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Displaying: For Sale

Location: Kissimmee

Property Type(s): Single Family

Price: $400,000 to $499,000

Kissimmee - 463 properties found

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  • 4807 WORCHESTER DR, KISSIMMEE, FL 34746

    $410,00041 Days on yellowkey   MLS ID: O6408137

    For Sale O6408137 - 4807 WORCHESTER DR, KISSIMMEE, FL 34746 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2186
       Built: 2024
    Monthly Fee: $88
       Tax: $9,449 (2025)
    Community: Knightsbridge Ph 1
    Single Family


    Estimated Monthly Payment: $3,122 (change assumption)
    Mortgage ($2,247) + Fees ($88) + Taxes in 2025 ($787)


    Taxes:$9,449

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: VOYAGER K-8


  • 2249 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747

    $479,00023 Days on yellowkey   MLS ID: O6412908

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

    For Sale O6412908 - 2249 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747 51 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2255
       Built: 2001
    Monthly Fee: $260
       Tax: $6,404 (2025)
    Community: Wyndham Palms Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,625) + Fees ($260) + Taxes in 2025 ($534)


    Taxes:$6,404

    Elementary School: None

    High School: Celebration High

    Tax Year: 2025

    Middle School: None


  • 1718 GOLFVIEW DR, KISSIMMEE, FL 34746

    $415,00098 Days on yellowkey   MLS ID: G5108633

    For Sale G5108633 - 1718 GOLFVIEW DR, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 1997
    Monthly Fee: $24
       Tax: $4,609 (2024)
    Community: Overoaks Rep 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,682 (change assumption)
    Mortgage ($2,274) + Fees ($24) + Taxes in 2024 ($384)


    Taxes:$4,609

    Elementary School: Pleasant Hill Elem

    High School: Liberty High

    Tax Year: 2024

    Middle School: Horizon Middle


  • 121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746

    $499,000146 Days on yellowkey   MLS ID: S5142833

    0 Days Off yellowkey (back on 3/2/2026)

    For Sale S5142833 - 121 MADIERA BEACH BLVD, KISSIMMEE, FL 34746 93 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2005
    Monthly Fee: $100
       Tax: $7,429 (2025)
    Community: Terra Verde
    Single Family


    Estimated Monthly Payment: $3,453 (change assumption)
    Mortgage ($2,734) + Fees ($100) + Taxes in 2025 ($619)


    Taxes:$7,429

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 1420 EMERALD DR, KISSIMMEE, FL 34744

    $489,000112 Days on yellowkey   MLS ID: O6386884

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $10,000 (2.0%) on 06/06/2026

    For Sale O6386884 - 1420 EMERALD DR, KISSIMMEE, FL 34744 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1857
       Built: 1973   Tax: $3,310 (2025)
    Community: Emerald Lake Colony Unit 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,955 (change assumption)
    Mortgage ($2,679) + Taxes in 2025 ($276)


    Taxes:$3,310

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 7817 MARLOW PL, KISSIMMEE, FL 34747

    $463,900154 Days on yellowkey   MLS ID: TB8467696

    3 Days Off yellowkey (back on 3/2/2026)

    For Sale TB8467696 - 7817 MARLOW PL, KISSIMMEE, FL 34747 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $699
       Tax: $5,244 (2025)
    Community: Reunion Village Phase 4
    Single Family


    Estimated Monthly Payment: $3,678 (change assumption)
    Mortgage ($2,542) + Fees ($699) + Taxes in 2025 ($437)


    Taxes:$5,244

    Elementary School: Knights Point

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: None


  • 2713 BARNSLEY LN, KISSIMMEE, FL 34744

    $415,00015 Days on yellowkey   MLS ID: S5151648

    For Sale S5151648 - 2713 BARNSLEY LN, KISSIMMEE, FL 34744 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1993
       Built: 1998
    Monthly Fee: $14
       Tax: $6,501 (2025)
    Community: Remington Ph 1 Tr F
    Single Family


    Estimated Monthly Payment: $2,830 (change assumption)
    Mortgage ($2,274) + Fees ($14) + Taxes in 2025 ($542)


    Taxes:$6,501

    Elementary School: Partin Settlement Elem

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1850 CHAUCER WAY, KISSIMMEE, FL 34744

    $405,00016 Days on yellowkey   MLS ID: S5151405

    For Sale S5151405 - 1850 CHAUCER WAY, KISSIMMEE, FL 34744 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 1988
    Monthly Fee: $13
       Tax: $5,352 (2025)
    Community: Brighton Place
    Single Family


    Estimated Monthly Payment: $2,678 (change assumption)
    Mortgage ($2,219) + Fees ($13) + Taxes in 2025 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2989 WHITE CEDAR CIR, KISSIMMEE, FL 34741

    $429,00059 Days on yellowkey   MLS ID: S5148630

    REDUCED by $10,000 (2.3%) on 06/10/2026

    For Sale S5148630 - 2989 WHITE CEDAR CIR, KISSIMMEE, FL 34741 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2002
    Monthly Fee: $80
       Tax: $2,214 (2025)
    Community: Windsor Point
    Single Family


    Estimated Monthly Payment: $2,615 (change assumption)
    Mortgage ($2,351) + Fees ($80) + Taxes in 2025 ($184)


    Taxes:$2,214

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 7949 GOLDEN POND CIR, KISSIMMEE, FL 34747

    $469,00034 Days on yellowkey   MLS ID: S5150418

    For Sale S5150418 - 7949 GOLDEN POND CIR, KISSIMMEE, FL 34747 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1822
       Built: 1998
    Monthly Fee: $53
       Tax: $5,738 (2025)
    Community: Rolling Hills Estates Unit 1 At Formosa
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,101 (change assumption)
    Mortgage ($2,570) + Fees ($53) + Taxes in 2025 ($478)


