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Winter Garden Homes For Sale & Real Estate - 979 homes

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

Location: Winter Garden

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  • 1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787

    $339,500155 Days on yellowkey   MLS ID: S5143993

    REDUCED by $5,500 (1.6%) on 06/30/2026

    For Sale S5143993 - 1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1544
       Built: 2012
    Monthly Fee: $282
       Tax: $3,423 (2024)
    Community: Tucker Oaks
    Townhouse


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($1,860) + Fees ($282) + Taxes in 2024 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5330 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $579,00021 Days on yellowkey   MLS ID: O6420269

    1 Days Off yellowkey (back on 7/16/2026)

    For Sale O6420269 - 5330 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2022
    Monthly Fee: $160
       Tax: $7,489 (2025)
    Community: Lakeside At Hamlin
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,173) + Fees ($160) + Taxes in 2025 ($624)


    Taxes:$7,489

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 338 WINDFORD CT, WINTER GARDEN, FL 34787

    $330,00050 Days on yellowkey   MLS ID: O6413058

    For Sale O6413058 - 338 WINDFORD CT, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1996
    Monthly Fee: $40
       Tax: $2,089 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,022 (change assumption)
    Mortgage ($1,808) + Fees ($40) + Taxes in 2025 ($174)


    Taxes:$2,089

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 4004 REX DR, WINTER GARDEN, FL 34787

    $2,790,000110 Days on yellowkey   MLS ID: O6395737

    REDUCED by $110,000 (3.8%) on 07/16/2026

    For Sale O6395737 - 4004 REX DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1804
       Built: 1971   Tax: $3,688 (2025)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $15,595 (change assumption)
    Mortgage ($15,287) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13361 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $859,90023 Days on yellowkey   MLS ID: O6419110

    REDUCED by $10,000 (1.1%) on 07/16/2026

    For Sale O6419110 - 13361 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3172
       Built: 2023
    Monthly Fee: $642
       Tax: $8,700 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $6,079 (change assumption)
    Mortgage ($4,712) + Fees ($642) + Taxes in 2025 ($725)


    Taxes:$8,700

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17379 CHANNEL WAY, WINTER GARDEN, FL 34787

    $658,00049 Days on yellowkey   MLS ID: O6412749

    REDUCED by $10,000 (1.5%) on 07/16/2026

    For Sale O6412749 - 17379 CHANNEL WAY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2782
       Built: 2019
    Monthly Fee: $215
       Tax: $9,049 (2025)
    Community: Waterside At Johns Lake
    Single Family


    Estimated Monthly Payment: $4,574 (change assumption)
    Mortgage ($3,605) + Fees ($215) + Taxes in 2025 ($754)


    Taxes:$9,049

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13184 DENDY WAY, WINTER GARDEN, FL 34787

    $664,000145 Days on yellowkey   MLS ID: O6384386

    For Sale O6384386 - 13184 DENDY WAY, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2211
       Built: 2025
    Monthly Fee: $139
       Tax: $2,677 (2025)
    Community: Horizon Isle
    Single Family


    Estimated Monthly Payment: $4,000 (change assumption)
    Mortgage ($3,638) + Fees ($139) + Taxes in 2025 ($223)


    Taxes:$2,677

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $530,000100 Days on yellowkey   MLS ID: O6398754

    1 Days Off yellowkey (back on 7/16/2026)

    REDUCED by $49,999 (8.6%) on 07/10/2026

    For Sale O6398754 - 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,904) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,990118 Days on yellowkey   MLS ID: O6393877

    4 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $589,00044 Days on yellowkey   MLS ID: O6414996

    REDUCED by $6,000 (1.0%) on 07/16/2026

    For Sale O6414996 - 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $8,683 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,047 (change assumption)
    Mortgage ($3,227) + Fees ($96) + Taxes in 2025 ($724)


    Taxes:$8,683

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1743 FULLERS OAK LOOP, WINTER GARDEN, FL 34787

