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Kissimmee Homes For Sale & Real Estate - 2370 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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  • 248 CHESHIRE CT, KISSIMMEE, FL 34758

    $309,950344 Days on yellowkey   MLS ID: S5126291

    For Sale S5126291 - 248 CHESHIRE CT, KISSIMMEE, FL 34758 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1695
       Built: 2022
    Monthly Fee: $8
       Tax: $4,038 (2024)
    Community: Poinciana Village 02 Neighborhood 01
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,698) + Fees ($8) + Taxes in 2024 ($337)


    Taxes:$4,038

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2618 SANTOSH CV, KISSIMMEE, FL 34746

    $535,00014 Days on yellowkey   MLS ID: O6393947

    For Sale O6393947 - 2618 SANTOSH CV, KISSIMMEE, FL 34746 34 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2014
    Monthly Fee: $397
       Tax: $6,942 (2025)
    Community: Veranda Palms Ph 1C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,907 (change assumption)
    Mortgage ($2,931) + Fees ($397) + Taxes in 2025 ($579)


    Taxes:$6,942

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744

    $675,00018 Days on yellowkey   MLS ID: O6393234

    For Sale O6393234 - 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744 47 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3267
       Built: 2014
    Monthly Fee: $111
       Tax: $4,883 (2025)
    Community: North Point Ph Ic
    Single Family


    Estimated Monthly Payment: $4,216 (change assumption)
    Mortgage ($3,699) + Fees ($111) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3781 VIA MAZZINI CT, KISSIMMEE, FL 34759

    $498,90046 Days on yellowkey   MLS ID: S5144462

    For Sale S5144462 - 3781 VIA MAZZINI CT, KISSIMMEE, FL 34759 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2406
       Built: 2022
    Monthly Fee: $405
       Tax: $5,777 (2025)
    Community: Solivita-Ph 5H-Un 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,620 (change assumption)
    Mortgage ($2,734) + Fees ($405) + Taxes in 2025 ($481)


    Taxes:$5,777

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 509 KILIMANJARO DR, KISSIMMEE, FL 34758

    $238,000124 Days on yellowkey   MLS ID: O6363215

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale O6363215 - 509 KILIMANJARO DR, KISSIMMEE, FL 34758 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1954
       Built: 1986
    Monthly Fee: $100
       Tax: $2,251 (2024)
    Community: Poinciana Village 1 Nbhd 1 South
    Single Family


    Estimated Monthly Payment: $1,592 (change assumption)
    Mortgage ($1,304) + Fees ($100) + Taxes in 2024 ($188)


    Taxes:$2,251

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4103 SPITFIRE AVE, KISSIMMEE, FL 34741

    $205,00022 Days on yellowkey   MLS ID: O6384633

    REDUCED by $10,000 (4.7%) on 04/12/2026

    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: $1,399 (change assumption)
    Mortgage ($1,123) + Fees ($62) + Taxes in 2025 ($214)


    Taxes:$2,566

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 703 MABBETTE ST, KISSIMMEE, FL 34741

    $369,00047 Days on yellowkey   MLS ID: S5144597

    0 Days Off yellowkey (back on 3/9/2026)

    For Sale S5144597 - 703 MABBETTE ST, KISSIMMEE, FL 34741 3 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1613
       Built: 1910   Tax: $4,014 (2025)
    Community: Mathews Add Resub
    Apartment


    Estimated Monthly Payment: $2,356 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($335)


    Taxes:$4,014

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3811 GOLDEN KNOT DR, KISSIMMEE, FL 34746

    $359,000242 Days on yellowkey   MLS ID: S5132792

    For Sale S5132792 - 3811 GOLDEN KNOT DR, KISSIMMEE, FL 34746 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2008
    Monthly Fee: $325
       Tax: $5,014 (2024)
    Community: Bellalago
    Single Family


    Estimated Monthly Payment: $2,710 (change assumption)
    Mortgage ($1,967) + Fees ($325) + Taxes in 2024 ($418)


    Taxes:$5,014

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 2543 CHAPALA DR, KISSIMMEE, FL 34746

    $579,0007 Days on yellowkey   MLS ID: O6396893

    For Sale O6396893 - 2543 CHAPALA DR, KISSIMMEE, FL 34746 95 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4205
       Built: 2002
    Monthly Fee: $15
       Tax: $8,980 (2025)
    Community: Brighton Lakes Ph 1 Parcels A & G
    Single Family


    Estimated Monthly Payment: $3,936 (change assumption)
    Mortgage ($3,173) + Fees ($15) + Taxes in 2025 ($748)


    Taxes:$8,980

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1734 PILCHARD DR, KISSIMMEE, FL 34759

    $225,0004 Days on yellowkey   MLS ID: S5147634

    For Sale S5147634 - 1734 PILCHARD DR, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1209
       Built: 2002
    Monthly Fee: $100
       Tax: $2,725 (2025)
    Community: Poinciana Neigborhood 4 Village 7 Pb 53 Pgs 4/18/
    Single Family


