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Kissimmee Homes For Sale & Real Estate - 3201 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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  • 187 PINEWOOD CIR, KISSIMMEE, FL 34743

    $450,0008 Days on yellowkey   MLS ID: O6411284

    For Sale O6411284 - 187 PINEWOOD CIR, KISSIMMEE, FL 34743 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 1988   Tax: $5,422 (2025)
    Community: Bvl Briarwood Village Tr 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,918 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($452)


    Taxes:$5,422

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2331 W OAK ST, KISSIMMEE, FL 34741

    $335,00037 Days on yellowkey   MLS ID: O6403087

    For Sale O6403087 - 2331 W OAK ST, KISSIMMEE, FL 34741 34 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1335
       Built: 1956   Tax: $4,265 (2025)
    Community: Orange Gardens Sec 1
    Single Family


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($355)


    Taxes:$4,265

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8942 SYDNEY AVE, KISSIMMEE, FL 34747

    $458,00031 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


  • 1767 SMARTS RULE ST, KISSIMMEE, FL 34744

    $509,90026 Days on yellowkey   MLS ID: S5149626

    For Sale S5149626 - 1767 SMARTS RULE ST, KISSIMMEE, FL 34744 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2764
       Built: 2022
    Monthly Fee: $1
       Tax: $7,949 (2024)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,457 (change assumption)
    Mortgage ($2,794) + Fees ($1) + Taxes in 2024 ($662)


    Taxes:$7,949

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 351 PENDANT CT, KISSIMMEE, FL 34747

    $634,000274 Days on yellowkey   MLS ID: O6340878

    REDUCED by $5,000 (0.8%) on 06/04/2026

    For Sale O6340878 - 351 PENDANT CT, KISSIMMEE, FL 34747 69 photos

    Bed: 8   Bath: 7.0   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2016
    Monthly Fee: $783
       Tax: $12,340 (2024)
    Community: Reunion West Ph 1 East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,285 (change assumption)
    Mortgage ($3,474) + Fees ($783) + Taxes in 2024 ($1,028)


    Taxes:$12,340

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3212 CUPID PL, KISSIMMEE, FL 34747

    $325,000546 Days on yellowkey   MLS ID: O6262801

    REDUCED by $1,000 (0.3%) on 06/04/2026

    For Sale O6262801 - 3212 CUPID PL, KISSIMMEE, FL 34747 19 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1694
       Built: 2018
    Monthly Fee: $535
       Tax: $4,598 (2023)
    Community: West Lucaya Village
    Townhouse


    Estimated Monthly Payment: $2,699 (change assumption)
    Mortgage ($1,781) + Fees ($535) + Taxes in 2023 ($383)


    Taxes:$4,598

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 340 CHIQUITA CT, KISSIMMEE, FL 34758

    $280,0004 Days on yellowkey   MLS ID: O6411794

    For Sale O6411794 - 340 CHIQUITA CT, KISSIMMEE, FL 34758 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1053
       Built: 1988
    Monthly Fee: $8
       Tax: $3,304 (2025)
    Community: Poinciana Village 1 Nbhd 1 North
    Single Family


    Estimated Monthly Payment: $1,818 (change assumption)
    Mortgage ($1,534) + Fees ($8) + Taxes in 2025 ($275)


    Taxes:$3,304

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 678 CAPTIVA CIR, KISSIMMEE, FL 34741

    $240,00029 Days on yellowkey   MLS ID: O6405706

    REDUCED by $10,000 (4.0%) on 06/04/2026

    For Sale O6405706 - 678 CAPTIVA CIR, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1512
       Built: 2006
    Monthly Fee: $160
       Tax: $3,248 (2024)
    Community: Florida Palms
    Townhouse


    Estimated Monthly Payment: $1,746 (change assumption)
    Mortgage ($1,315) + Fees ($160) + Taxes in 2024 ($271)


    Taxes:$3,248

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2658 MAYAGUANA ST, KISSIMMEE, FL 34747

    $269,00033 Days on yellowkey   MLS ID: O6404355

    For Sale O6404355 - 2658 MAYAGUANA ST, KISSIMMEE, FL 34747 21 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1362
       Built: 2006
    Monthly Fee: $333
       Tax: $3,447 (2025)
    Community: Crestwynd Bay
    Townhouse


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($1,474) + Fees ($333) + Taxes in 2025 ($287)


    Taxes:$3,447

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2487 EMPRESS DR, KISSIMMEE, FL 34741

    $544,90095 Days on yellowkey   MLS ID: S5144882

    REDUCED by $10,100 (1.8%) on 05/21/2026

    For Sale S5144882 - 2487 EMPRESS DR, KISSIMMEE, FL 34741 51 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2020
    Monthly Fee: $170
       Tax: $10,401 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($2,986) + Fees ($170) + Taxes in 2025 ($867)


