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Homes For Sale in Kissimmee 34744 - 362 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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  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,900123 Days on yellowkey   MLS ID: S5143367

    For Sale S5143367 - 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3177
       Built: 1991
    Monthly Fee: $195
       Tax: $4,193 (2025)
    Community: Kissimmee Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,831 (change assumption)
    Mortgage ($3,287) + Fees ($195) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 103 E MAGNOLIA ST, KISSIMMEE, FL 34744

    $209,0005 Days on yellowkey   MLS ID: O6415332

    0 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $10,000 (4.6%) on 06/11/2026

    For Sale O6415332 - 103 E MAGNOLIA ST, KISSIMMEE, FL 34744 31 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 2120
       Built: 1904   Tax: $3,518 (2025)
    Community: Robert Bass Add
    Apartment


    Estimated Monthly Payment: $1,438 (change assumption)
    Mortgage ($1,145) + Taxes in 2025 ($293)


    Taxes:$3,518

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2058 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $399,9903 Days on yellowkey   MLS ID: O6416156

    For Sale O6416156 - 2058 WALNUT CREEK DR, KISSIMMEE, FL 34744 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,510 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1872 HOWARD MESA DR, KISSIMMEE, FL 34744

    $415,9903 Days on yellowkey   MLS ID: O6416128

    For Sale O6416128 - 1872 HOWARD MESA DR, KISSIMMEE, FL 34744 50 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: $2,597 (change assumption)
    Mortgage ($2,279) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1868 HOWARD MESA DR, KISSIMMEE, FL 34744

    $433,9903 Days on yellowkey   MLS ID: O6416122

    For Sale O6416122 - 1868 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,696 (change assumption)
    Mortgage ($2,378) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1852 HOWARD MESA DR, KISSIMMEE, FL 34744

    $470,9903 Days on yellowkey   MLS ID: O6416113

    For Sale O6416113 - 1852 HOWARD MESA 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: $2,899 (change assumption)
    Mortgage ($2,581) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1846 HOWARD MESA DR, KISSIMMEE, FL 34744

    $472,9903 Days on yellowkey   MLS ID: O6416092

    For Sale O6416092 - 1846 HOWARD MESA 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: $2,910 (change assumption)
    Mortgage ($2,592) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1838 HOWARD MESA DR, KISSIMMEE, FL 34744

    $470,9903 Days on yellowkey   MLS ID: O6416080

    For Sale O6416080 - 1838 HOWARD MESA 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: $2,899 (change assumption)
    Mortgage ($2,581) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1842 HOWARD MESA DR, KISSIMMEE, FL 34744

    $415,9903 Days on yellowkey   MLS ID: O6416068

    For Sale O6416068 - 1842 HOWARD MESA DR, KISSIMMEE, FL 34744 50 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: $2,597 (change assumption)
    Mortgage ($2,279) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1834 HOWARD MESA DR, KISSIMMEE, FL 34744

    $433,9903 Days on yellowkey   MLS ID: O6416060

    For Sale O6416060 - 1834 HOWARD MESA DR, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,696 (change assumption)
    Mortgage ($2,378) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1826 HOWARD MESA DR, KISSIMMEE, FL 34744

    $431,9903 Days on yellowkey   MLS ID: O6416048

    For Sale O6416048 - 1826 HOWARD MESA DR, KISSIMMEE, FL 34744 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,685 (change assumption)
    Mortgage ($2,367) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2033 WALNUT CREEK DR, KISSIMMEE, FL 34744

    $394,9903 Days on yellowkey   MLS ID: O6416042

    For Sale O6416042 - 2033 WALNUT CREEK DR, KISSIMMEE, FL 34744 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 2025
    Monthly Fee: $11
       Tax: $3,684 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,482 (change assumption)
    Mortgage ($2,164) + Fees ($11) + Taxes in 2025 ($307)


    Taxes:$3,684

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1687 PARK SIDE AVE, KISSIMMEE, FL 34744

    $437,0003 Days on yellowkey   MLS ID: S5151674

    For Sale S5151674 - 1687 PARK SIDE AVE, KISSIMMEE, FL 34744 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022
    Monthly Fee: $11
       Tax: $7,143 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,001 (change assumption)
    Mortgage ($2,394) + Fees ($11) + Taxes in 2025 ($595)


    Taxes:$7,143

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1802 BLISSFUL DR, KISSIMMEE, FL 34744

    $639,9003 Days on yellowkey   MLS ID: O6415660

    For Sale O6415660 - 1802 BLISSFUL DR, KISSIMMEE, FL 34744 61 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3407
       Built: 2021
    Monthly Fee: $7
       Tax: $10,565 (2025)
    Community: Tohoqua Ph 1B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,394 (change assumption)
    Mortgage ($3,506) + Fees ($7) + Taxes in 2025 ($880)


    Taxes:$10,565

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1967 RANKIN ST, KISSIMMEE, FL 34744

    $510,00066 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


  • 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744

    $455,701194 Days on yellowkey   MLS ID: O6364319

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

    REDUCED by $27,000 (5.6%) on 03/31/2026

    For Sale O6364319 - 2400 VOLUNTEER AVE, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2139
       Built: 2025
    Monthly Fee: $10

    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,507 (change assumption)
    Mortgage ($2,497) + Fees ($10) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2273 SOUTHBURY DRIVE, KISSIMMEE, FL 34744

    $374,49015 Days on yellowkey   MLS ID: O6412192

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $2,000 (0.5%) on 06/08/2026

    For Sale O6412192 - 2273 SOUTHBURY DRIVE, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Monthly Fee: $161
       Tax: $1,920 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,373 (change assumption)
    Mortgage ($2,052) + Fees ($161) + Taxes in 2025 ($160)


    Taxes:$1,920

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 339 MAGICAL WAY, KISSIMMEE, FL 34744

    $370,0004 Days on yellowkey   MLS ID: TB8517566

    0 Days Off yellowkey (back on 6/11/2026)

    SHORT SALE TB8517566 - 339 MAGICAL WAY, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2006
    Monthly Fee: $50
       Tax: $4,257 (2024)
    Community: Magic Landings Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,432 (change assumption)
    Mortgage ($2,027) + Fees ($50) + Taxes in 2024 ($355)


    Taxes:$4,257

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2640 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744

    $549,14075 Days on yellowkey   MLS ID: O6393207

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale O6393207 - 2640 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2894
       Built: 2025
    Monthly Fee: $7
       Tax: $1,329 (2025)
    Community: Tohoqua
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,127 (change assumption)
    Mortgage ($3,009) + Fees ($7) + Taxes in 2025 ($111)


    Taxes:$1,329

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 237 STRATHMORE CIR, KISSIMMEE, FL 34744

    $424,90041 Days on yellowkey   MLS ID: O6403214

    REDUCED by $10,100 (2.3%) on 06/11/2026

    For Sale O6403214 - 237 STRATHMORE CIR, KISSIMMEE, FL 34744 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1999
    Monthly Fee: $18
       Tax: $4,632 (2025)
    Community: Remington Ph 1 Tr B
    Single Family


    Estimated Monthly Payment: $2,732 (change assumption)
    Mortgage ($2,328) + Fees ($18) + Taxes in 2025 ($386)


    Taxes:$4,632

    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.