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Homes For Sale in Kissimmee 34744 - 363 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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  • KISSIMMEE, FL 34744

    $437,00093 Days on yellowkey   MLS ID: O6388827

    REDUCED by $32,000 (6.8%) on 04/22/2026

    For Sale O6388827 - KISSIMMEE, FL 34744 1 photos

    Bed: 6   Bath: 3.0
    Liv Area Sq Ft: 2568
       Built: 1982   Tax: $5,111 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $2,820 (change assumption)
    Mortgage ($2,394) + Taxes in 2025 ($426)


    Taxes:$5,111

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1461 MONA DR, KISSIMMEE, FL 34744

    $458,90055 Days on yellowkey   MLS ID: S5148178

    2 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $19,600 (4.1%) on 05/02/2026

    For Sale S5148178 - 1461 MONA DR, KISSIMMEE, FL 34744 63 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 1989   Tax: $5,655 (2025)
    Community: Mill Run Unit 8
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,986 (change assumption)
    Mortgage ($2,514) + Taxes in 2025 ($471)


    Taxes:$5,655

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2704 LUCAS LAKES LN, KISSIMMEE, FL 34744

    $409,99090 Days on yellowkey   MLS ID: S5145763

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale S5145763 - 2704 LUCAS LAKES LN, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2006
    Monthly Fee: $14
       Tax: $6,432 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,796 (change assumption)
    Mortgage ($2,246) + Fees ($14) + Taxes in 2025 ($536)


    Taxes:$6,432

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3204 SILVER LAKE CT, KISSIMMEE, FL 34744

    $324,90051 Days on yellowkey   MLS ID: O6401945

    1 Days Off yellowkey (back on 5/8/2026)

    REDUCED by $5,000 (1.5%) on 05/06/2026

    For Sale O6401945 - 3204 SILVER LAKE CT, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1782
       Built: 2005   Tax: $4,152 (2025)
    Community: Silver Lake Estates Unit 2
    Manufactured Home


    Estimated Monthly Payment: $2,126 (change assumption)
    Mortgage ($1,780) + Taxes in 2025 ($346)


    Taxes:$4,152

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1792 BULL HILL RD, KISSIMMEE, FL 34744

    $417,990358 Days on yellowkey   MLS ID: O6318608

    For Sale O6318608 - 1792 BULL HILL RD, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2024
    Monthly Fee: $11
       Tax: $3,776 (2024)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,290) + Fees ($11) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: Neptune Elementary

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1895 HICKORY BLUFF RD, KISSIMMEE, FL 34744

    $349,900145 Days on yellowkey   MLS ID: S5142089

    For Sale S5142089 - 1895 HICKORY BLUFF RD, KISSIMMEE, FL 34744 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2017
    Monthly Fee: $11
       Tax: $6,019 (2025)
    Community: Kindred Ph 1C Pb 25 Pgs 127-134 Lot 373
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($1,917) + Fees ($11) + Taxes in 2025 ($502)


    Taxes:$6,019

    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

    $489,900122 Days on yellowkey   MLS ID: O6381066

    REDUCED by $10,000 (2.0%) on 05/06/2026

    For Sale O6381066 - 2624 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 44 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: $3,408 (change assumption)
    Mortgage ($2,684) + 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)


  • 2396 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $530,000282 Days on yellowkey   MLS ID: O6341462

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale O6341462 - 2396 VOLUNTEER AVE, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2133
       Built: 2021
    Monthly Fee: $10
       Tax: $8,606 (2024)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,631 (change assumption)
    Mortgage ($2,904) + Fees ($10) + Taxes in 2024 ($717)


    Taxes:$8,606

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 3821 SHOREVIEW DR, KISSIMMEE, FL 34744

    $524,99080 Days on yellowkey   MLS ID: S5146534

    For Sale S5146534 - 3821 SHOREVIEW DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2458
       Built: 2009
    Monthly Fee: $188
       Tax: $3,749 (2025)
    Community: North Shore Village
    Single Family


    Estimated Monthly Payment: $3,377 (change assumption)
    Mortgage ($2,877) + Fees ($188) + Taxes in 2025 ($312)


    Taxes:$3,749

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1874 FLOURISH AVE, KISSIMMEE, FL 34744

    $489,000116 Days on yellowkey   MLS ID: O6382902

    For Sale O6382902 - 1874 FLOURISH AVE, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2024
    Monthly Fee: $10
       Tax: $9,479 (2025)
    Community: Tohoqua Ph 7
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,679) + Fees ($10) + Taxes in 2025 ($790)


