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 - 300 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:
  • 2605 PLAY HARD ALY, KISSIMMEE, FL 34744

    $375,00070 Days on yellowkey   MLS ID: S5143916

    For Sale S5143916 - 2605 PLAY HARD ALY, KISSIMMEE, FL 34744 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2019
    Monthly Fee: $154
       Tax: $4,220 (2025)
    Community: Tohoqua Ph 1
    Townhouse


    Estimated Monthly Payment: $2,560 (change assumption)
    Mortgage ($2,055) + Fees ($154) + Taxes in 2025 ($352)


    Taxes:$4,220

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 2220 EMPEROR DR, KISSIMMEE, FL 34744

    $624,9006 Days on yellowkey   MLS ID: S5148275

    For Sale S5148275 - 2220 EMPEROR DR, KISSIMMEE, FL 34744 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1991   Tax: $3,970 (2025)
    Community: Cane Brake Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,755 (change assumption)
    Mortgage ($3,424) + Taxes in 2025 ($331)


    Taxes:$3,970

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2723 CALLAWAY LN, KISSIMMEE, FL 34744

    $435,00015 Days on yellowkey   MLS ID: O6397750

    For Sale O6397750 - 2723 CALLAWAY LN, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2005
    Monthly Fee: $78
       Tax: $6,939 (2024)
    Community: Remington Prcl M1
    Single Family


    Estimated Monthly Payment: $3,040 (change assumption)
    Mortgage ($2,384) + Fees ($78) + Taxes in 2024 ($578)


    Taxes:$6,939

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 4416 SILVER CREEK ST, KISSIMMEE, FL 34744

    $400,00010 Days on yellowkey   MLS ID: O6398907

    For Sale O6398907 - 4416 SILVER CREEK ST, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2019
    Monthly Fee: $130
       Tax: $4,679 (2025)
    Community: Creekside At Boggy Creek Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,712 (change assumption)
    Mortgage ($2,192) + Fees ($130) + Taxes in 2025 ($390)


    Taxes:$4,679

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 1516 PINE ISLAND RD, KISSIMMEE, FL 34744

    $875,00032 Days on yellowkey   MLS ID: S5145674

    For Sale S5145674 - 1516 PINE ISLAND RD, KISSIMMEE, FL 34744 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2026   Tax: $1,385 (2025)
    Community: Regal Point Estates Unit 1
    Single Family


    Estimated Monthly Payment: $4,910 (change assumption)
    Mortgage ($4,794) + Taxes in 2025 ($115)


    Taxes:$1,385

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2970 SERA BELLA WAY, KISSIMMEE, FL 34744

    $529,00053 Days on yellowkey   MLS ID: S5145092

    REDUCED by $11,000 (2.0%) on 04/15/2026

    For Sale S5145092 - 2970 SERA BELLA WAY, KISSIMMEE, FL 34744 96 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2427
       Built: 2016
    Monthly Fee: $120
       Tax: $4,789 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,899) + Fees ($120) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1795 RANGER HIGHLANDS RD, KISSIMMEE, FL 34744

    $529,00057 Days on yellowkey   MLS ID: O6386466

    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


  • 15 ADAMS AVE, KISSIMMEE, FL 34744

    $440,000188 Days on yellowkey   MLS ID: OM711923

    For Sale OM711923 - 15 ADAMS AVE, KISSIMMEE, FL 34744 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 1972   Tax: $2,767 (2024)
    Community: Idora Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($2,411) + Taxes in 2024 ($231)


    Taxes:$2,767

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1709 MICHIGAN AVE #C, KISSIMMEE, FL 34744

    $139,9007 Days on yellowkey   MLS ID: S5148282

    INCREASED by $5,000 (3.7%) on 04/25/2026

    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: $1,265 (change assumption)
    Mortgage ($767) + 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


  • 429 JANICE KAY PL, KISSIMMEE, FL 34744

    $450,00049 Days on yellowkey   MLS ID: S5145448

    For Sale S5145448 - 429 JANICE KAY PL, KISSIMMEE, FL 34744 20 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2906
       Built: 2004
    Monthly Fee: $14
       Tax: $2,737 (2024)
    Community: Eagle Point
    Single Family


    Estimated Monthly Payment: $2,708 (change assumption)
    Mortgage ($2,466) + Fees ($14) + Taxes in 2024 ($228)


    Taxes:$2,737

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2661 ELLEN AVE, KISSIMMEE, FL 34744

