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Homes For Sale in Kissimmee 34744 - 286 homes

34744 zip code is located in Osceola County, Florida. Find homes for sale in Kissimmee 34744 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Kissimmee 34744 homes for sale.

Location: Kissimmee , 34744

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  • 1980 SUMMER CT, KISSIMMEE, FL 34744

    $549,00023 Days on yellowkey   MLS ID: O6392643

    For Sale O6392643 - 1980 SUMMER CT, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 2687
       Built: 2005   Tax: $6,583 (2025)
    Community: Meadow Spgs
    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($549)


    Taxes:$6,583

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2213 SOUTHBURY DR, KISSIMMEE, FL 34744

    $404,990158 Days on yellowkey   MLS ID: O6359460

    REDUCED by $5,000 (1.2%) on 04/16/2026

    For Sale O6359460 - 2213 SOUTHBURY DR, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2025
    Monthly Fee: $10
       Tax: $967 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,310 (change assumption)
    Mortgage ($2,219) + Fees ($10) + Taxes in 2025 ($81)


    Taxes:$967

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2661 ELLEN AVE, KISSIMMEE, FL 34744

    $450,000Listed 04/16/2026 5:54PM   MLS ID: O6399716

    For Sale O6399716 - 2661 ELLEN AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1972   Tax: $5,005 (2025)
    Community: Emerald Lake Colony Unit 3
    Single Family


    Estimated Monthly Payment: $2,883 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1067 BERKELEY DR, KISSIMMEE, FL 34744

    $465,000184 Days on yellowkey   MLS ID: O6352726

    REDUCED by $10,000 (2.1%) on 04/16/2026

    For Sale O6352726 - 1067 BERKELEY DR, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2620
       Built: 2006
    Monthly Fee: $13
       Tax: $7,386 (2024)
    Community: Remington Ph
    Single Family


    Estimated Monthly Payment: $3,176 (change assumption)
    Mortgage ($2,548) + Fees ($13) + Taxes in 2024 ($616)


    Taxes:$7,386

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1069 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $250,00045 Days on yellowkey   MLS ID: TB8482410

    For Sale TB8482410 - 1069 UNIVERSAL REST PL, KISSIMMEE, FL 34744 16 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2176
       Built: 1999
    Monthly Fee: $200
       Tax: $2,147 (2024)
    Community: Universal Place
    Townhouse


    Estimated Monthly Payment: $1,749 (change assumption)
    Mortgage ($1,370) + Fees ($200) + Taxes in 2024 ($179)


    Taxes:$2,147

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4371 CREEK COVE LN, KISSIMMEE, FL 34744

    $415,000Listed 04/16/2026 4:55PM   MLS ID: S5147262

    SHORT SALE S5147262 - 4371 CREEK COVE LN, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2023
    Monthly Fee: $242
       Tax: $3,773 (2025)
    Community: The Towns At Creekside
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,830 (change assumption)
    Mortgage ($2,274) + Fees ($242) + Taxes in 2025 ($314)


    Taxes:$3,773

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2751 BURROWS AVE, KISSIMMEE, FL 34744

    $168,000212 Days on yellowkey   MLS ID: O6342759

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6342759 - 2751 BURROWS AVE, KISSIMMEE, FL 34744 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1981   Tax: $2,251 (2024)
    Community: Lee Bel Park
    Manufactured Home


    Estimated Monthly Payment: $1,108 (change assumption)
    Mortgage ($921) + Taxes in 2024 ($188)


    Taxes:$2,251

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 176 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $280,000371 Days on yellowkey   MLS ID: S5124115

    0 Days Off yellowkey (back on 3/24/2026)

    For Sale S5124115 - 176 CLUB VILLAS LN, KISSIMMEE, FL 34744 44 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1417
       Built: 1998
    Monthly Fee: $312
       Tax: $3,776 (2024)
    Community: Remington Ph 1 Tr A
    Townhouse


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,534) + Fees ($312) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 310 E MAGNOLIA ST, KISSIMMEE, FL 34744

    $250,00071 Days on yellowkey   MLS ID: O6379567

    For Sale O6379567 - 310 E MAGNOLIA ST, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1312
       Built: 1940   Tax: $3,382 (2025)
    Community: Robert Bass Add
    Single Family


    Estimated Monthly Payment: $1,652 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($282)


