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Kissimmee Homes For Sale & Real Estate - 2577 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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  • 2737 N POINCIANA BLVD #92, KISSIMMEE, FL 34746

    $219,989305 Days on yellowkey   MLS ID: S5129321

    For Sale S5129321 - 2737 N POINCIANA BLVD #92, KISSIMMEE, FL 34746 28 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1990
    Monthly Fee: $545
       Tax: $2,671 (2024)
    Community: Villas At Somerset The
    Condo


    Estimated Monthly Payment: $1,973 (change assumption)
    Mortgage ($1,205) + Fees ($545) + Taxes in 2024 ($223)


    Taxes:$2,671

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1503 OAK RESERVE DR, KISSIMMEE, FL 34744

    $445,00059 Days on yellowkey   MLS ID: S5144250

    REDUCED by $5,000 (1.1%) on 04/08/2026

    For Sale S5144250 - 1503 OAK RESERVE DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022   Tax: $7,738 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,083 (change assumption)
    Mortgage ($2,438) + Taxes in 2025 ($645)


    Taxes:$7,738

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: St. Cloud Middle (6-8)


  • 2382 ZABALLINA PL, KISSIMMEE, FL 34747

    $618,000172 Days on yellowkey   MLS ID: O6356513

    REDUCED by $2,000 (0.3%) on 04/14/2026

    For Sale O6356513 - 2382 ZABALLINA PL, KISSIMMEE, FL 34747 45 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2299
       Built: 2024
    Monthly Fee: $590
       Tax: $2,267 (2024)
    Community: Solara Ph 3 Rep
    Townhouse


    Estimated Monthly Payment: $4,165 (change assumption)
    Mortgage ($3,386) + Fees ($590) + Taxes in 2024 ($189)


    Taxes:$2,267

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 8929 SYDNEY AVE, KISSIMMEE, FL 34747

    $460,000184 Days on yellowkey   MLS ID: O6353549

    For Sale O6353549 - 8929 SYDNEY AVE, KISSIMMEE, FL 34747 40 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 2263
       Built: 2019
    Monthly Fee: $538
       Tax: $7,070 (2024)
    Community: Windsor/Westside-Ph 3
    Townhouse


    Estimated Monthly Payment: $3,648 (change assumption)
    Mortgage ($2,520) + Fees ($538) + Taxes in 2024 ($589)


    Taxes:$7,070

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: None


  • 4260 PEBBLES THROW DR, KISSIMMEE, FL 34746

    $345,00023 Days on yellowkey   MLS ID: S5146695

    For Sale S5146695 - 4260 PEBBLES THROW DR, KISSIMMEE, FL 34746 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2023
    Monthly Fee: $173
       Tax: $5,298 (2025)
    Community: Storey Creek Ph 3B & 4
    Single Family


    Estimated Monthly Payment: $2,505 (change assumption)
    Mortgage ($1,890) + Fees ($173) + Taxes in 2025 ($442)


    Taxes:$5,298

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2805 CARTER GROVE LN, KISSIMMEE, FL 34741

    $670,000193 Days on yellowkey   MLS ID: O6350502

    For Sale O6350502 - 2805 CARTER GROVE LN, KISSIMMEE, FL 34741 50 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3233
       Built: 2014
    Monthly Fee: $97
       Tax: $7,985 (2024)
    Community: Preserve At Tapestry Ph 1
    Single Family


    Estimated Monthly Payment: $4,434 (change assumption)
    Mortgage ($3,671) + Fees ($97) + Taxes in 2024 ($665)


    Taxes:$7,985

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4177 FLYING FORTRESS AVE, KISSIMMEE, FL 34741

    $190,000120 Days on yellowkey   MLS ID: S5140466

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

    For Sale S5140466 - 4177 FLYING FORTRESS AVE, KISSIMMEE, FL 34741 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 930
       Built: 1984
    Monthly Fee: $50
       Tax: $149 (2024)
    Community: Waterway Village
    Townhouse


    Estimated Monthly Payment: $1,104 (change assumption)
    Mortgage ($1,041) + Fees ($50) + Taxes in 2024 ($12)


    Taxes:$149

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 1764 STAMEN DR, KISSIMMEE, FL 34744

    $447,99032 Days on yellowkey   MLS ID: O6391946

    REDUCED by $2,010 (0.4%) on 04/14/2026

    For Sale O6391946 - 1764 STAMEN DR, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1985
       Built: 2023
    Monthly Fee: $160
       Tax: $4,505 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,990 (change assumption)
    Mortgage ($2,455) + Fees ($160) + Taxes in 2025 ($375)


    Taxes:$4,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8810 MACAPA DR, KISSIMMEE, FL 34747

    $599,000630 Days on yellowkey   MLS ID: O6227461

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

    For Sale O6227461 - 8810 MACAPA DR, KISSIMMEE, FL 34747 38 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4041
       Built: 2016
    Monthly Fee: $552
       Tax: $8,296 (2023)
    Community: Windsor At Westside Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,282) + Fees ($552) + Taxes in 2023 ($691)


    Taxes:$8,296

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 3331 WHITESTONE CIR #201, KISSIMMEE, FL 34741