    $689,00025 Days on yellowkey   MLS ID: O6419299

    0 Days Off yellowkey (back on 7/16/2026)

    For Sale O6419299 - 1743 FULLERS OAK LOOP, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2536
       Built: 2017
    Monthly Fee: $251
       Tax: $5,698 (2025)
    Community: Fullers Oak
    Single Family


    Estimated Monthly Payment: $4,501 (change assumption)
    Mortgage ($3,775) + Fees ($251) + Taxes in 2025 ($475)


    Taxes:$5,698

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11899 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $743,2718 Days on yellowkey   MLS ID: O6425088

    1 Days Off yellowkey (back on 7/16/2026)

    INCREASED by $1,935 (0.3%) on 07/15/2026

    For Sale O6425088 - 11899 SHINE VIEW LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,446 (change assumption)
    Mortgage ($4,073) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1701 E BAY ST, WINTER GARDEN, FL 34787

    $289,00046 Days on yellowkey   MLS ID: O6413973

    REDUCED by $6,000 (2.0%) on 07/16/2026

    For Sale O6413973 - 1701 E BAY ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 825
       Built: 1950   Tax: $2,560 (2025)
    Community: Joe Louis Park First Add
    Single Family


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,584) + Taxes in 2025 ($213)


    Taxes:$2,560

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $589,990246 Days on yellowkey   MLS ID: O6361583

    1 Days Off yellowkey (back on 7/16/2026)

    REDUCED by $10,000 (1.7%) on 07/03/2026

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,588 (change assumption)
    Mortgage ($3,233) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14931 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $799,0009 Days on yellowkey   MLS ID: O6422754

    For Sale O6422754 - 14931 LEBEAU LOOP, WINTER GARDEN, FL 34787 87 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2022
    Monthly Fee: $102
       Tax: $7,409 (2025)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $5,097 (change assumption)
    Mortgage ($4,378) + Fees ($102) + Taxes in 2025 ($617)


    Taxes:$7,409

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6221 ARGENT WOOD DR, WINTER GARDEN, FL 34787

    $930,000135 Days on yellowkey   MLS ID: O6388355

    0 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $66,000 (6.6%) on 05/11/2026

    For Sale O6388355 - 6221 ARGENT WOOD DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3878
       Built: 2025
    Monthly Fee: $55
       Tax: $1,647 (2024)
    Community: Silverleaf Oaks
    Single Family


    Estimated Monthly Payment: $5,288 (change assumption)
    Mortgage ($5,096) + Fees ($55) + Taxes in 2024 ($137)


    Taxes:$1,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6843 POINT HANCOCK DR, WINTER GARDEN, FL 34787

    $435,00020 Days on yellowkey   MLS ID: G5114589

    0 Days Off yellowkey (back on 7/16/2026)

    For Sale G5114589 - 6843 POINT HANCOCK DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2013
    Monthly Fee: $195
       Tax: $6,895 (2025)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,153 (change assumption)
    Mortgage ($2,384) + Fees ($195) + Taxes in 2025 ($575)


    Taxes:$6,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787

    $579,000174 Days on yellowkey   MLS ID: O6376887

    4 Days Off yellowkey (back on 7/16/2026)

    For Sale O6376887 - 5121 PASSION FLOWER WAY, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2025
    Monthly Fee: $148
       Tax: $2,349 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($3,173) + Fees ($148) + Taxes in 2025 ($196)


    Taxes:$2,349

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13551 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $299,50014 Days on yellowkey   MLS ID: O6423265

    For Sale O6423265 - 13551 DANIELS LANDING CIR, WINTER GARDEN, FL 34787 53 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 2004
    Monthly Fee: $320
       Tax: $4,181 (2025)
    Community: Daniels Landing
    Townhouse


    Estimated Monthly Payment: $2,309 (change assumption)
    Mortgage ($1,641) + Fees ($320) + Taxes in 2025 ($348)


    Taxes:$4,181

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $449,90069 Days on yellowkey   MLS ID: O6407798

    REDUCED by $10,000 (2.2%) on 07/16/2026

    For Sale O6407798 - 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2019
    Monthly Fee: $245
       Tax: $7,600 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,465) + Fees ($245) + Taxes in 2025 ($633)


    Taxes:$7,600

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.