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Kissimmee Homes For Sale & Real Estate - 3273 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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  • 1604 REGAL COVE CT, KISSIMMEE, FL 34744

    $1,385,77792 Days on yellowkey   MLS ID: S5145793

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale S5145793 - 1604 REGAL COVE CT, KISSIMMEE, FL 34744 57 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3664
       Built: 2000
    Monthly Fee: $133
       Tax: $6,996 (2025)
    Community: Regal Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,309 (change assumption)
    Mortgage ($7,593) + Fees ($133) + Taxes in 2025 ($583)


    Taxes:$6,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3211 SILVER FIN WAY, KISSIMMEE, FL 34746

    $360,000149 Days on yellowkey   MLS ID: O6373988

    0 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $35,000 (8.9%) on 06/02/2026

    For Sale O6373988 - 3211 SILVER FIN WAY, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2165
       Built: 2018
    Monthly Fee: $205
       Tax: $5,986 (2025)
    Community: Bellalago Ph 7L
    Single Family


    Estimated Monthly Payment: $2,676 (change assumption)
    Mortgage ($1,973) + Fees ($205) + Taxes in 2025 ($499)


    Taxes:$5,986

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2989 WHITE CEDAR CIR, KISSIMMEE, FL 34741

    $429,00047 Days on yellowkey   MLS ID: S5148630

    REDUCED by $10,000 (2.3%) on 06/10/2026

    For Sale S5148630 - 2989 WHITE CEDAR CIR, KISSIMMEE, FL 34741 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2002
    Monthly Fee: $80
       Tax: $2,214 (2025)
    Community: Windsor Point
    Single Family


    Estimated Monthly Payment: $2,615 (change assumption)
    Mortgage ($2,351) + Fees ($80) + Taxes in 2025 ($184)


    Taxes:$2,214

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2625 SANTOSH CV, KISSIMMEE, FL 34746

    $550,00029 Days on yellowkey   MLS ID: O6400516

    For Sale O6400516 - 2625 SANTOSH CV, KISSIMMEE, FL 34746 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2013
    Monthly Fee: $397
       Tax: $6,594 (2025)
    Community: Veranda Palms
    Single Family


    Estimated Monthly Payment: $3,960 (change assumption)
    Mortgage ($3,014) + Fees ($397) + Taxes in 2025 ($550)


    Taxes:$6,594

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1933 ESTANCIA CIR, KISSIMMEE, FL 34741

    $269,000408 Days on yellowkey   MLS ID: S5125794

    1 Days Off yellowkey (back on 6/10/2026)

    For Sale S5125794 - 1933 ESTANCIA CIR, KISSIMMEE, FL 34741 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2006
    Monthly Fee: $337
       Tax: $2,409 (2024)
    Community: Villas At Estancia Condo
    Townhouse


    Estimated Monthly Payment: $2,012 (change assumption)
    Mortgage ($1,474) + Fees ($337) + Taxes in 2024 ($201)


    Taxes:$2,409

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3001 LIMBO LN #102, KISSIMMEE, FL 34746

    $197,000114 Days on yellowkey   MLS ID: S5144002

    2 Days Off yellowkey (back on 5/14/2026)

    For Sale S5144002 - 3001 LIMBO LN #102, KISSIMMEE, FL 34746 42 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 809
       Built: 2002
    Monthly Fee: $424
       Tax: $2,925 (2025)
    Community: Runaway Beach Club
    Condo


    Estimated Monthly Payment: $1,747 (change assumption)
    Mortgage ($1,079) + Fees ($424) + Taxes in 2025 ($244)


    Taxes:$2,925

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2491 HASSONITE ST, KISSIMMEE, FL 34744

    $289,00028 Days on yellowkey   MLS ID: O6407957

    REDUCED by $10,000 (3.3%) on 06/10/2026

    For Sale O6407957 - 2491 HASSONITE ST, KISSIMMEE, FL 34744 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1734
       Built: 2007
    Monthly Fee: $170
       Tax: $3,846 (2025)
    Community: Amber Pointe
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,074 (change assumption)
    Mortgage ($1,584) + Fees ($170) + Taxes in 2025 ($320)


    Taxes:$3,846

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1475 RIVIERA DR, KISSIMMEE, FL 34744

    $780,00045 Days on yellowkey   MLS ID: S5148691

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale S5148691 - 1475 RIVIERA DR, KISSIMMEE, FL 34744 84 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2894
       Built: 1988
    Monthly Fee: $183
       Tax: $8,361 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,154 (change assumption)
    Mortgage ($4,274) + Fees ($183) + Taxes in 2025 ($697)


    Taxes:$8,361

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744

    $429,99050 Days on yellowkey   MLS ID: O6401673

    REDUCED by $5,010 (1.2%) on 05/29/2026

    For Sale O6401673 - 2604 SUMMER CLOUDS WAY, KISSIMMEE, FL 34744 75 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2022
    Monthly Fee: $10
       Tax: $7,753 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,012 (change assumption)
    Mortgage ($2,356) + Fees ($10) + Taxes in 2025 ($646)


    Taxes:$7,753

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 511 KILIMANJARO DR, KISSIMMEE, FL 34758

    $245,000520 Days on yellowkey   MLS ID: S5117973

    2 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $30,000 (10.9%) on 04/22/2026

    SHORT SALE S5117973 - 511 KILIMANJARO DR, KISSIMMEE, FL 34758 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1159
       Built: 1991
    Monthly Fee: $83
       Tax: $3,151 (2024)
    Community: Poinciana Village 01 Neighborhood 01 South
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,688 (change assumption)
    Mortgage ($1,342) + Fees ($83) + Taxes in 2024 ($263)