    Taxes:$5,738

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3129 RIACHUELO LN, KISSIMMEE, FL 34744

    $475,00041 Days on yellowkey   MLS ID: O6408363

    2 Days Off yellowkey (back on 5/19/2026)

    For Sale O6408363 - 3129 RIACHUELO LN, KISSIMMEE, FL 34744 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2338
       Built: 2003
    Monthly Fee: $175
       Tax: $8,678 (2025)
    Community: Villa Sol Ph 1 Village 5
    Single Family


    Estimated Monthly Payment: $3,501 (change assumption)
    Mortgage ($2,603) + Fees ($175) + Taxes in 2025 ($723)


    Taxes:$8,678

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2305 JESSICA LN, KISSIMMEE, FL 34744

    $465,00042 Days on yellowkey   MLS ID: O6407917

    For Sale O6407917 - 2305 JESSICA LN, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1820
       Built: 2000
    Monthly Fee: $14
       Tax: $4,461 (2025)
    Community: Woods At Kings Crest The Ph 4
    Single Family


    Estimated Monthly Payment: $2,934 (change assumption)
    Mortgage ($2,548) + Fees ($14) + Taxes in 2025 ($372)


    Taxes:$4,461

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2925 WILLOW CREEK LN, KISSIMMEE, FL 34741

    $405,00069 Days on yellowkey   MLS ID: C7525014

    REDUCED by $10,000 (2.4%) on 06/10/2026

    For Sale C7525014 - 2925 WILLOW CREEK LN, KISSIMMEE, FL 34741 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2004
    Monthly Fee: $80
       Tax: $6,773 (2025)
    Community: Windsor Point Ph 2
    Single Family


    Estimated Monthly Payment: $2,863 (change assumption)
    Mortgage ($2,219) + Fees ($80) + Taxes in 2025 ($564)


    Taxes:$6,773

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 8602 WELLINGTON LOOP, KISSIMMEE, FL 34747

    $419,90066 Days on yellowkey   MLS ID: O6397655

    For Sale O6397655 - 8602 WELLINGTON LOOP, KISSIMMEE, FL 34747 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1482
       Built: 1991   Tax: $2,839 (2025)
    Community: Lindfields Unit 2
    Single Family


    Estimated Monthly Payment: $2,537 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($237)


    Taxes:$2,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2114 THE OAKS BLVD, KISSIMMEE, FL 34746

    $415,00048 Days on yellowkey   MLS ID: C7525948

    REDUCED by $10,000 (2.4%) on 06/10/2026

    For Sale C7525948 - 2114 THE OAKS BLVD, KISSIMMEE, FL 34746 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2609
       Built: 2003
    Monthly Fee: $24
       Tax: $7,817 (2025)
    Community: Oaks Ph 1 B-2
    Single Family


    Estimated Monthly Payment: $2,949 (change assumption)
    Mortgage ($2,274) + Fees ($24) + Taxes in 2025 ($651)


    Taxes:$7,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1959 CACUTTA WAY, KISSIMMEE, FL 34744

    $400,00020 Days on yellowkey   MLS ID: S5151373

    SHORT SALE S5151373 - 1959 CACUTTA WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $7,033 (2025)
    Community: Kindred
    Single Family


    Estimated Monthly Payment: $2,789 (change assumption)
    Mortgage ($2,192) + Fees ($11) + Taxes in 2025 ($586)


    Taxes:$7,033

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Harmony Middle


  • 5253 SUNSET CANYON DR, KISSIMMEE, FL 34758

    $435,00035 Days on yellowkey   MLS ID: S5149240

    For Sale S5149240 - 5253 SUNSET CANYON DR, KISSIMMEE, FL 34758 58 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2948
       Built: 2005
    Monthly Fee: $42
       Tax: $3,369 (2025)
    Community: Blackstone Landing Ph 1
    Single Family


    Estimated Monthly Payment: $2,706 (change assumption)
    Mortgage ($2,384) + Fees ($42) + Taxes in 2025 ($281)


    Taxes:$3,369

    Elementary School: Reedy Creek Elem (K 5)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2879 OCONNELL DR, KISSIMMEE, FL 34741

    $415,000104 Days on yellowkey   MLS ID: O6390445

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

    REDUCED by $10,000 (2.4%) on 05/26/2026

    For Sale O6390445 - 2879 OCONNELL DR, KISSIMMEE, FL 34741 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2245
       Built: 2005
    Monthly Fee: $100
       Tax: $2,760 (2025)
    Community: Cypress Reserve
    Single Family


    Estimated Monthly Payment: $2,604 (change assumption)
    Mortgage ($2,274) + Fees ($100) + Taxes in 2025 ($230)


    Taxes:$2,760

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2492 BLOWING BREEZE AVE, KISSIMMEE, FL 34744

    $439,00016 Days on yellowkey   MLS ID: S5151453

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale S5151453 - 2492 BLOWING BREEZE AVE, KISSIMMEE, FL 34744 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2030
       Built: 2021
    Monthly Fee: $10
       Tax: $7,855 (2025)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,070 (change assumption)
    Mortgage ($2,405) + Fees ($10) + Taxes in 2025 ($655)


    Taxes:$7,855

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 112 HARWOOD CIR, KISSIMMEE, FL 34744

    $498,90022 Days on yellowkey   MLS ID: S5151002

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale S5151002 - 112 HARWOOD CIR, KISSIMMEE, FL 34744 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 1998
    Monthly Fee: $38
       Tax: $7,523 (2025)
    Community: Remington Ph 1 Tr D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,399 (change assumption)
    Mortgage ($2,734) + Fees ($38) + Taxes in 2025 ($627)


    Taxes:$7,523

    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.