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Kissimmee Homes For Sale & Real Estate - 3184 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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  • 1905 HUGHEY ST, KISSIMMEE, FL 34741

    $396,99093 Days on yellowkey   MLS ID: O6386088

    REDUCED by $1,000 (0.3%) on 05/05/2026

    For Sale O6386088 - 1905 HUGHEY ST, KISSIMMEE, FL 34741 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1294
       Built: 1972   Tax: $4,911 (2025)
    Community: Bruces Sunshine Homes
    Single Family


    Estimated Monthly Payment: $2,584 (change assumption)
    Mortgage ($2,175) + Taxes in 2025 ($409)


    Taxes:$4,911

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2457 CARAVELLE CIR, KISSIMMEE, FL 34746

    $319,00030 Days on yellowkey   MLS ID: TB8503250

    For Sale TB8503250 - 2457 CARAVELLE CIR, KISSIMMEE, FL 34746 35 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1512
       Built: 2007
    Monthly Fee: $290
       Tax: $4,261 (2025)
    Community: Coral Cay Resort
    Townhouse


    Estimated Monthly Payment: $2,393 (change assumption)
    Mortgage ($1,748) + Fees ($290) + Taxes in 2025 ($355)


    Taxes:$4,261

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2317 SANTA LUCIA ST, KISSIMMEE, FL 34743

    $339,900101 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


  • 3533 SOMERSET CIR, KISSIMMEE, FL 34746

    $489,00080 Days on yellowkey   MLS ID: O6389228

    REDUCED by $11,000 (2.2%) on 04/06/2026

    For Sale O6389228 - 3533 SOMERSET CIR, KISSIMMEE, FL 34746 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2452
       Built: 2005
    Monthly Fee: $364
       Tax: $6,092 (2025)
    Community: Bellalago Ph 2N
    Single Family


    Estimated Monthly Payment: $3,551 (change assumption)
    Mortgage ($2,679) + Fees ($364) + Taxes in 2025 ($508)


    Taxes:$6,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3715 PARADISO CIR, KISSIMMEE, FL 34746

    $450,000265 Days on yellowkey   MLS ID: O6341896

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

    REDUCED by $50,000 (10.0%) on 04/22/2026

    For Sale O6341896 - 3715 PARADISO CIR, KISSIMMEE, FL 34746 56 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2445
       Built: 2015
    Monthly Fee: $364
       Tax: $5,971 (2024)
    Community: Bellalago Ph 5 O
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,327 (change assumption)
    Mortgage ($2,466) + Fees ($364) + Taxes in 2024 ($498)


    Taxes:$5,971

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 2637 SUNRISE SHORES DR, KISSIMMEE, FL 34747

    $465,000115 Days on yellowkey   MLS ID: O6374492

    REDUCED by $20,000 (4.1%) on 04/30/2026

    For Sale O6374492 - 2637 SUNRISE SHORES DR, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 1804
       Built: 2017
    Monthly Fee: $525
       Tax: $4,945 (2025)
    Community: Summerville Resort
    Townhouse


    Estimated Monthly Payment: $3,485 (change assumption)
    Mortgage ($2,548) + Fees ($525) + Taxes in 2025 ($412)


    Taxes:$4,945

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2218 GRAND CAYMAN COURT, KISSIMMEE, FL 34741

    $3,699,999220 Days on yellowkey   MLS ID: S5137232

    For Sale S5137232 - 2218 GRAND CAYMAN COURT, KISSIMMEE, FL 34741 36 photos

    Bed: 39   Bath: 0.0
    Liv Area Sq Ft: 20092
       Built: 1999
    Monthly Fee: $7,060
       Tax: $53,407 (2024)
    Community: Villa Del Sol Kissimmee
    Multi-Family 5+


    Estimated Monthly Payment: $31,784 (change assumption)
    Mortgage ($20,273) + Fees ($7,060) + Taxes in 2024 ($4,451)


    Taxes:$53,407

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1315 SEASONS BLVD, KISSIMMEE, FL 34746

    $525,00043 Days on yellowkey   MLS ID: O6400453

    REDUCED by $22,500 (4.1%) on 05/05/2026

    For Sale O6400453 - 1315 SEASONS BLVD, KISSIMMEE, FL 34746 35 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2004
    Monthly Fee: $225
       Tax: $6,573 (2025)
    Community: Seasons
    Single Family


    Estimated Monthly Payment: $3,649 (change assumption)
    Mortgage ($2,877) + Fees ($225) + Taxes in 2025 ($548)


    Taxes:$6,573

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3191 PARADOX CIR #205, KISSIMMEE, FL 34746

    $289,000713 Days on yellowkey   MLS ID: S5106344

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

    For Sale S5106344 - 3191 PARADOX CIR #205, KISSIMMEE, FL 34746 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1126
       Built: 2022   Tax: $5,665 (2023)
    Community: The Terraces At Storey Lake Condo 3 Ph 12
    Condo


    Estimated Monthly Payment: $2,056 (change assumption)
    Mortgage ($1,584) + Taxes in 2023 ($472)


    Taxes:$5,665

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3000 MAINGATE LN #326, KISSIMMEE, FL 34747

    $50,00068 Days on yellowkey   MLS ID: O6393355

    For Sale O6393355 - 3000 MAINGATE LN #326, KISSIMMEE, FL 34747 17 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 304
       Built: 1998
    Monthly Fee: $375
       Tax: $1,019 (2025)
    Community: Meridian Palms Comm Condo
    Condo


