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Kissimmee Homes For Sale & Real Estate - 3166 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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  • 4778 KINGS CASTLE CIR, KISSIMMEE, FL 34746

    $625,000134 Days on yellowkey   MLS ID: P4937505

    INCREASED by $10 (0.0%) on 05/15/2026

    For Sale P4937505 - 4778 KINGS CASTLE CIR, KISSIMMEE, FL 34746 67 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2017
    Monthly Fee: $304
       Tax: $11,427 (2025)
    Community: Storey Lake
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,681 (change assumption)
    Mortgage ($3,425) + Fees ($304) + Taxes in 2025 ($952)


    Taxes:$11,427

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 807 SAN REMO CT, KISSIMMEE, FL 34758

    $450,000284 Days on yellowkey   MLS ID: O6338207

    0 Days Off yellowkey (back on 5/11/2026)

    For Sale O6338207 - 807 SAN REMO CT, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1780
       Built: 1981
    Monthly Fee: $82
       Tax: $1,686 (2024)
    Community: Poinciana Village 1 Nbhd 3 East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,688 (change assumption)
    Mortgage ($2,466) + Fees ($82) + Taxes in 2024 ($141)


    Taxes:$1,686

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746

    $449,000Listed 06/02/2026 11:16AM   MLS ID: O6412898

    For Sale O6412898 - 2901 SWEETSPIRE CIR, KISSIMMEE, FL 34746 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2220
       Built: 2006
    Monthly Fee: $15
       Tax: $7,728 (2025)
    Community: Brighton Lakes Ph2 Prcl J
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,119 (change assumption)
    Mortgage ($2,460) + Fees ($15) + Taxes in 2025 ($644)


    Taxes:$7,728

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2817 MONTICELLO WAY, KISSIMMEE, FL 34741

    $429,99045 Days on yellowkey   MLS ID: O6400365

    4 Days Off yellowkey (back on 4/30/2026)

    For Sale O6400365 - 2817 MONTICELLO WAY, KISSIMMEE, FL 34741 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2015
    Monthly Fee: $128
       Tax: $3,826 (2025)
    Community: Preserve At Tapestry Ph 3 & 4
    Single Family


    Estimated Monthly Payment: $2,803 (change assumption)
    Mortgage ($2,356) + Fees ($128) + Taxes in 2025 ($319)


    Taxes:$3,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 CIMARRON DR, KISSIMMEE, FL 34759

    $250,000101 Days on yellowkey   MLS ID: O6384227

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

    SHORT SALE O6384227 - 205 CIMARRON DR, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1383
       Built: 2022
    Monthly Fee: $90
       Tax: $3,013 (2024)
    Community: Poinciana Nbrhd 06 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,711 (change assumption)
    Mortgage ($1,370) + Fees ($90) + Taxes in 2024 ($251)


    Taxes:$3,013

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 384-386 COCOA CT, KISSIMMEE, FL 34758

    $349,900264 Days on yellowkey   MLS ID: S5134391

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale S5134391 - 384-386 COCOA CT, KISSIMMEE, FL 34758 17 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1899
       Built: 1989
    Monthly Fee: $165
       Tax: $3,440 (2024)
    Community: Poinciana Village 1 Nbhd 1 North
    Apartment


    Estimated Monthly Payment: $2,369 (change assumption)
    Mortgage ($1,917) + Fees ($165) + Taxes in 2024 ($287)


    Taxes:$3,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8824 DUNES COURT CT #103, KISSIMMEE, FL 34747

    $199,90054 Days on yellowkey   MLS ID: O6396954

    REDUCED by $10,100 (4.8%) on 06/02/2026

    For Sale O6396954 - 8824 DUNES COURT CT #103, KISSIMMEE, FL 34747 11 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 901
       Built: 2000
    Monthly Fee: $540
       Tax: $2,717 (2025)
    Community: Legacy Dunes Condo
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,862 (change assumption)
    Mortgage ($1,095) + Fees ($540) + Taxes in 2025 ($226)


    Taxes:$2,717

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2804 POLSON DR, KISSIMMEE, FL 34758

    $479,900118 Days on yellowkey   MLS ID: S5143012

    REDUCED by $3,000 (0.6%) on 05/31/2026

    For Sale S5143012 - 2804 POLSON DR, KISSIMMEE, FL 34758 61 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2560
       Built: 2007
    Monthly Fee: $68
       Tax: $3,116 (2025)
    Community: Hammock Trails
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,957 (change assumption)
    Mortgage ($2,630) + Fees ($68) + Taxes in 2025 ($260)


    Taxes:$3,116

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8942 SYDNEY AVE, KISSIMMEE, FL 34747

    $458,00028 Days on yellowkey   MLS ID: O6404821

    For Sale O6404821 - 8942 SYDNEY AVE, KISSIMMEE, FL 34747 44 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $584
       Tax: $6,808 (2025)
    Community: Windsor At Westside; Windsor/Westside
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,661 (change assumption)
    Mortgage ($2,510) + Fees ($584) + Taxes in 2025 ($567)


    Taxes:$6,808

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $389,00012 Days on yellowkey   MLS ID: O6405406

    REDUCED by $10,000 (2.5%) on 06/01/2026

    For Sale O6405406 - 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $5,680 (2025)
    Community: Cranes Cove Ph 2
    Single Family


    Estimated Monthly Payment: $2,662 (change assumption)
    Mortgage ($2,131) + Fees ($57) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $515,00050 Days on yellowkey   MLS ID: S5147642

