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Kissimmee Single Family Homes For Sale - 2087 homes

Kissimmee Single Family Homes for Sale are located in Osceola County, Florida. Find single family homes for sale in Kissimmee with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Kissimmee single family houses.

Location: Kissimmee

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  • 2724 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741

    $335,0001 Day on yellowkey   MLS ID: S5152385

    For Sale S5152385 - 2724 PLEASANT CYPRESS CIR, KISSIMMEE, FL 34741 53 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1747
       Built: 2020
    Monthly Fee: $250
       Tax: $4,032 (2025)
    Community: Cypress Ridge Ph 2
    Single Family


    Estimated Monthly Payment: $2,422 (change assumption)
    Mortgage ($1,836) + Fees ($250) + Taxes in 2025 ($336)


    Taxes:$4,032

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 3557 ROCK CREEK LN, KISSIMMEE, FL 34744

    $520,0001 Day on yellowkey   MLS ID: S5152410

    For Sale S5152410 - 3557 ROCK CREEK LN, KISSIMMEE, FL 34744 57 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $105
       Tax: $4,593 (2025)
    Community: East Lake Preserve Ph 3
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($2,849) + Fees ($105) + Taxes in 2025 ($383)


    Taxes:$4,593

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5322 ROYAL POINT AVE, KISSIMMEE, FL 34746

    $450,0001 Day on yellowkey   MLS ID: O6418889

    For Sale O6418889 - 5322 ROYAL POINT AVE, KISSIMMEE, FL 34746 40 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2615
       Built: 2023
    Monthly Fee: $124
       Tax: $6,578 (2025)
    Community: Cypress Hammock
    Single Family


    Estimated Monthly Payment: $3,138 (change assumption)
    Mortgage ($2,466) + Fees ($124) + Taxes in 2025 ($548)


    Taxes:$6,578

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1124 DARTFORD DR, KISSIMMEE, FL 34758

    $275,0001 Day on yellowkey   MLS ID: O6418698

    For Sale O6418698 - 1124 DARTFORD DR, KISSIMMEE, FL 34758 86 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1608
       Built: 2002
    Monthly Fee: $25
       Tax: $886 (2025)
    Community: Poinciana Village 02 Neighborhood 01
    Single Family


    Estimated Monthly Payment: $1,606 (change assumption)
    Mortgage ($1,507) + Fees ($25) + Taxes in 2025 ($74)


    Taxes:$886

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2405 CEDARFIELD LN, KISSIMMEE, FL 34744

    $289,0001 Day on yellowkey   MLS ID: S5152134

    For Sale S5152134 - 2405 CEDARFIELD LN, KISSIMMEE, FL 34744 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1523
       Built: 2001
    Monthly Fee: $14
       Tax: $5,348 (2025)
    Community: Remington Prcl J
    Single Family


    Estimated Monthly Payment: $2,043 (change assumption)
    Mortgage ($1,584) + Fees ($14) + Taxes in 2025 ($446)


    Taxes:$5,348

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1974 SPRING SHOWER CIR, KISSIMMEE, FL 34744

    $450,0001 Day on yellowkey   MLS ID: O6418282

    For Sale O6418282 - 1974 SPRING SHOWER CIR, KISSIMMEE, FL 34744 69 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2023
    Monthly Fee: $136
       Tax: $2,980 (2024)
    Community: Tohoqua Ph 5A
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,466) + Fees ($136) + Taxes in 2024 ($248)


    Taxes:$2,980

    Elementary School: Neptune Elementary

    High School: Gateway High School (9 12)

    Tax Year: 2024

    Middle School: Neptune Middle (6-8)


  • 1213 AMAZON LN, KISSIMMEE, FL 34759

    $290,0001 Day on yellowkey   MLS ID: TB8513344

    For Sale TB8513344 - 1213 AMAZON LN, KISSIMMEE, FL 34759 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1626
       Built: 2021
    Monthly Fee: $100
       Tax: $3,658 (2025)
    Community: Poinciana Nbrhd 02 West Village 07
    Single Family