    Estimated Monthly Payment: $734 (change assumption)
    Mortgage ($274) + Fees ($375) + Taxes in 2025 ($85)


    Taxes:$1,019

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7789 FOUR SEASONS BLVD, KISSIMMEE, FL 34747

    $589,00097 Days on yellowkey   MLS ID: O6383852

    For Sale O6383852 - 7789 FOUR SEASONS BLVD, KISSIMMEE, FL 34747 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $407
       Tax: $6,405 (2025)
    Community: Four Seasons At Orlando Pb 3B & 4A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,168 (change assumption)
    Mortgage ($3,227) + Fees ($407) + Taxes in 2025 ($534)


    Taxes:$6,405

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 8602 WELLINGTON LOOP, KISSIMMEE, FL 34747

    $419,90041 Days on yellowkey   MLS ID: O6397655

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

    For Sale O6397655 - 8602 WELLINGTON LOOP, KISSIMMEE, FL 34747 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1482
       Built: 1991   Tax: $2,839 (2025)
    Community: Lindfields Unit 2
    Single Family


    Estimated Monthly Payment: $2,537 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($237)


    Taxes:$2,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1929 TROPICAL PALMS CIR, KISSIMMEE, FL 34747

    $540,00061 Days on yellowkey   MLS ID: O6395222

    REDUCED by $15,000 (2.7%) on 05/05/2026

    For Sale O6395222 - 1929 TROPICAL PALMS CIR, KISSIMMEE, FL 34747 35 photos

    Bed: 6   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 2987
       Built: 2022
    Monthly Fee: $645
       Tax: $8,496 (2025)
    Community: Solara Resort Vacation Villas Rep
    Single Family


    Estimated Monthly Payment: $4,312 (change assumption)
    Mortgage ($2,959) + Fees ($645) + Taxes in 2025 ($708)


    Taxes:$8,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2753 MONTICELLO WAY, KISSIMMEE, FL 34741

    $470,000416 Days on yellowkey   MLS ID: O6298917

    REDUCED by $10,000 (2.1%) on 05/05/2026

    For Sale O6298917 - 2753 MONTICELLO WAY, KISSIMMEE, FL 34741 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2338
       Built: 2015
    Monthly Fee: $72
       Tax: $5,573 (2024)
    Community: Preserve At Tapestry Ph 3 & 4
    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,575) + Fees ($72) + Taxes in 2024 ($464)


    Taxes:$5,573

    Elementary School: Floral Ridge Elementary

    High School: None

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 8098 KNEE DEEP RD, KISSIMMEE, FL 34747

    $799,000198 Days on yellowkey   MLS ID: O6360849

    For Sale O6360849 - 8098 KNEE DEEP RD, KISSIMMEE, FL 34747 40 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 1848
       Built: 2020
    Monthly Fee: $500
       Tax: $10,700 (2025)
    Community: Margaritaville
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,770 (change assumption)
    Mortgage ($4,378) + Fees ($500) + Taxes in 2025 ($892)


    Taxes:$10,700

    Elementary School: Westside Elem

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7712 GRABEN ST, KISSIMMEE, FL 34747

    $620,00045 Days on yellowkey   MLS ID: O6391521

    2 Days Off yellowkey (back on 4/23/2026)

    For Sale O6391521 - 7712 GRABEN ST, KISSIMMEE, FL 34747 52 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 3317
       Built: 2018
    Monthly Fee: $857
       Tax: $12,109 (2025)
    Community: Reunion West Ph 2B West
    Single Family


    Estimated Monthly Payment: $5,263 (change assumption)
    Mortgage ($3,397) + Fees ($857) + Taxes in 2025 ($1,009)


    Taxes:$12,109

    Elementary School: Westside K-8

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: West Side


  • 2506 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $520,00051 Days on yellowkey   MLS ID: O6398097

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

    For Sale O6398097 - 2506 VOLUNTEER AVE, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3199
       Built: 2019
    Monthly Fee: $7
       Tax: $9,289 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($2,849) + Fees ($7) + Taxes in 2025 ($774)


    Taxes:$9,289

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 685 LINCOLN ST, KISSIMMEE, FL 34741

    $375,00030 Days on yellowkey   MLS ID: S5149060

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

    For Sale S5149060 - 685 LINCOLN ST, KISSIMMEE, FL 34741 19 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 1971
       Built: 2026   Tax: $871 (2025)
    Community: Woodall & Doyles
    Single Family


    Estimated Monthly Payment: $2,127 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($73)


    Taxes:$871

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2729 N POINCIANA BLVD #117, KISSIMMEE, FL 34746

    $215,000166 Days on yellowkey   MLS ID: S5140267

    For Sale S5140267 - 2729 N POINCIANA BLVD #117, KISSIMMEE, FL 34746 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1301
       Built: 1990
    Monthly Fee: $545
       Tax: $3,031 (2025)
    Community: Villas At Somerset The
    Condo


    Estimated Monthly Payment: $1,976 (change assumption)
    Mortgage ($1,178) + Fees ($545) + Taxes in 2025 ($253)


    Taxes:$3,031

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3003 RED GINGER RD, KISSIMMEE, FL 34747

    $265,000226 Days on yellowkey   MLS ID: O6353031

    For Sale O6353031 - 3003 RED GINGER RD, KISSIMMEE, FL 34747 31 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1161
       Built: 2011
    Monthly Fee: $532
       Tax: $3,518 (2024)
    Community: Encantada Ph 2
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($1,452) + Fees ($532) + Taxes in 2024 ($293)


    Taxes:$3,518

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    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.