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Kissimmee Single Family Homes For Sale - 1515 homes

Kissimmee Single Family Homes for Sale are located in Osceola County, Florida. Find single family homes for sale in Kissimmee with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee single family houses.

Location: Kissimmee

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  • 2543 CHAPALA DR, KISSIMMEE, FL 34746

    $579,0007 Days on yellowkey   MLS ID: O6396893

    For Sale O6396893 - 2543 CHAPALA DR, KISSIMMEE, FL 34746 95 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4205
       Built: 2002
    Monthly Fee: $15
       Tax: $8,980 (2025)
    Community: Brighton Lakes Ph 1 Parcels A & G
    Single Family


    Estimated Monthly Payment: $3,936 (change assumption)
    Mortgage ($3,173) + Fees ($15) + Taxes in 2025 ($748)


    Taxes:$8,980

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1459 OAK LEAF LN, KISSIMMEE, FL 34744

    $347,7375 Days on yellowkey   MLS ID: O6397026

    For Sale O6397026 - 1459 OAK LEAF LN, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1242
       Built: 1979   Tax: $4,859 (2025)
    Community: Heather Oaks Unit 4
    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($1,905) + Taxes in 2025 ($405)


    Taxes:$4,859

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1734 PILCHARD DR, KISSIMMEE, FL 34759

    $225,0004 Days on yellowkey   MLS ID: S5147634

    For Sale S5147634 - 1734 PILCHARD DR, KISSIMMEE, FL 34759 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1209
       Built: 2002
    Monthly Fee: $100
       Tax: $2,725 (2025)
    Community: Poinciana Neigborhood 4 Village 7 Pb 53 Pgs 4/18/
    Single Family


    Estimated Monthly Payment: $1,560 (change assumption)
    Mortgage ($1,233) + Fees ($100) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2780 RIALTO CT, KISSIMMEE, FL 34746

    $495,00021 Days on yellowkey   MLS ID: S5146384

    REDUCED by $30,000 (5.7%) on 04/02/2026

    For Sale S5146384 - 2780 RIALTO CT, KISSIMMEE, FL 34746 84 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2430
       Built: 2017
    Monthly Fee: $205
       Tax: $6,317 (2025)
    Community: Bellalago Phase B-2
    Single Family


    Estimated Monthly Payment: $3,444 (change assumption)
    Mortgage ($2,712) + Fees ($205) + Taxes in 2025 ($526)


    Taxes:$6,317

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 308 SOUTHFIELD ST, KISSIMMEE, FL 34747

    $1,350,00068 Days on yellowkey   MLS ID: O6380091

    For Sale O6380091 - 308 SOUTHFIELD ST, KISSIMMEE, FL 34747 56 photos

    Bed: 13   Bath: 12.5   Gar: 4
    Liv Area Sq Ft: 6351
       Built: 2020
    Monthly Fee: $697
       Tax: $14,776 (2025)
    Community: Reunion West Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,325 (change assumption)
    Mortgage ($7,397) + Fees ($697) + Taxes in 2025 ($1,231)


    Taxes:$14,776

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 807 ASPENWOOD CIR, KISSIMMEE, FL 34743

    $265,5003 Days on yellowkey   MLS ID: S5147631

    FORECLOSURE S5147631 - 807 ASPENWOOD CIR, KISSIMMEE, FL 34743 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1000
       Built: 1984   Tax: $3,792 (2025)
    Community: Bvl Unit 8 1St Add
    Single Family


    Estimated Monthly Payment: $1,771 (change assumption)
    Mortgage ($1,455) + Taxes in 2025 ($316)


    Taxes:$3,792

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1726 BRASSIE CT, KISSIMMEE, FL 34746

    $379,0003 Days on yellowkey   MLS ID: O6398321

    For Sale O6398321 - 1726 BRASSIE CT, KISSIMMEE, FL 34746 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1859
       Built: 2017
    Monthly Fee: $14
       Tax: $6,814 (2025)
    Community: Shingle Creek Reserve At The Oaks Ph 6
    Single Family


    Estimated Monthly Payment: $2,658 (change assumption)
    Mortgage ($2,077) + Fees ($14) + Taxes in 2025 ($568)


    Taxes:$6,814

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle


  • 26 ORCHID CT, KISSIMMEE, FL 34759

    $320,0003 Days on yellowkey   MLS ID: S5147549

    For Sale S5147549 - 26 ORCHID CT, KISSIMMEE, FL 34759 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2019
    Monthly Fee: $100
       Tax: $2,815 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,753) + Fees ($100) + Taxes in 2025 ($235)


    Taxes:$2,815

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744

    $485,0003 Days on yellowkey   MLS ID: O6398072

    For Sale O6398072 - 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2011
    Monthly Fee: $111
       Tax: $4,260 (2025)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,657) + Fees ($111) + Taxes in 2025 ($355)


    Taxes:$4,260

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1519 JADEWOOD WAY, KISSIMMEE, FL 34744

    $539,0004 Days on yellowkey   MLS ID: S5147592

    For Sale S5147592 - 1519 JADEWOOD WAY, KISSIMMEE, FL 34744 27 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2022
    Monthly Fee: $10
       Tax: $7,660 (2025)
    Community: Kindred Ph 1
    Single Family


    Estimated Monthly Payment: $3,602 (change assumption)
    Mortgage ($2,953) + Fees ($10) + Taxes in 2025 ($638)


