REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Homes For Sale in Kissimmee 34744 - 272 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

Sort:
  • 2335 WOODSIDE WAY, KISSIMMEE, FL 34744

    $359,90018 Days on yellowkey   MLS ID: S5146629

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

    For Sale S5146629 - 2335 WOODSIDE WAY, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 1974   Tax: $3,278 (2025)
    Community: Heather Oaks
    Single Family


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,972) + Taxes in 2025 ($273)


    Taxes:$3,278

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1872 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $359,90040 Days on yellowkey   MLS ID: S5145177

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

    For Sale S5145177 - 1872 TOHOQUA BLVD, KISSIMMEE, FL 34744 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2023
    Monthly Fee: $126
       Tax: $5,504 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,557 (change assumption)
    Mortgage ($1,972) + Fees ($126) + Taxes in 2025 ($459)


    Taxes:$5,504

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $569,90093 Days on yellowkey   MLS ID: O6372301

    For Sale O6372301 - 1763 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2851
       Built: 2018
    Monthly Fee: $11
       Tax: $8,343 (2025)
    Community: Kindred Ph 1D
    Single Family


    Estimated Monthly Payment: $3,829 (change assumption)
    Mortgage ($3,123) + Fees ($11) + Taxes in 2025 ($695)


    Taxes:$8,343

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1115 PROSPERITY AVE, KISSIMMEE, FL 34744

    $499,00025 Days on yellowkey   MLS ID: S5146235

    For Sale S5146235 - 1115 PROSPERITY AVE, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2003
    Monthly Fee: $90
       Tax: $2,454 (2025)
    Community: Fortune Lakes
    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,734) + Fees ($90) + Taxes in 2025 ($205)


    Taxes:$2,454

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2718 LUCAS LAKES LN, KISSIMMEE, FL 34744

    $410,00084 Days on yellowkey   MLS ID: O6374248

    For Sale O6374248 - 2718 LUCAS LAKES LN, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2407
       Built: 2006
    Monthly Fee: $13
       Tax: $6,877 (2025)
    Community: Remington Prcl O
    Single Family


    Estimated Monthly Payment: $2,833 (change assumption)
    Mortgage ($2,247) + Fees ($13) + Taxes in 2025 ($573)


    Taxes:$6,877

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2050 E IRLO BRONSON MEMORIAL HWY #108, KISSIMMEE, FL 34744

    $49,000124 Days on yellowkey   MLS ID: O6366840

    For Sale O6366840 - 2050 E IRLO BRONSON MEMORIAL HWY #108, KISSIMMEE, FL 34744 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 324
       Built: 1973
    Monthly Fee: $500
       Tax: $846 (2025)
    Community: Heritage Park In
    Condo


    Estimated Monthly Payment: $839 (change assumption)
    Mortgage ($268) + Fees ($500) + Taxes in 2025 ($71)


    Taxes:$846

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Denn John Middle


  • 3589 ROCK CREEK LN, KISSIMMEE, FL 34744

    $364,99970 Days on yellowkey   MLS ID: S5143035

    For Sale S5143035 - 3589 ROCK CREEK LN, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2019
    Monthly Fee: $138
       Tax: $3,593 (2025)
    Community: East Lake Preserve Ph 3
    Single Family


    Estimated Monthly Payment: $2,437 (change assumption)
    Mortgage ($2,000) + Fees ($138) + Taxes in 2025 ($299)


    Taxes:$3,593

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2943 CASABELLA DR, KISSIMMEE, FL 34744

    $399,900129 Days on yellowkey   MLS ID: O6363943

    For Sale O6363943 - 2943 CASABELLA DR, KISSIMMEE, FL 34744 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1895
       Built: 2014
    Monthly Fee: $175
       Tax: $7,799 (2024)
    Community: Villa Sol Village
    Single Family


    Estimated Monthly Payment: $3,016 (change assumption)
    Mortgage ($2,191) + Fees ($175) + Taxes in 2024 ($650)


    Taxes:$7,799

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2639 CANDIED APPLE ALY, KISSIMMEE, FL 34744

    $449,00014 Days on yellowkey   MLS ID: O6394670

    For Sale O6394670 - 2639 CANDIED APPLE ALY, KISSIMMEE, FL 34744 33 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2024
    Monthly Fee: $154
       Tax: $2,218 (2025)
    Community: Tohoqua Ph 7
    Townhouse


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,460) + Fees ($154) + Taxes in 2025 ($185)


    Taxes:$2,218

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2195 WIND JAMMER CT, KISSIMMEE, FL 34744

    $300,000185 Days on yellowkey   MLS ID: S5136093

    3 Days Off yellowkey (back on 12/26/2025)

    For Sale S5136093 - 2195 WIND JAMMER CT, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1216
       Built: 1986
    Monthly Fee: $30
       Tax: $3,478 (2024)
    Community: Windsong
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,644) + Fees ($30) + Taxes in 2024 ($290)


