees ($133) + Taxes in 2025 ($436)


    Taxes:$5,237

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2682 MAYAGUANA ST, KISSIMMEE, FL 34747

    $290,00056 Days on yellowkey   MLS ID: O6383878

    REDUCED by $3,000 (1.0%) on 04/03/2026

    For Sale O6383878 - 2682 MAYAGUANA ST, KISSIMMEE, FL 34747 12 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1595
       Built: 2006
    Monthly Fee: $333
       Tax: $2,140 (2025)
    Community: Crestwynd Bay
    Townhouse


    Estimated Monthly Payment: $2,100 (change assumption)
    Mortgage ($1,589) + Fees ($333) + Taxes in 2025 ($178)


    Taxes:$2,140

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 918 SAN PAULO WAY, KISSIMMEE, FL 34758

    $454,000198 Days on yellowkey   MLS ID: S5135639

    For Sale S5135639 - 918 SAN PAULO WAY, KISSIMMEE, FL 34758 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1994
    Monthly Fee: $85
       Tax: $4,417 (2024)
    Community: Poinciana Village 1 Nbhd 2
    Single Family


    Estimated Monthly Payment: $2,941 (change assumption)
    Mortgage ($2,488) + Fees ($85) + Taxes in 2024 ($368)


    Taxes:$4,417

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 220 CLAWSON WAY, KISSIMMEE, FL 34747

    $930,000156 Days on yellowkey   MLS ID: O6359854

    0 Days Off yellowkey (back on 2/9/2026)

    For Sale O6359854 - 220 CLAWSON WAY, KISSIMMEE, FL 34747 62 photos

    Bed: 10   Bath: 10.0   Gar: 2
    Liv Area Sq Ft: 4707
       Built: 2017
    Monthly Fee: $784
       Tax: $15,160 (2024)
    Community: Reunion West Ph 1 West & Ament Ctr Rplt
    Single Family


    Estimated Monthly Payment: $7,143 (change assumption)
    Mortgage ($5,096) + Fees ($784) + Taxes in 2024 ($1,263)


    Taxes:$15,160

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1395 EMERALD DR, KISSIMMEE, FL 34744

    $398,900163 Days on yellowkey   MLS ID: O6357655

    3 Days Off yellowkey (back on 4/3/2026)

    For Sale O6357655 - 1395 EMERALD DR, KISSIMMEE, FL 34744 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1760
       Built: 1991   Tax: $3,100 (2024)
    Community: Emerald Lake Colony Unit 2
    Single Family


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($2,186) + Taxes in 2024 ($258)


    Taxes:$3,100

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2429 WHITE POPPY DR, KISSIMMEE, FL 34747

    $382,50059 Days on yellowkey   MLS ID: O6380779

    For Sale O6380779 - 2429 WHITE POPPY DR, KISSIMMEE, FL 34747 59 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2019
    Monthly Fee: $87
       Tax: $3,153 (2025)
    Community: Murano At Westside
    Single Family


    Estimated Monthly Payment: $2,446 (change assumption)
    Mortgage ($2,096) + Fees ($87) + Taxes in 2025 ($263)


    Taxes:$3,153

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 397 CITRINE LOOP, KISSIMMEE, FL 34758

    $389,00027 Days on yellowkey   MLS ID: S5146123

    For Sale S5146123 - 397 CITRINE LOOP, KISSIMMEE, FL 34758 12 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2168
       Built: 2021
    Monthly Fee: $79
       Tax: $4,662 (2025)
    Community: Stepping Stone Pod A Ph 1
    Single Family


    Estimated Monthly Payment: $2,599 (change assumption)
    Mortgage ($2,131) + Fees ($79) + Taxes in 2025 ($389)


    Taxes:$4,662

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2949 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $357,000175 Days on yellowkey   MLS ID: O6352942

    For Sale O6352942 - 2949 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 92 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1394
       Built: 2022
    Monthly Fee: $600
       Tax: $8,658 (2024)
    Community: Rolling Oaks Ph 7
    Townhouse


    Estimated Monthly Payment: $3,278 (change assumption)
    Mortgage ($1,956) + Fees ($600) + Taxes in 2024 ($722)


    Taxes:$8,658

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2949 PROTAGONIST ST, KISSIMMEE, FL 34746

    $920,000181 Days on yellowkey   MLS ID: O6352225

    REDUCED by $60,000 (6.1%) on 04/02/2026

    For Sale O6352225 - 2949 PROTAGONIST ST, KISSIMMEE, FL 34746 94 photos

    Bed: 9   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $259
       Tax: $13,408 (2024)
    Community: Cove At Storey Lake 4
    Single Family


    Estimated Monthly Payment: $6,417 (change assumption)
    Mortgage ($5,041) + Fees ($259) + Taxes in 2024 ($1,117)


    Taxes:$13,408

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $445,00048 Days on yellowkey   MLS ID: O6385521

    REDUCED by $4,999 (1.1%) on 04/03/2026

    For Sale O6385521 - 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2022
    Monthly Fee: $7
       Tax: $7,509 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,071 (change assumption)
    Mortgage ($2,438) + Fees ($7) + Taxes in 2025 ($626)


    Taxes:$7,509

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746

    $384,90021 Days on yellowkey   MLS ID: O6393508

    REDUCED by $5,000 (1.3%) on 04/03/2026

    For Sale O6393508 - 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2422
       Built: 2010
    Monthly Fee: $75
       Tax: $5,707 (2025)
    Community: Eagle Lake Ph 3
    Single Family


    Estimated Monthly Payment: $2,660 (change assumption)
    Mortgage ($2,109) + Fees ($75) + Taxes in 2025 ($476)


    Taxes:$5,707

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1438 LONDRA LN, KISSIMMEE, FL 34744

    $425,000202 Days on yellowkey   MLS ID: S5135117

    For Sale S5135117 - 1438 LONDRA LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 1992   Tax: $5,501 (2024)
    Community: Mill Run Park Unit 2
    Single Family


    Estimated Monthly Payment: $2,787 (change assumption)
    Mortgage ($2,329) + Taxes in 2024 ($458)


    Taxes:$5,501

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 4741 CLOCK TOWER DR #208, KISSIMMEE, FL 34746

    $345,900147 Days on yellowkey   MLS ID: O6362235

    For Sale O6362235 - 4741 CLOCK TOWER DR #208, KISSIMMEE, FL 34746 17 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1329
       Built: 2018
    Monthly Fee: $259
       Tax: $4,904 (2025)
    Community: Storey Lake Resort
    Condo


    Estimated Monthly Payment: $2,563 (change assumption)
    Mortgage ($1,895) + Fees ($259) + Taxes in 2025 ($409)


    Taxes:$4,904

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.