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Kissimmee Homes For Sale & Real Estate - 3374 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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  • 9001 PAOLOS PL, KISSIMMEE, FL 34747

    $550,000104 Days on yellowkey   MLS ID: O6394845

    0 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $25,000 (4.3%) on 06/06/2026

    For Sale O6394845 - 9001 PAOLOS PL, KISSIMMEE, FL 34747 50 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3395
       Built: 2007
    Monthly Fee: $330
       Tax: $10,178 (2025)
    Community: Westside Prcl D Calabria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($3,014) + Fees ($330) + Taxes in 2025 ($848)


    Taxes:$10,178

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 429 VILLA PARK RD, KISSIMMEE, FL 34759

    $449,900445 Days on yellowkey   MLS ID: S5124646

    REDUCED by $17,100 (3.7%) on 05/17/2026

    For Sale S5124646 - 429 VILLA PARK RD, KISSIMMEE, FL 34759 59 photos

    Bed: 2   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2345
       Built: 2011
    Monthly Fee: $442
       Tax: $5,414 (2024)
    Community: Solivita Ph 7B2
    Single Family


    Estimated Monthly Payment: $3,358 (change assumption)
    Mortgage ($2,465) + Fees ($442) + Taxes in 2024 ($451)


    Taxes:$5,414

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4661 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $475,00016 Days on yellowkey   MLS ID: O6420419

    For Sale O6420419 - 4661 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 55 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1902
       Built: 2003
    Monthly Fee: $165
       Tax: $6,846 (2025)
    Community: Cumbrian Lakes Resort Ph 2
    Single Family


    Estimated Monthly Payment: $3,338 (change assumption)
    Mortgage ($2,603) + Fees ($165) + Taxes in 2025 ($571)


    Taxes:$6,846

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1772 LEYLAND CIR, KISSIMMEE, FL 34746

    $334,990104 Days on yellowkey   MLS ID: O6395787

    2 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $5,000 (1.5%) on 05/14/2026

    For Sale O6395787 - 1772 LEYLAND CIR, KISSIMMEE, FL 34746 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $132
       Tax: $346 (2025)
    Community: Evergreen Park
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,996 (change assumption)
    Mortgage ($1,836) + Fees ($132) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4334 HAZEL ST, KISSIMMEE, FL 34746

    $324,99037 Days on yellowkey   MLS ID: O6414894

    2 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $5,000 (1.5%) on 06/25/2026

    For Sale O6414894 - 4334 HAZEL ST, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1463
       Built: 2025
    Monthly Fee: $132
       Tax: $346 (2025)
    Community: Evergreen Park
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,781) + Fees ($132) + Taxes in 2025 ($29)


    Taxes:$346

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $319,00087 Days on yellowkey   MLS ID: S5148149

    REDUCED by $1,000 (0.3%) on 06/30/2026

    For Sale S5148149 - 1895 SPRING SHOWER CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $213
       Tax: $1,967 (2025)
    Community: Tohoqua Ph 5B
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($1,748) + Fees ($213) + Taxes in 2025 ($164)


    Taxes:$1,967

    Elementary School: Neptune Elementary

    High School: St. Cloud High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3180 PARADOX CIR #108, KISSIMMEE, FL 34746

    $379,000193 Days on yellowkey   MLS ID: S5140982

    For Sale S5140982 - 3180 PARADOX CIR #108, KISSIMMEE, FL 34746 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1329
       Built: 2020
    Monthly Fee: $879
       Tax: $5,877 (2025)
    Community: Storey Lake
    Condo


    Estimated Monthly Payment: $3,445 (change assumption)
    Mortgage ($2,077) + Fees ($879) + Taxes in 2025 ($490)


    Taxes:$5,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2744 BOOKMARK DR, KISSIMMEE, FL 34746

    $598,800738 Days on yellowkey   MLS ID: S5108150

    REDUCED by $20,000 (3.2%) on 06/30/2026

    For Sale S5108150 - 2744 BOOKMARK DR, KISSIMMEE, FL 34746 37 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3292
       Built: 2019
    Monthly Fee: $542
       Tax: $9,665 (2023)
    Community: Storey Lake
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,628 (change assumption)
    Mortgage ($3,281) + Fees ($542) + Taxes in 2023 ($805)


    Taxes:$9,665

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2738 CRANMOOR DR, KISSIMMEE, FL 34758

    $200,00081 Days on yellowkey   MLS ID: S5148375

    REDUCED by $10,000 (4.8%) on 06/30/2026

    For Sale S5148375 - 2738 CRANMOOR DR, KISSIMMEE, FL 34758 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1144
       Built: 1984
    Monthly Fee: $163
       Tax: $1,995 (2025)
    Community: Broadmoor
    Manufactured Home


    Estimated Monthly Payment: $1,425 (change assumption)
    Mortgage ($1,096) + Fees ($163) + Taxes in 2025 ($166)


    Taxes:$1,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8107 COCONUT PALM WAY #102, KISSIMMEE, FL 34747

