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Winter Garden Single Family Homes For Sale - 713 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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  • 14102 LOCHEND WAY, WINTER GARDEN, FL 34787

    $935,00017 Days on yellowkey   MLS ID: O6411646

    REDUCED by $43,800 (4.5%) on 06/19/2026

    For Sale O6411646 - 14102 LOCHEND WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3606
       Built: 2024
    Monthly Fee: $77
       Tax: $11,605 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $6,167 (change assumption)
    Mortgage ($5,123) + Fees ($77) + Taxes in 2025 ($967)


    Taxes:$11,605

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $675,0002 Days on yellowkey   MLS ID: O6416033

    For Sale O6416033 - 14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2019
    Monthly Fee: $180
       Tax: $9,815 (2025)
    Community: Bradford Creek
    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($3,699) + Fees ($180) + Taxes in 2025 ($818)


    Taxes:$9,815

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787

    $764,99082 Days on yellowkey   MLS ID: O6394850

    1 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $5,000 (0.6%) on 06/16/2026

    For Sale O6394850 - 12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,288 (change assumption)
    Mortgage ($4,192) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 9606 WOODCRANE DR, WINTER GARDEN, FL 34787

    $525,00029 Days on yellowkey   MLS ID: O6410113

    For Sale O6410113 - 9606 WOODCRANE DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2017
    Monthly Fee: $164
       Tax: $5,079 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($423)


    Taxes:$5,079

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787

    $515,0002 Days on yellowkey   MLS ID: O6417527

    For Sale O6417527 - 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2005
    Monthly Fee: $53
       Tax: $4,251 (2025)
    Community: Chapin Station
    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,822) + Fees ($53) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1610 BEULAH RD, WINTER GARDEN, FL 34787

    $450,0001 Day on yellowkey   MLS ID: O6418153

    For Sale O6418153 - 1610 BEULAH RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 1998
    Monthly Fee: $44
       Tax: $2,189 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $2,692 (change assumption)
    Mortgage ($2,466) + Fees ($44) + Taxes in 2025 ($182)


    Taxes:$2,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787

    $679,0002 Days on yellowkey   MLS ID: O6417697

    For Sale O6417697 - 2022 BOSS HEWETT ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2022
    Monthly Fee: $171
       Tax: $7,948 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $4,554 (change assumption)
    Mortgage ($3,720) + Fees ($171) + Taxes in 2025 ($662)


    Taxes:$7,948

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13092 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787

    $850,0002 Days on yellowkey   MLS ID: O6417386

    For Sale O6417386 - 13092 SUNRISE HARVEST DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2993
       Built: 2024
    Monthly Fee: $140
       Tax: $9,934 (2025)
    Community: Harvest/Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,625 (change assumption)
    Mortgage ($4,657) + Fees ($140) + Taxes in 2025 ($828)


    Taxes:$9,934

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15591 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $1,395,0002 Days on yellowkey   MLS ID: O6416459

    For Sale O6416459 - 15591 PANTHER LAKE DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3932
       Built: 2017
    Monthly Fee: $431
       Tax: $11,631 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $9,044 (change assumption)
    Mortgage ($7,644) + Fees ($431) + Taxes in 2025 ($969)


    Taxes:$11,631

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $824,9009 Days on yellowkey   MLS ID: O6416065

    REDUCED by $50,000 (5.7%) on 06/19/2026

    For Sale O6416065 - 15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 43 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4042
       Built: 2016
    Monthly Fee: $180
       Tax: $552 (2024)
    Community: Signature Lakes Ph 3B-4
    Single Family


    Estimated Monthly Payment: $4,746 (change assumption)
    Mortgage ($4,520) + Fees ($180) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $559,9904 Days on yellowkey   MLS ID: G5113926

    For Sale G5113926 - 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($3,068) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1219 SADDLEBACK DR, WINTER GARDEN, FL 34787

    $1,050,00015 Days on yellowkey   MLS ID: O6412381

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale O6412381 - 1219 SADDLEBACK DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2667
       Built: 2022
    Monthly Fee: $215
       Tax: $11,474 (2025)
    Community: Oakland Parkb-1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,924 (change assumption)
    Mortgage ($5,753) + Fees ($215) + Taxes in 2025 ($956)


    Taxes:$11,474

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 121 W MAPLE ST, WINTER GARDEN, FL 34787

    $1,725,0003 Days on yellowkey   MLS ID: O6417649

    For Sale O6417649 - 121 W MAPLE ST, WINTER GARDEN, FL 34787 99 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3243
       Built: 1999   Tax: $10,572 (2025)
    Community: G T Smith Sub 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,333 (change assumption)
    Mortgage ($9,452) + Taxes in 2025 ($881)


    Taxes:$10,572

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $592,000100 Days on yellowkey   MLS ID: O6389532

    REDUCED by $17,900 (2.9%) on 06/15/2026

    For Sale O6389532 - 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $2,162 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($3,244) + Fees ($96) + Taxes in 2024 ($180)


    Taxes:$2,162

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $721,8203 Days on yellowkey   MLS ID: G5113973

    For Sale G5113973 - 17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,105 (change assumption)
    Mortgage ($3,955) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $568,1913 Days on yellowkey   MLS ID: G5113971

    For Sale G5113971 - 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($3,113) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00031 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00053 Days on yellowkey   MLS ID: O6402876

    REDUCED by $2,000 (0.3%) on 05/06/2026

    For Sale O6402876 - 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,973) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787

    $520,00024 Days on yellowkey   MLS ID: S5150723

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale S5150723 - 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2019
    Monthly Fee: $105
       Tax: $8,301 (2025)
    Community: Oakland Trails Ph 2
    Single Family


    Estimated Monthly Payment: $3,646 (change assumption)
    Mortgage ($2,849) + Fees ($105) + Taxes in 2025 ($692)


    Taxes:$8,301

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 231 DOE RUN DR, WINTER GARDEN, FL 34787

    $500,00021 Days on yellowkey   MLS ID: O6412284

    For Sale O6412284 - 231 DOE RUN DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2006
    Monthly Fee: $57
       Tax: $3,202 (2025)
    Community: Deerfield Place A-G
    Single Family


    Estimated Monthly Payment: $3,063 (change assumption)
    Mortgage ($2,740) + Fees ($57) + Taxes in 2025 ($267)


    Taxes:$3,202

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.