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Kissimmee Single Family Homes For Sale - 2087 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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  • 247 COMPETITION DR, KISSIMMEE, FL 34743

    $399,000113 Days on yellowkey   MLS ID: O6387054

    For Sale O6387054 - 247 COMPETITION DR, KISSIMMEE, FL 34743 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1790
       Built: 1990   Tax: $5,361 (2025)
    Community: Bvl Unit 9 6Th Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,633 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($447)


    Taxes:$5,361

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 2121 AVIAN LOOP, KISSIMMEE, FL 34741

    $470,00089 Days on yellowkey   MLS ID: S5146340

    REDUCED by $15,000 (3.1%) on 06/04/2026

    For Sale S5146340 - 2121 AVIAN LOOP, KISSIMMEE, FL 34741 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2176
       Built: 2020
    Monthly Fee: $211
       Tax: $8,299 (2025)
    Community: Tapestry Ph 5
    Single Family


    Estimated Monthly Payment: $3,478 (change assumption)
    Mortgage ($2,575) + Fees ($211) + Taxes in 2025 ($692)


    Taxes:$8,299

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 268 AZALEA DR, KISSIMMEE, FL 34743

    $334,000149 Days on yellowkey   MLS ID: S5142381

    3 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $5,000 (1.5%) on 05/25/2026

    For Sale S5142381 - 268 AZALEA DR, KISSIMMEE, FL 34743 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1238
       Built: 1979   Tax: $4,137 (2025)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($1,830) + Taxes in 2025 ($345)


    Taxes:$4,137

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4020 SUNNY DAY WAY, KISSIMMEE, FL 34744

    $419,90043 Days on yellowkey   MLS ID: S5149650

    REDUCED by $10,000 (2.3%) on 06/23/2026

    For Sale S5149650 - 4020 SUNNY DAY WAY, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2006
    Monthly Fee: $83
       Tax: $5,436 (2025)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,301) + Fees ($83) + Taxes in 2025 ($453)


    Taxes:$5,436

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1906 LAKEVIEW WAY, KISSIMMEE, FL 34759

    $249,90023 Days on yellowkey   MLS ID: TB8512319

    For Sale TB8512319 - 1906 LAKEVIEW WAY, KISSIMMEE, FL 34759 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2004
    Monthly Fee: $100
       Tax: $3,485 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,369) + Fees ($100) + Taxes in 2025 ($290)


    Taxes:$3,485

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 8923 CUBAN PALM RD, KISSIMMEE, FL 34747

    $479,990140 Days on yellowkey   MLS ID: TB8472898

    REDUCED by $4,600 (0.9%) on 06/23/2026

    For Sale TB8472898 - 8923 CUBAN PALM RD, KISSIMMEE, FL 34747 87 photos

    Bed: 5   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3015
       Built: 2012
    Monthly Fee: $683
       Tax: $6,960 (2025)
    Community: Paradise Palms Resort Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,893 (change assumption)
    Mortgage ($2,630) + Fees ($683) + Taxes in 2025 ($580)


    Taxes:$6,960

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2025

    Middle School: West Side


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $419,90076 Days on yellowkey   MLS ID: O6397176

    REDUCED by $10,100 (2.3%) on 06/23/2026

    SHORT SALE O6397176 - 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2025
    Monthly Fee: $80
       Tax: $1,748 (2025)
    Community: Seasons At Big Sky Ph 1
    Single Family


    Estimated Monthly Payment: $2,526 (change assumption)
    Mortgage ($2,301) + Fees ($80) + Taxes in 2025 ($146)


    Taxes:$1,748

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2490 SHELBY CIR, KISSIMMEE, FL 34743

    $369,90046 Days on yellowkey   MLS ID: O6406294

    REDUCED by $5,000 (1.3%) on 06/23/2026

    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: $2,375 (change assumption)
    Mortgage ($2,027) + Fees ($25) + Taxes in 2025 ($323)


    Taxes:$3,874

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 138 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $425,00086 Days on yellowkey   MLS ID: S5146755

    For Sale S5146755 - 138 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1940
       Built: 2003
    Monthly Fee: $100
       Tax: $5,399 (2025)
    Community: Terra Verde
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,879 (change assumption)
    Mortgage ($2,329) + Fees ($100) + Taxes in 2025 ($450)


    Taxes:$5,399

    Elementary School: None

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2651 TRAFALGAR BLVD, KISSIMMEE, FL 34758

    $495,000Listed 06/23/2026 3:01PM   MLS ID: O6417050

    For Sale O6417050 - 2651 TRAFALGAR BLVD, KISSIMMEE, FL 34758 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2433
       Built: 2026
    Monthly Fee: $317
       Tax: $693 (2025)
    Community: Trafalgar Village Ph 3
    Single Family


    Estimated Monthly Payment: $3,087 (change assumption)
    Mortgage ($2,712) + Fees ($317) + Taxes in 2025 ($58)


    Taxes:$693

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2352 ROSS ST, KISSIMMEE, FL 34744

    $315,000370 Days on yellowkey   MLS ID: O6320029

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

    For Sale O6320029 - 2352 ROSS ST, KISSIMMEE, FL 34744 5 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1330
       Built: 2025   Tax: $608 (2024)
    Community: Gilchrist Add To Kissimmee
    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,726) + Taxes in 2024 ($51)


