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Homes For Sale in Kissimmee 34744 - 354 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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  • 2690 E LAKE RD, KISSIMMEE, FL 34744

    $1,938,00014 Days on yellowkey   MLS ID: O6420498

    For Sale O6420498 - 2690 E LAKE RD, KISSIMMEE, FL 34744 19 photos

    Bed: 6   Bath: 0.0   Gar: 4
    Liv Area Sq Ft: 3429
       Built: 1996   Tax: $8,829 (2025)
    Community: Acreage & Unrec
    Spa: No

    Apartment


    Estimated Monthly Payment: $11,355 (change assumption)
    Mortgage ($10,619) + Taxes in 2025 ($736)


    Taxes:$8,829

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1796 TOHOQUA BLVD, KISSIMMEE, FL 34744

    $385,00028 Days on yellowkey   MLS ID: O6415328

    For Sale O6415328 - 1796 TOHOQUA BLVD, KISSIMMEE, FL 34744 17 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1755
       Built: 2023
    Monthly Fee: $139
       Tax: $5,861 (2025)
    Community: Tohoqua Ph 6
    Townhouse


    Estimated Monthly Payment: $2,737 (change assumption)
    Mortgage ($2,110) + Fees ($139) + Taxes in 2025 ($488)


    Taxes:$5,861

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 104 CLUB VILLAS LN #N/A, KISSIMMEE, FL 34744

    $299,00019 Days on yellowkey   MLS ID: G5114128

    For Sale G5114128 - 104 CLUB VILLAS LN #N/A, KISSIMMEE, FL 34744 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1417
       Built: 2003
    Monthly Fee: $312
       Tax: $2,867 (2025)
    Community: Remington Ph 1 Tr A
    Condo


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,638) + Fees ($312) + Taxes in 2025 ($239)


    Taxes:$2,867

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1817 MICHIGAN AVE #D, KISSIMMEE, FL 34744

    $159,900181 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


  • 2807 VIA LARGO CT, KISSIMMEE, FL 34744

    $421,50015 Days on yellowkey   MLS ID: S5152573

    FORECLOSURE S5152573 - 2807 VIA LARGO CT, KISSIMMEE, FL 34744 12 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3140
       Built: 2007
    Monthly Fee: $160
       Tax: $6,424 (2025)
    Community: Villa Sol Village 02
    Single Family


    Estimated Monthly Payment: $3,005 (change assumption)
    Mortgage ($2,310) + Fees ($160) + Taxes in 2025 ($535)


    Taxes:$6,424

    Elementary School: East Lake Elementary-OS

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 219 STRATHMORE CIR, KISSIMMEE, FL 34744

    $695,00015 Days on yellowkey   MLS ID: O6419771

    For Sale O6419771 - 219 STRATHMORE CIR, KISSIMMEE, FL 34744 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3897
       Built: 1997
    Monthly Fee: $15
       Tax: $3,216 (2025)
    Community: Remington Ph 1 Tr B
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,091 (change assumption)
    Mortgage ($3,808) + Fees ($15) + Taxes in 2025 ($268)


    Taxes:$3,216

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1200 TETON DR, KISSIMMEE, FL 34744

    $319,000154 Days on yellowkey   MLS ID: O6380571

    REDUCED by $10,900 (3.3%) on 06/23/2026

    For Sale O6380571 - 1200 TETON DR, KISSIMMEE, FL 34744 43 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1969
       Built: 2008
    Monthly Fee: $164
       Tax: $2,796 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,145 (change assumption)
    Mortgage ($1,748) + Fees ($164) + Taxes in 2025 ($233)


    Taxes:$2,796

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2821 SCENIC LN, KISSIMMEE, FL 34744

    $499,900158 Days on yellowkey   MLS ID: O6379416

    For Sale O6379416 - 2821 SCENIC LN, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2538
       Built: 2009
    Monthly Fee: $169
       Tax: $6,468 (2025)
    Community: North Shore Village
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,739) + Fees ($169) + Taxes in 2025 ($539)


    Taxes:$6,468

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1660 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744

    $430,00038 Days on yellowkey   MLS ID: R4911380

    REDUCED by $5,000 (1.1%) on 06/26/2026

    For Sale R4911380 - 1660 CROSS PRAIRIE PKWY, KISSIMMEE, FL 34744 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1802
       Built: 2022
    Monthly Fee: $20
       Tax: $6,147 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,888 (change assumption)
    Mortgage ($2,356) + Fees ($20) + Taxes in 2025 ($512)


    Taxes:$6,147

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1782 HIDEOUT ST, KISSIMMEE, FL 34744

    $449,99023 Days on yellowkey   MLS ID: S5152167

    REDUCED by $5,009 (1.1%) on 06/26/2026

    For Sale S5152167 - 1782 HIDEOUT ST, KISSIMMEE, FL 34744 17 photos

    Bed: 4   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1846
       Built: 2024
    Monthly Fee: $11
       Tax: $7,778 (2025)
    Community: Kindred Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $3,125 (change assumption)
    Mortgage ($2,466) + Fees ($11) + Taxes in 2025 ($648)


    Taxes:$7,778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1617 MOHEGAN BLVD, KISSIMMEE, FL 34744