    Taxes:$3,382

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1698 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744

    $715,00064 Days on yellowkey   MLS ID: O6366703

    REDUCED by $20,000 (2.7%) on 04/16/2026

    FORECLOSURE O6366703 - 1698 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4964
       Built: 2005
    Monthly Fee: $150
       Tax: $5,492 (2025)
    Community: Taylor Ridge
    Single Family


    Estimated Monthly Payment: $4,525 (change assumption)
    Mortgage ($3,918) + Fees ($150) + Taxes in 2025 ($458)


    Taxes:$5,492

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1715 HAPPINESS ROW, KISSIMMEE, FL 34744

    $399,00071 Days on yellowkey   MLS ID: S5142449

    For Sale S5142449 - 1715 HAPPINESS ROW, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $6,675 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($10) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1967 RANKIN ST, KISSIMMEE, FL 34744

    $510,0008 Days on yellowkey   MLS ID: O6397893

    For Sale O6397893 - 1967 RANKIN ST, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2142
       Built: 2023
    Monthly Fee: $11

    Community: Kindred
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,805 (change assumption)
    Mortgage ($2,794) + Fees ($11) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1703 MICHIGAN AVE #A, KISSIMMEE, FL 34744

    $149,90060 Days on yellowkey   MLS ID: S5143470

    For Sale S5143470 - 1703 MICHIGAN AVE #A, KISSIMMEE, FL 34744 6 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $345
       Tax: $2,561 (2025)
    Community: Essex Park Villas Condo
    Condo


    Estimated Monthly Payment: $1,380 (change assumption)
    Mortgage ($821) + Fees ($345) + Taxes in 2025 ($213)


    Taxes:$2,561

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1103 MARYGON ST, KISSIMMEE, FL 34744

    $320,00021 Days on yellowkey   MLS ID: O6394276

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6394276 - 1103 MARYGON ST, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1971   Tax: $635 (2025)
    Community: Johnston Park Rep
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($53)


    Taxes:$635

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744

    $530,0004 Days on yellowkey   MLS ID: S5147642

    For Sale S5147642 - 2735 SCARBOROUGH DR, KISSIMMEE, FL 34744 41 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 1996
    Monthly Fee: $13
       Tax: $6,439 (2025)
    Community: Remington Ph 1 Tr E
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($2,904) + Fees ($13) + Taxes in 2025 ($537)


    Taxes:$6,439

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1491 AUGUST GRAY DR, KISSIMMEE, FL 34744

    $430,0008 Days on yellowkey   MLS ID: O6397176

    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: $2,582 (change assumption)
    Mortgage ($2,356) + 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)


  • 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744

    $299,5001 Day on yellowkey   MLS ID: S5147602

    For Sale S5147602 - 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1981   Tax: $1,429 (2025)
    Community: Holiday Woods
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,641) + Taxes in 2025 ($119)


    Taxes:$1,429

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 651 CORNERSTONE DR, KISSIMMEE, FL 34744

    $267,00034 Days on yellowkey   MLS ID: S5145831

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale S5145831 - 651 CORNERSTONE DR, KISSIMMEE, FL 34744 55 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1408
       Built: 2007
    Monthly Fee: $284
       Tax: $3,037 (2025)
    Community: Heritage Key Villas Ph 1 & 2
    Townhouse


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,463) + Fees ($284) + Taxes in 2025 ($253)


    Taxes:$3,037

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1855 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $365,000147 Days on yellowkey   MLS ID: O6360691

    For Sale O6360691 - 1855 SPRING SHOWER CIR, KISSIMMEE, FL 34744 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $212
       Tax: $5,060 (2025)
    Community: Tohoqua Reserve
    Villa


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($2,000) + Fees ($212) + Taxes in 2025 ($422)


    Taxes:$5,060

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 1568 E OAK LEAF LN, KISSIMMEE, FL 34744

    $464,00081 Days on yellowkey   MLS ID: O6376960

    For Sale O6376960 - 1568 E OAK LEAF LN, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1845
       Built: 1975   Tax: $4,836 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,542) + Taxes in 2025 ($403)


    Taxes:$4,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for 34744 Homes for Sale and Other Kissimmee Real Estate?

34744, Kissimmee home, townhome, condo, villa, and other listing rental 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 the 34744 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34744, 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 34744, 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.