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Winter Garden Single Family Homes For Sale - 569 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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  • 17588 LAKE STAR RD, WINTER GARDEN, FL 34787

    $1,185,00045 Days on yellowkey   MLS ID: O6387269

    REDUCED by $10,000 (0.8%) on 04/25/2026

    For Sale O6387269 - 17588 LAKE STAR RD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2024
    Monthly Fee: $84
       Tax: $3,806 (2024)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,894 (change assumption)
    Mortgage ($6,493) + Fees ($84) + Taxes in 2024 ($317)


    Taxes:$3,806

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 636 S PARK AVE, WINTER GARDEN, FL 34787

    $298,9008 Days on yellowkey   MLS ID: O6400433

    3 Days Off yellowkey (back on 4/25/2026)

    For Sale O6400433 - 636 S PARK AVE, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 1272
       Built: 1953   Tax: $3,751 (2025)
    Community: Burchshire
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($313)


    Taxes:$3,751

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $700,00030 Days on yellowkey   MLS ID: O6394429

    For Sale O6394429 - 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2383
       Built: 2017
    Monthly Fee: $118
       Tax: $5,959 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,450 (change assumption)
    Mortgage ($3,836) + Fees ($118) + Taxes in 2025 ($497)


    Taxes:$5,959

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $780,0003 Days on yellowkey   MLS ID: O6401941

    For Sale O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3284
       Built: 2023
    Monthly Fee: $221
       Tax: $9,107 (2025)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,254 (change assumption)
    Mortgage ($4,274) + Fees ($221) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16197 WIND VIEW LN, WINTER GARDEN, FL 34787

    $535,00017 Days on yellowkey   MLS ID: O6397229

    For Sale O6397229 - 16197 WIND VIEW LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2016
    Monthly Fee: $332
       Tax: $7,677 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,903 (change assumption)
    Mortgage ($2,931) + Fees ($332) + Taxes in 2025 ($640)


    Taxes:$7,677

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,0003 Days on yellowkey   MLS ID: O6401040

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,317,00027 Days on yellowkey   MLS ID: O6394059

    REDUCED by $20,000 (1.5%) on 04/25/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $188
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,896 (change assumption)
    Mortgage ($7,216) + Fees ($188) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $688,32445 Days on yellowkey   MLS ID: G5109477

    For Sale G5109477 - 17054 HAGGERTY HOLLOW 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: $3,922 (change assumption)
    Mortgage ($3,772) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $885,000149 Days on yellowkey   MLS ID: S5139203

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2049
       Built: 2023
    Monthly Fee: $545
       Tax: $1,939 (2023)
    Community: Del Webb Oasis Phase 2
    Single Family


    Estimated Monthly Payment: $5,556 (change assumption)
    Mortgage ($4,849) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,000316 Days on yellowkey   MLS ID: S5129072

    For Sale S5129072 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $172
       Tax: $10,554 (2024)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,777 (change assumption)
    Mortgage ($3,726) + Fees ($172) + Taxes in 2024 ($880)


    Taxes:$10,554

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787

    $555,00020 Days on yellowkey   MLS ID: S5145002

    For Sale S5145002 - 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2189
       Built: 2000
    Monthly Fee: $44
       Tax: $4,217 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $3,436 (change assumption)
    Mortgage ($3,041) + Fees ($44) + Taxes in 2025 ($351)


    Taxes:$4,217

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $535,00025 Days on yellowkey   MLS ID: O6395079

    REDUCED by $10,000 (1.8%) on 04/17/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,502 (change assumption)
    Mortgage ($2,931) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $669,0003 Days on yellowkey   MLS ID: O6401397

    For Sale O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2017
    Monthly Fee: $115
       Tax: $9,241 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,551 (change assumption)
    Mortgage ($3,666) + Fees ($115) + Taxes in 2025 ($770)


    Taxes:$9,241

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,0009 Days on yellowkey   MLS ID: O6399528

    For Sale O6399528 - 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2927
       Built: 2024
    Monthly Fee: $229
       Tax: $9,705 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,709 (change assumption)
    Mortgage ($3,671) + Fees ($229) + Taxes in 2025 ($809)


    Taxes:$9,705

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,0006 Days on yellowkey   MLS ID: O6400235

    For Sale O6400235 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $229
       Tax: $9,784 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,715 (change assumption)
    Mortgage ($3,671) + Fees ($229) + Taxes in 2025 ($815)


    Taxes:$9,784

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $699,0009 Days on yellowkey   MLS ID: O6400102

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2020
    Monthly Fee: $152
       Tax: $10,520 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,859 (change assumption)
    Mortgage ($3,830) + Fees ($152) + Taxes in 2025 ($877)


    Taxes:$10,520

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787

    $799,00010 Days on yellowkey   MLS ID: O6399638

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6399638 - 15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2808
       Built: 2026
    Monthly Fee: $544
       Tax: $545 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,967 (change assumption)
    Mortgage ($4,378) + Fees ($544) + Taxes in 2025 ($45)


    Taxes:$545

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $846,00011 Days on yellowkey   MLS ID: O6399529

    For Sale O6399529 - 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1943
       Built: 2022
    Monthly Fee: $534
       Tax: $10,109 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,012 (change assumption)
    Mortgage ($4,636) + Fees ($534) + Taxes in 2025 ($842)


    Taxes:$10,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15524 AVIATION ALY, WINTER GARDEN, FL 34787

    $570,00015 Days on yellowkey   MLS ID: O6398331

    INCREASED by $100 (0.0%) on 04/22/2026

    For Sale O6398331 - 15524 AVIATION ALY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2414
       Built: 2015
    Monthly Fee: $328
       Tax: $8,711 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Single Family


    Estimated Monthly Payment: $4,177 (change assumption)
    Mortgage ($3,123) + Fees ($328) + Taxes in 2025 ($726)


    Taxes:$8,711

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787

    $849,99027 Days on yellowkey   MLS ID: O6394850

    For Sale O6394850 - 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787 1 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: $4,753 (change assumption)
    Mortgage ($4,657) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None




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.