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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Kissimmee - 2084 properties found

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  • 105 DORCHESTER CT, KISSIMMEE, FL 34758

    $358,500157 Days on yellowkey   MLS ID: O6374667

    REDUCED by $1,000 (0.3%) on 06/19/2026

    For Sale O6374667 - 105 DORCHESTER CT, KISSIMMEE, FL 34758 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 1989
    Monthly Fee: $100
       Tax: $2,063 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,236 (change assumption)
    Mortgage ($1,964) + Fees ($100) + Taxes in 2025 ($172)


    Taxes:$2,063

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1783 N STEWART ST, KISSIMMEE, FL 34746

    $459,00063 Days on yellowkey   MLS ID: A4690956

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $15,900 (3.3%) on 05/21/2026

    For Sale A4690956 - 1783 N STEWART ST, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1794
       Built: 1994   Tax: $5,109 (2025)
    Community: Pleasant Hill Heights Unit 2
    Single Family


    Estimated Monthly Payment: $2,941 (change assumption)
    Mortgage ($2,515) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2411 CONDADO CT, KISSIMMEE, FL 34743

    $322,000157 Days on yellowkey   MLS ID: O6374772

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $1,500 (0.5%) on 06/11/2026

    For Sale O6374772 - 2411 CONDADO CT, KISSIMMEE, FL 34743 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1392
       Built: 1995
    Monthly Fee: $28
       Tax: $5,187 (2025)
    Community: Monterey Village Ph 1 Unit 2
    Single Family


    Estimated Monthly Payment: $2,225 (change assumption)
    Mortgage ($1,764) + Fees ($28) + Taxes in 2025 ($432)


    Taxes:$5,187

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4774 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746

    $424,999108 Days on yellowkey   MLS ID: S5145366

    REDUCED by $5,000 (1.2%) on 04/20/2026

    For Sale S5145366 - 4774 CUMBRIAN LAKES DR, KISSIMMEE, FL 34746 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1830
       Built: 2004
    Monthly Fee: $175
       Tax: $6,013 (2025)
    Community: Cumbrian Lakes Resort Ph 3
    Single Family


    Estimated Monthly Payment: $3,005 (change assumption)
    Mortgage ($2,329) + Fees ($175) + Taxes in 2025 ($501)


    Taxes:$6,013

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4490 SPRING BLOSSOM LN, KISSIMMEE, FL 34746

    $370,0008 Days on yellowkey   MLS ID: S5151862

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale S5151862 - 4490 SPRING BLOSSOM LN, KISSIMMEE, FL 34746 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3266
       Built: 2005
    Monthly Fee: $87
       Tax: $3,647 (2025)
    Community: Cypress Shadows Unit 1
    Single Family


    Estimated Monthly Payment: $2,418 (change assumption)
    Mortgage ($2,027) + Fees ($87) + Taxes in 2025 ($304)


    Taxes:$3,647

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 165 TOLUCA DR, KISSIMMEE, FL 34743

    $318,00019 Days on yellowkey   MLS ID: S5151404

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale S5151404 - 165 TOLUCA DR, KISSIMMEE, FL 34743 16 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1260
       Built: 1988   Tax: $3,957 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,742) + Taxes in 2025 ($330)


    Taxes:$3,957

    Elementary School: Knights Point

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744

    $499,900217 Days on yellowkey   MLS ID: S5138827

    REDUCED by $15,100 (2.9%) on 06/14/2026

    For Sale S5138827 - 1889 RUSTIC FALLS DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3099
       Built: 2017
    Monthly Fee: $11
       Tax: $5,957 (2024)
    Community: Kindred Ph 1C
    Single Family


    Estimated Monthly Payment: $3,246 (change assumption)
    Mortgage ($2,739) + Fees ($11) + Taxes in 2024 ($496)


    Taxes:$5,957

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 3054 PIRATE WAY, KISSIMMEE, FL 34747

    $349,90034 Days on yellowkey   MLS ID: S5150421

    REDUCED by $6,099 (1.7%) on 06/05/2026

    For Sale S5150421 - 3054 PIRATE WAY, KISSIMMEE, FL 34747 52 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 660
       Built: 2018
    Monthly Fee: $197
       Tax: $7,562 (2025)
    Community: Rolling Oaks Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,744 (change assumption)
    Mortgage ($1,917) + Fees ($197) + Taxes in 2025 ($630)


    Taxes:$7,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4408 BREEZE ISLE LN, KISSIMMEE, FL 34744

    $650,00089 Days on yellowkey   MLS ID: O6393234

    REDUCED by $25,000 (3.7%) on 05/11/2026

    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: $4,079 (change assumption)
    Mortgage ($3,562) + Fees ($111) + Taxes in 2025 ($407)


    Taxes:$4,883

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4959 THAMES ST E, KISSIMMEE, FL 34758

    $449,90096 Days on yellowkey   MLS ID: R4910911

    REDUCED by $10,000 (2.2%) on 06/19/2026

    For Sale R4910911 - 4959 THAMES ST E, KISSIMMEE, FL 34758 55 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1744
       Built: 2007
    Monthly Fee: $354
       Tax: $4,099 (2025)
    Community: Trafalgar Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,161 (change assumption)
    Mortgage ($2,465) + Fees ($354) + Taxes in 2025 ($342)


    Taxes:$4,099

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 920 WINDLASS CT, KISSIMMEE, FL 34746

