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Kissimmee Single Family Homes For Sale - 1994 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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  • 2540 WINNERS CIR, KISSIMMEE, FL 34744

    $699,000103 Days on yellowkey   MLS ID: O6382446

    REDUCED by $26,000 (3.6%) on 05/28/2026

    For Sale O6382446 - 2540 WINNERS CIR, KISSIMMEE, FL 34744 54 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3246
       Built: 2000   Tax: $3,688 (2025)
    Community: Winners Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,137 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2025

    Middle School: Neptune Middle (6-8)


  • 115 TOLUCA DR, KISSIMMEE, FL 34743

    $340,000134 Days on yellowkey   MLS ID: S5142086

    For Sale S5142086 - 115 TOLUCA DR, KISSIMMEE, FL 34743 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1175
       Built: 1982   Tax: $4,494 (2025)
    Community: Bvl Unit 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,237 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($374)


    Taxes:$4,494

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4865 KINGSTON CIR, KISSIMMEE, FL 34746

    $345,00043 Days on yellowkey   MLS ID: O6400817

    REDUCED by $10,000 (2.8%) on 05/30/2026

    For Sale O6400817 - 4865 KINGSTON CIR, KISSIMMEE, FL 34746 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1502
       Built: 1990
    Monthly Fee: $38
       Tax: $4,220 (2024)
    Community: Montego Bay
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,280 (change assumption)
    Mortgage ($1,890) + Fees ($38) + Taxes in 2024 ($352)


    Taxes:$4,220

    Elementary School: Celebration K-8

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Celebration K-8


  • 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746

    $297,00019 Days on yellowkey   MLS ID: S5149467

    For Sale S5149467 - 3621 WEATHERFIELD DR, KISSIMMEE, FL 34746 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 2005
    Monthly Fee: $205
       Tax: $4,660 (2025)
    Community: Bellalago Ph 3M
    Single Family


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($1,627) + Fees ($205) + Taxes in 2025 ($388)


    Taxes:$4,660

    Elementary School: Bellalago Charter Academy (K-8)

    High School: Liberty High

    Tax Year: 2025

    Middle School: Bellalago Charter Academy (K-8)


  • 3463 FOREST RIDGE LN, KISSIMMEE, FL 34741

    $600,00021 Days on yellowkey   MLS ID: O6407190

    For Sale O6407190 - 3463 FOREST RIDGE LN, KISSIMMEE, FL 34741 61 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3807
       Built: 2003
    Monthly Fee: $80
       Tax: $8,939 (2025)
    Community: Crestwood Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,288) + Fees ($80) + Taxes in 2025 ($745)


    Taxes:$8,939

    Elementary School: Floral Ridge Elementary

    High School: Osceola High School

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744

    $585,00022 Days on yellowkey   MLS ID: S5149687

    For Sale S5149687 - 831 NEPTUNE POINTE LN, KISSIMMEE, FL 34744 45 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3609
       Built: 2005
    Monthly Fee: $79
       Tax: $2,354 (2025)
    Community: Neptune Pointe
    Single Family


    Estimated Monthly Payment: $3,481 (change assumption)
    Mortgage ($3,205) + Fees ($79) + Taxes in 2025 ($196)


    Taxes:$2,354

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 532 GENOA DR, KISSIMMEE, FL 34759

    $240,00025 Days on yellowkey   MLS ID: O6406143

    REDUCED by $15,000 (5.9%) on 05/20/2026

    For Sale O6406143 - 532 GENOA DR, KISSIMMEE, FL 34759 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2006
    Monthly Fee: $441
       Tax: $2,781 (2025)
    Community: Solivita Ph 06A
    Single Family


    Estimated Monthly Payment: $1,988 (change assumption)
    Mortgage ($1,315) + Fees ($441) + Taxes in 2025 ($232)


    Taxes:$2,781

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2331 W OAK ST, KISSIMMEE, FL 34741

