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Kissimmee Homes For Sale & Real Estate - 2312 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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  • 2123 ST MARTEEN CT, KISSIMMEE, FL 34741

    $205,00038 Days on yellowkey   MLS ID: O6387879

    For Sale O6387879 - 2123 ST MARTEEN CT, KISSIMMEE, FL 34741 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 991
       Built: 1989
    Monthly Fee: $278
       Tax: $312 (2025)
    Community: Caribbean Villas Condo Ph A-F
    Villa


    Estimated Monthly Payment: $1,427 (change assumption)
    Mortgage ($1,123) + Fees ($278) + Taxes in 2025 ($26)


    Taxes:$312

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2056 CYPRESS BAY BLVD, KISSIMMEE, FL 34743

    $310,00060 Days on yellowkey   MLS ID: O6382412

    For Sale O6382412 - 2056 CYPRESS BAY BLVD, KISSIMMEE, FL 34743 48 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1807
       Built: 2006
    Monthly Fee: $217
       Tax: $4,086 (2025)
    Community: Cypress Lakes Townhomes Ph 2 Unit 2
    Townhouse


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($1,699) + Fees ($217) + Taxes in 2025 ($341)


    Taxes:$4,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 402 OHIO WAY, KISSIMMEE, FL 34759

    $304,99987 Days on yellowkey   MLS ID: S5141942

    INCREASED by $5,099 (1.7%) on 04/12/2026

    For Sale S5141942 - 402 OHIO WAY, KISSIMMEE, FL 34759 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1548
       Built: 2005
    Monthly Fee: $90
       Tax: $2,634 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,981 (change assumption)
    Mortgage ($1,671) + Fees ($90) + Taxes in 2025 ($220)


    Taxes:$2,634

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2074 FLORA PASS PL, KISSIMMEE, FL 34747

    $610,000164 Days on yellowkey   MLS ID: O6356199

    REDUCED by $5,000 (0.8%) on 04/05/2026

    For Sale O6356199 - 2074 FLORA PASS PL, KISSIMMEE, FL 34747 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 2021
    Monthly Fee: $407
       Tax: $5,705 (2024)
    Community: Four Seasons At Orlando Ph 2
    Single Family


    Estimated Monthly Payment: $4,225 (change assumption)
    Mortgage ($3,342) + Fees ($407) + Taxes in 2024 ($475)


    Taxes:$5,705

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 371 ELDERBERRY CT, KISSIMMEE, FL 34759

    $289,999173 Days on yellowkey   MLS ID: S5137100

    For Sale S5137100 - 371 ELDERBERRY CT, KISSIMMEE, FL 34759 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1568
       Built: 2019
    Monthly Fee: $100
       Tax: $2,460 (2024)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,894 (change assumption)
    Mortgage ($1,589) + Fees ($100) + Taxes in 2024 ($205)


    Taxes:$2,460

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 429 JANICE KAY PL, KISSIMMEE, FL 34744

    $450,00036 Days on yellowkey   MLS ID: S5145448

    For Sale S5145448 - 429 JANICE KAY PL, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2906
       Built: 2004
    Monthly Fee: $14
       Tax: $2,737 (2024)
    Community: Eagle Point
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,466) + Fees ($14) + Taxes in 2024 ($228)


    Taxes:$2,737

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1135 CHEROKEE DR, KISSIMMEE, FL 34744

    $375,99043 Days on yellowkey   MLS ID: S5144943

    For Sale S5144943 - 1135 CHEROKEE DR, KISSIMMEE, FL 34744 12 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1358
       Built: 1964   Tax: $1,014 (2025)
    Community: Osceola Acres
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,145 (change assumption)
    Mortgage ($2,060) + Taxes in 2025 ($85)


    Taxes:$1,014

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 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


  • 1102 BANKS ROSE CT, KISSIMMEE, FL 34747

    $829,9975 Days on yellowkey   MLS ID: O6394655

    For Sale O6394655 - 1102 BANKS ROSE CT, KISSIMMEE, FL 34747 52 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1656
       Built: 2001
    Monthly Fee: $138
       Tax: $8,618 (2025)
    Community: Celebration South Village Unit 5
    Single Family


    Estimated Monthly Payment: $5,404 (change assumption)
    Mortgage ($4,548) + Fees ($138) + Taxes in 2025 ($718)


    Taxes:$8,618

    Elementary School: None

    High School: None

    Tax Year: 2025

    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


  • 7912 GOLDEN POND CIR, KISSIMMEE, FL 34747

    $534,950293 Days on yellowkey   MLS ID: S5129692

    For Sale S5129692 - 7912 GOLDEN POND CIR, KISSIMMEE, FL 34747 36 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2677
       Built: 2000
    Monthly Fee: $53
       Tax: $6,705 (2024)
    Community: Rolling Hills Estates Unit 1 At Formosa Gardens
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($2,931) + Fees ($53) + Taxes in 2024 ($559)


    Taxes:$6,705

    Elementary School: None

    High School: None

    Tax Year: 2024

    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


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $457,00047 Days on yellowkey   MLS ID: S5144261

    For Sale S5144261 - 1595 SHADY OAK DR, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1981   Tax: $4,757 (2025)
    Community: Regal Oak Shores Unit 6
    Single Family


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($2,504) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    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


  • 1459 OAK LEAF LN, KISSIMMEE, FL 34744

    $347,7375 Days on yellowkey   MLS ID: O6397026

    For Sale O6397026 - 1459 OAK LEAF LN, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1242
       Built: 1979   Tax: $4,859 (2025)
    Community: Heather Oaks Unit 4
    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($1,905) + Taxes in 2025 ($405)


    Taxes:$4,859

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John 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.