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Kissimmee Homes For Sale & Real Estate - 3322 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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  • 5006 MANGROVE ALY #201, KISSIMMEE, FL 34746

    $215,000131 Days on yellowkey   MLS ID: S5143733

    For Sale S5143733 - 5006 MANGROVE ALY #201, KISSIMMEE, FL 34746 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 942
       Built: 2002
    Monthly Fee: $495
       Tax: $2,916 (2025)
    Community: Runaway Beach Club Condo
    Condo


    Estimated Monthly Payment: $1,916 (change assumption)
    Mortgage ($1,178) + Fees ($495) + Taxes in 2025 ($243)


    Taxes:$2,916

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8904 CAROLINE BAY CT, KISSIMMEE, FL 34747

    $925,00061 Days on yellowkey   MLS ID: S5148270

    For Sale S5148270 - 8904 CAROLINE BAY CT, KISSIMMEE, FL 34747 84 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2020
    Monthly Fee: $727
       Tax: $11,397 (2025)
    Community: Solara Residence Vacation Villas Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,745 (change assumption)
    Mortgage ($5,068) + Fees ($727) + Taxes in 2025 ($950)


    Taxes:$11,397

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2764 BOOKMARK DR, KISSIMMEE, FL 34746

    $619,90085 Days on yellowkey   MLS ID: S5145067

    REDUCED by $9,100 (1.4%) on 06/08/2026

    For Sale S5145067 - 2764 BOOKMARK DR, KISSIMMEE, FL 34746 32 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3343
       Built: 2020
    Monthly Fee: $305
       Tax: $10,605 (2025)
    Community: Cove At Storey Lake Ii
    Single Family


    Estimated Monthly Payment: $4,585 (change assumption)
    Mortgage ($3,397) + Fees ($305) + Taxes in 2025 ($884)


    Taxes:$10,605

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744

    $369,990260 Days on yellowkey   MLS ID: S5136114

    For Sale S5136114 - 1686 CONTENTMENT LOOP, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1755
       Built: 2024
    Monthly Fee: $137
       Tax: $1,351 (2024)
    Community: Tohoqua Ph 3
    Townhouse


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,027) + Fees ($137) + Taxes in 2024 ($113)


    Taxes:$1,351

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2778 ALMATON LOOP #402, KISSIMMEE, FL 34747

    $240,000329 Days on yellowkey   MLS ID: O6331833

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

    REDUCED by $9,000 (3.6%) on 06/06/2026

    For Sale O6331833 - 2778 ALMATON LOOP #402, KISSIMMEE, FL 34747 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1081
       Built: 2005
    Monthly Fee: $354
       Tax: $3,343 (2024)
    Community: Ventura At Windsor Hills Condo Ph 3
    Condo


    Estimated Monthly Payment: $1,948 (change assumption)
    Mortgage ($1,315) + Fees ($354) + Taxes in 2024 ($279)


    Taxes:$3,343

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1909 CONCH LN, KISSIMMEE, FL 34759

    $279,00068 Days on yellowkey   MLS ID: O6398518

    REDUCED by $1,000 (0.4%) on 04/18/2026

    For Sale O6398518 - 1909 CONCH LN, KISSIMMEE, FL 34759 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1435
       Built: 2005
    Monthly Fee: $100
       Tax: $1,130 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,723 (change assumption)
    Mortgage ($1,529) + Fees ($100) + Taxes in 2025 ($94)


    Taxes:$1,130

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8572 BAY LILLY LOOP, KISSIMMEE, FL 34747

    $398,500142 Days on yellowkey   MLS ID: S5142891

    REDUCED by $11,500 (2.8%) on 06/08/2026

    For Sale S5142891 - 8572 BAY LILLY LOOP, KISSIMMEE, FL 34747 72 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1650
       Built: 2007
    Monthly Fee: $594
       Tax: $4,499 (2025)
    Community: Encantada Ph 1
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,152 (change assumption)
    Mortgage ($2,184) + Fees ($594) + Taxes in 2025 ($375)


    Taxes:$4,499

    Elementary School: Westside K-8

    High School: None

    Tax Year: 2025

    Middle School: Harmony Middle


  • 2683 CORVETTE LN, KISSIMMEE, FL 34746

    $310,000154 Days on yellowkey   MLS ID: S5142157

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

    For Sale S5142157 - 2683 CORVETTE LN, KISSIMMEE, FL 34746 71 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1350
       Built: 2014
    Monthly Fee: $435
       Tax: $4,062 (2025)
    Community: Regal Oaks At Old Town
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,472 (change assumption)
    Mortgage ($1,699) + Fees ($435) + Taxes in 2025 ($339)


    Taxes:$4,062

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Celebration K-8


  • 2955 RED OAK DR, KISSIMMEE, FL 34744

    $375,00055 Days on yellowkey   MLS ID: O6401588

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

    For Sale O6401588 - 2955 RED OAK DR, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1365
       Built: 1996   Tax: $1,310 (2025)
    Community: Westwood Forest
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,164 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($109)


    Taxes:$1,310

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 321 LAKE CASSIDY DR, KISSIMMEE, FL 34759

    $379,90048 Days on yellowkey   MLS ID: S5149420

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

    For Sale S5149420 - 321 LAKE CASSIDY DR, KISSIMMEE, FL 34759 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2155
       Built: 2000
    Monthly Fee: $276
       Tax: $3,817 (2025)
    Community: Solivita Ph 01
    Single Family