    Taxes:$3,151

    Elementary School: Poinciana Elem

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Discovery Intermediate


  • 2947 LANGDON LN S, KISSIMMEE, FL 34741

    $324,000121 Days on yellowkey   MLS ID: S5143730

    REDUCED by $6,000 (1.8%) on 06/10/2026

    For Sale S5143730 - 2947 LANGDON LN S, KISSIMMEE, FL 34741 54 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1749
       Built: 2005
    Monthly Fee: $240
       Tax: $5,015 (2025)
    Community: Townhomes Of Flora Ridge Ph 2
    Townhouse


    Estimated Monthly Payment: $2,433 (change assumption)
    Mortgage ($1,775) + Fees ($240) + Taxes in 2025 ($418)


    Taxes:$5,015

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 108 BOOTH LN, KISSIMMEE, FL 34743

    $925,00016 Days on yellowkey   MLS ID: S5150785

    For Sale S5150785 - 108 BOOTH LN, KISSIMMEE, FL 34743 26 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 3396
       Built: 1976   Tax: $10,301 (2025)
    Community: Buenaventura Lakes Unit 01
    Apartment


    Estimated Monthly Payment: $5,927 (change assumption)
    Mortgage ($5,068) + Taxes in 2025 ($858)


    Taxes:$10,301

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741

    $379,00023 Days on yellowkey   MLS ID: O6405406

    REDUCED by $10,000 (2.6%) on 06/10/2026

    For Sale O6405406 - 3222 WHOOPING CRANE RUN, KISSIMMEE, FL 34741 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1999
    Monthly Fee: $57
       Tax: $5,680 (2025)
    Community: Cranes Cove Ph 2
    Single Family


    Estimated Monthly Payment: $2,607 (change assumption)
    Mortgage ($2,077) + Fees ($57) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 4722 FLAGLER BEACH WAY, KISSIMMEE, FL 34746

    $390,00027 Days on yellowkey   MLS ID: O6408602

    REDUCED by $100,000 (20.4%) on 06/10/2026

    For Sale O6408602 - 4722 FLAGLER BEACH WAY, KISSIMMEE, FL 34746 100 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1636
       Built: 2004
    Monthly Fee: $159
       Tax: $4,056 (2024)
    Community: Terra Verde Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($2,137) + Fees ($159) + Taxes in 2024 ($338)


    Taxes:$4,056

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2738 CRANMOOR DR, KISSIMMEE, FL 34758

    $210,00049 Days on yellowkey   MLS ID: S5148375

    REDUCED by $5,000 (2.3%) on 06/05/2026

    For Sale S5148375 - 2738 CRANMOOR DR, KISSIMMEE, FL 34758 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1144
       Built: 1984
    Monthly Fee: $163
       Tax: $1,995 (2025)
    Community: Broadmoor
    Manufactured Home


    Estimated Monthly Payment: $1,480 (change assumption)
    Mortgage ($1,151) + Fees ($163) + Taxes in 2025 ($166)


    Taxes:$1,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2490 SHELBY CIR, KISSIMMEE, FL 34743

    $374,90035 Days on yellowkey   MLS ID: O6406294

    REDUCED by $5,000 (1.3%) on 06/10/2026

    For Sale O6406294 - 2490 SHELBY CIR, KISSIMMEE, FL 34743 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 1995
    Monthly Fee: $25
       Tax: $3,874 (2025)
    Community: Shelby Place
    Single Family


    Estimated Monthly Payment: $2,402 (change assumption)
    Mortgage ($2,054) + Fees ($25) + Taxes in 2025 ($323)


    Taxes:$3,874

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $485,00058 Days on yellowkey   MLS ID: O6399978

    REDUCED by $25,000 (4.9%) on 05/23/2026

    For Sale O6399978 - 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2580
       Built: 2023
    Monthly Fee: $132
       Tax: $7,792 (2025)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $3,439 (change assumption)
    Mortgage ($2,657) + Fees ($132) + Taxes in 2025 ($649)


    Taxes:$7,792

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 5807 PORTICO PL, KISSIMMEE, FL 34758

    $390,00067 Days on yellowkey   MLS ID: O6397110

    REDUCED by $19,129 (4.7%) on 06/03/2026

    For Sale O6397110 - 5807 PORTICO PL, KISSIMMEE, FL 34758 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1989
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($2,137) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5801 PORTICO PL, KISSIMMEE, FL 34758

    $405,00075 Days on yellowkey   MLS ID: O6394755

    REDUCED by $4,369 (1.1%) on 06/03/2026

    For Sale O6394755 - 5801 PORTICO PL, KISSIMMEE, FL 34758 45 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2138
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($2,219) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 5148 CROWN HAVEN DR, KISSIMMEE, FL 34746

    $370,00048 Days on yellowkey   MLS ID: O6402349

    1 Days Off yellowkey (back on 6/10/2026)

    For Sale O6402349 - 5148 CROWN HAVEN DR, KISSIMMEE, FL 34746 95 photos

    Bed: 4   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 1649
       Built: 2018
    Monthly Fee: $254
       Tax: $4,801 (2025)
    Community: Compass Bay Unit 5
    Townhouse


    Estimated Monthly Payment: $2,681 (change assumption)
    Mortgage ($2,027) + Fees ($254) + Taxes in 2025 ($400)


    Taxes:$4,801

    Elementary School: Floral Ridge Elementary

    High School: Liberty High

    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.