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Kissimmee Homes For Sale & Real Estate - 3273 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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  • 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744

    $379,00057 Days on yellowkey   MLS ID: O6400356

    REDUCED by $16,000 (4.1%) on 05/20/2026

    For Sale O6400356 - 1823 SUMMER SERENITY DR, KISSIMMEE, FL 34744 66 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2022
    Monthly Fee: $26
       Tax: $6,999 (2024)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,077) + Fees ($26) + Taxes in 2024 ($583)


    Taxes:$6,999

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4103 SPITFIRE AVE, KISSIMMEE, FL 34741

    $203,50082 Days on yellowkey   MLS ID: O6384633

    0 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $500 (0.2%) on 05/15/2026

    For Sale O6384633 - 4103 SPITFIRE AVE, KISSIMMEE, FL 34741 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 930
       Built: 1984
    Monthly Fee: $62
       Tax: $2,566 (2025)
    Community: Waterway Village
    Villa


    Estimated Monthly Payment: $1,391 (change assumption)
    Mortgage ($1,115) + Fees ($62) + Taxes in 2025 ($214)


    Taxes:$2,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2521 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746

    $369,90049 Days on yellowkey   MLS ID: S5148608

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

    For Sale S5148608 - 2521 MARSHFIELD PRESERVE WAY, KISSIMMEE, FL 34746 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2012
    Monthly Fee: $12
       Tax: $5,617 (2025)
    Community: Concorde Estates Ph 2B
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,027) + Fees ($12) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 214 MAJORS LN #F, KISSIMMEE, FL 34743

    $239,0001 Day on yellowkey   MLS ID: O6415839

    For Sale O6415839 - 214 MAJORS LN #F, KISSIMMEE, FL 34743 42 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1217
       Built: 1988
    Monthly Fee: $327
       Tax: $3,061 (2025)
    Community: Jazsam Twnhms
    Townhouse


    Estimated Monthly Payment: $1,892 (change assumption)
    Mortgage ($1,310) + Fees ($327) + Taxes in 2025 ($255)


    Taxes:$3,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746

    $524,9909 Days on yellowkey   MLS ID: O6413557

    For Sale O6413557 - 2827 SHADOW WOOD CT, KISSIMMEE, FL 34746 50 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2736
       Built: 1987
    Monthly Fee: $31
       Tax: $2,589 (2025)
    Community: Pleasant Hill Lakes Unit 9
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,877) + Fees ($31) + Taxes in 2025 ($216)


    Taxes:$2,589

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8711 ROCKINGHAM TER #A, KISSIMMEE, FL 34747

    $239,000461 Days on yellowkey   MLS ID: O6288201

    For Sale O6288201 - 8711 ROCKINGHAM TER #A, KISSIMMEE, FL 34747 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1998
    Monthly Fee: $300
       Tax: $3,452 (2024)
    Community: Villas At Island Club Ph 2
    Condo


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,310) + Fees ($300) + Taxes in 2024 ($288)


    Taxes:$3,452

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: None


  • 3869 SHORESIDE DR, KISSIMMEE, FL 34746

    $715,000369 Days on yellowkey   MLS ID: R4909422

    REDUCED by $20,000 (2.7%) on 06/12/2026

    For Sale R4909422 - 3869 SHORESIDE DR, KISSIMMEE, FL 34746 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3583
       Built: 2016
    Monthly Fee: $310
       Tax: $9,315 (2024)
    Community: Bellalago Ph 4K
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,004 (change assumption)
    Mortgage ($3,918) + Fees ($310) + Taxes in 2024 ($776)


    Taxes:$9,315

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 8825 RHODES ST, KISSIMMEE, FL 34747

    $675,0002 Days on yellowkey   MLS ID: S5151659

    For Sale S5151659 - 8825 RHODES ST, KISSIMMEE, FL 34747 52 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $563
       Tax: $11,485 (2025)
    Community: Windsor At Westside Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,219 (change assumption)
    Mortgage ($3,699) + Fees ($563) + Taxes in 2025 ($957)


    Taxes:$11,485

    Elementary School: Island Village Elementary School

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 304 BASS LN, KISSIMMEE, FL 34759

    $299,900244 Days on yellowkey   MLS ID: O6351826

    2 Days Off yellowkey (back on 4/26/2026)

    For Sale O6351826 - 304 BASS LN, KISSIMMEE, FL 34759 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1501
       Built: 2025
    Monthly Fee: $89
       Tax: $193 (2024)
    Community: Poinciana Nbrhd 02 East Village 07
    Single Family


    Estimated Monthly Payment: $1,748 (change assumption)
    Mortgage ($1,643) + Fees ($89) + Taxes in 2024 ($16)


    Taxes:$193

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 4722 ORMOND BEACH WAY, KISSIMMEE, FL 34746