    Estimated Monthly Payment: $1,560 (change assumption)
    Mortgage ($1,233) + Fees ($100) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2780 RIALTO CT, KISSIMMEE, FL 34746

    $495,00021 Days on yellowkey   MLS ID: S5146384

    REDUCED by $30,000 (5.7%) on 04/02/2026

    For Sale S5146384 - 2780 RIALTO CT, KISSIMMEE, FL 34746 84 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2430
       Built: 2017
    Monthly Fee: $205
       Tax: $6,317 (2025)
    Community: Bellalago Phase B-2
    Single Family


    Estimated Monthly Payment: $3,444 (change assumption)
    Mortgage ($2,712) + Fees ($205) + Taxes in 2025 ($526)


    Taxes:$6,317

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 308 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $1,350,00068 Days on yellowkey   MLS ID: O6380091

    For Sale O6380091 - 308 SOUTHFIELD ST, KISSIMMEE, FL 34747 56 photos

    Bed: 13   Bath: 12.5   Gar: 4
    Liv Area Sq Ft: 6351
       Built: 2020
    Monthly Fee: $697
       Tax: $14,776 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,325 (change assumption)
    Mortgage ($7,397) + Fees ($697) + Taxes in 2025 ($1,231)


    Taxes:$14,776

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2639 BUENA VIEW RD, KISSIMMEE, FL 34746

    $349,0003 Days on yellowkey   MLS ID: S5147668

    For Sale S5147668 - 2639 BUENA VIEW RD, KISSIMMEE, FL 34746 41 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1699
       Built: 2022
    Monthly Fee: $320
       Tax: $4,318 (2025)
    Community: Cypress Cay Ph 1
    Townhouse


    Estimated Monthly Payment: $2,592 (change assumption)
    Mortgage ($1,912) + Fees ($320) + Taxes in 2025 ($360)


    Taxes:$4,318

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 807 ASPENWOOD CIR, KISSIMMEE, FL 34743

    $265,5003 Days on yellowkey   MLS ID: S5147631

    FORECLOSURE S5147631 - 807 ASPENWOOD CIR, KISSIMMEE, FL 34743 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1000
       Built: 1984   Tax: $3,792 (2025)
    Community: Bvl Unit 8 1St Add
    Single Family


    Estimated Monthly Payment: $1,771 (change assumption)
    Mortgage ($1,455) + Taxes in 2025 ($316)


    Taxes:$3,792

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1726 BRASSIE CT, KISSIMMEE, FL 34746

    $379,0003 Days on yellowkey   MLS ID: O6398321

    For Sale O6398321 - 1726 BRASSIE CT, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1859
       Built: 2017
    Monthly Fee: $14
       Tax: $6,814 (2025)
    Community: Shingle Creek Reserve At The Oaks Ph 6
    Single Family


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,077) + Fees ($14) + Taxes in 2025 ($568)


    Taxes:$6,814

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8960 MAJESTY PALM RD, KISSIMMEE, FL 34747

    $365,0003 Days on yellowkey   MLS ID: O6398289

    For Sale O6398289 - 8960 MAJESTY PALM RD, KISSIMMEE, FL 34747 28 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1902
       Built: 2013
    Monthly Fee: $760
       Tax: $5,192 (2025)
    Community: Paradise Palms Resort Ph 3A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,193 (change assumption)
    Mortgage ($2,000) + Fees ($760) + Taxes in 2025 ($433)


    Taxes:$5,192

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 26 ORCHID CT, KISSIMMEE, FL 34759

    $320,0003 Days on yellowkey   MLS ID: S5147549

    For Sale S5147549 - 26 ORCHID CT, KISSIMMEE, FL 34759 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2019
    Monthly Fee: $100
       Tax: $2,815 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,753) + Fees ($100) + Taxes in 2025 ($235)


    Taxes:$2,815

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744

    $485,0003 Days on yellowkey   MLS ID: O6398072

    For Sale O6398072 - 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2011
    Monthly Fee: $111
       Tax: $4,260 (2025)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,657) + Fees ($111) + Taxes in 2025 ($355)


    Taxes:$4,260

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2411 DUBAI ST, KISSIMMEE, FL 34747

    $415,0003 Days on yellowkey   MLS ID: O6398120

    For Sale O6398120 - 2411 DUBAI ST, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2020
    Monthly Fee: $579
       Tax: $6,787 (2025)
    Community: Windsor At Westside Ph 3
    Townhouse


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,274) + Fees ($579) + Taxes in 2025 ($566)


    Taxes:$6,787

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1519 JADEWOOD WAY, KISSIMMEE, FL 34744

    $539,0004 Days on yellowkey   MLS ID: S5147592

    For Sale S5147592 - 1519 JADEWOOD WAY, KISSIMMEE, FL 34744 27 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2022
    Monthly Fee: $10
       Tax: $7,660 (2025)
    Community: Kindred Ph 1
    Single Family


    Estimated Monthly Payment: $3,602 (change assumption)
    Mortgage ($2,953) + Fees ($10) + Taxes in 2025 ($638)


    Taxes:$7,660

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)




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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.