    $850,000157 Days on yellowkey   MLS ID: S5142005

    REDUCED by $19,000 (2.2%) on 06/15/2026

    For Sale S5142005 - 920 WINDLASS CT, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4322
       Built: 2021
    Monthly Fee: $320
       Tax: $10,207 (2025)
    Community: Bellalago Ph 6H & 6I
    Single Family


    Estimated Monthly Payment: $5,828 (change assumption)
    Mortgage ($4,657) + Fees ($320) + Taxes in 2025 ($851)


    Taxes:$10,207

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 CALLAWAY LN, KISSIMMEE, FL 34744

    $385,00026 Days on yellowkey   MLS ID: O6411888

    REDUCED by $15,000 (3.8%) on 06/19/2026

    For Sale O6411888 - 2747 CALLAWAY LN, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1639
       Built: 2005
    Monthly Fee: $78
       Tax: $3,420 (2025)
    Community: Remington Prcl M1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,473 (change assumption)
    Mortgage ($2,110) + Fees ($78) + Taxes in 2025 ($285)


    Taxes:$3,420

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 9122 STROMBOLI CT, KISSIMMEE, FL 34747

    $467,500476 Days on yellowkey   MLS ID: O6286908

    0 Days Off yellowkey (back on 6/19/2026)

    For Sale O6286908 - 9122 STROMBOLI CT, KISSIMMEE, FL 34747 38 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2010
    Monthly Fee: $209
       Tax: $6,599 (2024)
    Community: Westside Prcl D Calabria
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,320 (change assumption)
    Mortgage ($2,562) + Fees ($209) + Taxes in 2024 ($550)


    Taxes:$6,599

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7739 GRABEN ST, KISSIMMEE, FL 34747

    $950,00034 Days on yellowkey   MLS ID: O6408991

    For Sale O6408991 - 7739 GRABEN ST, KISSIMMEE, FL 34747 83 photos

    Bed: 9   Bath: 8.5   Gar: 2
    Liv Area Sq Ft: 4630
       Built: 2017
    Monthly Fee: $697
       Tax: $15,298 (2025)
    Community: Reunion West Ph 3 West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,177 (change assumption)
    Mortgage ($5,205) + Fees ($697) + Taxes in 2025 ($1,275)


    Taxes:$15,298

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 611 BALDWIN DR, KISSIMMEE, FL 34758

    $307,500170 Days on yellowkey   MLS ID: S5141059

    2 Days Off yellowkey (back on 6/19/2026)

    For Sale S5141059 - 611 BALDWIN DR, KISSIMMEE, FL 34758 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1334
       Built: 2001
    Monthly Fee: $90
       Tax: $981 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,685) + Fees ($90) + Taxes in 2025 ($82)


    Taxes:$981

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 612 ESTRADA LN, KISSIMMEE, FL 34758

    $274,90069 Days on yellowkey   MLS ID: S5146487

    REDUCED by $5,000 (1.8%) on 06/19/2026

    For Sale S5146487 - 612 ESTRADA LN, KISSIMMEE, FL 34758 9 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1484
       Built: 1988
    Monthly Fee: $100
       Tax: $7,149 (2025)
    Community: Poinciana Village 01 Neighborhood 03 West
    Single Family


    Estimated Monthly Payment: $2,202 (change assumption)
    Mortgage ($1,506) + Fees ($100) + Taxes in 2025 ($596)


    Taxes:$7,149

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3058 BAY LAUREL CIR N, KISSIMMEE, FL 34744

    $394,00011 Days on yellowkey   MLS ID: S5151672

    For Sale S5151672 - 3058 BAY LAUREL CIR N, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2059
       Built: 2002
    Monthly Fee: $132
       Tax: $3,608 (2025)
    Community: Springlake Village Ph 2B
    Single Family


    Estimated Monthly Payment: $2,592 (change assumption)
    Mortgage ($2,159) + Fees ($132) + Taxes in 2025 ($301)


    Taxes:$3,608

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 3120 STONINGTON RUN, KISSIMMEE, FL 34746

    $309,900125 Days on yellowkey   MLS ID: O6383865

    1 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $5,100 (1.6%) on 06/10/2026

    For Sale O6383865 - 3120 STONINGTON RUN, KISSIMMEE, FL 34746 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1597
       Built: 2006
    Monthly Fee: $11
       Tax: $1,358 (2025)
    Community: Concorde Estates Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,822 (change assumption)
    Mortgage ($1,698) + Fees ($11) + Taxes in 2025 ($113)


    Taxes:$1,358

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 2842 BERKSHIRE CIR, KISSIMMEE, FL 34743

    $405,00019 Days on yellowkey   MLS ID: S5151198

    For Sale S5151198 - 2842 BERKSHIRE CIR, KISSIMMEE, FL 34743 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1492
       Built: 1999
    Monthly Fee: $38
       Tax: $2,312 (2025)
    Community: Pebble Pointe Unit 2
    Single Family


    Estimated Monthly Payment: $2,450 (change assumption)
    Mortgage ($2,219) + Fees ($38) + Taxes in 2025 ($193)


    Taxes:$2,312

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4313 BAY BROOK DR, KISSIMMEE, FL 34746

    $589,99974 Days on yellowkey   MLS ID: S5147506

    REDUCED by $10,000 (1.7%) on 06/19/2026

    For Sale S5147506 - 4313 BAY BROOK DR, KISSIMMEE, FL 34746 40 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 1998
    Monthly Fee: $26
       Tax: $4,263 (2025)
    Community: Creekside Ph 01
    Single Family


    Estimated Monthly Payment: $3,614 (change assumption)
    Mortgage ($3,233) + Fees ($26) + Taxes in 2025 ($355)


    Taxes:$4,263

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle






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.