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Kissimmee Homes For Sale & Real Estate - 3326 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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  • 3229 ENERGY DR, KISSIMMEE, FL 34747

    $339,000140 Days on yellowkey   MLS ID: O6379756

    REDUCED by $10,000 (2.9%) on 06/22/2026

    For Sale O6379756 - 3229 ENERGY DR, KISSIMMEE, FL 34747 37 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1372
       Built: 2024
    Monthly Fee: $227
       Tax: $4,432 (2025)
    Community: Hub At Westside Reserve
    Townhouse


    Estimated Monthly Payment: $2,454 (change assumption)
    Mortgage ($1,857) + Fees ($227) + Taxes in 2025 ($369)


    Taxes:$4,432

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 4121 CANNON CT, KISSIMMEE, FL 34746

    $315,00020 Days on yellowkey   MLS ID: O6411696

    REDUCED by $4,900 (1.5%) on 06/22/2026

    For Sale O6411696 - 4121 CANNON CT, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1436
       Built: 1998
    Monthly Fee: $33
       Tax: $4,195 (2025)
    Community: Wilderness Ph 3 The
    Single Family


    Estimated Monthly Payment: $2,109 (change assumption)
    Mortgage ($1,726) + Fees ($33) + Taxes in 2025 ($350)


    Taxes:$4,195

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5597 MORANT BAY PATH, KISSIMMEE, FL 34758

    $335,65069 Days on yellowkey   MLS ID: O6399924

    3 Days Off yellowkey (back on 6/22/2026)

    INCREASED by $5,000 (1.5%) on 06/16/2026

    For Sale O6399924 - 5597 MORANT BAY PATH, KISSIMMEE, FL 34758 12 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1910
       Built: 2026
    Monthly Fee: $125

    Community: Westview 45S Gc
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,839) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 252 FIG CT, KISSIMMEE, FL 34759

    $259,90020 Days on yellowkey   MLS ID: O6411693

    REDUCED by $5,100 (1.9%) on 06/22/2026

    For Sale O6411693 - 252 FIG CT, KISSIMMEE, FL 34759 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1414
       Built: 2019
    Monthly Fee: $100
       Tax: $3,549 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,820 (change assumption)
    Mortgage ($1,424) + Fees ($100) + Taxes in 2025 ($296)


    Taxes:$3,549

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 2401 BEL AIR CIR, KISSIMMEE, FL 34743

    $525,00022 Days on yellowkey   MLS ID: S5150915

    1 Days Off yellowkey (back on 6/22/2026)

    For Sale S5150915 - 2401 BEL AIR CIR, KISSIMMEE, FL 34743 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2749
       Built: 1991   Tax: $6,017 (2025)
    Community: Moreland Estates Ph 1
    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: Ventura Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746

    $519,000372 Days on yellowkey   MLS ID: O6319108

    2 Days Off yellowkey (back on 3/8/2026)

    SHORT SALE O6319108 - 3816 EAGLE ISLE CIR, KISSIMMEE, FL 34746 27 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3032
       Built: 2006
    Monthly Fee: $170
       Tax: $5,901 (2024)
    Community: Bellalago Ph 4P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,506 (change assumption)
    Mortgage ($2,844) + Fees ($170) + Taxes in 2024 ($492)


    Taxes:$5,901

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2556 RENSHAW ST, KISSIMMEE, FL 34747

    $405,00092 Days on yellowkey   MLS ID: O6393304

    REDUCED by $7,000 (1.7%) on 06/22/2026

    For Sale O6393304 - 2556 RENSHAW ST, KISSIMMEE, FL 34747 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2004
    Monthly Fee: $409
       Tax: $4,610 (2025)
    Community: Windsor Hills Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,219) + Fees ($409) + Taxes in 2025 ($384)


    Taxes:$4,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744

    $335,00011 Days on yellowkey   MLS ID: O6416650

    REDUCED by $5,000 (1.5%) on 06/22/2026

    For Sale O6416650 - 781 COUNTRY WOODS CIR, KISSIMMEE, FL 34744 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1204
       Built: 1991   Tax: $4,643 (2025)
    Community: Country Crossing Unit 1
    Single Family


    Estimated Monthly Payment: $2,223 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($387)


    Taxes:$4,643

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2516 NOUVEAU WAY, KISSIMMEE, FL 34741

    $535,000217 Days on yellowkey   MLS ID: O6360489

    4 Days Off yellowkey (back on 6/22/2026)

    For Sale O6360489 - 2516 NOUVEAU WAY, KISSIMMEE, FL 34741 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2628
       Built: 2017
    Monthly Fee: $208
       Tax: $5,762 (2024)
    Community: Tapestry Ph 2
    Single Family


    Estimated Monthly Payment: $3,620 (change assumption)
    Mortgage ($2,931) + Fees ($208) + Taxes in 2024 ($480)


    Taxes:$5,762

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2922 ASHLAND LN S, KISSIMMEE, FL 34741

    $325,000107 Days on yellowkey   MLS ID: O6389116

    4 Days Off yellowkey (back on 6/22/2026)

    For Sale O6389116 - 2922 ASHLAND LN S, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1957
       Built: 2005
    Monthly Fee: $240
       Tax: $5,310 (2025)
    Community: Townhomes Of Flora Ridge Ph 2
    Townhouse


    Estimated Monthly Payment: $2,463 (change assumption)
    Mortgage ($1,781) + Fees ($240) + Taxes in 2025 ($443)


