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Winter Garden Single Family Homes For Sale - 707 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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  • 8289 TOPSAIL PL, WINTER GARDEN, FL 34787

    $890,00021 Days on yellowkey   MLS ID: S5151179

    REDUCED by $30,000 (3.3%) on 06/16/2026

    For Sale S5151179 - 8289 TOPSAIL PL, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2755
       Built: 2020
    Monthly Fee: $350
       Tax: $11,564 (2024)
    Community: Lakeshore Preserve Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,190 (change assumption)
    Mortgage ($4,877) + Fees ($350) + Taxes in 2024 ($964)


    Taxes:$11,564

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 113 W DIVISION ST, WINTER GARDEN, FL 34787

    $525,99057 Days on yellowkey   MLS ID: S5148787

    REDUCED by $13,910 (2.6%) on 06/16/2026

    For Sale S5148787 - 113 W DIVISION ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1487
       Built: 1951   Tax: $4,920 (2025)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,882) + Taxes in 2025 ($410)


    Taxes:$4,920

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787

    $556,00099 Days on yellowkey   MLS ID: O6381166

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale O6381166 - 503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2006
    Monthly Fee: $123
       Tax: $3,974 (2024)
    Community: Black Lake Park Ph 01
    Single Family


    Estimated Monthly Payment: $3,501 (change assumption)
    Mortgage ($3,046) + Fees ($123) + Taxes in 2024 ($331)


    Taxes:$3,974

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $819,99022 Days on yellowkey   MLS ID: O6412476

    REDUCED by $10,000 (1.2%) on 06/16/2026

    For Sale O6412476 - 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2026
    Monthly Fee: $96
       Tax: $10,790 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $5,488 (change assumption)
    Mortgage ($4,493) + Fees ($96) + Taxes in 2026 ($899)


    Taxes:$10,790

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 13856 GLYNSHEL DR, WINTER GARDEN, FL 34787

    $850,0009 Days on yellowkey   MLS ID: O6416757

    For Sale O6416757 - 13856 GLYNSHEL DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3538
       Built: 2003
    Monthly Fee: $167
       Tax: $11,261 (2025)
    Community: Glynwood
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,763 (change assumption)
    Mortgage ($4,657) + Fees ($167) + Taxes in 2025 ($938)


    Taxes:$11,261

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13843 LANYARD WAY, WINTER GARDEN, FL 34787

    $619,00024 Days on yellowkey   MLS ID: O6412130

    REDUCED by $29,000 (4.5%) on 06/16/2026

    For Sale O6412130 - 13843 LANYARD WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2568
       Built: 2022
    Monthly Fee: $225
       Tax: $9,717 (2025)
    Community: Encore/Ovation Ph 3
    Single Family


    Estimated Monthly Payment: $4,426 (change assumption)
    Mortgage ($3,392) + Fees ($225) + Taxes in 2025 ($810)


    Taxes:$9,717

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14902 ARRENA RD, WINTER GARDEN, FL 34787

    $638,000614 Days on yellowkey   MLS ID: O6248982

    REDUCED by $10,000 (1.5%) on 06/16/2026

    For Sale O6248982 - 14902 ARRENA RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3392
       Built: 2001   Tax: $7,754 (2023)
    Community: Arrowhead Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,496) + Taxes in 2023 ($646)


    Taxes:$7,754

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 6334 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $913,3139 Days on yellowkey   MLS ID: G5113852

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale G5113852 - 6334 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 49 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3543
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,179 (change assumption)
    Mortgage ($5,004) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 519 TEAGARDEN CT, WINTER GARDEN, FL 34787

    $898,0009 Days on yellowkey   MLS ID: O6416709

    For Sale O6416709 - 519 TEAGARDEN CT, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2002
    Monthly Fee: $30
       Tax: $3,496 (2025)
    Community: Teacup Spgs Cove
    Single Family


    Estimated Monthly Payment: $5,242 (change assumption)
    Mortgage ($4,920) + Fees ($30) + Taxes in 2025 ($291)


    Taxes:$3,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15154 TEA TREE DR, WINTER GARDEN, FL 34787

