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 - 588 properties found

Sort:
  • 2668 WILLOW GLEN CIR, KISSIMMEE, FL 34744

    $395,00030 Days on yellowkey   MLS ID: S5150227

    For Sale S5150227 - 2668 WILLOW GLEN CIR, KISSIMMEE, FL 34744 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1676
       Built: 2003
    Monthly Fee: $23
       Tax: $6,164 (2025)
    Community: Gleneagles
    Single Family


    Estimated Monthly Payment: $2,701 (change assumption)
    Mortgage ($2,164) + Fees ($23) + Taxes in 2025 ($514)


    Taxes:$6,164

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 373 AMBERJACK CT, KISSIMMEE, FL 34759

    $389,00093 Days on yellowkey   MLS ID: S5146366

    REDUCED by $10,000 (2.5%) on 04/29/2026

    For Sale S5146366 - 373 AMBERJACK CT, KISSIMMEE, FL 34759 10 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1668
       Built: 2025
    Monthly Fee: $35
       Tax: $364 (2025)
    Community: Poinciana Nbrhd 02 East Village 07
    Single Family


    Estimated Monthly Payment: $2,197 (change assumption)
    Mortgage ($2,131) + Fees ($35) + Taxes in 2025 ($30)


    Taxes:$364

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2917 EVANS WAY, KISSIMMEE, FL 34758

    $339,90036 Days on yellowkey   MLS ID: O6406291

    For Sale O6406291 - 2917 EVANS WAY, KISSIMMEE, FL 34758 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1745
       Built: 2001
    Monthly Fee: $67
       Tax: $1,594 (2025)
    Community: Doral Woods
    Single Family


    Estimated Monthly Payment: $2,062 (change assumption)
    Mortgage ($1,862) + Fees ($67) + Taxes in 2025 ($133)


    Taxes:$1,594

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 1001 DAMPIERRE CT, KISSIMMEE, FL 34759

    $344,000155 Days on yellowkey   MLS ID: O6375412

    0 Days Off yellowkey (back on 5/25/2026)

    REDUCED by $1,000 (0.3%) on 05/11/2026

    For Sale O6375412 - 1001 DAMPIERRE CT, KISSIMMEE, FL 34759 60 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2203
       Built: 2003
    Monthly Fee: $90
       Tax: $4,379 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,340 (change assumption)
    Mortgage ($1,885) + Fees ($90) + Taxes in 2025 ($365)


    Taxes:$4,379

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 3535 BEAU CHENE DR, KISSIMMEE, FL 34746

    $379,45631 Days on yellowkey   MLS ID: O6410541

    For Sale O6410541 - 3535 BEAU CHENE DR, KISSIMMEE, FL 34746 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 2002
    Monthly Fee: $113
       Tax: $4,328 (2025)
    Community: Verandahs
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,079) + Fees ($113) + Taxes in 2025 ($361)


    Taxes:$4,328

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2628 MILTON AVE, KISSIMMEE, FL 34741

    $324,00040 Days on yellowkey   MLS ID: S5149651

    1 Days Off yellowkey (back on 5/25/2026)

    For Sale S5149651 - 2628 MILTON AVE, KISSIMMEE, FL 34741 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1080
       Built: 1960   Tax: $2,898 (2025)
    Community: Kissimmee Highlands 2Nd Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,017 (change assumption)
    Mortgage ($1,775) + Taxes in 2025 ($242)


    Taxes:$2,898

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 710 E JACKSON ST, KISSIMMEE, FL 34744

    $320,00040 Days on yellowkey   MLS ID: S5149877

    For Sale S5149877 - 710 E JACKSON ST, KISSIMMEE, FL 34744 31 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1338
       Built: 1957   Tax: $2,295 (2025)
    Community: Michigan Terrace
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($191)


    Taxes:$2,295

    Elementary School: Kissimmee Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Denn John Middle


  • 27 INCONNU DR, KISSIMMEE, FL 34759

    $339,00058 Days on yellowkey   MLS ID: TB8502038

    2 Days Off yellowkey (back on 5/24/2026)

    For Sale TB8502038 - 27 INCONNU DR, KISSIMMEE, FL 34759 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2530
       Built: 2005
    Monthly Fee: $100
       Tax: $3,975 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($1,857) + Fees ($100) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5417 CROWN POINT RD, KISSIMMEE, FL 34758

    $377,18975 Days on yellowkey   MLS ID: O6398199

    1 Days Off yellowkey (back on 5/24/2026)

    INCREASED by $42,000 (12.5%) on 05/20/2026

    For Sale O6398199 - 5417 CROWN POINT RD, KISSIMMEE, FL 34758 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,117 (change assumption)
    Mortgage ($2,067) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2530 BAYKAL DR, KISSIMMEE, FL 34746

    $399,000410 Days on yellowkey   MLS ID: O6305532

    For Sale O6305532 - 2530 BAYKAL DR, KISSIMMEE, FL 34746 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2396
       Built: 2002
    Monthly Fee: $13
       Tax: $7,180 (2024)
    Community: Brighton Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,798 (change assumption)
    Mortgage ($2,186) + Fees ($13) + Taxes in 2024 ($598)


    Taxes:$7,180

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 2503 HYBRID CT, KISSIMMEE, FL 34758