    REDUCED by $15,000 (2.8%) on 05/20/2026

    For Sale S5147642 - 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744 41 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 1996
    Monthly Fee: $13
       Tax: $6,439 (2025)
    Community: Remington Ph 1 Tr E
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,371 (change assumption)
    Mortgage ($2,822) + Fees ($13) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2239 SANTA LUCIA ST, KISSIMMEE, FL 34743

    $319,497271 Days on yellowkey   MLS ID: O6337080

    REDUCED by $1,000 (0.3%) on 06/02/2026

    SHORT SALE O6337080 - 2239 SANTA LUCIA ST, KISSIMMEE, FL 34743 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1059
       Built: 1999
    Monthly Fee: $27
       Tax: $3,914 (2024)
    Community: Marisol Ph 2
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,751) + Fees ($27) + Taxes in 2024 ($326)


    Taxes:$3,914

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 2320 SANTA ANA ST, KISSIMMEE, FL 34743

    $345,00025 Days on yellowkey   MLS ID: O6406401

    For Sale O6406401 - 2320 SANTA ANA ST, KISSIMMEE, FL 34743 31 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1198
       Built: 1994
    Monthly Fee: $29
       Tax: $1,030 (2025)
    Community: Monterey Village Ph 1 Unit 1
    Single Family


    Estimated Monthly Payment: $2,005 (change assumption)
    Mortgage ($1,890) + Fees ($29) + Taxes in 2025 ($86)


    Taxes:$1,030

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 7949 GOLDEN POND CIR, KISSIMMEE, FL 34747

    $469,00011 Days on yellowkey   MLS ID: S5150418

    For Sale S5150418 - 7949 GOLDEN POND CIR, KISSIMMEE, FL 34747 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1998
    Monthly Fee: $53
       Tax: $5,738 (2025)
    Community: Rolling Hills Estates Unit 1 At Formosa
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,101 (change assumption)
    Mortgage ($2,570) + Fees ($53) + Taxes in 2025 ($478)


    Taxes:$5,738

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2317 SANTA LUCIA ST, KISSIMMEE, FL 34743

    $339,900103 Days on yellowkey   MLS ID: S5144244

    3 Days Off yellowkey (back on 5/5/2026)

    For Sale S5144244 - 2317 SANTA LUCIA ST, KISSIMMEE, FL 34743 30 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1995
    Monthly Fee: $20
       Tax: $4,694 (2025)
    Community: Monterey Village Ph 1 Unit 2
    Single Family


    Estimated Monthly Payment: $2,274 (change assumption)
    Mortgage ($1,862) + Fees ($20) + Taxes in 2025 ($391)


    Taxes:$4,694

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 507 PRESIDO PARK PL, KISSIMMEE, FL 34759

    $279,000244 Days on yellowkey   MLS ID: TB8429298

    REDUCED by $11,000 (3.8%) on 05/05/2026

    For Sale TB8429298 - 507 PRESIDO PARK PL, KISSIMMEE, FL 34759 22 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1302
       Built: 2012
    Monthly Fee: $263
       Tax: $4,763 (2024)
    Community: Solivita Ph 7D
    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,529) + Fees ($263) + Taxes in 2024 ($397)


    Taxes:$4,763

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Lake Marion Creek Middle


  • 537 MONTAGE LN, KISSIMMEE, FL 34759

    $538,900389 Days on yellowkey   MLS ID: G5096869

    REDUCED by $1,000 (0.2%) on 05/10/2026

    For Sale G5096869 - 537 MONTAGE LN, KISSIMMEE, FL 34759 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2441
       Built: 2002
    Monthly Fee: $278
       Tax: $6,337 (2024)
    Community: Solivita Ph 04A
    Single Family


    Estimated Monthly Payment: $3,759 (change assumption)
    Mortgage ($2,953) + Fees ($278) + Taxes in 2024 ($528)


    Taxes:$6,337

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5306 CORAL VINE LN, KISSIMMEE, FL 34758

    $597,00026 Days on yellowkey   MLS ID: O6405097

    INCREASED by $7,000 (1.2%) on 05/08/2026

    For Sale O6405097 - 5306 CORAL VINE LN, KISSIMMEE, FL 34758 58 photos

    Bed: 6   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2658
       Built: 1999   Tax: $6,442 (2025)
    Community: Dahlia Reserve At Crescent Lakes
    Single Family


    Estimated Monthly Payment: $3,808 (change assumption)
    Mortgage ($3,271) + Taxes in 2025 ($537)


    Taxes:$6,442

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 880 COLVILLE DR, KISSIMMEE, FL 34759

    $239,00089 Days on yellowkey   MLS ID: S5145174

    1 Days Off yellowkey (back on 4/21/2026)

    FORECLOSURE S5145174 - 880 COLVILLE DR, KISSIMMEE, FL 34759 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2019
    Monthly Fee: $95
       Tax: $2,820 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,310) + Fees ($95) + Taxes in 2025 ($235)


    Taxes:$2,820

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 303 SILK OAK DRIVE, KISSIMMEE, FL 34743

    $390,00018 Days on yellowkey   MLS ID: O6408237

    REDUCED by $10,000 (2.5%) on 06/02/2026

    For Sale O6408237 - 303 SILK OAK DRIVE, KISSIMMEE, FL 34743 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1612
       Built: 1989   Tax: $4,651 (2025)
    Community: Buenaventura Lake
    Single Family


    Estimated Monthly Payment: $2,525 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($388)


    Taxes:$4,651

    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.