    Taxes:$10,401

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4592 BIG ISLAND DR, KISSIMMEE, FL 34746

    $374,9909 Days on yellowkey   MLS ID: S5150523

    For Sale S5150523 - 4592 BIG ISLAND DR, KISSIMMEE, FL 34746 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1973
       Built: 2019
    Monthly Fee: $98
       Tax: $4,617 (2025)
    Community: Reedy Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,537 (change assumption)
    Mortgage ($2,055) + Fees ($98) + Taxes in 2025 ($385)


    Taxes:$4,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8832 MACAPA DR, KISSIMMEE, FL 34747

    $699,000584 Days on yellowkey   MLS ID: O6252445

    For Sale O6252445 - 8832 MACAPA DR, KISSIMMEE, FL 34747 30 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $607
       Tax: $10,965 (2023)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,351 (change assumption)
    Mortgage ($3,830) + Fees ($607) + Taxes in 2023 ($914)


    Taxes:$10,965

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2023

    Middle School: Horizon Middle


  • 1346 DUNBARTON CT, KISSIMMEE, FL 34758

    $272,000112 Days on yellowkey   MLS ID: O6381569

    REDUCED by $2,000 (0.7%) on 06/04/2026

    For Sale O6381569 - 1346 DUNBARTON CT, KISSIMMEE, FL 34758 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2005
    Monthly Fee: $90
       Tax: $3,459 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,869 (change assumption)
    Mortgage ($1,490) + Fees ($90) + Taxes in 2025 ($288)


    Taxes:$3,459

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2420 PAINTER LN, KISSIMMEE, FL 34741

    $345,000176 Days on yellowkey   MLS ID: O6365818

    For Sale O6365818 - 2420 PAINTER LN, KISSIMMEE, FL 34741 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2007
    Monthly Fee: $389
       Tax: $5,557 (2024)
    Community: Cypress Reserve Villas
    Townhouse


    Estimated Monthly Payment: $2,742 (change assumption)
    Mortgage ($1,890) + Fees ($389) + Taxes in 2024 ($463)


    Taxes:$5,557

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 240 DALTON DR, KISSIMMEE, FL 34758

    $239,990105 Days on yellowkey   MLS ID: O6384112

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

    REDUCED by $10,000 (4.0%) on 05/21/2026

    For Sale O6384112 - 240 DALTON DR, KISSIMMEE, FL 34758 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1332
       Built: 2001
    Monthly Fee: $90
       Tax: $3,635 (2025)
    Community: Poinciana Nbhd 1 Vlg 2
    Single Family


    Estimated Monthly Payment: $1,708 (change assumption)
    Mortgage ($1,315) + Fees ($90) + Taxes in 2025 ($303)


    Taxes:$3,635

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2661 AMES HAVEN RD, KISSIMMEE, FL 34744

    $425,83093 Days on yellowkey   MLS ID: S5145125

    REDUCED by $13,170 (3.0%) on 05/28/2026

    For Sale S5145125 - 2661 AMES HAVEN RD, KISSIMMEE, FL 34744 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1866
       Built: 1984   Tax: $4,502 (2025)
    Community: Emerald Lake Colony Unit 1
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,333) + Taxes in 2025 ($375)


    Taxes:$4,502

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1051 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $459,00049 Days on yellowkey   MLS ID: S5148068

    REDUCED by $6,000 (1.3%) on 06/04/2026

    For Sale S5148068 - 1051 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2588
       Built: 2023
    Monthly Fee: $67
       Tax: $8,074 (2024)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $3,255 (change assumption)
    Mortgage ($2,515) + Fees ($67) + Taxes in 2024 ($673)


    Taxes:$8,074

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2600 LUTZA WAY, KISSIMMEE, FL 34746

    $432,50070 Days on yellowkey   MLS ID: O6377818

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

    REDUCED by $10,000 (2.3%) on 05/29/2026

    For Sale O6377818 - 2600 LUTZA WAY, KISSIMMEE, FL 34746 98 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2961
       Built: 2003
    Monthly Fee: $13
       Tax: $8,711 (2025)
    Community: Brighton Lakes Ph 1 Parcels A & G
    Single Family


    Estimated Monthly Payment: $3,109 (change assumption)
    Mortgage ($2,370) + Fees ($13) + Taxes in 2025 ($726)


    Taxes:$8,711

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2320 SANTA ANA ST, KISSIMMEE, FL 34743

    $345,00028 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


  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $363,00099 Days on yellowkey   MLS ID: O6385604

    REDUCED by $7,000 (1.9%) on 06/01/2026

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,989) + Taxes in 2025 ($94)


    Taxes:$1,125

    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.