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Kissimmee Homes For Sale & Real Estate - 3143 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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  • 4730 SLEEPY HOLLOW DR, KISSIMMEE, FL 34746

    $629,950196 Days on yellowkey   MLS ID: S5138682

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

    REDUCED by $18,050 (2.8%) on 05/14/2026

    For Sale S5138682 - 4730 SLEEPY HOLLOW DR, KISSIMMEE, FL 34746 85 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3291
       Built: 2016
    Monthly Fee: $304
       Tax: $11,792 (2024)
    Community: Storey Lake
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,738 (change assumption)
    Mortgage ($3,452) + Fees ($304) + Taxes in 2024 ($983)


    Taxes:$11,792

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 678 CAPTIVA CIR, KISSIMMEE, FL 34741

    $250,00025 Days on yellowkey   MLS ID: O6405706

    For Sale O6405706 - 678 CAPTIVA CIR, KISSIMMEE, FL 34741 5 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1512
       Built: 2006
    Monthly Fee: $160
       Tax: $3,248 (2024)
    Community: Florida Palms
    Townhouse


    Estimated Monthly Payment: $1,800 (change assumption)
    Mortgage ($1,370) + Fees ($160) + Taxes in 2024 ($271)


    Taxes:$3,248

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 715 S RANDOLPH AVE, KISSIMMEE, FL 34741

    $310,00046 Days on yellowkey   MLS ID: O6399197

    1 Days Off yellowkey (back on 5/13/2026)

    For Sale O6399197 - 715 S RANDOLPH AVE, KISSIMMEE, FL 34741 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1474
       Built: 1952   Tax: $4,137 (2025)
    Community: E B Waters & Sons Add
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,699) + Taxes in 2025 ($345)


    Taxes:$4,137

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2925 SATIRE ST, KISSIMMEE, FL 34746

    $384,50087 Days on yellowkey   MLS ID: O6388437

    For Sale O6388437 - 2925 SATIRE ST, KISSIMMEE, FL 34746 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1859
       Built: 2019
    Monthly Fee: $443
       Tax: $5,709 (2025)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $3,026 (change assumption)
    Mortgage ($2,107) + Fees ($443) + Taxes in 2025 ($476)


    Taxes:$5,709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2018 CYPRESS BAY BLVD, KISSIMMEE, FL 34743

    $300,000135 Days on yellowkey   MLS ID: O6373358

    For Sale O6373358 - 2018 CYPRESS BAY BLVD, KISSIMMEE, FL 34743 38 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1824
       Built: 2005
    Monthly Fee: $217
       Tax: $3,979 (2025)
    Community: Cypress Lakes Twnhms Ph 2 Unit 1
    Townhouse


    Estimated Monthly Payment: $2,192 (change assumption)
    Mortgage ($1,644) + Fees ($217) + Taxes in 2025 ($332)


    Taxes:$3,979

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1734 PILCHARD DR, KISSIMMEE, FL 34759

    $225,00052 Days on yellowkey   MLS ID: S5147634

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

    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


  • 4 INCONNU DR, KISSIMMEE, FL 34759

    $213,60027 Days on yellowkey   MLS ID: O6404800

    SHORT SALE O6404800 - 4 INCONNU DR, KISSIMMEE, FL 34759 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2007
    Monthly Fee: $100
       Tax: $3,481 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,560 (change assumption)
    Mortgage ($1,170) + Fees ($100) + Taxes in 2025 ($290)


    Taxes:$3,481

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Dundee Ridge Middle


  • 4602 FAIRY TALE CIR, KISSIMMEE, FL 34746

    $450,00026 Days on yellowkey   MLS ID: O6405564

    For Sale O6405564 - 4602 FAIRY TALE CIR, KISSIMMEE, FL 34746 73 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2016
    Monthly Fee: $249
       Tax: $5,955 (2025)
    Community: Reflections At Storey Lake
    Single Family


    Estimated Monthly Payment: $3,211 (change assumption)
    Mortgage ($2,466) + Fees ($249) + Taxes in 2025 ($496)


    Taxes:$5,955

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2207 PORTRAIT STREET, KISSIMMEE, FL 34758

    $269,990207 Days on yellowkey   MLS ID: S5138093

    For Sale S5138093 - 2207 PORTRAIT STREET, KISSIMMEE, FL 34758 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1407
       Built: 2023
    Monthly Fee: $210
       Tax: $4,220 (2024)
    Community: Westview Pod A Ph 1A
    Townhouse


    Estimated Monthly Payment: $2,041 (change assumption)
    Mortgage ($1,479) + Fees ($210) + Taxes in 2024 ($352)


    Taxes:$4,220

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2004 VIEWFINDER STREET, KISSIMMEE, FL 34758

    $229,990207 Days on yellowkey   MLS ID: S5138089

    For Sale S5138089 - 2004 VIEWFINDER STREET, KISSIMMEE, FL 34758 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1255
       Built: 2023
    Monthly Fee: $229
       Tax: $4,051 (2024)
    Community: Weshiew Pod A Ph 1A
    Townhouse


    Estimated Monthly Payment: $1,827 (change assumption)
    Mortgage ($1,260) + Fees ($229) + Taxes in 2024 ($338)


    Taxes:$4,051

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 177 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $265,00038 Days on yellowkey   MLS ID: S5148569