    Taxes:$5,310

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4295 PARAGRAPH DR, KISSIMMEE, FL 34746

    $520,000597 Days on yellowkey   MLS ID: S5114846

    For Sale S5114846 - 4295 PARAGRAPH DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2022
    Monthly Fee: $248
       Tax: $8,033 (2023)
    Community: Cove At Storey Lake 4
    Townhouse


    Estimated Monthly Payment: $3,767 (change assumption)
    Mortgage ($2,849) + Fees ($248) + Taxes in 2023 ($669)


    Taxes:$8,033

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 7442 GATHERING CT, KISSIMMEE, FL 34747

    $2,299,00050 Days on yellowkey   MLS ID: O6402997

    For Sale O6402997 - 7442 GATHERING CT, KISSIMMEE, FL 34747 90 photos

    Bed: 10   Bath: 9.5   Gar: 2
    Liv Area Sq Ft: 5563
       Built: 2024
    Monthly Fee: $620
       Tax: $20,385 (2025)
    Community: Reunion Phase 1 Parcel 1 Unit 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,916 (change assumption)
    Mortgage ($12,597) + Fees ($620) + Taxes in 2025 ($1,699)


    Taxes:$20,385

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746

    $357,990120 Days on yellowkey   MLS ID: O6385301

    2 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $5,000 (1.4%) on 06/19/2026

    For Sale O6385301 - 4754 MAPLE CROSS DR, KISSIMMEE, FL 34746 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 2025
    Monthly Fee: $88

    Community: Knightsbridge 50S
    Single Family


    Estimated Monthly Payment: $2,050 (change assumption)
    Mortgage ($1,962) + Fees ($88) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 1861 NICE CT, KISSIMMEE, FL 34747

    $572,000206 Days on yellowkey   MLS ID: O6363676

    REDUCED by $1,000 (0.2%) on 06/22/2026

    For Sale O6363676 - 1861 NICE CT, KISSIMMEE, FL 34747 67 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3281
       Built: 2018
    Monthly Fee: $563
       Tax: $7,850 (2025)
    Community: Windsor At Westside
    Single Family


    Estimated Monthly Payment: $4,351 (change assumption)
    Mortgage ($3,134) + Fees ($563) + Taxes in 2025 ($654)


    Taxes:$7,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2617 TEESIDE CT, KISSIMMEE, FL 34746

    $515,000143 Days on yellowkey   MLS ID: S5142892

    REDUCED by $5,000 (1.0%) on 06/22/2026

    For Sale S5142892 - 2617 TEESIDE CT, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2939
       Built: 1997
    Monthly Fee: $21
       Tax: $4,090 (2025)
    Community: Overoaks Rep 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,184 (change assumption)
    Mortgage ($2,822) + Fees ($21) + Taxes in 2025 ($341)


    Taxes:$4,090

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 303 COCOA CT, KISSIMMEE, FL 34758

    $230,000320 Days on yellowkey   MLS ID: O6334581

    For Sale O6334581 - 303 COCOA CT, KISSIMMEE, FL 34758 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1380
       Built: 1990   Tax: $3,183 (2024)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,525 (change assumption)
    Mortgage ($1,260) + Taxes in 2024 ($265)


    Taxes:$3,183

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3929 REED GRASS PL, KISSIMMEE, FL 34746

    $412,50041 Days on yellowkey   MLS ID: O6408104

    1 Days Off yellowkey (back on 5/23/2026)

    FORECLOSURE O6408104 - 3929 REED GRASS PL, KISSIMMEE, FL 34746 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2023
    Monthly Fee: $364
       Tax: $6,359 (2025)
    Community: Bellalago Ph 5J Sec 3
    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,260) + Fees ($364) + Taxes in 2025 ($530)


    Taxes:$6,359

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1912 LAKEVIEW PL, KISSIMMEE, FL 34759

    $299,90072 Days on yellowkey   MLS ID: S5147705

    REDUCED by $25,100 (7.7%) on 06/19/2026

    For Sale S5147705 - 1912 LAKEVIEW PL, KISSIMMEE, FL 34759 57 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2004
    Monthly Fee: $49
       Tax: $1,277 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $1,799 (change assumption)
    Mortgage ($1,643) + Fees ($49) + Taxes in 2025 ($106)


    Taxes:$1,277

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7755 GRASSENDALE ST, KISSIMMEE, FL 34747

    $615,00062 Days on yellowkey   MLS ID: O6396993

    REDUCED by $10,000 (1.6%) on 06/22/2026

    For Sale O6396993 - 7755 GRASSENDALE ST, KISSIMMEE, FL 34747 74 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 2007
    Monthly Fee: $171
       Tax: $6,149 (2025)
    Community: Windsor Hills Ph 6
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,053 (change assumption)
    Mortgage ($3,370) + Fees ($171) + Taxes in 2025 ($512)


    Taxes:$6,149

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 805 MASSY CT, KISSIMMEE, FL 34759

    $352,625135 Days on yellowkey   MLS ID: O6380954

    REDUCED by $44,365 (11.2%) on 06/22/2026

    For Sale O6380954 - 805 MASSY CT, KISSIMMEE, FL 34759 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $82
       Tax: $734 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,075 (change assumption)
    Mortgage ($1,932) + Fees ($82) + Taxes in 2025 ($61)


    Taxes:$734

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.