    $335,00034 Days on yellowkey   MLS ID: O6403087

    For Sale O6403087 - 2331 W OAK ST, KISSIMMEE, FL 34741 34 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1335
       Built: 1956   Tax: $4,265 (2025)
    Community: Orange Gardens Sec 1
    Single Family


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($355)


    Taxes:$4,265

    Elementary School: Thacker Avenue Elem (K 5)

    High School: Osceola County School for Arts

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 237 STRATHMORE CIR, KISSIMMEE, FL 34744

    $435,00029 Days on yellowkey   MLS ID: O6403214

    For Sale O6403214 - 237 STRATHMORE CIR, KISSIMMEE, FL 34744 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1999
    Monthly Fee: $18
       Tax: $4,632 (2025)
    Community: Remington Ph 1 Tr B
    Single Family


    Estimated Monthly Payment: $2,787 (change assumption)
    Mortgage ($2,384) + Fees ($18) + Taxes in 2025 ($386)


    Taxes:$4,632

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1720 FULFILLMENT DR, KISSIMMEE, FL 34744

    $400,00040 Days on yellowkey   MLS ID: O6401021

    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)


  • 2770 SWOOP CIR, KISSIMMEE, FL 34741

    $799,99989 Days on yellowkey   MLS ID: S5145153

    REDUCED by $50,000 (5.9%) on 04/15/2026

    For Sale S5145153 - 2770 SWOOP CIR, KISSIMMEE, FL 34741 39 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2470
       Built: 2007
    Monthly Fee: $215
       Tax: $5,362 (2025)
    Community: Avilla
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,045 (change assumption)
    Mortgage ($4,383) + Fees ($215) + Taxes in 2025 ($447)


    Taxes:$5,362

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744

    $440,00061 Days on yellowkey   MLS ID: O6395467

    For Sale O6395467 - 1807 GOOD NEIGHBOR LOOP, KISSIMMEE, FL 34744 32 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2022
    Monthly Fee: $30
       Tax: $1,907 (2025)
    Community: Tohoqua Ph 2
    Single Family


    Estimated Monthly Payment: $2,600 (change assumption)
    Mortgage ($2,411) + Fees ($30) + Taxes in 2025 ($159)


    Taxes:$1,907

    Elementary School: None

    High School: Gateway High School (9 12)

    Tax Year: 2025

    Middle School: None


  • 853 FRANCONVILLE CT, KISSIMMEE, FL 34759

    $269,90083 Days on yellowkey   MLS ID: O6389704

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

    REDUCED by $5,000 (1.8%) on 04/15/2026

    For Sale O6389704 - 853 FRANCONVILLE CT, KISSIMMEE, FL 34759 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1825
       Built: 2005
    Monthly Fee: $100
       Tax: $4,289 (2025)
    Community: Poinciana Village 5 Nbhd 1
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,479) + Fees ($100) + Taxes in 2025 ($357)


    Taxes:$4,289

    Elementary School: Chestnut Elem

    High School: Liberty High

    Tax Year: 2025

    Middle School: Discovery Intermediate


  • 4526 NARRATIVE LN, KISSIMMEE, FL 34746

    $825,000125 Days on yellowkey   MLS ID: O6377559

    REDUCED by $50,000 (5.7%) on 04/25/2026

    For Sale O6377559 - 4526 NARRATIVE LN, KISSIMMEE, FL 34746 96 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2020
    Monthly Fee: $564
       Tax: $13,352 (2024)
    Community: Cove/Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,197 (change assumption)
    Mortgage ($4,520) + Fees ($564) + Taxes in 2024 ($1,113)


    Taxes:$13,352

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 4429 SHIVA LOOP, KISSIMMEE, FL 34746

    $629,000208 Days on yellowkey   MLS ID: O6358756

    For Sale O6358756 - 4429 SHIVA LOOP, KISSIMMEE, FL 34746 64 photos

    Bed: 8   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 3565
       Built: 2017
    Monthly Fee: $397

