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Homes For Sale in Kissimmee 34744 - 338 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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  • 3014 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,0001 Day on yellowkey   MLS ID: S5150837

    For Sale S5150837 - 3014 SERA BELLA WAY, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 2016
    Monthly Fee: $113
       Tax: $713 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $2,994 (change assumption)
    Mortgage ($2,822) + Fees ($113) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1933 BELLKNOLL LN, KISSIMMEE, FL 34744

    $429,0001 Day on yellowkey   MLS ID: O6411567

    For Sale O6411567 - 1933 BELLKNOLL LN, KISSIMMEE, FL 34744 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2020
    Monthly Fee: $11
       Tax: $6,080 (2025)
    Community: Kindred
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,868 (change assumption)
    Mortgage ($2,351) + Fees ($11) + Taxes in 2025 ($507)


    Taxes:$6,080

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744

    $370,0001 Day on yellowkey   MLS ID: S5150771

    For Sale S5150771 - 1371 FAIR OAKS AVE, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1771
       Built: 1967   Tax: $1,767 (2025)
    Community: Cadillac Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,175 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($147)


    Taxes:$1,767

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1824 ECHO VALLEY ST, KISSIMMEE, FL 34744

    $399,000125 Days on yellowkey   MLS ID: O6377537

    4 Days Off yellowkey (back on 5/18/2026)

    INCREASED by $16,001 (4.2%) on 04/20/2026

    For Sale O6377537 - 1824 ECHO VALLEY ST, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2024
    Monthly Fee: $11
       Tax: $7,543 (2024)
    Community: Kindred Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,826 (change assumption)
    Mortgage ($2,186) + Fees ($11) + Taxes in 2024 ($629)


    Taxes:$7,543

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1719 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $415,000202 Days on yellowkey   MLS ID: O6355766

    For Sale O6355766 - 1719 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2023
    Monthly Fee: $138
       Tax: $5,872 (2024)
    Community: Tohoqua Ii 25 Th
    Townhouse


    Estimated Monthly Payment: $2,901 (change assumption)
    Mortgage ($2,274) + Fees ($138) + Taxes in 2024 ($489)


    Taxes:$5,872

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1795 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $529,00093 Days on yellowkey   MLS ID: O6386466

    1 Days Off yellowkey (back on 5/17/2026)

    For Sale O6386466 - 1795 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 63 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2374
       Built: 2018
    Monthly Fee: $11
       Tax: $7,274 (2025)
    Community: Kindred Ph 1D
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($2,899) + Fees ($11) + Taxes in 2025 ($606)


    Taxes:$7,274

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744

    $899,000109 Days on yellowkey   MLS ID: S5143565

    REDUCED by $25,900 (2.8%) on 06/01/2026

    For Sale S5143565 - 1540 GRANDVIEW BLVD, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5207
       Built: 1981   Tax: $7,032 (2025)
    Community: Regal Oak Shores Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,512 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($586)


    Taxes:$7,032

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1709 MICHIGAN AVE #C, KISSIMMEE, FL 34744

    $129,90043 Days on yellowkey   MLS ID: S5148282

    REDUCED by $10,000 (7.1%) on 06/01/2026

    For Sale S5148282 - 1709 MICHIGAN AVE #C, KISSIMMEE, FL 34744 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1118
       Built: 1973
    Monthly Fee: $298
       Tax: $2,400 (2025)
    Community: Essex Park Villas
    Condo


    Estimated Monthly Payment: $1,210 (change assumption)
    Mortgage ($712) + Fees ($298) + Taxes in 2025 ($200)


    Taxes:$2,400

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744

    $509,00012 Days on yellowkey   MLS ID: O6409970

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

    For Sale O6409970 - 2810 HILLIARD ISLE RD, KISSIMMEE, FL 34744 55 photos

    Bed: 3   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1396
       Built: 1983   Tax: $6,645 (2025)
    Community: Valencia Woods
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,789) + Taxes in 2025 ($554)


    Taxes:$6,645

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1740 SAINT TROPEZ CT, KISSIMMEE, FL 34744

    $335,00013 Days on yellowkey   MLS ID: O6409575

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

    For Sale O6409575 - 1740 SAINT TROPEZ CT, KISSIMMEE, FL 34744 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2104
       Built: 1991
    Monthly Fee: $180
       Tax: $2,753 (2025)
    Community: Monaco Villas Ph 2
    Townhouse


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,836) + Fees ($180) + Taxes in 2025 ($229)