    $994,7339 Days on yellowkey   MLS ID: G5113803

    For Sale G5113803 - 15154 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3839
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,625 (change assumption)
    Mortgage ($5,450) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $880,0009 Days on yellowkey   MLS ID: O6416354

    For Sale O6416354 - 14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2876
       Built: 2017
    Monthly Fee: $187
       Tax: $11,232 (2025)
    Community: Orchard Hills Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,945 (change assumption)
    Mortgage ($4,822) + Fees ($187) + Taxes in 2025 ($936)


    Taxes:$11,232

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 925 EASLEY AVE, WINTER GARDEN, FL 34787

    $1,175,0009 Days on yellowkey   MLS ID: O6412977

    For Sale O6412977 - 925 EASLEY AVE, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2667
       Built: 2016
    Monthly Fee: $208
       Tax: $12,692 (2025)
    Community: Oakland Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,704 (change assumption)
    Mortgage ($6,438) + Fees ($208) + Taxes in 2025 ($1,058)


    Taxes:$12,692

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15160 TEA TREE DR, WINTER GARDEN, FL 34787

    $879,80611 Days on yellowkey   MLS ID: G5113740

    For Sale G5113740 - 15160 TEA TREE DR, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,971 (change assumption)
    Mortgage ($4,821) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14241 SUNRIDGE BLVD, WINTER GARDEN, FL 34787

    $749,80012 Days on yellowkey   MLS ID: O6416383

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6416383 - 14241 SUNRIDGE BLVD, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2952
       Built: 2019
    Monthly Fee: $75
       Tax: $4,240 (2025)
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $4,537 (change assumption)
    Mortgage ($4,108) + Fees ($75) + Taxes in 2025 ($353)


    Taxes:$4,240

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 902 JOHNS POINT DR, WINTER GARDEN, FL 34787

    $1,799,00019 Days on yellowkey   MLS ID: O6412933

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6412933 - 902 JOHNS POINT DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4085
       Built: 2002
    Monthly Fee: $173
       Tax: $20,547 (2025)
    Community: Johns Cove 43/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,743 (change assumption)
    Mortgage ($9,857) + Fees ($173) + Taxes in 2025 ($1,712)


    Taxes:$20,547

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $929,00067 Days on yellowkey   MLS ID: O6400451

    REDUCED by $103,000 (10.0%) on 06/15/2026

    For Sale O6400451 - 12928 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3626
       Built: 2026
    Monthly Fee: $80
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,364 (change assumption)
    Mortgage ($5,090) + Fees ($80) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $610,00027 Days on yellowkey   MLS ID: O6411397

    For Sale O6411397 - 7542 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2638
       Built: 2018
    Monthly Fee: $157
       Tax: $7,469 (2025)
    Community: Panther View 40
    Single Family


    Estimated Monthly Payment: $4,122 (change assumption)
    Mortgage ($3,342) + Fees ($157) + Taxes in 2025 ($622)


    Taxes:$7,469

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787

    $850,00027 Days on yellowkey   MLS ID: G5112878

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale G5112878 - 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2018
    Monthly Fee: $215
       Tax: $11,383 (2025)
    Community: Waterside
    Single Family


    Estimated Monthly Payment: $5,821 (change assumption)
    Mortgage ($4,657) + Fees ($215) + Taxes in 2025 ($949)


    Taxes:$11,383

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15336 FIRELIGHT DR, WINTER GARDEN, FL 34787

    $585,00014 Days on yellowkey   MLS ID: G5113550

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale G5113550 - 15336 FIRELIGHT DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2242
       Built: 2007
    Monthly Fee: $167
       Tax: $4,649 (2025)
    Community: Belle Meade Ph 2
    Single Family


    Estimated Monthly Payment: $3,760 (change assumption)
    Mortgage ($3,205) + Fees ($167) + Taxes in 2025 ($387)


    Taxes:$4,649

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $549,990111 Days on yellowkey   MLS ID: O6387508

    For Sale O6387508 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $108
       Tax: $6,865 (2024)
    Community: Storey Grove Ph 2
    Single Family


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($3,014) + Fees ($108) + Taxes in 2024 ($572)


    Taxes:$6,865

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring 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.