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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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  • 2345 SOUTHBURY, KISSIMMEE, FL 34744

    $369,000Listed 06/12/2026 12:31PM   MLS ID: S5151680

    For Sale S5151680 - 2345 SOUTHBURY, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 1553
       Built: 2025
    Monthly Fee: $127
       Tax: $2,000 (2025)
    Community: Tohoqua Phase 1
    Townhouse


    Estimated Monthly Payment: $2,316 (change assumption)
    Mortgage ($2,022) + Fees ($127) + Taxes in 2025 ($167)


    Taxes:$2,000

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 665 REGENCY WAY, KISSIMMEE, FL 34758

    $374,9902 Days on yellowkey   MLS ID: O6415683

    For Sale O6415683 - 665 REGENCY WAY, KISSIMMEE, FL 34758 26 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2417
       Built: 1995
    Monthly Fee: $100
       Tax: $1,214 (2025)
    Community: Poinciana Village 1 Nbhd 3 West
    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($2,055) + Fees ($100) + Taxes in 2025 ($101)


    Taxes:$1,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $299,000Listed 06/12/2026 12:28PM   MLS ID: O6416435

    For Sale O6416435 - 2968 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 1 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1394
       Built: 2022
    Monthly Fee: $468
       Tax: $7,689 (2025)
    Community: Rolling Oaks Ph 7
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,747 (change assumption)
    Mortgage ($1,638) + Fees ($468) + Taxes in 2025 ($641)


    Taxes:$7,689

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758

    $399,9007 Days on yellowkey   MLS ID: O6414471

    For Sale O6414471 - 4894 OLD TAMPA HWY, KISSIMMEE, FL 34758 35 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1616
       Built: 1979   Tax: $4,704 (2025)
    Community: Cherub Homes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,583 (change assumption)
    Mortgage ($2,191) + Taxes in 2025 ($392)


    Taxes:$4,704

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $550,000446 Days on yellowkey   MLS ID: O6292839

    For Sale O6292839 - 4687 FAIRY TALE CIR, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2166
       Built: 2017
    Monthly Fee: $239
       Tax: $7,233 (2024)
    Community: Storey Lake
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,014) + Fees ($239) + Taxes in 2024 ($603)


    Taxes:$7,233

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746

    $275,000192 Days on yellowkey   MLS ID: S5139636

    SHORT SALE S5139636 - 4617 SPARKLING SHELL AVE, KISSIMMEE, FL 34746 23 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1683
       Built: 2023
    Monthly Fee: $300
       Tax: $4,144 (2024)
    Community: Cypress Cay Ph 1
    Townhouse


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($1,507) + Fees ($300) + Taxes in 2024 ($345)


    Taxes:$4,144

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8060 DREAMSICLE DR, KISSIMMEE, FL 34747

    $590,0001 Day on yellowkey   MLS ID: W7886608

    For Sale W7886608 - 8060 DREAMSICLE DR, KISSIMMEE, FL 34747 72 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1564
       Built: 2019
    Monthly Fee: $665
       Tax: $10,015 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,732 (change assumption)
    Mortgage ($3,233) + Fees ($665) + Taxes in 2025 ($835)


    Taxes:$10,015

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4704 RUBY RED LN, KISSIMMEE, FL 34746

    $450,00072 Days on yellowkey   MLS ID: O6395863

    2 Days Off yellowkey (back on 5/13/2026)

    For Sale O6395863 - 4704 RUBY RED LN, KISSIMMEE, FL 34746 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 2013
    Monthly Fee: $205
       Tax: $5,799 (2025)
    Community: Crystal Cove Resort
    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,466) + Fees ($205) + Taxes in 2025 ($483)


    Taxes:$5,799

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Harmony Middle


  • 3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741

    $231,00032 Days on yellowkey   MLS ID: S5148826

    REDUCED by $8,000 (3.3%) on 06/12/2026

    For Sale S5148826 - 3331 WHITESTONE CIR #101, KISSIMMEE, FL 34741 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 2006
    Monthly Fee: $392
       Tax: $4,316 (2025)
    Community: Flora Ridge Condo Ph 7 Bldg 12
    Condo


    Estimated Monthly Payment: $2,017 (change assumption)
    Mortgage ($1,266) + Fees ($392) + Taxes in 2025 ($360)


    Taxes:$4,316

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $649,900101 Days on yellowkey   MLS ID: O6386876