    $339,000280 Days on yellowkey   MLS ID: O6349369

    For Sale O6349369 - 1617 MOHEGAN BLVD, KISSIMMEE, FL 34744 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2018
    Monthly Fee: $140
       Tax: $631 (2024)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,050 (change assumption)
    Mortgage ($1,857) + Fees ($140) + Taxes in 2024 ($53)


    Taxes:$631

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 3001 MANDOLIN DR, KISSIMMEE, FL 34744

    $449,777224 Days on yellowkey   MLS ID: S5139386

    REDUCED by $10,123 (2.2%) on 05/24/2026

    For Sale S5139386 - 3001 MANDOLIN DR, KISSIMMEE, FL 34744 67 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2392
       Built: 2005
    Monthly Fee: $83
       Tax: $5,737 (2024)
    Community: Turnberry Reserve Unit 1
    Single Family


    Estimated Monthly Payment: $3,026 (change assumption)
    Mortgage ($2,464) + Fees ($83) + Taxes in 2024 ($478)


    Taxes:$5,737

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 1404 DUSTY STONE LN, KISSIMMEE, FL 34744

    $312,990128 Days on yellowkey   MLS ID: O6387862

    REDUCED by $4,000 (1.3%) on 06/26/2026

    For Sale O6387862 - 1404 DUSTY STONE LN, KISSIMMEE, FL 34744 44 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2017
    Monthly Fee: $95
       Tax: $5,720 (2025)
    Community: Kindred Ph 1A & 1B
    Townhouse


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,715) + Fees ($95) + Taxes in 2025 ($477)


    Taxes:$5,720

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744

    $775,00075 Days on yellowkey   MLS ID: S5147876

    REDUCED by $15,000 (1.9%) on 06/06/2026

    For Sale S5147876 - 2850 SPRING BREEZE WAY, KISSIMMEE, FL 34744 37 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3899
       Built: 2014
    Monthly Fee: $100
       Tax: $8,635 (2025)
    Community: North Point Ph 2B-2C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,066 (change assumption)
    Mortgage ($4,246) + Fees ($100) + Taxes in 2025 ($720)


    Taxes:$8,635

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2705 WILLOW GLEN CIR, KISSIMMEE, FL 34744

    $429,99937 Days on yellowkey   MLS ID: G5113160

    REDUCED by $5,000 (1.1%) on 06/26/2026

    For Sale G5113160 - 2705 WILLOW GLEN CIR, KISSIMMEE, FL 34744 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1679
       Built: 2001
    Monthly Fee: $23
       Tax: $6,110 (2025)
    Community: Gleneagles
    Single Family


    Estimated Monthly Payment: $2,888 (change assumption)
    Mortgage ($2,356) + Fees ($23) + Taxes in 2025 ($509)


    Taxes:$6,110

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1732 FLOURISH AVE, KISSIMMEE, FL 34744

    $459,00016 Days on yellowkey   MLS ID: S5152529

    For Sale S5152529 - 1732 FLOURISH AVE, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 2019
    Monthly Fee: $10
       Tax: $8,097 (2025)
    Community: Tohoqua Ph 1
    Single Family


    Estimated Monthly Payment: $3,200 (change assumption)
    Mortgage ($2,515) + Fees ($10) + Taxes in 2025 ($675)


    Taxes:$8,097

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1783 SMARTS RULE ST, KISSIMMEE, FL 34744

    $525,00047 Days on yellowkey   MLS ID: S5150485

    For Sale S5150485 - 1783 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2022
    Monthly Fee: $10
       Tax: $9,191 (2025)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,653 (change assumption)
    Mortgage ($2,877) + Fees ($10) + Taxes in 2025 ($766)


    Taxes:$9,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2155 SOUTHBURY DRIVE, KISSIMMEE, FL 34744

    $396,49018 Days on yellowkey   MLS ID: O6419423

    INCREASED by $37,300 (10.4%) on 06/26/2026

    For Sale O6419423 - 2155 SOUTHBURY DRIVE, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Monthly Fee: $127
       Tax: $1,920 (2025)
    Community: Tohoqua
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,460 (change assumption)
    Mortgage ($2,172) + Fees ($127) + 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)


  • 1205 TETON DR, KISSIMMEE, FL 34744

    $339,00059 Days on yellowkey   MLS ID: S5148840

    REDUCED by $3,990 (1.2%) on 06/25/2026

    For Sale S5148840 - 1205 TETON DR, KISSIMMEE, FL 34744 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2018
    Monthly Fee: $158
       Tax: $3,699 (2025)
    Community: Heritage Run
    Townhouse


    Estimated Monthly Payment: $2,324 (change assumption)
    Mortgage ($1,857) + Fees ($158) + Taxes in 2025 ($308)


    Taxes:$3,699

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Denn John Middle


  • 710 BAY ST, KISSIMMEE, FL 34744

    $253,000136 Days on yellowkey   MLS ID: O6385334

    REDUCED by $2,000 (0.8%) on 06/25/2026

    For Sale O6385334 - 710 BAY ST, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1100
       Built: 1935   Tax: $2,687 (2025)
    Community: Robert Bass Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,610 (change assumption)
    Mortgage ($1,386) + Taxes in 2025 ($224)


    Taxes:$2,687

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle




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.