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


Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Price: $300,000 to $399,000

Kissimmee - 589 properties found

Sort:
  • 2201 CHAPPELL CT, KISSIMMEE, FL 34746

    $359,000132 Days on yellowkey   MLS ID: S5143726

    REDUCED by $5,900 (1.6%) on 06/14/2026

    For Sale S5143726 - 2201 CHAPPELL CT, KISSIMMEE, FL 34746 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1424
       Built: 1992
    Monthly Fee: $25
       Tax: $2,883 (2025)
    Community: Windward Cay Unit 02
    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($1,967) + Fees ($25) + Taxes in 2025 ($240)


    Taxes:$2,883

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 5543 MORANT BAY PATH, KISSIMMEE, FL 34758

    $305,89091 Days on yellowkey   MLS ID: O6393657

    2 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $20,000 (6.1%) on 06/09/2026

    For Sale O6393657 - 5543 MORANT BAY PATH, KISSIMMEE, FL 34758 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1580
       Built: 2026
    Monthly Fee: $125

    Community: Westview 50S Gc
    Single Family


    Estimated Monthly Payment: $1,801 (change assumption)
    Mortgage ($1,676) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 378 BUTTONWOOD DR, KISSIMMEE, FL 34743

    $349,90025 Days on yellowkey   MLS ID: O6410901

    For Sale O6410901 - 378 BUTTONWOOD DR, KISSIMMEE, FL 34743 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1486
       Built: 1984   Tax: $4,690 (2026)
    Community: Bvl Unit 7 6Th Add
    Single Family


    Estimated Monthly Payment: $2,308 (change assumption)
    Mortgage ($1,917) + Taxes in 2026 ($391)


    Taxes:$4,690

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2026

    Middle School: Parkway Middle


  • 300 SORRENTO RD, KISSIMMEE, FL 34759

    $329,90044 Days on yellowkey   MLS ID: O6406192

    REDUCED by $5,000 (1.5%) on 06/06/2026

    For Sale O6406192 - 300 SORRENTO RD, KISSIMMEE, FL 34759 33 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2006
    Monthly Fee: $275
       Tax: $3,504 (2025)
    Community: Solivita Ph 06B
    Single Family


    Estimated Monthly Payment: $2,375 (change assumption)
    Mortgage ($1,808) + Fees ($275) + Taxes in 2025 ($292)


    Taxes:$3,504

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • KISSIMMEE, FL 34743

    $355,00032 Days on yellowkey   MLS ID: O6410360

    REDUCED by $12,900 (3.5%) on 06/14/2026

    For Sale O6410360 - KISSIMMEE, FL 34743 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1132
       Built: 2001   Tax: $4,050 (2025)
    Community: Bvl Unit 3
    Single Family


    Estimated Monthly Payment: $2,283 (change assumption)
    Mortgage ($1,945) + Taxes in 2025 ($338)


    Taxes:$4,050

    Elementary School: Boggy Creek Elem (K 5)

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Parkway Middle


  • 323 ALEGRIANO CT, KISSIMMEE, FL 34758

    $339,99011 Days on yellowkey   MLS ID: O6414545

    For Sale O6414545 - 323 ALEGRIANO CT, KISSIMMEE, FL 34758 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2239
       Built: 1999
    Monthly Fee: $100
       Tax: $4,519 (2025)
    Community: Poinciana Village 1 Nbhd 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,340 (change assumption)
    Mortgage ($1,863) + Fees ($100) + Taxes in 2025 ($377)


    Taxes:$4,519

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 546 EAGLE POINTE S, KISSIMMEE, FL 34746

    $395,000106 Days on yellowkey   MLS ID: O6389435

    2 Days Off yellowkey (back on 6/14/2026)

    For Sale O6389435 - 546 EAGLE POINTE S, KISSIMMEE, FL 34746 10 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2307
       Built: 1998
    Monthly Fee: $23
       Tax: $6,912 (2025)
    Community: Eagle Pointe
    Single Family


    Estimated Monthly Payment: $2,763 (change assumption)
    Mortgage ($2,164) + Fees ($23) + Taxes in 2025 ($576)


    Taxes:$6,912

    Elementary School: Poinciana Elem

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 529 EAGLE POINTE N, KISSIMMEE, FL 34746

    $384,900229 Days on yellowkey   MLS ID: S5138159

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $5,000 (1.3%) on 05/26/2026

    For Sale S5138159 - 529 EAGLE POINTE N, KISSIMMEE, FL 34746 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1536
       Built: 1998
    Monthly Fee: $22
       Tax: $3,741 (2024)
    Community: Eagle Pointe
    Single Family


    Estimated Monthly Payment: $2,443 (change assumption)
    Mortgage ($2,109) + Fees ($22) + Taxes in 2024 ($312)


    Taxes:$3,741

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 101 SENECA POINT TRL, KISSIMMEE, FL 34746

    $350,00055 Days on yellowkey   MLS ID: TB8501158

    For Sale TB8501158 - 101 SENECA POINT TRL, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1330
       Built: 1998
    Monthly Fee: $8
       Tax: $7,876 (2025)
    Community: Indian Point Ph 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($1,918) + Fees ($8) + Taxes in 2025 ($656)


    Taxes:$7,876

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 162 TALL PINES PASS, KISSIMMEE, FL 34759

    $325,000103 Days on yellowkey   MLS ID: S5144985

    For Sale S5144985 - 162 TALL PINES PASS, KISSIMMEE, FL 34759 56 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2002
    Monthly Fee: $442
       Tax: $3,698 (2025)
    Community: Solivita - Phase Iib
    Single Family