    Taxes:$9,479

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $459,90087 Days on yellowkey   MLS ID: O6392189

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

    REDUCED by $10,000 (2.1%) on 04/08/2026

    For Sale O6392189 - 627 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2846
       Built: 2005
    Monthly Fee: $41
       Tax: $3,538 (2025)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,520) + Fees ($41) + Taxes in 2025 ($295)


    Taxes:$3,538

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1407 WATER LILLY LN, KISSIMMEE, FL 34744

    $980,000413 Days on yellowkey   MLS ID: S5125695

    For Sale S5125695 - 1407 WATER LILLY LN, KISSIMMEE, FL 34744 68 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3845
       Built: 2004
    Monthly Fee: $195
       Tax: $10,992 (2024)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,370) + Fees ($195) + Taxes in 2024 ($916)


    Taxes:$10,992

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2029 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $456,99047 Days on yellowkey   MLS ID: O6403003

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

    For Sale O6403003 - 2029 WALNUT CREEK DR, KISSIMMEE, FL 34744 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2447
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,504) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1538 BITTEROOT ST, KISSIMMEE, FL 34744

    $455,000142 Days on yellowkey   MLS ID: S5142228

    For Sale S5142228 - 1538 BITTEROOT ST, KISSIMMEE, FL 34744 11 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2024
    Monthly Fee: $11
       Tax: $7,756 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,150 (change assumption)
    Mortgage ($2,493) + Fees ($11) + Taxes in 2025 ($646)


    Taxes:$7,756

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2633 DIXIE LN, KISSIMMEE, FL 34744

    $274,00348 Days on yellowkey   MLS ID: O6402483

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

    For Sale O6402483 - 2633 DIXIE LN, KISSIMMEE, FL 34744 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1280
       Built: 1985   Tax: $1,198 (2025)
    Community: Mill Run Unit 5
    Single Family


    Estimated Monthly Payment: $1,601 (change assumption)
    Mortgage ($1,501) + Taxes in 2025 ($100)


    Taxes:$1,198

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 1764 STAMEN DR, KISSIMMEE, FL 34744

    $444,99088 Days on yellowkey   MLS ID: O6391946

    REDUCED by $3,000 (0.7%) on 04/30/2026

    For Sale O6391946 - 1764 STAMEN DR, KISSIMMEE, FL 34744 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1985
       Built: 2023
    Monthly Fee: $160
       Tax: $4,505 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,974 (change assumption)
    Mortgage ($2,438) + Fees ($160) + Taxes in 2025 ($375)


    Taxes:$4,505

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744

    $540,000275 Days on yellowkey   MLS ID: S5134409

    For Sale S5134409 - 2936 SLOUGH CREEK DR, KISSIMMEE, FL 34744 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2748
       Built: 2022
    Monthly Fee: $129
       Tax: $688,158 (2024)
    Community: Creekside
    Single Family


    Estimated Monthly Payment: $60,434 (change assumption)
    Mortgage ($2,959) + Fees ($129) + Taxes in 2024 ($57,347)


    Taxes:$688,158

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1947 SPRING SHOWER CIRCLE, KISSIMMEE, FL 34744

    $412,28081 Days on yellowkey   MLS ID: O6393458

    2 Days Off yellowkey (back on 4/30/2026)

    For Sale O6393458 - 1947 SPRING SHOWER CIRCLE, KISSIMMEE, FL 34744 18 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1977
       Built: 2026
    Monthly Fee: $136
       Tax: $3,086 (2025)
    Community: Tohoqua Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,652 (change assumption)
    Mortgage ($2,259) + Fees ($136) + Taxes in 2025 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1817 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $159,900154 Days on yellowkey   MLS ID: S5141290

    For Sale S5141290 - 1817 MICHIGAN AVE #D, KISSIMMEE, FL 34744 9 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973   Tax: $371 (2025)
    Community: Essex Park Villas Condo
    Condo


    Estimated Monthly Payment: $907 (change assumption)
    Mortgage ($876) + Taxes in 2025 ($31)


    Taxes:$371

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2966 SHARP RD, KISSIMMEE, FL 34744

    $549,900161 Days on yellowkey   MLS ID: S5140977

    For Sale S5140977 - 2966 SHARP RD, KISSIMMEE, FL 34744 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2796
       Built: 2024
    Monthly Fee: $80
       Tax: $6,732 (2025)
    Community: Seasons At Big Sky Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,654 (change assumption)
    Mortgage ($3,013) + Fees ($80) + Taxes in 2025 ($561)


    Taxes:$6,732

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)




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.