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Winter Garden Homes For Sale & Real Estate - 945 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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  • 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $757,99059 Days on yellowkey   MLS ID: G5111222

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale G5111222 - 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 2 photos

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

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($4,153) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $529,999142 Days on yellowkey   MLS ID: NS1087076

    1 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $38,001 (6.7%) on 05/02/2026

    For Sale NS1087076 - 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2024
    Monthly Fee: $291
       Tax: $2,273 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2024 ($189)


    Taxes:$2,273

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14099 LOCHEND WAY, WINTER GARDEN, FL 34787

    $479,90047 Days on yellowkey   MLS ID: O6404015

    REDUCED by $10,000 (2.0%) on 05/11/2026

    For Sale O6404015 - 14099 LOCHEND WAY, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2024
    Monthly Fee: $150
       Tax: $6,752 (2025)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $3,342 (change assumption)
    Mortgage ($2,630) + Fees ($150) + Taxes in 2025 ($563)


    Taxes:$6,752

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 897 LANDRUM DR, WINTER GARDEN, FL 34787

    $899,90041 Days on yellowkey   MLS ID: O6404632

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

    For Sale O6404632 - 897 LANDRUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3012
       Built: 2013
    Monthly Fee: $208
       Tax: $6,263 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,661 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($522)


    Taxes:$6,263

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $679,00041 Days on yellowkey   MLS ID: O6404599

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

    REDUCED by $10,000 (1.5%) on 05/11/2026

    For Sale O6404599 - 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $250
       Tax: $9,595 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $4,770 (change assumption)
    Mortgage ($3,720) + Fees ($250) + Taxes in 2025 ($800)


    Taxes:$9,595

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 87 WINDTREE LN #K, WINTER GARDEN, FL 34787

    $200,000110 Days on yellowkey   MLS ID: G5108773

    REDUCED by $5,000 (2.4%) on 05/20/2026

    For Sale G5108773 - 87 WINDTREE LN #K, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1984
    Monthly Fee: $300
       Tax: $587 (2024)
    Community: Windtree Gardens Condo Ph 03
    Condo


    Estimated Monthly Payment: $1,445 (change assumption)
    Mortgage ($1,096) + Fees ($300) + Taxes in 2024 ($49)


    Taxes:$587

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $375,00096 Days on yellowkey   MLS ID: O6389922

    For Sale O6389922 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1485
       Built: 2023   Tax: $4,850 (2025)
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($404)


    Taxes:$4,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787

    $550,000139 Days on yellowkey   MLS ID: O6377538

    2 Days Off yellowkey (back on 5/6/2026)

    For Sale O6377538 - 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2016
    Monthly Fee: $115
       Tax: $9,036 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,882 (change assumption)
    Mortgage ($3,014) + Fees ($115) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1674 VICTORIA WAY, WINTER GARDEN, FL 34787

    $659,990228 Days on yellowkey   MLS ID: O6357191

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

    REDUCED by $10,000 (1.5%) on 05/06/2026

    For Sale O6357191 - 1674 VICTORIA WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2239
       Built: 1992
    Monthly Fee: $29
       Tax: $6,345 (2024)
    Community: Tuscany
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,174 (change assumption)
    Mortgage ($3,616) + Fees ($29) + Taxes in 2024 ($529)


    Taxes:$6,345

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16564 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787

    $459,99033 Days on yellowkey   MLS ID: O6408256

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

    For Sale O6408256 - 16564 BARBOURS CREEK WAY, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $250
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,889 (change assumption)
    Mortgage ($2,520) + Fees ($250) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11 WINDTREE LN #B, WINTER GARDEN, FL 34787

    $195,00029 Days on yellowkey   MLS ID: O6409169

    For Sale O6409169 - 11 WINDTREE LN #B, WINTER GARDEN, FL 34787 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1983
    Monthly Fee: $300
       Tax: $2,664 (2025)
    Community: Windtree Gardens Condo Ph 01
    Condo


    Estimated Monthly Payment: $1,590 (change assumption)
    Mortgage ($1,068) + Fees ($300) + Taxes in 2025 ($222)


    Taxes:$2,664

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11803 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $781,18629 Days on yellowkey   MLS ID: O6407993

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6407993 - 11803 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($4,280) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $606,44091 Days on yellowkey   MLS ID: G5109791

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109791 - 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,323) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7532 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $615,99091 Days on yellowkey   MLS ID: G5109790

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109790 - 7532 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2520
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,525 (change assumption)
    Mortgage ($3,375) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15075 TEA TREE DR, WINTER GARDEN, FL 34787

    $829,347274 Days on yellowkey   MLS ID: G5102184

    8 Days Off yellowkey (back on 5/19/2026)

    For Sale G5102184 - 15075 TEA TREE DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,694 (change assumption)
    Mortgage ($4,544) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,00092 Days on yellowkey   MLS ID: O6391435

    1 Days Off yellowkey (back on 5/19/2026)

    For Sale O6391435 - 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,014) + 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


  • 170 WINDTREE LN, WINTER GARDEN, FL 34787

    $204,90032 Days on yellowkey   MLS ID: S5150050

    For Sale S5150050 - 170 WINDTREE LN, WINTER GARDEN, FL 34787 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1985   Tax: $2,782 (2025)
    Community: Windtree Gardens Condo Ph 06
    Condo


    Estimated Monthly Payment: $1,355 (change assumption)
    Mortgage ($1,123) + Taxes in 2025 ($232)


    Taxes:$2,782

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $630,00050 Days on yellowkey   MLS ID: O6403063

    REDUCED by $5,500 (0.9%) on 05/19/2026

    For Sale O6403063 - 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2692
       Built: 2017
    Monthly Fee: $215
       Tax: $8,922 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,410 (change assumption)
    Mortgage ($3,452) + Fees ($215) + Taxes in 2025 ($744)


    Taxes:$8,922

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14058 FRASIER ST, WINTER GARDEN, FL 34787

    $459,000117 Days on yellowkey   MLS ID: V4947394

    For Sale V4947394 - 14058 FRASIER ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2023
    Monthly Fee: $110
       Tax: $7,893 (2024)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,283 (change assumption)
    Mortgage ($2,515) + Fees ($110) + Taxes in 2024 ($658)


    Taxes:$7,893

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3518 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $810,00063 Days on yellowkey   MLS ID: S5147067

    3 Days Off yellowkey (back on 5/19/2026)

    REDUCED by $15,000 (1.8%) on 04/30/2026

    For Sale S5147067 - 3518 TURNINGWIND LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2744
       Built: 2003
    Monthly Fee: $115
       Tax: $10,313 (2025)
    Community: Windward Cay 48 125
    Single Family


    Estimated Monthly Payment: $5,413 (change assumption)
    Mortgage ($4,438) + Fees ($115) + Taxes in 2025 ($859)


    Taxes:$10,313

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.