    Estimated Monthly Payment: $2,531 (change assumption)
    Mortgage ($1,781) + Fees ($442) + Taxes in 2025 ($308)


    Taxes:$3,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2908 ELDIENTE WAY, KISSIMMEE, FL 34758

    $330,000121 Days on yellowkey   MLS ID: S5144283

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $12,000 (3.5%) on 05/07/2026

    For Sale S5144283 - 2908 ELDIENTE WAY, KISSIMMEE, FL 34758 27 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2099
       Built: 1998
    Monthly Fee: $67
       Tax: $3,607 (2025)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,176 (change assumption)
    Mortgage ($1,808) + Fees ($67) + Taxes in 2025 ($301)


    Taxes:$3,607

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4930 HAROLD STANLEY DR, KISSIMMEE, FL 34758

    $334,90013 Days on yellowkey   MLS ID: O6415160

    For Sale O6415160 - 4930 HAROLD STANLEY DR, KISSIMMEE, FL 34758 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1703
       Built: 2017
    Monthly Fee: $272
       Tax: $3,082 (2025)
    Community: Trafalgar Village Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,364 (change assumption)
    Mortgage ($1,835) + Fees ($272) + Taxes in 2025 ($257)


    Taxes:$3,082

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 4529 LAKE RUSSELL RD, KISSIMMEE, FL 34746

    $378,00030 Days on yellowkey   MLS ID: O6410072

    REDUCED by $2,000 (0.5%) on 06/09/2026

    For Sale O6410072 - 4529 LAKE RUSSELL RD, KISSIMMEE, FL 34746 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1753
       Built: 2019
    Monthly Fee: $95
       Tax: $5,762 (2025)
    Community: Reedy Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $2,646 (change assumption)
    Mortgage ($2,071) + Fees ($95) + Taxes in 2025 ($480)


    Taxes:$5,762

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1504 FORT MEADE PL, KISSIMMEE, FL 34759

    $339,99969 Days on yellowkey   MLS ID: O6399399

    For Sale O6399399 - 1504 FORT MEADE PL, KISSIMMEE, FL 34759 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1942
       Built: 2005
    Monthly Fee: $100
       Tax: $1,131 (2025)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $2,057 (change assumption)
    Mortgage ($1,863) + Fees ($100) + Taxes in 2025 ($94)


    Taxes:$1,131

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 225 STARLING CT, KISSIMMEE, FL 34759

    $349,900422 Days on yellowkey   MLS ID: S5125741

    For Sale S5125741 - 225 STARLING CT, KISSIMMEE, FL 34759 14 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2024
    Monthly Fee: $90
       Tax: $3,655 (2025)
    Community: Poinciana Nbrhd 06 South Village 03
    Single Family


    Estimated Monthly Payment: $2,312 (change assumption)
    Mortgage ($1,917) + Fees ($90) + Taxes in 2025 ($305)


    Taxes:$3,655

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 955 LOUVRE CT, KISSIMMEE, FL 34759

    $318,90025 Days on yellowkey   MLS ID: O6405460

    For Sale O6405460 - 955 LOUVRE CT, KISSIMMEE, FL 34759 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2004
    Monthly Fee: $90
       Tax: $4,497 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,212 (change assumption)
    Mortgage ($1,747) + Fees ($90) + Taxes in 2025 ($375)


    Taxes:$4,497

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2911 ELBERT WAY, KISSIMMEE, FL 34758

    $399,000267 Days on yellowkey   MLS ID: O6340133

    For Sale O6340133 - 2911 ELBERT WAY, KISSIMMEE, FL 34758 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2036
       Built: 1992
    Monthly Fee: $66
       Tax: $1,577 (2024)
    Community: Poinciana Estates Sec B
    Single Family


    Estimated Monthly Payment: $2,384 (change assumption)
    Mortgage ($2,186) + Fees ($66) + Taxes in 2024 ($131)


    Taxes:$1,577

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744

    $369,99952 Days on yellowkey   MLS ID: O6404452

    4 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $5,001 (1.3%) on 05/18/2026

    For Sale O6404452 - 502 WOODLAND CREEK BLVD, KISSIMMEE, FL 34744 8 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2005
    Monthly Fee: $40
       Tax: $4,040 (2024)
    Community: Woodland Creek
    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,027) + Fees ($40) + Taxes in 2024 ($337)


    Taxes:$4,040

    Elementary School: Mill Creek Elem (K 5)

    High School: Osceola High School

    Tax Year: 2024

    Middle School: Denn John Middle


  • 159 VENTANA DR, KISSIMMEE, FL 34759

    $324,000487 Days on yellowkey   MLS ID: S5120654

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale S5120654 - 159 VENTANA DR, KISSIMMEE, FL 34759 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1813
       Built: 2003
    Monthly Fee: $276
       Tax: $4,512 (2024)
    Community: Solivita
    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($1,775) + Fees ($276) + Taxes in 2024 ($376)


    Taxes:$4,512

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 107 CITRUS DR, KISSIMMEE, FL 34743

    $369,900127 Days on yellowkey   MLS ID: O6383127

    REDUCED by $18,000 (4.6%) on 06/11/2026

    For Sale O6383127 - 107 CITRUS DR, KISSIMMEE, FL 34743 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1742
       Built: 1980   Tax: $5,810 (2025)
    Community: Bvl Unit 2
    Single Family


    Estimated Monthly Payment: $2,511 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($484)


    Taxes:$5,810

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.