    REDUCED by $10,000 (3.6%) on 05/14/2026

    For Sale S5148569 - 177 CLUB VILLAS LN, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1397
       Built: 1998
    Monthly Fee: $315
       Tax: $5,028 (2025)
    Community: Remington Ph 1 Tr A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,452) + Fees ($315) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 LAS FUENTES DR, KISSIMMEE, FL 34746

    $490,000261 Days on yellowkey   MLS ID: O6343989

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

    For Sale O6343989 - 121 LAS FUENTES DR, KISSIMMEE, FL 34746 53 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2061
       Built: 2011
    Monthly Fee: $367
       Tax: $6,079 (2024)
    Community: Bellavida Ph 1
    Single Family


    Estimated Monthly Payment: $3,558 (change assumption)
    Mortgage ($2,685) + Fees ($367) + Taxes in 2024 ($507)


    Taxes:$6,079

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744

    $344,99963 Days on yellowkey   MLS ID: O6391222

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

    For Sale O6391222 - 1757 QUAIL RIDGE LOOP, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1992   Tax: $4,829 (2025)
    Community: Quail Hollow Ph 1
    Single Family


    Estimated Monthly Payment: $2,293 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($402)


    Taxes:$4,829

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 4554 ALBERTO CIR, KISSIMMEE, FL 34746

    $319,00075 Days on yellowkey   MLS ID: O6391659

    REDUCED by $1,000 (0.3%) on 05/14/2026

    For Sale O6391659 - 4554 ALBERTO CIR, KISSIMMEE, FL 34746 42 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1295
       Built: 2007
    Monthly Fee: $455
       Tax: $4,363 (2025)
    Community: Bellavida Ph 1
    Townhouse


    Estimated Monthly Payment: $2,567 (change assumption)
    Mortgage ($1,748) + Fees ($455) + Taxes in 2025 ($364)


    Taxes:$4,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2904 TITLE ST, KISSIMMEE, FL 34746

    $349,000102 Days on yellowkey   MLS ID: O6383915

    REDUCED by $6,000 (1.7%) on 05/07/2026

    For Sale O6383915 - 2904 TITLE ST, KISSIMMEE, FL 34746 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1959
       Built: 2019
    Monthly Fee: $454
       Tax: $6,400 (2025)
    Community: Storey Lake Tr K
    Townhouse


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($1,912) + Fees ($454) + Taxes in 2025 ($533)


    Taxes:$6,400

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2556 RENSHAW ST, KISSIMMEE, FL 34747

    $412,00069 Days on yellowkey   MLS ID: O6393304

    REDUCED by $8,000 (1.9%) on 04/26/2026

    For Sale O6393304 - 2556 RENSHAW ST, KISSIMMEE, FL 34747 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1440
       Built: 2004
    Monthly Fee: $409
       Tax: $4,610 (2025)
    Community: Windsor Hills Ph 2
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,051 (change assumption)
    Mortgage ($2,257) + Fees ($409) + Taxes in 2025 ($384)


    Taxes:$4,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • KISSIMMEE, FL 34759

    $254,500698 Days on yellowkey   MLS ID: S5107976

    For Sale S5107976 - KISSIMMEE, FL 34759 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1308
       Built: 2001
    Monthly Fee: $85
       Tax: $3,319 (2023)
    Community: Poinciana Nbrhd 03 Village 03
    Single Family


    Estimated Monthly Payment: $1,756 (change assumption)
    Mortgage ($1,394) + Fees ($85) + Taxes in 2023 ($277)


    Taxes:$3,319

    Elementary School: Palmetto Elementary

    High School: Haines City Senior High

    Tax Year: 2023

    Middle School: Lake Marion Creek Middle


  • 1714 CHERYL LN, KISSIMMEE, FL 34744

    $699,90059 Days on yellowkey   MLS ID: O6395426

    REDUCED by $49,100 (6.6%) on 05/14/2026

    For Sale O6395426 - 1714 CHERYL LN, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 1989   Tax: $3,559 (2025)
    Community: Regal Oak Shores Unit 8
    Single Family


    Estimated Monthly Payment: $4,132 (change assumption)
    Mortgage ($3,835) + Taxes in 2025 ($297)


    Taxes:$3,559

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2925 WORDSMITH RD, KISSIMMEE, FL 34746

    $469,00091 Days on yellowkey   MLS ID: S5144768

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

    For Sale S5144768 - 2925 WORDSMITH RD, KISSIMMEE, FL 34746 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2346
       Built: 2018
    Monthly Fee: $238
       Tax: $8,657 (2025)
    Community: Storey Lake Tr K
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,529 (change assumption)
    Mortgage ($2,570) + Fees ($238) + Taxes in 2025 ($721)


    Taxes:$8,657

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1860 SAWYER PALM PL, KISSIMMEE, FL 34747

    $1,000,00083 Days on yellowkey   MLS ID: O6385788

    For Sale O6385788 - 1860 SAWYER PALM PL, KISSIMMEE, FL 34747 70 photos

    Bed: 9   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4363
       Built: 2019
    Monthly Fee: $726
       Tax: $9,868 (2025)
    Community: Solara Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,028 (change assumption)
    Mortgage ($5,479) + Fees ($726) + Taxes in 2025 ($822)


    Taxes:$9,868

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.