    Community: Veranda Palms Ph 2A
    Single Family


    Estimated Monthly Payment: $3,843 (change assumption)
    Mortgage ($3,446) + Fees ($397) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744

    $474,999336 Days on yellowkey   MLS ID: S5130069

    REDUCED by $14,001 (2.9%) on 05/26/2026

    For Sale S5130069 - 2823 SAIL BREEZE WAY, KISSIMMEE, FL 34744 50 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2251
       Built: 2012
    Monthly Fee: $112
       Tax: $4,907 (2024)
    Community: North Point Ph 1A
    Single Family


    Estimated Monthly Payment: $3,124 (change assumption)
    Mortgage ($2,603) + Fees ($112) + Taxes in 2024 ($409)


    Taxes:$4,907

    Elementary School: East Lake Elem

    High School: Tohopekaliga High School

    Tax Year: 2024

    Middle School: Narcoossee Middle


  • 8900 PRAGUE WAY, KISSIMMEE, FL 34747

    $579,000313 Days on yellowkey   MLS ID: O6329265

    REDUCED by $11,000 (1.9%) on 05/20/2026

    For Sale O6329265 - 8900 PRAGUE WAY, KISSIMMEE, FL 34747 37 photos

    Bed: 7   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3314
       Built: 2019
    Monthly Fee: $587
       Tax: $9,677 (2024)
    Community: Windsor At Westside Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,566 (change assumption)
    Mortgage ($3,173) + Fees ($587) + Taxes in 2024 ($806)


    Taxes:$9,677

    Elementary School: Westside K-8

    High School: Celebration High

    Tax Year: 2024

    Middle School: West Side


  • 2748 BOOKMARK DR, KISSIMMEE, FL 34746

    $649,000220 Days on yellowkey   MLS ID: O6355089

    For Sale O6355089 - 2748 BOOKMARK DR, KISSIMMEE, FL 34746 41 photos

    Bed: 6   Bath: 5.0   Gar: 1
    Liv Area Sq Ft: 3343
       Built: 2019
    Monthly Fee: $248
       Tax: $11,764 (2024)
    Community: Cove At Storey Lake Ii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,784 (change assumption)
    Mortgage ($3,556) + Fees ($248) + Taxes in 2024 ($980)


    Taxes:$11,764

    Elementary School: Floral Ridge Elementary

    High School: Poinciana High School

    Tax Year: 2024

    Middle School: Kissimmee Middle


  • 2726 OXYMORON WAY, KISSIMMEE, FL 34746

    $968,000193 Days on yellowkey   MLS ID: O6361612

    For Sale O6361612 - 2726 OXYMORON WAY, KISSIMMEE, FL 34746 65 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2022
    Monthly Fee: $259
       Tax: $13,735 (2025)
    Community: Cove At Storey Lake 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,708 (change assumption)
    Mortgage ($5,304) + Fees ($259) + Taxes in 2025 ($1,145)


    Taxes:$13,735

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2025

    Middle School: Kissimmee Middle


  • 2766 OXYMORON WAY, KISSIMMEE, FL 34746

    $895,000196 Days on yellowkey   MLS ID: O6361628

    For Sale O6361628 - 2766 OXYMORON WAY, KISSIMMEE, FL 34746 57 photos

    Bed: 8   Bath: 5.0
    Liv Area Sq Ft: 4289
       Built: 2021
    Monthly Fee: $259
       Tax: $12,985 (2024)
    Community: Cove At Storey Lake Iii
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,245 (change assumption)
    Mortgage ($4,904) + Fees ($259) + Taxes in 2024 ($1,082)


    Taxes:$12,985

    Elementary School: Floral Ridge Elementary

    High School: Celebration High

    Tax Year: 2024

    Middle School: Kissimmee Middle




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.