    Estimated Monthly Payment: $1,994 (change assumption)
    Mortgage ($1,589) + Fees ($100) + Taxes in 2025 ($305)


    Taxes:$3,658

    Elementary School: Laurel Elementary

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 218 BAY DR, KISSIMMEE, FL 34759

    $465,0001 Day on yellowkey   MLS ID: G5113519

    For Sale G5113519 - 218 BAY DR, KISSIMMEE, FL 34759 80 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 2001
    Monthly Fee: $276
       Tax: $4,979 (2025)
    Community: Solivita Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,239 (change assumption)
    Mortgage ($2,548) + Fees ($276) + Taxes in 2025 ($415)


    Taxes:$4,979

    Elementary School: Dundee Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1783 SMARTS RULE ST, KISSIMMEE, FL 34744

    $525,00031 Days on yellowkey   MLS ID: S5150485

    For Sale S5150485 - 1783 SMARTS RULE ST, KISSIMMEE, FL 34744 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2022
    Monthly Fee: $10
       Tax: $9,191 (2025)
    Community: Tohoqua Ph 1B
    Single Family


    Estimated Monthly Payment: $3,653 (change assumption)
    Mortgage ($2,877) + Fees ($10) + Taxes in 2025 ($766)


    Taxes:$9,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $400,00063 Days on yellowkey   MLS ID: O6401021

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $20,000 (4.8%) on 05/27/2026

    For Sale O6401021 - 1720 FULFILLMENT DR, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2022
    Monthly Fee: $10
       Tax: $7,447 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,822 (change assumption)
    Mortgage ($2,192) + Fees ($10) + Taxes in 2025 ($621)


    Taxes:$7,447

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 234 MARCELLO BLVD, KISSIMMEE, FL 34746

    $628,000285 Days on yellowkey   MLS ID: O6343972

    REDUCED by $2,000 (0.3%) on 06/25/2026

    For Sale O6343972 - 234 MARCELLO BLVD, KISSIMMEE, FL 34746 33 photos

    Bed: 8   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3248
       Built: 2022
    Monthly Fee: $345
       Tax: $9,100 (2023)
    Community: Bellavida Ph 2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,544 (change assumption)
    Mortgage ($3,441) + Fees ($345) + Taxes in 2023 ($758)


    Taxes:$9,100

    Elementary School: Central Avenue Elem

    High School: Poinciana High School

    Tax Year: 2023

    Middle School: Kissimmee Middle


  • 2986 SUN POINTE CT, KISSIMMEE, FL 34741

    $310,00072 Days on yellowkey   MLS ID: S5146240

    REDUCED by $10,000 (3.1%) on 06/24/2026

    For Sale S5146240 - 2986 SUN POINTE CT, KISSIMMEE, FL 34741 6 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 2196
       Built: 1958   Tax: $1,237 (2025)
    Community: Sun Pointe
    Single Family


    Estimated Monthly Payment: $1,802 (change assumption)
    Mortgage ($1,699) + Taxes in 2025 ($103)


    Taxes:$1,237

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2746 PATRICIAN CIR, KISSIMMEE, FL 34746

    $414,00027 Days on yellowkey   MLS ID: O6411446

    For Sale O6411446 - 2746 PATRICIAN CIR, KISSIMMEE, FL 34746 9 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2794
       Built: 2005
    Monthly Fee: $15
       Tax: $7,967 (2025)
    Community: Brighton Lakes Ph 2 Prcl H
    Single Family


    Estimated Monthly Payment: $2,947 (change assumption)
    Mortgage ($2,268) + Fees ($15) + Taxes in 2025 ($664)


    Taxes:$7,967

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2819 MAGUIRE DR, KISSIMMEE, FL 34741