    $197,50016 Days on yellowkey   MLS ID: O6420801

    For Sale O6420801 - 8107 COCONUT PALM WAY #102, KISSIMMEE, FL 34747 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1022
       Built: 2001
    Monthly Fee: $337
       Tax: $2,793 (2025)
    Community: Wyndham Palms Condo Ph 6
    Condo


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,082) + Fees ($337) + Taxes in 2025 ($233)


    Taxes:$2,793

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 722 ROYAL PALM DR, KISSIMMEE, FL 34743

    $330,00016 Days on yellowkey   MLS ID: S5152677

    For Sale S5152677 - 722 ROYAL PALM DR, KISSIMMEE, FL 34743 1 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1065
       Built: 1981   Tax: $1,286 (2025)
    Community: Bvl Unit 3 3Rd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,915 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($107)


    Taxes:$1,286

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2842 WATERLILY WAY, KISSIMMEE, FL 34759

    $273,00016 Days on yellowkey   MLS ID: S5152672

    For Sale S5152672 - 2842 WATERLILY WAY, KISSIMMEE, FL 34759 69 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1618
       Built: 2024
    Monthly Fee: $49
       Tax: $6,215 (2025)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,496) + Fees ($49) + Taxes in 2025 ($518)


    Taxes:$6,215

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 125 INCONNU CT, KISSIMMEE, FL 34759

    $325,00016 Days on yellowkey   MLS ID: S5152560

    For Sale S5152560 - 125 INCONNU CT, KISSIMMEE, FL 34759 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1870
       Built: 2022
    Monthly Fee: $100
       Tax: $3,481 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,171 (change assumption)
    Mortgage ($1,781) + Fees ($100) + Taxes in 2025 ($290)


    Taxes:$3,481

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 2759 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741

    $359,90016 Days on yellowkey   MLS ID: O6420541

    For Sale O6420541 - 2759 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 2019
    Monthly Fee: $242
       Tax: $4,689 (2025)
    Community: Cypress Ridge
    Townhouse


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($1,972) + Fees ($242) + Taxes in 2025 ($391)


    Taxes:$4,689

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 375 TRAILER LN, KISSIMMEE, FL 34741

    $135,00016 Days on yellowkey   MLS ID: S5152657

    For Sale S5152657 - 375 TRAILER LN, KISSIMMEE, FL 34741 8 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 625
       Built: 1970   Tax: $1,360 (2025)
    Community: Tropical Park Unit 2
    Single Family


    Estimated Monthly Payment: $853 (change assumption)
    Mortgage ($740) + Taxes in 2025 ($113)


    Taxes:$1,360

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4535 NARRATIVE LN, KISSIMMEE, FL 34746

    $745,00016 Days on yellowkey   MLS ID: O6420720

    For Sale O6420720 - 4535 NARRATIVE LN, KISSIMMEE, FL 34746 32 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4289
       Built: 2020
    Monthly Fee: $564
       Tax: $12,492 (2025)
    Community: Cove At Storey Lake Ii
    Single Family


    Estimated Monthly Payment: $5,687 (change assumption)
    Mortgage ($4,082) + Fees ($564) + Taxes in 2025 ($1,041)


    Taxes:$12,492

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7677 FITZCLARENCE ST, KISSIMMEE, FL 34747

    $420,00016 Days on yellowkey   MLS ID: S5152612

    For Sale S5152612 - 7677 FITZCLARENCE ST, KISSIMMEE, FL 34747 45 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2004
    Monthly Fee: $169
       Tax: $5,053 (2025)
    Community: Windsor Hills Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,891 (change assumption)
    Mortgage ($2,301) + Fees ($169) + Taxes in 2025 ($421)


    Taxes:$5,053

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 832 DRIVING RANGE CT, KISSIMMEE, FL 34747

    $418,00016 Days on yellowkey   MLS ID: O6419977

    For Sale O6419977 - 832 DRIVING RANGE CT, KISSIMMEE, FL 34747 16 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1704
       Built: 2021
    Monthly Fee: $648
       Tax: $7,789 (2026)
    Community: Reunion Fairways 17 & 18 Ph 3
    Townhouse


    Estimated Monthly Payment: $3,587 (change assumption)
    Mortgage ($2,290) + Fees ($648) + Taxes in 2026 ($649)


    Taxes:$7,789

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 5519 PIMENTA CT, KISSIMMEE, FL 34758

    $307,54016 Days on yellowkey   MLS ID: O6420716

    For Sale O6420716 - 5519 PIMENTA CT, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,810 (change assumption)
    Mortgage ($1,685) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1661 LOXELY TRL, KISSIMMEE, FL 34746

    $357,99019 Days on yellowkey   MLS ID: O6420236

    3 Days Off yellowkey (back on 6/29/2026)

    For Sale O6420236 - 1661 LOXELY TRL, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2026
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,050 (change assumption)
    Mortgage ($1,962) + Fees ($88) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle




Why Bother Searching Elsewhere for Kissimmee Homes for Sale and Other Real Estate?

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.