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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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  • 2419 WILLOW TREE LN, KISSIMMEE, FL 34758

    $290,000119 Days on yellowkey   MLS ID: S5145985

    4 Days Off yellowkey (back on 5/26/2026)

    For Sale S5145985 - 2419 WILLOW TREE LN, KISSIMMEE, FL 34758 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1386
       Built: 2003   Tax: $5,222 (2025)
    Community: Willow Bend At Crescent Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,589) + Taxes in 2025 ($435)


    Taxes:$5,222

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8017 SURF ST, KISSIMMEE, FL 34747

    $1,275,000136 Days on yellowkey   MLS ID: O6386683

    REDUCED by $25,000 (1.9%) on 07/12/2026

    For Sale O6386683 - 8017 SURF ST, KISSIMMEE, FL 34747 64 photos

    Bed: 7   Bath: 8.5
    Liv Area Sq Ft: 4319
       Built: 2019
    Monthly Fee: $603
       Tax: $18,556 (2025)
    Community: Rolling Oaks Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,135 (change assumption)
    Mortgage ($6,986) + Fees ($603) + Taxes in 2025 ($1,546)


    Taxes:$18,556

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1145 SEASONS BLVD, KISSIMMEE, FL 34746

    $550,000243 Days on yellowkey   MLS ID: O6357414

    For Sale O6357414 - 1145 SEASONS BLVD, KISSIMMEE, FL 34746 45 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2286
       Built: 2005
    Monthly Fee: $211
       Tax: $5,980 (2024)
    Community: Seasons
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,723 (change assumption)
    Mortgage ($3,014) + Fees ($211) + Taxes in 2024 ($498)


    Taxes:$5,980

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4501 MONADO DR, KISSIMMEE, FL 34746

    $565,000582 Days on yellowkey   MLS ID: O6263041

    For Sale O6263041 - 4501 MONADO DR, KISSIMMEE, FL 34746 52 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2872
       Built: 2019
    Monthly Fee: $346
       Tax: $8,111 (2023)
    Community: Bellavida Ph 2A
    Single Family


    Estimated Monthly Payment: $4,118 (change assumption)
    Mortgage ($3,096) + Fees ($346) + Taxes in 2023 ($676)


    Taxes:$8,111

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2023

    Middle School: Kissimmee Middle


  • 2535 FASSONA DR, KISSIMMEE, FL 34741

    $315,00034 Days on yellowkey   MLS ID: O6415528

    For Sale O6415528 - 2535 FASSONA DR, KISSIMMEE, FL 34741 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2018
    Monthly Fee: $115
       Tax: $4,260 (2025)
    Community: Tapestry Ph 4
    Townhouse


    Estimated Monthly Payment: $2,196 (change assumption)
    Mortgage ($1,726) + Fees ($115) + Taxes in 2025 ($355)


    Taxes:$4,260

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4481 MONADO DR, KISSIMMEE, FL 34746

    $680,000588 Days on yellowkey   MLS ID: O6260661

    For Sale O6260661 - 4481 MONADO DR, KISSIMMEE, FL 34746 27 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3248
       Built: 2020
    Monthly Fee: $358
       Tax: $7,899 (2023)
    Community: Bellavida Ph 2C
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,742 (change assumption)
    Mortgage ($3,726) + Fees ($358) + Taxes in 2023 ($658)


    Taxes:$7,899

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1756 TANGLEWOOD DR, KISSIMMEE, FL 34746

    $599,90036 Days on yellowkey   MLS ID: O6415364

    REDUCED by $20,000 (3.2%) on 06/16/2026

    For Sale O6415364 - 1756 TANGLEWOOD DR, KISSIMMEE, FL 34746 40 photos

    Bed: 5   Bath: 0.0   Gar: 2
    Liv Area Sq Ft: 2532
       Built: 1986   Tax: $3,716 (2025)
    Community: Forest Unit 1
    Apartment


    Estimated Monthly Payment: $3,597 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($310)


    Taxes:$3,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1756 TANGLE WOOD DR, KISSIMMEE, FL 34746

    $599,90040 Days on yellowkey   MLS ID: O6414176

    REDUCED by $20,000 (3.2%) on 06/16/2026

    For Sale O6414176 - 1756 TANGLE WOOD DR, KISSIMMEE, FL 34746 40 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2532
       Built: 1986   Tax: $3,716 (2025)
    Community: Forest Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,597 (change assumption)
    Mortgage ($3,287) + Taxes in 2025 ($310)


    Taxes:$3,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8007 ACADIA ESTATES CT, KISSIMMEE, FL 34747

    $559,00015 Days on yellowkey   MLS ID: O6420745

    4 Days Off yellowkey (back on 7/14/2026)

    For Sale O6420745 - 8007 ACADIA ESTATES CT, KISSIMMEE, FL 34747 65 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3366
       Built: 2006
    Monthly Fee: $445
       Tax: $7,899 (2025)
    Community: Wyndham Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,166 (change assumption)
    Mortgage ($3,063) + Fees ($445) + Taxes in 2025 ($658)


    Taxes:$7,899

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 3060 PIRATES RETREAT CT #309, KISSIMMEE, FL 34747

    $214,999432 Days on yellowkey   MLS ID: S5126514

    REDUCED by $10,001 (4.4%) on 07/14/2026

    For Sale S5126514 - 3060 PIRATES RETREAT CT #309, KISSIMMEE, FL 34747 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1700
       Built: 2007
    Monthly Fee: $837
       Tax: $3,497 (2024)
    Community: Caribe Cove
    Condo


    Estimated Monthly Payment: $2,306 (change assumption)
    Mortgage ($1,178) + Fees ($837) + Taxes in 2024 ($291)


