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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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  • 959 DERBYSHIRE DR, KISSIMMEE, FL 34758

    $275,90015 Days on yellowkey   MLS ID: O6415208

    For Sale O6415208 - 959 DERBYSHIRE DR, KISSIMMEE, FL 34758 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1614
       Built: 1990
    Monthly Fee: $100
       Tax: $1,840 (2025)
    Community: Poinciana Village 2 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,765 (change assumption)
    Mortgage ($1,512) + Fees ($100) + Taxes in 2025 ($153)


    Taxes:$1,840

    Elementary School: Deerwood Elem (Osceola Cty)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4629 CAVERNS DR, KISSIMMEE, FL 34758

    $300,00047 Days on yellowkey   MLS ID: V4948965

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

    REDUCED by $25,000 (7.7%) on 05/18/2026

    For Sale V4948965 - 4629 CAVERNS DR, KISSIMMEE, FL 34758 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 2009
    Monthly Fee: $69
       Tax: $2,132 (2025)
    Community: Hammock Trails
    Single Family


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,644) + Fees ($69) + Taxes in 2025 ($178)


    Taxes:$2,132

    Elementary School: Sunrise Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Horizon Middle


  • 2249 WYNDHAM PALMS WAY, KISSIMMEE, FL 34747

    $479,00022 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


  • 3014 SERA BELLA WAY, KISSIMMEE, FL 34744

    $515,00023 Days on yellowkey   MLS ID: S5150837

    For Sale S5150837 - 3014 SERA BELLA WAY, KISSIMMEE, FL 34744 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2529
       Built: 2016
    Monthly Fee: $113
       Tax: $713 (2025)
    Community: Sera Bella
    Single Family


    Estimated Monthly Payment: $2,994 (change assumption)
    Mortgage ($2,822) + Fees ($113) + Taxes in 2025 ($59)


    Taxes:$713

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 202 AMESBURY LN, KISSIMMEE, FL 34758

    $299,00016 Days on yellowkey   MLS ID: TB8496400

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

    For Sale TB8496400 - 202 AMESBURY LN, KISSIMMEE, FL 34758 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2847
       Built: 2003
    Monthly Fee: $100
       Tax: $5,164 (2025)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $2,169 (change assumption)
    Mortgage ($1,638) + Fees ($100) + Taxes in 2025 ($430)


    Taxes:$5,164

    Elementary School: Poinciana Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 2437 SHANTI DR, KISSIMMEE, FL 34746

    $1,799,00071 Days on yellowkey   MLS ID: O6397792

    REDUCED by $25,900 (1.4%) on 06/10/2026

    For Sale O6397792 - 2437 SHANTI DR, KISSIMMEE, FL 34746 95 photos

    Bed: 13   Bath: 11.0   Gar: 3
    Liv Area Sq Ft: 5504
       Built: 2023
    Monthly Fee: $397
       Tax: $12,719 (2025)
    Community: Veranda Palms Ph 2B2-2C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,314 (change assumption)
    Mortgage ($9,857) + Fees ($397) + Taxes in 2025 ($1,060)


    Taxes:$12,719

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 548 BIG SIOUX CT, KISSIMMEE, FL 34759

    $304,900117 Days on yellowkey   MLS ID: O6386252

    REDUCED by $5,000 (1.6%) on 06/10/2026

    For Sale O6386252 - 548 BIG SIOUX CT, KISSIMMEE, FL 34759 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2806
       Built: 2006
    Monthly Fee: $90
       Tax: $3,971 (2025)
    Community: Poinciana Nbrhd 06 Village 07
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,671) + Fees ($90) + Taxes in 2025 ($331)


    Taxes:$3,971

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Lake Marion Creek Middle


  • 1718 GOLFVIEW DR, KISSIMMEE, FL 34746

    $415,00097 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

    $499,000145 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


  • 2694 LA ISLA CT, KISSIMMEE, FL 34747

    $515,00041 Days on yellowkey   MLS ID: S5149891

    REDUCED by $5,000 (1.0%) on 06/11/2026

    For Sale S5149891 - 2694 LA ISLA CT, KISSIMMEE, FL 34747 71 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2317
       Built: 2005
    Monthly Fee: $115
       Tax: $6,501 (2025)
    Community: Emerald Island Resort
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,822) + Fees ($115) + Taxes in 2025 ($542)


    Taxes:$6,501

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 221 AQUAMARINE LN, KISSIMMEE, FL 34758

    $312,00043 Days on yellowkey   MLS ID: O6407284

    REDUCED by $7,000 (2.2%) on 06/11/2026

    For Sale O6407284 - 221 AQUAMARINE LN, KISSIMMEE, FL 34758 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1845
       Built: 2022
    Monthly Fee: $85
       Tax: $5,135 (2025)
    Community: Stepping Stone Pod A Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,222 (change assumption)
    Mortgage ($1,710) + Fees ($85) + Taxes in 2025 ($428)