    $450,00011 Days on yellowkey   MLS ID: O6399716

    For Sale O6399716 - 2661 ELLEN AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1864
       Built: 1972   Tax: $5,005 (2025)
    Community: Emerald Lake Colony Unit 3
    Single Family


    Estimated Monthly Payment: $2,883 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($417)


    Taxes:$5,005

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $520,00059 Days on yellowkey   MLS ID: O6386096

    REDUCED by $9,000 (1.7%) on 04/03/2026

    For Sale O6386096 - 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2787
       Built: 2019
    Monthly Fee: $11
       Tax: $3,624 (2025)
    Community: Kindred 100 Rep
    Single Family


    Estimated Monthly Payment: $3,162 (change assumption)
    Mortgage ($2,849) + Fees ($11) + Taxes in 2025 ($302)


    Taxes:$3,624

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1595 SHADY OAK DR, KISSIMMEE, FL 34744

    $457,00060 Days on yellowkey   MLS ID: S5144261

    For Sale S5144261 - 1595 SHADY OAK DR, KISSIMMEE, FL 34744 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 1981   Tax: $4,757 (2025)
    Community: Regal Oak Shores Unit 6
    Single Family


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($2,504) + Taxes in 2025 ($396)


    Taxes:$4,757

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1715 HAPPINESS ROW, KISSIMMEE, FL 34744

    $399,00081 Days on yellowkey   MLS ID: S5142449

    For Sale S5142449 - 1715 HAPPINESS ROW, KISSIMMEE, FL 34744 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $6,675 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,753 (change assumption)
    Mortgage ($2,186) + Fees ($10) + Taxes in 2025 ($556)


    Taxes:$6,675

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744

    $485,00016 Days on yellowkey   MLS ID: O6398072

    For Sale O6398072 - 4405 BISCAYNE BREEZE WAY, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2011
    Monthly Fee: $111
       Tax: $4,260 (2025)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,123 (change assumption)
    Mortgage ($2,657) + Fees ($111) + Taxes in 2025 ($355)


    Taxes:$4,260

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 2675 CANDIED APPLE ALY, KISSIMMEE, FL 34744

    $359,0003 Days on yellowkey   MLS ID: O6401700

    For Sale O6401700 - 2675 CANDIED APPLE ALY, KISSIMMEE, FL 34744 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $142
       Tax: $2,218 (2025)
    Community: Tohoqua Ph 7
    Townhouse


    Estimated Monthly Payment: $2,294 (change assumption)
    Mortgage ($1,967) + Fees ($142) + Taxes in 2025 ($185)


    Taxes:$2,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1503 OAK RESERVE DR, KISSIMMEE, FL 34744

    $440,00067 Days on yellowkey   MLS ID: S5144250

    REDUCED by $5,000 (1.1%) on 04/22/2026

    For Sale S5144250 - 1503 OAK RESERVE DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022   Tax: $7,738 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $3,056 (change assumption)
    Mortgage ($2,411) + Taxes in 2025 ($645)


    Taxes:$7,738

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: St. Cloud Middle (6-8)


  • 3204 SILVER LAKE CT, KISSIMMEE, FL 34744

    $329,9003 Days on yellowkey   MLS ID: O6401945

    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: $2,154 (change assumption)
    Mortgage ($1,808) + 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)


  • 177 CLUB VILLAS LN, KISSIMMEE, FL 34744

    $275,0003 Days on yellowkey   MLS ID: S5148569

    For Sale S5148569 - 177 CLUB VILLAS LN, KISSIMMEE, FL 34744 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1397
       Built: 1998
    Monthly Fee: $315
       Tax: $5,028 (2025)
    Community: Remington Ph 1 Tr A
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($1,507) + Fees ($315) + Taxes in 2025 ($419)


    Taxes:$5,028

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1451 TAOS AVE, KISSIMMEE, FL 34744

    $420,0008 Days on yellowkey   MLS ID: S5148136

    For Sale S5148136 - 1451 TAOS AVE, KISSIMMEE, FL 34744 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2019
    Monthly Fee: $11
       Tax: $6,597 (2025)
    Community: Kindred Ph 1E
    Single Family


    Estimated Monthly Payment: $2,862 (change assumption)
    Mortgage ($2,301) + Fees ($11) + Taxes in 2025 ($550)


    Taxes:$6,597

    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.