    REDUCED by $15,100 (2.3%) on 06/11/2026

    For Sale O6386876 - 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2005
    Monthly Fee: $195
       Tax: $7,062 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,345 (change assumption)
    Mortgage ($3,561) + Fees ($195) + Taxes in 2025 ($589)


    Taxes:$7,062

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2403 SILVER PALM DR, KISSIMMEE, FL 34747

    $280,00043 Days on yellowkey   MLS ID: S5149029

    REDUCED by $9,900 (3.4%) on 06/09/2026

    For Sale S5149029 - 2403 SILVER PALM DR, KISSIMMEE, FL 34747 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2003
    Monthly Fee: $210
       Tax: $2,895 (2025)
    Community: Windsor Palms Twnhms Ph 3A
    Townhouse


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,534) + Fees ($210) + Taxes in 2025 ($241)


    Taxes:$2,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7753 BASNETT CIR, KISSIMMEE, FL 34747

    $625,000Listed 06/12/2026 12:08PM   MLS ID: O6416299

    For Sale O6416299 - 7753 BASNETT CIR, KISSIMMEE, FL 34747 48 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2005
    Monthly Fee: $171
       Tax: $8,050 (2025)
    Community: Windsor Hills Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,266 (change assumption)
    Mortgage ($3,425) + Fees ($171) + Taxes in 2025 ($671)


    Taxes:$8,050

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2260 RAPOLLO DR, KISSIMMEE, FL 34741

    $519,9902 Days on yellowkey   MLS ID: OM726419

    For Sale OM726419 - 2260 RAPOLLO DR, KISSIMMEE, FL 34741 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 2019
    Monthly Fee: $208
       Tax: $5,801 (2025)
    Community: Tapestry Ph 4
    Single Family


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($2,849) + Fees ($208) + Taxes in 2025 ($483)


    Taxes:$5,801

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746

    $539,000120 Days on yellowkey   MLS ID: O6380471

    For Sale O6380471 - 161 HIDEAWAY BEACH LN, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2269
       Built: 2004
    Monthly Fee: $100
       Tax: $6,370 (2025)
    Community: Terra Verde Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,584 (change assumption)
    Mortgage ($2,953) + Fees ($100) + Taxes in 2025 ($531)


    Taxes:$6,370

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2675 HILLIARD CT, KISSIMMEE, FL 34744

    $575,0008 Days on yellowkey   MLS ID: S5151356

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

    For Sale S5151356 - 2675 HILLIARD CT, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1999   Tax: $3,961 (2025)
    Community: Hilliard Place
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2356 ROYALE OAKS BLVD, KISSIMMEE, FL 34744

    $425,0003 Days on yellowkey   MLS ID: S5151604

    For Sale S5151604 - 2356 ROYALE OAKS BLVD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1714
       Built: 1989   Tax: $4,158 (2025)
    Community: Royale Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $2,675 (change assumption)
    Mortgage ($2,329) + Taxes in 2025 ($347)


    Taxes:$4,158

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744

    $379,90036 Days on yellowkey   MLS ID: S5149544

    For Sale S5149544 - 2513 CROWN RIDGE CIR, KISSIMMEE, FL 34744 68 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1766
       Built: 2001
    Monthly Fee: $14
       Tax: $3,026 (2025)
    Community: Remington
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,348 (change assumption)
    Mortgage ($2,082) + Fees ($14) + Taxes in 2025 ($252)


    Taxes:$3,026

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 MEDITERRANEAN CT, KISSIMMEE, FL 34758

    $344,9901 Day on yellowkey   MLS ID: O6416414

    For Sale O6416414 - 100 MEDITERRANEAN CT, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $82
       Tax: $762 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,890) + Fees ($82) + Taxes in 2025 ($64)


    Taxes:$762

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $432,0001 Day on yellowkey   MLS ID: O6416082

    For Sale O6416082 - 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1701
       Built: 2022
    Monthly Fee: $136
       Tax: $6,439 (2025)
    Community: Tohoqua Ph 5A
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,367) + Fees ($136) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747

    $230,00022 Days on yellowkey   MLS ID: O6410146

    For Sale O6410146 - 8810 GRAND PALMS CIR #A, KISSIMMEE, FL 34747 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1245
       Built: 2002
    Monthly Fee: $331
       Tax: $3,104 (2025)
    Community: Grand Palms Condo 4 Ph 1
    Condo


    Estimated Monthly Payment: $1,850 (change assumption)
    Mortgage ($1,260) + Fees ($331) + Taxes in 2025 ($259)


    Taxes:$3,104

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8




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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.