    $389,95015 Days on yellowkey   MLS ID: O6413988

    5 Days Off yellowkey (back on 6/24/2026)

    For Sale O6413988 - 2819 MAGUIRE DR, KISSIMMEE, FL 34741 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2004
    Monthly Fee: $100
       Tax: $6,509 (2025)
    Community: Cypress Reserve Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,779 (change assumption)
    Mortgage ($2,137) + Fees ($100) + Taxes in 2025 ($542)


    Taxes:$6,509

    Elementary School: Floral Ridge Elementary

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 107 HERRING WAY, KISSIMMEE, FL 34759

    $285,000105 Days on yellowkey   MLS ID: O6390402

    REDUCED by $7,000 (2.4%) on 06/24/2026

    For Sale O6390402 - 107 HERRING WAY, KISSIMMEE, FL 34759 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1952
       Built: 2004
    Monthly Fee: $100
       Tax: $4,043 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,999 (change assumption)
    Mortgage ($1,562) + Fees ($100) + Taxes in 2025 ($337)


    Taxes:$4,043

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1673 BARBERRY DR, KISSIMMEE, FL 34744

    $429,99085 Days on yellowkey   MLS ID: S5147034

    REDUCED by $19,910 (4.4%) on 06/17/2026

    For Sale S5147034 - 1673 BARBERRY DR, KISSIMMEE, FL 34744 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2023
    Monthly Fee: $11
       Tax: $6,214 (2025)
    Community: Kindred Ph 2C & 2D
    Single Family


    Estimated Monthly Payment: $2,885 (change assumption)
    Mortgage ($2,356) + Fees ($11) + Taxes in 2025 ($518)


    Taxes:$6,214

    Elementary School: Island Village Elementary School

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 1930 DOLPHIN DR, KISSIMMEE, FL 34759

    $285,00036 Days on yellowkey   MLS ID: S5150214

    2 Days Off yellowkey (back on 5/30/2026)

    For Sale S5150214 - 1930 DOLPHIN DR, KISSIMMEE, FL 34759 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2007
    Monthly Fee: $100
       Tax: $2,587 (2025)
    Community: Poinciana Nbrhd 04 Village 07
    Single Family


    Estimated Monthly Payment: $1,877 (change assumption)
    Mortgage ($1,562) + Fees ($100) + Taxes in 2025 ($216)


    Taxes:$2,587

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1750 EVERGREEN CT, KISSIMMEE, FL 34746

    $380,00031 Days on yellowkey   MLS ID: O6410743

    REDUCED by $3,000 (0.8%) on 06/24/2026

    For Sale O6410743 - 1750 EVERGREEN CT, KISSIMMEE, FL 34746 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 1993
    Monthly Fee: $31
       Tax: $5,029 (2025)
    Community: Pleasant Hill Lakes Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,532 (change assumption)
    Mortgage ($2,082) + Fees ($31) + Taxes in 2025 ($419)


    Taxes:$5,029

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1021 GOLFSIDE CT, KISSIMMEE, FL 34741

    $325,000367 Days on yellowkey   MLS ID: O6320634

    For Sale O6320634 - 1021 GOLFSIDE CT, KISSIMMEE, FL 34741 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1659
       Built: 1995   Tax: $1,321 (2024)
    Community: Golfside Unit 1
    Single Family


    Estimated Monthly Payment: $1,891 (change assumption)
    Mortgage ($1,781) + Taxes in 2024 ($110)


    Taxes:$1,321

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 217 OLIVEWOOD CT, KISSIMMEE, FL 34743

    $350,0001 Day on yellowkey   MLS ID: O6417255

    For Sale O6417255 - 217 OLIVEWOOD CT, KISSIMMEE, FL 34743 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1462
       Built: 1989   Tax: $4,755 (2025)
    Community: Buenaventura Lakes Un 10 1St Add
    Single Family


    Estimated Monthly Payment: $2,314 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($396)


    Taxes:$4,755

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Kissimmee Single Family Homes for Sale?

Kissimmee home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Kissimmee . You can use our website to view Multiple Listing Service (MLS) data on Kissimmee single family homes. 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 Kissimmee single family home 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.