    Estimated Monthly Payment: $2,676 (change assumption)
    Mortgage ($2,082) + Fees ($276) + Taxes in 2025 ($318)


    Taxes:$3,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4878 CORAL CASTLE DR, KISSIMMEE, FL 34746

    $294,00021 Days on yellowkey   MLS ID: S5151187

    For Sale S5151187 - 4878 CORAL CASTLE DR, KISSIMMEE, FL 34746 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1762
       Built: 2022
    Monthly Fee: $295
       Tax: $3,832 (2025)
    Community: Fiesta Key Ph 2
    Townhouse


    Estimated Monthly Payment: $2,225 (change assumption)
    Mortgage ($1,611) + Fees ($295) + Taxes in 2025 ($319)


    Taxes:$3,832

    Elementary School: Pleasant Hill Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 9008 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747

    $699,00077 Days on yellowkey   MLS ID: O6396158

    REDUCED by $16,000 (2.2%) on 05/21/2026

    For Sale O6396158 - 9008 SUNSHINE RIDGE LOOP, KISSIMMEE, FL 34747 47 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2018
    Monthly Fee: $726
       Tax: $11,287 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,497 (change assumption)
    Mortgage ($3,830) + Fees ($726) + Taxes in 2025 ($941)


    Taxes:$11,287

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1501 LAKELAND PL, KISSIMMEE, FL 34759

    $230,00020 Days on yellowkey   MLS ID: S5151335

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

    For Sale S5151335 - 1501 LAKELAND PL, KISSIMMEE, FL 34759 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2006
    Monthly Fee: $100
       Tax: $977 (2025)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,442 (change assumption)
    Mortgage ($1,260) + Fees ($100) + Taxes in 2025 ($81)


    Taxes:$977

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3826 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746

    $649,90033 Days on yellowkey   MLS ID: L4962124

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

    For Sale L4962124 - 3826 GOLDEN FEATHER WAY, KISSIMMEE, FL 34746 47 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3651
       Built: 2006
    Monthly Fee: $205
       Tax: $6,936 (2025)
    Community: Bellalago Ph 4P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,344 (change assumption)
    Mortgage ($3,561) + Fees ($205) + Taxes in 2025 ($578)


    Taxes:$6,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3153 BRITANNIA BLVD #B, KISSIMMEE, FL 34747

    $209,90059 Days on yellowkey   MLS ID: O6402210

    REDUCED by $9,100 (4.2%) on 06/08/2026

    For Sale O6402210 - 3153 BRITANNIA BLVD #B, KISSIMMEE, FL 34747 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1999
    Monthly Fee: $359
       Tax: $3,247 (2025)
    Community: Villas At Island Club Ph 5
    Condo


    Estimated Monthly Payment: $1,780 (change assumption)
    Mortgage ($1,150) + Fees ($359) + Taxes in 2025 ($271)


    Taxes:$3,247

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2641 TRANQUILITY WAY, KISSIMMEE, FL 34746

    $575,000532 Days on yellowkey   MLS ID: O6269604

    For Sale O6269604 - 2641 TRANQUILITY WAY, KISSIMMEE, FL 34746 41 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2874
       Built: 2015
    Monthly Fee: $333
       Tax: $6,428 (2023)
    Community: Veranda Palms Ph 2A
    Single Family


    Estimated Monthly Payment: $4,019 (change assumption)
    Mortgage ($3,151) + Fees ($333) + Taxes in 2023 ($536)


    Taxes:$6,428

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1967 ANCESTRY TRAIL, KISSIMMEE, FL 34746

    $400,000157 Days on yellowkey   MLS ID: S5141992

    For Sale S5141992 - 1967 ANCESTRY TRAIL, KISSIMMEE, FL 34746 35 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2388
       Built: 2019
    Monthly Fee: $168
       Tax: $4,072 (2025)
    Community: Storey Creek
    Single Family


    Estimated Monthly Payment: $2,699 (change assumption)
    Mortgage ($2,192) + Fees ($168) + Taxes in 2025 ($339)


    Taxes:$4,072

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744

    $939,900496 Days on yellowkey   MLS ID: O6278826

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

    REDUCED by $15,100 (1.6%) on 04/23/2026

    For Sale O6278826 - 1384 E LAKE SHORE BLVD, KISSIMMEE, FL 34744 30 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3606
       Built: 2008   Tax: $4,881 (2023)
    Community: East Lake Shores
    Single Family


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($5,150) + Taxes in 2023 ($407)


    Taxes:$4,881

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2023

    Middle School: Neptune Middle (6-8)


  • 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $559,500164 Days on yellowkey   MLS ID: O6372301

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

    REDUCED by $5,400 (1.0%) on 05/26/2026

    For Sale O6372301 - 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2851
       Built: 2018
    Monthly Fee: $11
       Tax: $8,343 (2025)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $3,772 (change assumption)
    Mortgage ($3,066) + Fees ($11) + Taxes in 2025 ($695)


    Taxes:$8,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1816 STARGAZER TRL, KISSIMMEE, FL 34758

    $400,00021 Days on yellowkey   MLS ID: S5151138

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

    For Sale S5151138 - 1816 STARGAZER TRL, KISSIMMEE, FL 34758 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2244
       Built: 2012
    Monthly Fee: $133
       Tax: $2,744 (2025)
    Community: Brighton Landings Ph 2
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,192) + Fees ($133) + Taxes in 2025 ($229)


    Taxes:$2,744

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon 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.