    Taxes:$608

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2071 LIMESTONE TRL, KISSIMMEE, FL 34747

    $555,00023 Days on yellowkey   MLS ID: O6412612

    For Sale O6412612 - 2071 LIMESTONE TRL, KISSIMMEE, FL 34747 89 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2066
       Built: 2023
    Monthly Fee: $407
       Tax: $9,055 (2025)
    Community: Four Seasons
    Single Family


    Estimated Monthly Payment: $4,203 (change assumption)
    Mortgage ($3,041) + Fees ($407) + Taxes in 2025 ($755)


    Taxes:$9,055

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1512 NASSAU POINT TRL, KISSIMMEE, FL 34747

    $599,000160 Days on yellowkey   MLS ID: O6372606

    REDUCED by $11,000 (1.8%) on 06/23/2026

    For Sale O6372606 - 1512 NASSAU POINT TRL, KISSIMMEE, FL 34747 46 photos

    Bed: 7   Bath: 6.5   Gar: 1
    Liv Area Sq Ft: 3533
       Built: 2019
    Monthly Fee: $717
       Tax: $9,249 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,770 (change assumption)
    Mortgage ($3,282) + Fees ($717) + Taxes in 2025 ($771)


    Taxes:$9,249

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 806 EBB TIDE LN, KISSIMMEE, FL 34759

    $415,000202 Days on yellowkey   MLS ID: S5139382

    REDUCED by $4,900 (1.2%) on 05/13/2026

    For Sale S5139382 - 806 EBB TIDE LN, KISSIMMEE, FL 34759 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2011
       Built: 2009
    Monthly Fee: $276
       Tax: $4,713 (2024)
    Community: Solivita
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,943 (change assumption)
    Mortgage ($2,274) + Fees ($276) + Taxes in 2024 ($393)


    Taxes:$4,713

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3801 BOWFIN TRL, KISSIMMEE, FL 34746

    $475,00011 Days on yellowkey   MLS ID: S5151840

    For Sale S5151840 - 3801 BOWFIN TRL, KISSIMMEE, FL 34746 47 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2398
       Built: 2015
    Monthly Fee: $364
       Tax: $6,598 (2025)
    Community: Bellalago
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,517 (change assumption)
    Mortgage ($2,603) + Fees ($364) + Taxes in 2025 ($550)


    Taxes:$6,598

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 3486 HAWKIN DR, KISSIMMEE, FL 34746

    $324,00093 Days on yellowkey   MLS ID: TB8489427

    1 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $10,999 (3.3%) on 06/16/2026

    For Sale TB8489427 - 3486 HAWKIN DR, KISSIMMEE, FL 34746 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1833
       Built: 1988
    Monthly Fee: $33
       Tax: $2,585 (2025)
    Community: Wilderness Ph 1 Unit 1 The
    Single Family


    Estimated Monthly Payment: $2,024 (change assumption)
    Mortgage ($1,775) + Fees ($33) + Taxes in 2025 ($215)


    Taxes:$2,585

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 1181 LAKESHORE BREEZE PL, KISSIMMEE, FL 34747

    $450,00069 Days on yellowkey   MLS ID: O6399978

    REDUCED by $35,000 (7.2%) on 06/16/2026

    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: $3,247 (change assumption)
    Mortgage ($2,466) + 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


  • 439 MAGPIE CT, KISSIMMEE, FL 34759

    $237,90079 Days on yellowkey   MLS ID: TB8493960

    REDUCED by $22,000 (8.5%) on 05/22/2026

    For Sale TB8493960 - 439 MAGPIE CT, KISSIMMEE, FL 34759 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2004
    Monthly Fee: $90
       Tax: $3,384 (2025)
    Community: Poinciana Nbrhd 05 North Village 03
    Single Family


    Estimated Monthly Payment: $1,676 (change assumption)
    Mortgage ($1,304) + Fees ($90) + Taxes in 2025 ($282)


    Taxes:$3,384

    Elementary School: Laurel Elementary

    High School: Ridge Community Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1021 TOURMALINE DR, KISSIMMEE, FL 34746

    $425,0001 Day on yellowkey   MLS ID: TB8519437

    For Sale TB8519437 - 1021 TOURMALINE DR, KISSIMMEE, FL 34746 64 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1397
       Built: 2007
    Monthly Fee: $205
       Tax: $4,619 (2025)
    Community: Crystal Cove Resort
    Single Family


    Estimated Monthly Payment: $2,919 (change assumption)
    Mortgage ($2,329) + Fees ($205) + Taxes in 2025 ($385)


    Taxes:$4,619

    Elementary School: Poinciana Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 5316 CORAL VINE LN, KISSIMMEE, FL 34758

    $365,00076 Days on yellowkey   MLS ID: O6396648

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

    For Sale O6396648 - 5316 CORAL VINE LN, KISSIMMEE, FL 34758 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2384
       Built: 2001   Tax: $3,566 (2025)
    Community: Dahlia Reserve At Crescent Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,297 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($297)


    Taxes:$3,566

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

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.