    Taxes:$3,478

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2423 RUDDENSTONE WAY, KISSIMMEE, FL 34744

    $312,00032 Days on yellowkey   MLS ID: O6390648

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

    For Sale O6390648 - 2423 RUDDENSTONE WAY, KISSIMMEE, FL 34744 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1329
       Built: 2003
    Monthly Fee: $14
       Tax: $5,559 (2025)
    Community: Remington Prcl K Ph 3
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($1,710) + Fees ($14) + Taxes in 2025 ($463)


    Taxes:$5,559

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2629 DIXIE LN, KISSIMMEE, FL 34744

    $342,00020 Days on yellowkey   MLS ID: S5146501

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

    For Sale S5146501 - 2629 DIXIE LN, KISSIMMEE, FL 34744 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1405
       Built: 1985   Tax: $738 (2026)
    Community: Not Applicable
    Single Family


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,874) + Taxes in 2026 ($62)


    Taxes:$738

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2026

    Middle School: Denn John Middle


  • 2640 SERENITY GARDEN DRIVE, KISSIMMEE, FL 34744

    $549,14014 Days on yellowkey   MLS ID: O6393207

    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
    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)


  • 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744

    $392,01014 Days on yellowkey   MLS ID: O6395315

    For Sale O6395315 - 2733 SERENITY MEADOW DRIVE, KISSIMMEE, FL 34744 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2025
    Monthly Fee: $136
       Tax: $3,086 (2025)
    Community: Tohoqua Reserve
    Single Family


    Estimated Monthly Payment: $2,541 (change assumption)
    Mortgage ($2,148) + Fees ($136) + Taxes in 2025 ($257)


    Taxes:$3,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1638 WINDSOR OAK CT, KISSIMMEE, FL 34744

    $265,000221 Days on yellowkey   MLS ID: S5133782

    For Sale S5133782 - 1638 WINDSOR OAK CT, KISSIMMEE, FL 34744 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1380
       Built: 1999
    Monthly Fee: $180
       Tax: $2,008 (2024)
    Community: Windsor Oaks
    Townhouse


    Estimated Monthly Payment: $1,799 (change assumption)
    Mortgage ($1,452) + Fees ($180) + Taxes in 2024 ($167)


    Taxes:$2,008

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1057 UNIVERSAL REST PL, KISSIMMEE, FL 34744

    $280,00040 Days on yellowkey   MLS ID: S5143478

    For Sale S5143478 - 1057 UNIVERSAL REST PL, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1728
       Built: 1998
    Monthly Fee: $200
       Tax: $3,278 (2025)
    Community: Eric Estates
    Townhouse


    Estimated Monthly Payment: $2,007 (change assumption)
    Mortgage ($1,534) + Fees ($200) + Taxes in 2025 ($273)


    Taxes:$3,278

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1545 LEAF LN, KISSIMMEE, FL 34744

    $545,00033 Days on yellowkey   MLS ID: O6390201

    For Sale O6390201 - 1545 LEAF LN, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2456
       Built: 2022
    Monthly Fee: $134
       Tax: $6,444 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $3,657 (change assumption)
    Mortgage ($2,986) + Fees ($134) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2780 LAKE VISTA DR, KISSIMMEE, FL 34744

    $580,000201 Days on yellowkey   MLS ID: S5135312

    3 Days Off yellowkey (back on 3/31/2026)

    For Sale S5135312 - 2780 LAKE VISTA DR, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1850
       Built: 1994   Tax: $6,077 (2024)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $3,684 (change assumption)
    Mortgage ($3,178) + Taxes in 2024 ($506)


    Taxes:$6,077

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1024 CHALCEDONY ST, KISSIMMEE, FL 34744

    $299,000187 Days on yellowkey   MLS ID: S5136346

    REDUCED by $11,000 (3.5%) on 03/31/2026

    For Sale S5136346 - 1024 CHALCEDONY ST, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1562
       Built: 2009
    Monthly Fee: $170
       Tax: $3,773 (2024)
    Community: Amber Pointe Unit 2
    Townhouse


    Estimated Monthly Payment: $2,123 (change assumption)
    Mortgage ($1,638) + Fees ($170) + Taxes in 2024 ($314)


    Taxes:$3,773

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $405,000172 Days on yellowkey   MLS ID: P4936815

    For Sale P4936815 - 1973 SPRING SHOWER CIR, KISSIMMEE, FL 34744 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1701
       Built: 2022
    Monthly Fee: $127
       Tax: $6,547 (2024)
    Community: Tohoqua Ph 5A
    Single Family


    Estimated Monthly Payment: $2,892 (change assumption)
    Mortgage ($2,219) + Fees ($127) + Taxes in 2024 ($546)


    Taxes:$6,547

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.