    $240,000184 Days on yellowkey   MLS ID: O6353322

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

    For Sale O6353322 - 3331 WHITESTONE CIR #201, KISSIMMEE, FL 34741 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 2006
    Monthly Fee: $389
       Tax: $3,843 (2024)
    Community: Flora Ridge Condo Ph 7 Bldg 12
    Condo


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,315) + Fees ($389) + Taxes in 2024 ($320)


    Taxes:$3,843

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $370,000101 Days on yellowkey   MLS ID: S5141277

    For Sale S5141277 - 2540 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2021
    Monthly Fee: $154
       Tax: $6,407 (2025)
    Community: Tohoqua Ph 1B
    Townhouse


    Estimated Monthly Payment: $2,715 (change assumption)
    Mortgage ($2,027) + Fees ($154) + Taxes in 2025 ($534)


    Taxes:$6,407

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1590 BARBERRY DR, KISSIMMEE, FL 34744

    $459,900241 Days on yellowkey   MLS ID: S5133065

    REDUCED by $30,000 (6.1%) on 04/14/2026

    For Sale S5133065 - 1590 BARBERRY DR, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $15
       Tax: $8,284 (2024)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,225 (change assumption)
    Mortgage ($2,520) + Fees ($15) + Taxes in 2024 ($690)


    Taxes:$8,284

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: None


  • 2924 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747

    $356,00027 Days on yellowkey   MLS ID: S5146209

    REDUCED by $1,000 (0.3%) on 04/14/2026

    For Sale S5146209 - 2924 CARIBBEAN SOUL DR, KISSIMMEE, FL 34747 51 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1545
       Built: 2022
    Monthly Fee: $583
       Tax: $7,826 (2025)
    Community: Rolling Oaks Ph 7 Pb 30 Pgs 167-169 Lot 92
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,186 (change assumption)
    Mortgage ($1,951) + Fees ($583) + Taxes in 2025 ($652)


    Taxes:$7,826

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8960 BISMARCK PALM RD, KISSIMMEE, FL 34747

    $489,99057 Days on yellowkey   MLS ID: S5143167

    REDUCED by $10,000 (2.0%) on 04/13/2026

    For Sale S5143167 - 8960 BISMARCK PALM RD, KISSIMMEE, FL 34747 76 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2014
    Monthly Fee: $682
       Tax: $6,698 (2025)
    Community: Paradise Palms Resort Ph 3B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($2,685) + Fees ($682) + Taxes in 2025 ($558)


    Taxes:$6,698

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4497 MONADO DR, KISSIMMEE, FL 34746

    $960,000163 Days on yellowkey   MLS ID: O6358880

    2 Days Off yellowkey (back on 2/26/2026)

    For Sale O6358880 - 4497 MONADO DR, KISSIMMEE, FL 34746 54 photos

    Bed: 12   Bath: 11.5   Gar: 2
    Liv Area Sq Ft: 4762
       Built: 2022
    Monthly Fee: $400
       Tax: $11,961 (2024)
    Community: Bellavida Ph 2C
    Single Family


    Estimated Monthly Payment: $6,657 (change assumption)
    Mortgage ($5,260) + Fees ($400) + Taxes in 2024 ($997)


    Taxes:$11,961

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3141 PARADOX CIR #404, KISSIMMEE, FL 34746

    $287,000142 Days on yellowkey   MLS ID: O6353349

    For Sale O6353349 - 3141 PARADOX CIR #404, KISSIMMEE, FL 34746 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1194
       Built: 2021
    Monthly Fee: $340
       Tax: $4,287 (2024)
    Community: Storey Lake Condo
    Condo


    Estimated Monthly Payment: $2,270 (change assumption)
    Mortgage ($1,573) + Fees ($340) + Taxes in 2024 ($357)


    Taxes:$4,287

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 699 GLENDORA RD, KISSIMMEE, FL 34759

    $430,000107 Days on yellowkey   MLS ID: TB8452905

    For Sale TB8452905 - 699 GLENDORA RD, KISSIMMEE, FL 34759 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2450
       Built: 2005
    Monthly Fee: $276
       Tax: $3,693 (2024)
    Community: Solivita Ph 02D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,940 (change assumption)
    Mortgage ($2,356) + Fees ($276) + Taxes in 2024 ($308)


    Taxes:$3,693

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3191 PARADOX CIR #205, KISSIMMEE, FL 34746

    $289,000671 Days on yellowkey   MLS ID: S5106344

    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


  • 2384 FLAMINGO LAKES DR, KISSIMMEE, FL 34743

    $348,500152 Days on yellowkey   MLS ID: O6361641

    1 Days Off yellowkey (back on 3/9/2026)

    For Sale O6361641 - 2384 FLAMINGO LAKES DR, KISSIMMEE, FL 34743 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1198
       Built: 1992
    Monthly Fee: $28
       Tax: $1,228 (2025)
    Community: Flamingo Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,910) + Fees ($28) + Taxes in 2025 ($102)


    Taxes:$1,228

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2851 GRANADA BLVD, KISSIMMEE, FL 34746

    $799,000319 Days on yellowkey   MLS ID: S5128214

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

    For Sale S5128214 - 2851 GRANADA BLVD, KISSIMMEE, FL 34746 87 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3115
       Built: 1995   Tax: $7,936 (2024)
    Community: Tohop Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,039 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($661)


    Taxes:$7,936

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle




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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.