    $334,00043 Days on yellowkey   MLS ID: S5149171

    1 Days Off yellowkey (back on 5/24/2026)

    For Sale S5149171 - 2503 HYBRID CT, KISSIMMEE, FL 34758 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1495
       Built: 1998   Tax: $5,257 (2025)
    Community: Orchid Edge At Crescent Lakes Unit 1
    Single Family


    Estimated Monthly Payment: $2,268 (change assumption)
    Mortgage ($1,830) + Taxes in 2025 ($438)


    Taxes:$5,257

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5203 JASMINE TRACE LN, KISSIMMEE, FL 34758

    $348,95051 Days on yellowkey   MLS ID: O6403135

    For Sale O6403135 - 5203 JASMINE TRACE LN, KISSIMMEE, FL 34758 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 1998   Tax: $5,639 (2024)
    Community: Jasmine Pointe At Crescent Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,382 (change assumption)
    Mortgage ($1,912) + Taxes in 2024 ($470)


    Taxes:$5,639

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Horizon Middle


  • 412 ARKANSAS CT, KISSIMMEE, FL 34759

    $345,00079 Days on yellowkey   MLS ID: L4960633

    REDUCED by $5,000 (1.4%) on 04/29/2026

    For Sale L4960633 - 412 ARKANSAS CT, KISSIMMEE, FL 34759 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1890
       Built: 2023
    Monthly Fee: $100
       Tax: $4,072 (2025)
    Community: Poinciana Nbrhd 05 Village 07
    Single Family


    Estimated Monthly Payment: $2,330 (change assumption)
    Mortgage ($1,890) + Fees ($100) + Taxes in 2025 ($339)


    Taxes:$4,072

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1002 CANNOCK DR, KISSIMMEE, FL 34758

    $335,900247 Days on yellowkey   MLS ID: O6354206

    For Sale O6354206 - 1002 CANNOCK DR, KISSIMMEE, FL 34758 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1872
       Built: 2023
    Monthly Fee: $89
       Tax: $4,752 (2024)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $2,325 (change assumption)
    Mortgage ($1,841) + Fees ($89) + Taxes in 2024 ($396)


    Taxes:$4,752

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5442 ISLA SAONA DR, KISSIMMEE, FL 34758

    $374,72437 Days on yellowkey   MLS ID: O6408752

    1 Days Off yellowkey (back on 5/23/2026)

    For Sale O6408752 - 5442 ISLA SAONA DR, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2075
       Built: 2026
    Monthly Fee: $50

    Community: Westview
    Single Family


    Estimated Monthly Payment: $2,103 (change assumption)
    Mortgage ($2,053) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 7694 INDIAN RIDGE TRL S, KISSIMMEE, FL 34747

    $365,00033 Days on yellowkey   MLS ID: O6410029

    For Sale O6410029 - 7694 INDIAN RIDGE TRL S, KISSIMMEE, FL 34747 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 1988
    Monthly Fee: $6
       Tax: $6,263 (2025)
    Community: Indian Ridge Unit 1
    Single Family


    Estimated Monthly Payment: $2,528 (change assumption)
    Mortgage ($2,000) + Fees ($6) + Taxes in 2025 ($522)


    Taxes:$6,263

    Elementary School: Island Village Elementary School

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Celebration K-8


  • 1756 STAMEN DR, KISSIMMEE, FL 34744

    $399,000126 Days on yellowkey   MLS ID: TB8475839

    0 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $50,900 (11.3%) on 05/05/2026

    SHORT SALE TB8475839 - 1756 STAMEN DR, KISSIMMEE, FL 34744 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2272
       Built: 2023
    Monthly Fee: $160
       Tax: $6,118 (2025)
    Community: Pennyroyal
    Single Family


    Estimated Monthly Payment: $2,856 (change assumption)
    Mortgage ($2,186) + Fees ($160) + Taxes in 2025 ($510)


    Taxes:$6,118

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 3430 HAWKIN DR, KISSIMMEE, FL 34746

    $349,99038 Days on yellowkey   MLS ID: S5150098

    For Sale S5150098 - 3430 HAWKIN DR, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1981
       Built: 1991
    Monthly Fee: $33
       Tax: $3,162 (2025)
    Community: Wilderness Ph 3 The
    Single Family


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($1,918) + Fees ($33) + Taxes in 2025 ($264)


    Taxes:$3,162

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2542 CAMPHORWOOD CIR, KISSIMMEE, FL 34744

    $359,900251 Days on yellowkey   MLS ID: S5136753

    For Sale S5136753 - 2542 CAMPHORWOOD CIR, KISSIMMEE, FL 34744 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1406
       Built: 1987   Tax: $846 (2024)
    Community: Oak Hollow Ph 3
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,972) + Taxes in 2024 ($71)


    Taxes:$846

    Elementary School: Mill Creek Elem (K 5)

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Denn John Middle


  • 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746

    $375,00090 Days on yellowkey   MLS ID: O6393508

    REDUCED by $4,900 (1.3%) on 05/22/2026

    For Sale O6393508 - 2727 EAGLE CLIFF DR, KISSIMMEE, FL 34746 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2422
       Built: 2010
    Monthly Fee: $75
       Tax: $5,707 (2025)
    Community: Eagle Lake Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($2,055) + Fees ($75) + Taxes in 2025 ($476)


    Taxes:$5,707

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Horizon Middle






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.