    $409,90049 Days on yellowkey   MLS ID: O6402310

    REDUCED by $5,100 (1.2%) on 05/23/2026

    For Sale O6402310 - 4722 ORMOND BEACH WAY, KISSIMMEE, FL 34746 44 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1636
       Built: 2003
    Monthly Fee: $149
       Tax: $3,996 (2025)
    Community: Terra Verde Villas Ph 1
    Townhouse


    Estimated Monthly Payment: $2,728 (change assumption)
    Mortgage ($2,246) + Fees ($149) + Taxes in 2025 ($333)


    Taxes:$3,996

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 724 WHISTLING STRAITS, KISSIMMEE, FL 34747

    $590,00047 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


  • 165 TOLUCA DR, KISSIMMEE, FL 34743

    $318,0008 Days on yellowkey   MLS ID: S5151404

    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


  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,900122 Days on yellowkey   MLS ID: S5143367

    For Sale S5143367 - 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3177
       Built: 1991
    Monthly Fee: $195
       Tax: $4,193 (2025)
    Community: Kissimmee Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,287) + Fees ($195) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1947 ESTANCIA CIR #8C, KISSIMMEE, FL 34741

    $268,000128 Days on yellowkey   MLS ID: O6379378

    REDUCED by $6,000 (2.2%) on 05/27/2026

    For Sale O6379378 - 1947 ESTANCIA CIR #8C, KISSIMMEE, FL 34741 18 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2006
    Monthly Fee: $305
       Tax: $3,036 (2025)
    Community: Villas At Estancia
    Condo


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,468) + Fees ($305) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2788 ALMATON LOOP #402, KISSIMMEE, FL 34747

    $245,000224 Days on yellowkey   MLS ID: O6357168

    REDUCED by $4,000 (1.6%) on 06/12/2026

    For Sale O6357168 - 2788 ALMATON LOOP #402, KISSIMMEE, FL 34747 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1081
       Built: 2005
    Monthly Fee: $354
       Tax: $3,343 (2024)
    Community: Ventura At Windsor Hills Condo Ph 3
    Condo


    Estimated Monthly Payment: $1,975 (change assumption)
    Mortgage ($1,342) + Fees ($354) + Taxes in 2024 ($279)


    Taxes:$3,343

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 103 E MAGNOLIA ST, KISSIMMEE, FL 34744

    $209,0004 Days on yellowkey   MLS ID: O6415332

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

    REDUCED by $10,000 (4.6%) on 06/11/2026

    For Sale O6415332 - 103 E MAGNOLIA ST, KISSIMMEE, FL 34744 31 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 2120
       Built: 1904   Tax: $3,518 (2025)
    Community: Robert Bass Add
    Apartment


    Estimated Monthly Payment: $1,438 (change assumption)
    Mortgage ($1,145) + Taxes in 2025 ($293)


    Taxes:$3,518

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1115 PROSPERITY AVE, KISSIMMEE, FL 34744

    $474,00085 Days on yellowkey   MLS ID: S5146235

    REDUCED by $10,900 (2.2%) on 06/11/2026

    For Sale S5146235 - 1115 PROSPERITY AVE, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2003
    Monthly Fee: $46
       Tax: $2,454 (2025)
    Community: Fortune Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,848 (change assumption)
    Mortgage ($2,597) + Fees ($46) + Taxes in 2025 ($205)


    Taxes:$2,454

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2320 SANTA ANA ST, KISSIMMEE, FL 34743

    $345,00036 Days on yellowkey   MLS ID: O6406401

    For Sale O6406401 - 2320 SANTA ANA ST, KISSIMMEE, FL 34743 31 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1198
       Built: 1994
    Monthly Fee: $29
       Tax: $1,030 (2025)
    Community: Monterey Village Ph 1 Unit 1
    Single Family


    Estimated Monthly Payment: $2,005 (change assumption)
    Mortgage ($1,890) + Fees ($29) + Taxes in 2025 ($86)


    Taxes:$1,030

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741

    $194,90018 Days on yellowkey   MLS ID: S5150480

    REDUCED by $10,100 (4.9%) on 06/12/2026

    For Sale S5150480 - 1222 BERMUDA LAKES LN #106, KISSIMMEE, FL 34741 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1103
       Built: 1993
    Monthly Fee: $451
       Tax: $2,126 (2025)
    Community: Gables At Lakeside Condo
    Condo


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,068) + Fees ($451) + Taxes in 2025 ($177)


    Taxes:$2,126

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 306 MICHIGAN LN, KISSIMMEE, FL 34759

    $230,0002 Days on yellowkey   MLS ID: TB8496518

    For Sale TB8496518 - 306 MICHIGAN LN, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1632
       Built: 2018
    Monthly Fee: $100
       Tax: $3,823 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,679 (change assumption)
    Mortgage ($1,260) + Fees ($100) + Taxes in 2025 ($319)


    Taxes:$3,823

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle




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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.