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Kissimmee Homes For Sale & Real Estate - 2508 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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  • 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744

    $489,000290 Days on yellowkey   MLS ID: S5130069

    For Sale S5130069 - 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2251
       Built: 2012
    Monthly Fee: $112
       Tax: $4,907 (2024)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,200 (change assumption)
    Mortgage ($2,679) + Fees ($112) + Taxes in 2024 ($409)


    Taxes:$4,907

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 3331 WHITESTONE CIR #201, KISSIMMEE, FL 34741

    $240,000182 Days on yellowkey   MLS ID: O6353322

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6353322 - 3331 WHITESTONE CIR #201, KISSIMMEE, FL 34741 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 2006
    Monthly Fee: $389
       Tax: $3,843 (2024)
    Community: Flora Ridge Condo Ph 7 Bldg 12
    Condo


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,315) + Fees ($389) + Taxes in 2024 ($320)


    Taxes:$3,843

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $370,00099 Days on yellowkey   MLS ID: S5141277

    For Sale S5141277 - 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2021
    Monthly Fee: $154
       Tax: $6,407 (2025)
    Community: Tohoqua Ph 1B
    Townhouse


    Estimated Monthly Payment: $2,715 (change assumption)
    Mortgage ($2,027) + Fees ($154) + Taxes in 2025 ($534)


    Taxes:$6,407

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1305 LOMBARDI CT, KISSIMMEE, FL 34759

    $240,000183 Days on yellowkey   MLS ID: O6350952

    SHORT SALE O6350952 - 1305 LOMBARDI CT, KISSIMMEE, FL 34759 9 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1365
       Built: 2023
    Monthly Fee: $263
       Tax: $4,579 (2024)
    Community: Solivita Ph 5D
    Single Family


    Estimated Monthly Payment: $1,960 (change assumption)
    Mortgage ($1,315) + Fees ($263) + Taxes in 2024 ($382)


    Taxes:$4,579

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 7748 FOUR SEASONS BLVD, KISSIMMEE, FL 34747

    $695,000336 Days on yellowkey   MLS ID: O6301640

    REDUCED by $4,950 (0.7%) on 04/14/2026

    For Sale O6301640 - 7748 FOUR SEASONS BLVD, KISSIMMEE, FL 34747 70 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2754
       Built: 2022
    Monthly Fee: $407
       Tax: $11,729 (2024)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Single Family


    Estimated Monthly Payment: $5,193 (change assumption)
    Mortgage ($3,808) + Fees ($407) + Taxes in 2024 ($977)


    Taxes:$11,729

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1590 BARBERRY DR, KISSIMMEE, FL 34744

    $459,900239 Days on yellowkey   MLS ID: S5133065

    REDUCED by $30,000 (6.1%) on 04/14/2026

    For Sale S5133065 - 1590 BARBERRY DR, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $15
       Tax: $8,284 (2024)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,225 (change assumption)
    Mortgage ($2,520) + Fees ($15) + Taxes in 2024 ($690)


    Taxes:$8,284

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: None


  • 2924 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $356,00025 Days on yellowkey   MLS ID: S5146209

    REDUCED by $1,000 (0.3%) on 04/14/2026

    For Sale S5146209 - 2924 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1545
       Built: 2022
    Monthly Fee: $583
       Tax: $7,826 (2025)
    Community: Rolling Oaks Ph 7 Pb 30 Pgs 167-169 Lot 92
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,186 (change assumption)
    Mortgage ($1,951) + Fees ($583) + Taxes in 2025 ($652)


    Taxes:$7,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8960 BISMARCK PALM RD, KISSIMMEE, FL 34747

    $489,99055 Days on yellowkey   MLS ID: S5143167

    REDUCED by $10,000 (2.0%) on 04/13/2026

    For Sale S5143167 - 8960 BISMARCK PALM RD, KISSIMMEE, FL 34747 76 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2014
    Monthly Fee: $682
       Tax: $6,698 (2025)
    Community: Paradise Palms Resort Ph 3B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($2,685) + Fees ($682) + Taxes in 2025 ($558)


    Taxes:$6,698

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 857 MARQUIS CT, KISSIMMEE, FL 34759

    $314,99025 Days on yellowkey   MLS ID: P4938113

    For Sale P4938113 - 857 MARQUIS CT, KISSIMMEE, FL 34759 53 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 1997
    Monthly Fee: $90
       Tax: $2,462 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,021 (change assumption)
    Mortgage ($1,726) + Fees ($90) + Taxes in 2025 ($205)


    Taxes:$2,462

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4497 MONADO DR, KISSIMMEE, FL 34746

    $960,000161 Days on yellowkey   MLS ID: O6358880

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

    For Sale O6358880 - 4497 MONADO DR, KISSIMMEE, FL 34746 54 photos

    Bed: 12   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 4762
       Built: 2022
    Monthly Fee: $400
       Tax: $11,961 (2024)
    Community: Bellavida Ph 2C
    Single Family


    Estimated Monthly Payment: $6,657 (change assumption)
    Mortgage ($5,260) + Fees ($400) + Taxes in 2024 ($997)