    Taxes:$5,135

    Elementary School: Koa Elementary

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 340 ELDERBERRY CT, KISSIMMEE, FL 34759

    $268,90099 Days on yellowkey   MLS ID: S5145710

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

    REDUCED by $500 (0.2%) on 05/28/2026

    For Sale S5145710 - 340 ELDERBERRY CT, KISSIMMEE, FL 34759 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1263
       Built: 2017
    Monthly Fee: $100
       Tax: $2,489 (2025)
    Community: Poinciana Nbrhd 02 Village 08
    Single Family


    Estimated Monthly Payment: $1,781 (change assumption)
    Mortgage ($1,473) + Fees ($100) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: Bethune Academy

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 1420 EMERALD DR, KISSIMMEE, FL 34744

    $489,000111 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)


  • 4421 REAVES RD, KISSIMMEE, FL 34746

    $2,120,000248 Days on yellowkey   MLS ID: O6353783

    REDUCED by $30,000 (1.4%) on 05/26/2026

    For Sale O6353783 - 4421 REAVES RD, KISSIMMEE, FL 34746 100 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5044
       Built: 1999   Tax: $9,075 (2024)
    Community: Bobbie Jean Acres
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,372 (change assumption)
    Mortgage ($11,616) + Taxes in 2024 ($756)


    Taxes:$9,075

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2620 MEADOW VIEW CT, KISSIMMEE, FL 34746

    $409,999225 Days on yellowkey   MLS ID: R4910195

    0 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $25,001 (5.7%) on 05/04/2026

    For Sale R4910195 - 2620 MEADOW VIEW CT, KISSIMMEE, FL 34746 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2254
       Built: 2003
    Monthly Fee: $312
       Tax: $5,731 (2024)
    Community: Bellalago
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,036 (change assumption)
    Mortgage ($2,247) + Fees ($312) + Taxes in 2024 ($478)


    Taxes:$5,731

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2024

    Middle School: Bellalago Charter Academy (K-8)


  • 1146 BOARDWALK PL, KISSIMMEE, FL 34747

    $390,000513 Days on yellowkey   MLS ID: O6275103

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

    For Sale O6275103 - 1146 BOARDWALK PL, KISSIMMEE, FL 34747 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2023
    Monthly Fee: $94
       Tax: $3,186 (2024)
    Community: Soleil At Westside
    Single Family


    Estimated Monthly Payment: $2,496 (change assumption)
    Mortgage ($2,137) + Fees ($94) + Taxes in 2024 ($266)


    Taxes:$3,186

    Elementary School: None

    High School: Celebration High

    Tax Year: 2024

    Middle School: None


  • 1425 RIVIERA DR, KISSIMMEE, FL 34744

    $944,900111 Days on yellowkey   MLS ID: O6386384

    For Sale O6386384 - 1425 RIVIERA DR, KISSIMMEE, FL 34744 82 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4654
       Built: 2002
    Monthly Fee: $183
       Tax: $7,220 (2025)
    Community: Regal Bay
    Single Family


    Estimated Monthly Payment: $5,962 (change assumption)
    Mortgage ($5,177) + Fees ($183) + Taxes in 2025 ($602)


    Taxes:$7,220

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2324 HALEY CT, KISSIMMEE, FL 34741

    $370,00014 Days on yellowkey   MLS ID: O6414105

    For Sale O6414105 - 2324 HALEY CT, KISSIMMEE, FL 34741 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1973   Tax: $5,224 (2025)
    Community: Renee Terrace Sec 4
    Single Family


    Estimated Monthly Payment: $2,463 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($435)


    Taxes:$5,224

    Elementary School: Highlands Elem

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 498 MARLLO RD, KISSIMMEE, FL 34744

    $640,00058 Days on yellowkey   MLS ID: S5147436

    For Sale S5147436 - 498 MARLLO RD, KISSIMMEE, FL 34744 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1956
       Built: 2026   Tax: $434 (2025)
    Community: Florida Fruit Belt Sales Company No 1
    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($3,507) + Taxes in 2025 ($36)


    Taxes:$434

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 613 BAYPORT DR, KISSIMMEE, FL 34758

    $300,000245 Days on yellowkey   MLS ID: W7880082

    REDUCED by $10,000 (3.2%) on 06/08/2026

    For Sale W7880082 - 613 BAYPORT DR, KISSIMMEE, FL 34758 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1422
       Built: 1989
    Monthly Fee: $85
       Tax: $2,176 (2024)
    Community: Poinciana Village 2 Nbhd 3
    Single Family


    Estimated Monthly Payment: $1,910 (change assumption)
    Mortgage ($1,644) + Fees ($85) + Taxes in 2024 ($181)


    Taxes:$2,176

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.