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Homes For Sale in Kissimmee 34744 - 290 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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  • 1873 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $345,000238 Days on yellowkey   MLS ID: S5133310

    For Sale S5133310 - 1873 SPRING SHOWER CIR, KISSIMMEE, FL 34744 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1559
       Built: 2023
    Monthly Fee: $212
       Tax: $5,457 (2024)
    Community: Tohoqua Ph 5B
    Villa


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($1,890) + Fees ($212) + Taxes in 2024 ($455)


    Taxes:$5,457

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1648 HEART BAR RD, KISSIMMEE, FL 34744

    $380,990363 Days on yellowkey   MLS ID: S5125282

    For Sale S5125282 - 1648 HEART BAR RD, KISSIMMEE, FL 34744 77 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2023   Tax: $5,045 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,508 (change assumption)
    Mortgage ($2,088) + Taxes in 2025 ($420)


    Taxes:$5,045

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $440,00017 Days on yellowkey   MLS ID: O6395467

    For Sale O6395467 - 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2022
    Monthly Fee: $30
       Tax: $1,907 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,600 (change assumption)
    Mortgage ($2,411) + Fees ($30) + Taxes in 2025 ($159)


    Taxes:$1,907

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 1502 BITTEROOT ST, KISSIMMEE, FL 34744

    $450,000100 Days on yellowkey   MLS ID: O6372306

    For Sale O6372306 - 1502 BITTEROOT ST, KISSIMMEE, FL 34744 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2674
       Built: 2024
    Monthly Fee: $11
       Tax: $8,691 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $3,201 (change assumption)
    Mortgage ($2,466) + Fees ($11) + Taxes in 2025 ($724)


    Taxes:$8,691

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 LEHIGH ST, KISSIMMEE, FL 34744

    $369,90013 Days on yellowkey   MLS ID: S5147242

    For Sale S5147242 - 1211 LEHIGH ST, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1685
       Built: 1960   Tax: $5,105 (2025)
    Community: Johnston Park Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,452 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($425)


    Taxes:$5,105

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 1797 RED CANYON DR, KISSIMMEE, FL 34744

    $319,900100 Days on yellowkey   MLS ID: O6371990

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

    For Sale O6371990 - 1797 RED CANYON DR, KISSIMMEE, FL 34744 26 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1870
       Built: 2021
    Monthly Fee: $95
       Tax: $6,091 (2025)
    Community: Kindred Ph 1Fb
    Townhouse


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($1,753) + Fees ($95) + Taxes in 2025 ($508)


    Taxes:$6,091

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $499,90066 Days on yellowkey   MLS ID: O6381066

    For Sale O6381066 - 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2590
       Built: 2022
    Monthly Fee: $10
       Tax: $8,564 (2025)
    Community: Tohoqua Ph 4A
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($2,739) + Fees ($10) + Taxes in 2025 ($714)


    Taxes:$8,564

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 613 STILL ST, KISSIMMEE, FL 34744

    $228,80026 Days on yellowkey   MLS ID: A4687344

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $200 (0.1%) on 04/15/2026

    For Sale A4687344 - 613 STILL ST, KISSIMMEE, FL 34744 16 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1410
       Built: 1959   Tax: $2,485 (2025)
    Community: Marydia
    Single Family


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,254) + Taxes in 2025 ($207)


    Taxes:$2,485

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1905 HOWARD MESA DR, KISSIMMEE, FL 34744

    $407,99032 Days on yellowkey   MLS ID: O6391723

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6391723 - 1905 HOWARD MESA DR, KISSIMMEE, FL 34744 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,554 (change assumption)
    Mortgage ($2,236) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4371 CREEK COVE LN, KISSIMMEE, FL 34744

    $415,0003 Days on yellowkey   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


  • 3202 SURFBIRD ST, KISSIMMEE, FL 34744

    $495,0003 Days on yellowkey   MLS ID: O6399070

    For Sale O6399070 - 3202 SURFBIRD ST, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2019
    Monthly Fee: $95
       Tax: $4,159 (2025)
    Community: Osprey Ridge
    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,712) + Fees ($95) + Taxes in 2025 ($347)


    Taxes:$4,159

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744

    $299,5003 Days on yellowkey   MLS ID: S5147602

    For Sale S5147602 - 2695 HOLIDAY WOODS DR, KISSIMMEE, FL 34744 56 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


  • 2213 SOUTHBURY DR, KISSIMMEE, FL 34744

    $404,990160 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)


  • 1067 BERKELEY DR, KISSIMMEE, FL 34744

    $465,000186 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

    $250,00047 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


  • 2751 BURROWS AVE, KISSIMMEE, FL 34744

    $168,000214 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

    $280,000373 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


  • 1698 TAYLOR RIDGE LOOP, KISSIMMEE, FL 34744

    $715,00066 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

    $399,00073 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

    $510,00010 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




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.