    Taxes:$11,961

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3141 PARADOX CIR #404, KISSIMMEE, FL 34746

    $287,000140 Days on yellowkey   MLS ID: O6353349

    For Sale O6353349 - 3141 PARADOX CIR #404, KISSIMMEE, FL 34746 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1194
       Built: 2021
    Monthly Fee: $340
       Tax: $4,287 (2024)
    Community: Storey Lake Condo
    Condo


    Estimated Monthly Payment: $2,270 (change assumption)
    Mortgage ($1,573) + Fees ($340) + Taxes in 2024 ($357)


    Taxes:$4,287

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 699 GLENDORA RD, KISSIMMEE, FL 34759

    $430,000105 Days on yellowkey   MLS ID: TB8452905

    For Sale TB8452905 - 699 GLENDORA RD, KISSIMMEE, FL 34759 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2450
       Built: 2005
    Monthly Fee: $276
       Tax: $3,693 (2024)
    Community: Solivita Ph 02D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,940 (change assumption)
    Mortgage ($2,356) + Fees ($276) + Taxes in 2024 ($308)


    Taxes:$3,693

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3191 PARADOX CIR #205, KISSIMMEE, FL 34746

    $289,000669 Days on yellowkey   MLS ID: S5106344

    For Sale S5106344 - 3191 PARADOX CIR #205, KISSIMMEE, FL 34746 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1126
       Built: 2022   Tax: $5,665 (2023)
    Community: The Terraces At Storey Lake Condo 3 Ph 12
    Condo


    Estimated Monthly Payment: $2,056 (change assumption)
    Mortgage ($1,584) + Taxes in 2023 ($472)


    Taxes:$5,665

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2384 FLAMINGO LAKES DR, KISSIMMEE, FL 34743

    $348,500150 Days on yellowkey   MLS ID: O6361641

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

    For Sale O6361641 - 2384 FLAMINGO LAKES DR, KISSIMMEE, FL 34743 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1198
       Built: 1992
    Monthly Fee: $28
       Tax: $1,228 (2025)
    Community: Flamingo Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,910) + Fees ($28) + Taxes in 2025 ($102)


    Taxes:$1,228

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2851 GRANADA BLVD, KISSIMMEE, FL 34746

    $799,000317 Days on yellowkey   MLS ID: S5128214

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale S5128214 - 2851 GRANADA BLVD, KISSIMMEE, FL 34746 87 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3115
       Built: 1995   Tax: $7,936 (2024)
    Community: Tohop Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,039 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($661)


    Taxes:$7,936

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 603 PINEHURST CT, KISSIMMEE, FL 34758

    $259,90035 Days on yellowkey   MLS ID: S5145618

    FORECLOSURE S5145618 - 603 PINEHURST CT, KISSIMMEE, FL 34758 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 1998
    Monthly Fee: $95
       Tax: $4,685 (2025)
    Community: Pinehurst At Cypress Woods
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,909 (change assumption)
    Mortgage ($1,424) + Fees ($95) + Taxes in 2025 ($390)


    Taxes:$4,685

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 268 AZALEA DR, KISSIMMEE, FL 34743

    $339,00081 Days on yellowkey   MLS ID: S5142381

    For Sale S5142381 - 268 AZALEA DR, KISSIMMEE, FL 34743 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1238
       Built: 1979   Tax: $4,137 (2025)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $2,202 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($345)


    Taxes:$4,137

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 WINDY DUNE CT, KISSIMMEE, FL 34743

    $420,000166 Days on yellowkey   MLS ID: O6357320

    For Sale O6357320 - 100 WINDY DUNE CT, KISSIMMEE, FL 34743 19 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1454
       Built: 1998
    Monthly Fee: $39
       Tax: $2,841 (2024)
    Community: Coralwood
    Single Family


    Estimated Monthly Payment: $2,577 (change assumption)
    Mortgage ($2,301) + Fees ($39) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3113 BASS BOAT WAY, KISSIMMEE, FL 34746

    $525,000133 Days on yellowkey   MLS ID: O6365324

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale O6365324 - 3113 BASS BOAT WAY, KISSIMMEE, FL 34746 80 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2014
    Monthly Fee: $51
       Tax: $8,391 (2024)
    Community: Shingle Creek Reserve At The Oaks Ph 5
    Single Family


    Estimated Monthly Payment: $3,627 (change assumption)
    Mortgage ($2,877) + Fees ($51) + Taxes in 2024 ($699)


    Taxes:$8,391

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 660 PARAKEET CT, KISSIMMEE, FL 34759

    $264,99063 Days on yellowkey   MLS ID: O6382497

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6382497 - 660 PARAKEET CT, KISSIMMEE, FL 34759 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1630
       Built: 2002
    Monthly Fee: $81
       Tax: $1,008 (2024)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,452) + Fees ($81) + Taxes in 2024 ($84)


    Taxes:$1,008

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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Kissimmee home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Kissimmee. You can use our website to view Multiple Listing Service (MLS) data on Kissimmee Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Kissimmee listings.



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.