    Taxes:$7,660

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 4313 BAY BROOK DR, KISSIMMEE, FL 34746

    $599,9993 Days on yellowkey   MLS ID: S5147506

    For Sale S5147506 - 4313 BAY BROOK DR, KISSIMMEE, FL 34746 40 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 1998
    Monthly Fee: $26
       Tax: $4,263 (2025)
    Community: Creekside Ph 01
    Single Family


    Estimated Monthly Payment: $3,669 (change assumption)
    Mortgage ($3,288) + Fees ($26) + Taxes in 2025 ($355)


    Taxes:$4,263

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1511 GATEWAY LN, KISSIMMEE, FL 34746

    $674,9003 Days on yellowkey   MLS ID: S5147529

    For Sale S5147529 - 1511 GATEWAY LN, KISSIMMEE, FL 34746 44 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2970
       Built: 2016
    Monthly Fee: $365
       Tax: $7,647 (2025)
    Community: Bellalago
    Single Family


    Estimated Monthly Payment: $4,700 (change assumption)
    Mortgage ($3,698) + Fees ($365) + Taxes in 2025 ($637)


    Taxes:$7,647

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 8894 QIN LOOP, KISSIMMEE, FL 34747

    $585,000179 Days on yellowkey   MLS ID: O6353019

    For Sale O6353019 - 8894 QIN LOOP, KISSIMMEE, FL 34747 47 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $607
       Tax: $11,608 (2024)
    Community: Windsor At Westside Ph 2A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,780 (change assumption)
    Mortgage ($3,205) + Fees ($607) + Taxes in 2024 ($967)


    Taxes:$11,608

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7790 TEASCONE BLVD, KISSIMMEE, FL 34747

    $719,990364 Days on yellowkey   MLS ID: O6298445

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6298445 - 7790 TEASCONE BLVD, KISSIMMEE, FL 34747 100 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2297
       Built: 2007
    Monthly Fee: $171
       Tax: $6,659 (2024)
    Community: Windsor Hills Ph 5
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,671 (change assumption)
    Mortgage ($3,945) + Fees ($171) + Taxes in 2024 ($555)


    Taxes:$6,659

    Elementary School: Celebration K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: Celebration K-8


  • 2346 LILY PAD LN, KISSIMMEE, FL 34743

    $357,88843 Days on yellowkey   MLS ID: S5143818

    For Sale S5143818 - 2346 LILY PAD LN, KISSIMMEE, FL 34743 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1481
       Built: 1997
    Monthly Fee: $28
       Tax: $3,115 (2025)
    Community: Shannon Lakes
    Single Family


    Estimated Monthly Payment: $2,249 (change assumption)
    Mortgage ($1,961) + Fees ($28) + Taxes in 2025 ($260)


    Taxes:$3,115

    Elementary School: Cypress Elem (K 6)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2631 STAR LAKE VIEW DR, KISSIMMEE, FL 34747

    $450,00012 Days on yellowkey   MLS ID: O6390899

    0 Days Off yellowkey (back on 4/11/2026)

    For Sale O6390899 - 2631 STAR LAKE VIEW DR, KISSIMMEE, FL 34747 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1998
    Monthly Fee: $53
       Tax: $5,775 (2025)
    Community: Rolling Hills Estates Unit 1 At Formosa Gardens
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,000 (change assumption)
    Mortgage ($2,466) + Fees ($53) + Taxes in 2025 ($481)


    Taxes:$5,775

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 2672 DEBANY RD, KISSIMMEE, FL 34744

    $400,00061 Days on yellowkey   MLS ID: S5143538

    REDUCED by $15,000 (3.6%) on 04/04/2026

    For Sale S5143538 - 2672 DEBANY RD, KISSIMMEE, FL 34744 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 1989   Tax: $1,423 (2025)
    Community: Mill Run Unit 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($119)


    Taxes:$1,423

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 759 CARIBOU DR, KISSIMMEE, FL 34759

    $244,99949 Days on yellowkey   MLS ID: S5144542

    For Sale S5144542 - 759 CARIBOU DR, KISSIMMEE, FL 34759 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1422
       Built: 1988
    Monthly Fee: $100
       Tax: $1,099 (2025)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,534 (change assumption)
    Mortgage ($1,342) + Fees ($100) + Taxes in 2025 ($92)


    Taxes:$1,099

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8511 LA ISLA DR, KISSIMMEE, FL 34747

    $679,000442 Days on yellowkey   MLS ID: O6273598

    For Sale O6273598 - 8511 LA ISLA DR, KISSIMMEE, FL 34747 92 photos

    Bed: 7   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3599
       Built: 2003
    Monthly Fee: $107
       Tax: $6,968 (2023)
    Community: Emerald Island Resort Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,408 (change assumption)
    Mortgage ($3,720) + Fees ($107) + Taxes in 2023 ($581)


    Taxes:$6,968

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 4698 CORAL HARBOUR RD, KISSIMMEE, FL 34758

    $450,00052 Days on yellowkey   MLS ID: O6381714

    REDUCED by $9,900 (2.2%) on 04/08/2026

    For Sale O6381714 - 4698 CORAL HARBOUR RD, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 2025
    Monthly Fee: $125

    Community: Aden North At Westview
    Single Family


    Estimated Monthly Payment: $2,591 (change assumption)
    Mortgage ($2,466) + Fees ($125) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Sunrise Elementary

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle




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Kissimmee home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. 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 single family home 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.