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 - 347 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:
  • 2728 PORTCHESTER CT, KISSIMMEE, FL 34744

    $399,900378 Days on yellowkey   MLS ID: S5126915

    For Sale S5126915 - 2728 PORTCHESTER CT, KISSIMMEE, FL 34744 13 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2005
    Monthly Fee: $7
       Tax: $6,060 (2024)
    Community: Somerset
    Single Family


    Estimated Monthly Payment: $2,703 (change assumption)
    Mortgage ($2,191) + Fees ($7) + Taxes in 2024 ($505)


    Taxes:$6,060

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744

    $475,00030 Days on yellowkey   MLS ID: O6402309

    REDUCED by $5,000 (1.0%) on 05/27/2026

    For Sale O6402309 - 3504 SOUTHERN CROSS LOOP, KISSIMMEE, FL 34744 31 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2463
       Built: 2018
    Monthly Fee: $110
       Tax: $5,942 (2025)
    Community: East Lk Preserve-Ph 1
    Single Family


    Estimated Monthly Payment: $3,208 (change assumption)
    Mortgage ($2,603) + Fees ($110) + Taxes in 2025 ($495)


    Taxes:$5,942

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Narcoossee Middle


  • 930 SHORE DR, KISSIMMEE, FL 34744

    $674,9008 Days on yellowkey   MLS ID: TB8510529

    REDUCED by $20,000 (2.9%) on 05/27/2026

    For Sale TB8510529 - 930 SHORE DR, KISSIMMEE, FL 34744 23 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3269
       Built: 1958   Tax: $3,326 (2025)
    Community: Cypress Shores Rep
    Single Family


    Estimated Monthly Payment: $3,975 (change assumption)
    Mortgage ($3,698) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2716 WORTHAM LN, KISSIMMEE, FL 34744

    $415,00089 Days on yellowkey   MLS ID: O6385986

    REDUCED by $2,500 (0.6%) on 05/27/2026

    For Sale O6385986 - 2716 WORTHAM LN, KISSIMMEE, FL 34744 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2341
       Built: 1998
    Monthly Fee: $13
       Tax: $6,364 (2025)
    Community: Remington Ph 1 Tr E
    Single Family


    Estimated Monthly Payment: $2,817 (change assumption)
    Mortgage ($2,274) + Fees ($13) + Taxes in 2025 ($530)


    Taxes:$6,364

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744

    $585,00016 Days on yellowkey   MLS ID: S5149687

    For Sale S5149687 - 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 2005
    Monthly Fee: $79
       Tax: $2,354 (2025)
    Community: Neptune Pointe
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,205) + Fees ($79) + Taxes in 2025 ($196)


    Taxes:$2,354

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744

    $483,000110 Days on yellowkey   MLS ID: O6380357

    REDUCED by $6,000 (1.2%) on 04/13/2026

    For Sale O6380357 - 2619 PEACE OF MIND AVE, KISSIMMEE, FL 34744 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2025
    Monthly Fee: $10
       Tax: $3,729 (2025)
    Community: Tohoqua 50S
    Single Family


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($2,647) + Fees ($10) + Taxes in 2025 ($311)


    Taxes:$3,729

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1830 HOWARD MESA DR, KISSIMMEE, FL 34744

    $472,990Listed 05/26/2026 3:10PM   MLS ID: O6410966

    For Sale O6410966 - 1830 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


  • 2394 OLD DIXIE HWY, KISSIMMEE, FL 34744

    $289,99976 Days on yellowkey   MLS ID: O6366826

    0 Days Off yellowkey (back on 3/12/2026)

    For Sale O6366826 - 2394 OLD DIXIE HWY, KISSIMMEE, FL 34744 3 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1567
       Built: 1958   Tax: $3,253 (2024)
    Community: Colonial Estates
    Single Family


    Estimated Monthly Payment: $1,860 (change assumption)
    Mortgage ($1,589) + Taxes in 2024 ($271)


    Taxes:$3,253

    Elementary School: Central Avenue Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 1710 WOODSIDE CT, KISSIMMEE, FL 34744

    $550,000155 Days on yellowkey   MLS ID: O6369122

    REDUCED by $50,000 (8.3%) on 05/26/2026

    For Sale O6369122 - 1710 WOODSIDE CT, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2369
       Built: 1980
    Monthly Fee: $17
       Tax: $2,230 (2024)
    Community: Harbour Oaks Unit 1
    Single Family


    Estimated Monthly Payment: $3,216 (change assumption)
    Mortgage ($3,014) + Fees ($17) + Taxes in 2024 ($186)


    Taxes:$2,230

    Elementary School: Partin Settlement Elem

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744

    $665,00084 Days on yellowkey   MLS ID: O6386876

    REDUCED by $14,000 (2.1%) on 05/26/2026

    For Sale O6386876 - 2743 KISSIMMEE BAY CIR, KISSIMMEE, FL 34744 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2856
       Built: 2005
    Monthly Fee: $195
       Tax: $7,062 (2025)
    Community: Kissimmee Bay
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,427 (change assumption)
    Mortgage ($3,644) + Fees ($195) + Taxes in 2025 ($589)


