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Winter Garden Single Family Homes For Sale - 697 homes

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

Location: Winter Garden

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  • 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $488,00020 Days on yellowkey   MLS ID: GC540630

    For Sale GC540630 - 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2016
    Monthly Fee: $164
       Tax: $5,965 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,674) + Fees ($164) + Taxes in 2025 ($497)


    Taxes:$5,965

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13706 WERRINGTON DR, WINTER GARDEN, FL 34787

    $715,000222 Days on yellowkey   MLS ID: S5138020

    For Sale S5138020 - 13706 WERRINGTON DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2022
    Monthly Fee: $192
       Tax: $8,345 (2023)
    Community: Encore At Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,805 (change assumption)
    Mortgage ($3,918) + Fees ($192) + Taxes in 2023 ($695)


    Taxes:$8,345

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,625,000180 Days on yellowkey   MLS ID: O6367956

    1 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $74,000 (4.4%) on 05/14/2026

    For Sale O6367956 - 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4300
       Built: 2020
    Monthly Fee: $360
       Tax: $21,186 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,029 (change assumption)
    Mortgage ($8,904) + Fees ($360) + Taxes in 2025 ($1,766)


    Taxes:$21,186

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $500,00022 Days on yellowkey   MLS ID: O6409675

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6409675 - 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1716
       Built: 1955   Tax: $709 (2025)
    Community: Rep Pt Pleasant Park Sub
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,740) + Taxes in 2025 ($59)


    Taxes:$709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $809,99097 Days on yellowkey   MLS ID: O6389839

    1 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $10,000 (1.2%) on 05/28/2026

    For Sale O6389839 - 11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,854 (change assumption)
    Mortgage ($4,438) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12444 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787

    $599,90021 Days on yellowkey   MLS ID: O6399607

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6399607 - 12444 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2180
       Built: 2005
    Monthly Fee: $68
       Tax: $8,496 (2025)
    Community: Westfield Lakes Ph 04 A-F
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,063 (change assumption)
    Mortgage ($3,287) + Fees ($68) + Taxes in 2025 ($708)


    Taxes:$8,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10301 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $530,00019 Days on yellowkey   MLS ID: O6411527

    For Sale O6411527 - 10301 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2020
    Monthly Fee: $154
       Tax: $7,738 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $3,703 (change assumption)
    Mortgage ($2,904) + Fees ($154) + Taxes in 2024 ($645)


    Taxes:$7,738

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787

    $795,00050 Days on yellowkey   MLS ID: O6402421

    0 Days Off yellowkey (back on 5/20/2026)

    For Sale O6402421 - 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2022
    Monthly Fee: $160
       Tax: $7,294 (2025)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $5,124 (change assumption)
    Mortgage ($4,356) + Fees ($160) + Taxes in 2025 ($608)


    Taxes:$7,294

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16632 POINT ROCK DR, WINTER GARDEN, FL 34787

    $550,000169 Days on yellowkey   MLS ID: OM715702

    0 Days Off yellowkey (back on 5/29/2026)

    SHORT SALE OM715702 - 16632 POINT ROCK DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $281
       Tax: $8,546 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($3,014) + Fees ($281) + Taxes in 2024 ($712)


    Taxes:$8,546

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 243 FLORIDA AVE, WINTER GARDEN, FL 34787

    $335,00032 Days on yellowkey   MLS ID: S5149991

    2 Days Off yellowkey (back on 5/28/2026)

    For Sale S5149991 - 243 FLORIDA AVE, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1100
       Built: 1939   Tax: $2,090 (2025)
    Community: Shadow Lawn L/125 Lot 9 Blk F
    Single Family


    Estimated Monthly Payment: $2,010 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($174)


    Taxes:$2,090

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 276 SUMMER PINE ST, WINTER GARDEN, FL 34787

    $874,000115 Days on yellowkey   MLS ID: O6384565

    REDUCED by $1,000 (0.1%) on 05/28/2026

    For Sale O6384565 - 276 SUMMER PINE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2025
    Monthly Fee: $240
       Tax: $1,914 (2024)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,188 (change assumption)
    Mortgage ($4,789) + Fees ($240) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000277 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,645,000226 Days on yellowkey   MLS ID: O6357233

    REDUCED by $4,000 (0.2%) on 05/28/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,332 (change assumption)
    Mortgage ($9,013) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 2609 SLAGROVE CT, WINTER GARDEN, FL 34787

    $530,000168 Days on yellowkey   MLS ID: O6369515

    REDUCED by $9,000 (1.7%) on 05/28/2026

    For Sale O6369515 - 2609 SLAGROVE CT, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2383
       Built: 2003
    Monthly Fee: $205
       Tax: $4,293 (2024)
    Community: Stoneybrook West Ut 04 Rep 49 121
    Single Family


    Estimated Monthly Payment: $3,467 (change assumption)
    Mortgage ($2,904) + Fees ($205) + Taxes in 2024 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787

    $1,039,00027 Days on yellowkey   MLS ID: O6409038

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale O6409038 - 12469 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3451
       Built: 2004
    Monthly Fee: $85
       Tax: $7,873 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,434 (change assumption)
    Mortgage ($5,693) + Fees ($85) + Taxes in 2025 ($656)


    Taxes:$7,873

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $3,799,00033 Days on yellowkey   MLS ID: O6402896

    For Sale O6402896 - 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5450
       Built: 2022
    Monthly Fee: $69
       Tax: $25,701 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,027 (change assumption)
    Mortgage ($20,816) + Fees ($69) + Taxes in 2025 ($2,142)


    Taxes:$25,701

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $719,000181 Days on yellowkey   MLS ID: O6367937

    REDUCED by $30,000 (4.0%) on 05/28/2026

    For Sale O6367937 - 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2019
    Monthly Fee: $140
       Tax: $5,152 (2024)
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $4,509 (change assumption)
    Mortgage ($3,940) + Fees ($140) + Taxes in 2024 ($429)


    Taxes:$5,152

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,000128 Days on yellowkey   MLS ID: S5143009

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $949,00026 Days on yellowkey   MLS ID: O6409735

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale O6409735 - 638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2005
    Monthly Fee: $85
       Tax: $6,353 (2025)
    Community: Westfield Lakes
    Single Family


    Estimated Monthly Payment: $5,814 (change assumption)
    Mortgage ($5,200) + Fees ($85) + Taxes in 2025 ($529)


    Taxes:$6,353

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,000131 Days on yellowkey   MLS ID: O6376609

    For Sale O6376609 - 14345 WABASSO LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2878
       Built: 2022
    Monthly Fee: $192
       Tax: $10,615 (2025)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $5,104 (change assumption)
    Mortgage ($4,027) + Fees ($192) + Taxes in 2025 ($885)


    Taxes:$10,615

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden 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 Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden 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 Winter Garden 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.