    Taxes:$3,497

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • KISSIMMEE, FL 34747

    $614,900182 Days on yellowkey   MLS ID: O6373101

    For Sale O6373101 - KISSIMMEE, FL 34747 27 photos

    Bed: 7   Bath: 4.5
    Liv Area Sq Ft: 3321
       Built: 2005
    Monthly Fee: $115
       Tax: $6,900 (2025)
    Community: Emerald Isl Rsrt Ph5a
    Single Family


    Estimated Monthly Payment: $4,059 (change assumption)
    Mortgage ($3,369) + Fees ($115) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 304 GROUPER DR, KISSIMMEE, FL 34759

    $259,900211 Days on yellowkey   MLS ID: G5105644

    2 Days Off yellowkey (back on 5/20/2026)

    For Sale G5105644 - 304 GROUPER DR, KISSIMMEE, FL 34759 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2006
    Monthly Fee: $19
       Tax: $2,355 (2024)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,639 (change assumption)
    Mortgage ($1,424) + Fees ($19) + Taxes in 2024 ($196)


    Taxes:$2,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1998 KEY BAY TRL #524, KISSIMMEE, FL 34747

    $365,000182 Days on yellowkey   MLS ID: G5106590

    1 Days Off yellowkey (back on 7/14/2026)

    REDUCED by $10,000 (2.7%) on 07/06/2026

    For Sale G5106590 - 1998 KEY BAY TRL #524, KISSIMMEE, FL 34747 48 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1583
       Built: 2022
    Monthly Fee: $480
       Tax: $7,954 (2025)
    Community: Four Seasons At Orlando Ph 4B
    Spa: No

    Villa


    Estimated Monthly Payment: $3,143 (change assumption)
    Mortgage ($2,000) + Fees ($480) + Taxes in 2025 ($663)


    Taxes:$7,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3078 JULIET DR, KISSIMMEE, FL 34746

    $459,00067 Days on yellowkey   MLS ID: O6406391

    For Sale O6406391 - 3078 JULIET DR, KISSIMMEE, FL 34746 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1914
       Built: 2017
    Monthly Fee: $265
       Tax: $7,732 (2025)
    Community: Storey Lake
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($2,515) + Fees ($265) + Taxes in 2025 ($644)


    Taxes:$7,732

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 131 WESTMORELAND CIR, KISSIMMEE, FL 34744

    $399,99968 Days on yellowkey   MLS ID: O6406202

    REDUCED by $15,001 (3.6%) on 07/14/2026

    For Sale O6406202 - 131 WESTMORELAND CIR, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2285
       Built: 1997
    Monthly Fee: $14
       Tax: $6,651 (2025)
    Community: Remington Ph 1 Tr F
    Single Family


    Estimated Monthly Payment: $2,760 (change assumption)
    Mortgage ($2,192) + Fees ($14) + Taxes in 2025 ($554)


    Taxes:$6,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2211 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741

    $256,000356 Days on yellowkey   MLS ID: O6330018

    For Sale O6330018 - 2211 SAN VITTORINO CIR #102, KISSIMMEE, FL 34741 28 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1470
       Built: 2004
    Monthly Fee: $496
       Tax: $3,577 (2024)
    Community: Venetian Bay Village Condo Ph 2
    Condo


    Estimated Monthly Payment: $2,197 (change assumption)
    Mortgage ($1,403) + Fees ($496) + Taxes in 2024 ($298)


    Taxes:$3,577

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1700 TROPICAL PALMS CIR, KISSIMMEE, FL 34747

    $520,000200 Days on yellowkey   MLS ID: O6368599

    For Sale O6368599 - 1700 TROPICAL PALMS CIR, KISSIMMEE, FL 34747 51 photos

    Bed: 6   Bath: 4.5
    Liv Area Sq Ft: 2294
       Built: 2022
    Monthly Fee: $663
       Tax: $7,199 (2024)
    Community: Solara Resort Vacation Villas Rep
    Spa: No

    Townhouse


    Estimated Monthly Payment: $4,112 (change assumption)
    Mortgage ($2,849) + Fees ($663) + Taxes in 2024 ($600)


    Taxes:$7,199

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1118 LIBERTY HALL DR, KISSIMMEE, FL 34746

    $400,00049 Days on yellowkey   MLS ID: C7526612

    4 Days Off yellowkey (back on 6/8/2026)

    For Sale C7526612 - 1118 LIBERTY HALL DR, KISSIMMEE, FL 34746 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2003
    Monthly Fee: $38
       Tax: $6,258 (2025)
    Community: Liberty Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,751 (change assumption)
    Mortgage ($2,192) + Fees ($38) + Taxes in 2025 ($522)


    Taxes:$6,258

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 314 A DAGAMA CT, KISSIMMEE, FL 34758

    $324,500551 Days on yellowkey   MLS ID: S5117253

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $10,400 (3.1%) on 04/14/2026

    For Sale S5117253 - 314 A DAGAMA CT, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1746
       Built: 2024
    Monthly Fee: $85
       Tax: $435 (2024)
    Community: Poinciana Vlg
    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,778) + Fees ($85) + Taxes in 2024 ($36)


    Taxes:$435

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4004 SAN GALLO DR #106, KISSIMMEE, FL 34741

    $200,00057 Days on yellowkey   MLS ID: S5150253

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

    For Sale S5150253 - 4004 SAN GALLO DR #106, KISSIMMEE, FL 34741 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $517
       Tax: $3,494 (2025)
    Community: Venetian Bay Village Condo Ph 1
    Condo


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,096) + Fees ($517) + Taxes in 2025 ($291)


    Taxes:$3,494

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee 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.