    Taxes:$7,062

    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

    $470,000124 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 28 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


  • 1115 PROSPERITY AVE, KISSIMMEE, FL 34744

    $484,90068 Days on yellowkey   MLS ID: S5146235

    REDUCED by $5,000 (1.0%) on 05/26/2026

    For Sale S5146235 - 1115 PROSPERITY AVE, KISSIMMEE, FL 34744 33 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
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,951 (change assumption)
    Mortgage ($2,657) + 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)


  • 1502 JADEWOOD WAY, KISSIMMEE, FL 34744

    $350,000646 Days on yellowkey   MLS ID: O6233314

    SHORT SALE O6233314 - 1502 JADEWOOD WAY, KISSIMMEE, FL 34744 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2022
    Monthly Fee: $11
       Tax: $7,144 (2025)
    Community: Kindred Ph 2C & 2D Pb 30 Pgs 74-80 Lot 323
    Single Family


    Estimated Monthly Payment: $2,524 (change assumption)
    Mortgage ($1,918) + Fees ($11) + Taxes in 2025 ($595)


    Taxes:$7,144

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744

    $519,90089 Days on yellowkey   MLS ID: O6386096

    REDUCED by $100 (0.0%) on 05/05/2026

    For Sale O6386096 - 1941 PARTIN TERRACE RD, KISSIMMEE, FL 34744 37 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)


  • 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744

    $474,999330 Days on yellowkey   MLS ID: S5130069

    REDUCED by $14,001 (2.9%) on 05/26/2026

    For Sale S5130069 - 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2251
       Built: 2012
    Monthly Fee: $112
       Tax: $4,907 (2024)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,124 (change assumption)
    Mortgage ($2,603) + Fees ($112) + Taxes in 2024 ($409)


    Taxes:$4,907

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 2661 AMES HAVEN RD, KISSIMMEE, FL 34744

    $439,00084 Days on yellowkey   MLS ID: S5145125

    REDUCED by $6,000 (1.3%) on 03/31/2026

    For Sale S5145125 - 2661 AMES HAVEN RD, KISSIMMEE, FL 34744 51 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1866
       Built: 1984   Tax: $4,502 (2025)
    Community: Emerald Lake Colony Unit 1
    Single Family


    Estimated Monthly Payment: $2,781 (change assumption)
    Mortgage ($2,405) + Taxes in 2025 ($375)


    Taxes:$4,502

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1779 RED CANYON DR, KISSIMMEE, FL 34744

    $340,000121 Days on yellowkey   MLS ID: S5142388

    For Sale S5142388 - 1779 RED CANYON DR, KISSIMMEE, FL 34744 28 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1624
       Built: 2021
    Monthly Fee: $84
       Tax: $5,092 (2025)
    Community: Kindred Ph 1Fb
    Townhouse


    Estimated Monthly Payment: $2,371 (change assumption)
    Mortgage ($1,863) + Fees ($84) + Taxes in 2025 ($424)


    Taxes:$5,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3193 TOHO CT, KISSIMMEE, FL 34744

    $529,900231 Days on yellowkey   MLS ID: O6350540

    For Sale O6350540 - 3193 TOHO CT, KISSIMMEE, FL 34744 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2004
    Monthly Fee: $53
       Tax: $3,082 (2024)
    Community: Fells Cove Unit 1 Ph 1
    Single Family


    Estimated Monthly Payment: $3,213 (change assumption)
    Mortgage ($2,903) + Fees ($53) + Taxes in 2024 ($257)


    Taxes:$3,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1914 DAMON AVE, KISSIMMEE, FL 34744

    $305,50050 Days on yellowkey   MLS ID: O6396516

    REDUCED by $2,000 (0.7%) on 05/07/2026

    For Sale O6396516 - 1914 DAMON AVE, KISSIMMEE, FL 34744 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1385
       Built: 1972   Tax: $3,300 (2025)
    Community: Kissimmee Heights
    Single Family


    Estimated Monthly Payment: $1,949 (change assumption)
    Mortgage ($1,674) + Taxes in 2025 ($275)


    Taxes:$3,300

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4371 CREEK COVE LN, KISSIMMEE, FL 34744

    $395,00041 Days on yellowkey   MLS ID: S5147262

    REDUCED by $20,000 (4.8%) on 05/26/2026

    SHORT SALE S5147262 - 4371 CREEK COVE LN, KISSIMMEE, FL 34744 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2023
    Monthly Fee: $242
       Tax: $3,773 (2025)
    Community: The Towns At Creekside
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,721 (change assumption)
    Mortgage ($2,164) + Fees ($242) + Taxes in 2025 ($314)


    Taxes:$3,773

    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.