    Taxes:$2,753

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744

    $379,99012 Days on yellowkey   MLS ID: O6409425

    REDUCED by $15,000 (3.8%) on 06/01/2026

    For Sale O6409425 - 1956 EGRET MEADOWS AVE, KISSIMMEE, FL 34744 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2020
    Monthly Fee: $11
       Tax: $6,661 (2025)
    Community: Kindred Ph 2A
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,082) + Fees ($11) + Taxes in 2025 ($555)


    Taxes:$6,661

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $475,000319 Days on yellowkey   MLS ID: O6328214

    For Sale O6328214 - 1839 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 44 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2717
       Built: 2021
    Monthly Fee: $10
       Tax: $7,387 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($2,603) + Fees ($10) + Taxes in 2025 ($616)


    Taxes:$7,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1508 JENNI LEE CT, KISSIMMEE, FL 34744

    $474,90017 Days on yellowkey   MLS ID: TB8508177

    For Sale TB8508177 - 1508 JENNI LEE CT, KISSIMMEE, FL 34744 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 1996
    Monthly Fee: $21
       Tax: $1,877 (2025)
    Community: Woods At Kings Crest The Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,780 (change assumption)
    Mortgage ($2,602) + Fees ($21) + Taxes in 2025 ($156)


    Taxes:$1,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $445,00095 Days on yellowkey   MLS ID: O6385521

    REDUCED by $4,999 (1.1%) on 04/03/2026

    For Sale O6385521 - 1774 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2022
    Monthly Fee: $7
       Tax: $7,509 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $3,071 (change assumption)
    Mortgage ($2,438) + Fees ($7) + Taxes in 2025 ($626)


    Taxes:$7,509

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1957 RED CANYON DR, KISSIMMEE, FL 34744

    $460,00014 Days on yellowkey   MLS ID: O6409138

    For Sale O6409138 - 1957 RED CANYON DR, KISSIMMEE, FL 34744 55 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2469
       Built: 2016
    Monthly Fee: $11
       Tax: $8,263 (2025)
    Community: Kindred Ph 1A & 1B
    Single Family


    Estimated Monthly Payment: $3,220 (change assumption)
    Mortgage ($2,520) + Fees ($11) + Taxes in 2025 ($689)


    Taxes:$8,263

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2670 REAGAN LN, KISSIMMEE, FL 34744

    $363,00096 Days on yellowkey   MLS ID: O6385604

    REDUCED by $7,000 (1.9%) on 06/01/2026

    For Sale O6385604 - 2670 REAGAN LN, KISSIMMEE, FL 34744 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1294
       Built: 1981   Tax: $1,125 (2025)
    Community: Gehrett Gardens
    Single Family


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,989) + Taxes in 2025 ($94)


    Taxes:$1,125

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2601 GOLD DUST CIR, KISSIMMEE, FL 34744

    $485,00068 Days on yellowkey   MLS ID: S5146084

    REDUCED by $10,000 (2.0%) on 05/09/2026

    For Sale S5146084 - 2601 GOLD DUST CIR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.5   Gar: 18
    Liv Area Sq Ft: 2691
       Built: 2001
    Monthly Fee: $47
       Tax: $4,131 (2025)
    Community: Fortune Lakes
    Single Family


    Estimated Monthly Payment: $3,049 (change assumption)
    Mortgage ($2,657) + Fees ($47) + Taxes in 2025 ($344)


    Taxes:$4,131

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 4424 SILVER CREEK ST, KISSIMMEE, FL 34744

    $470,000130 Days on yellowkey   MLS ID: L4958851

    REDUCED by $9,900 (2.1%) on 05/26/2026

    For Sale L4958851 - 4424 SILVER CREEK ST, KISSIMMEE, FL 34744 27 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2019
    Monthly Fee: $123
       Tax: $6,332 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Single Family


    Estimated Monthly Payment: $3,226 (change assumption)
    Mortgage ($2,575) + Fees ($123) + Taxes in 2025 ($528)


    Taxes:$6,332

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3013 MANDOLIN DR, KISSIMMEE, FL 34744

    $439,0004 Days on yellowkey   MLS ID: O6411560

    For Sale O6411560 - 3013 MANDOLIN DR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2005
    Monthly Fee: $83
       Tax: $5,071 (2025)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $2,911 (change assumption)
    Mortgage ($2,405) + Fees ($83) + Taxes in 2025 ($423)


    Taxes:$5,071

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2747 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $599,900111 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




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.