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Homes For Sale in Winter Garden 34787 - 724 homes

34787 zip code is located in Orange County, Florida. Find homes for sale in Winter Garden 34787 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Garden 34787 homes for sale.

Location: Winter Garden , 34787

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  • 18167 CIDER MILL LN, WINTER GARDEN, FL 34787

    $469,99054 Days on yellowkey   MLS ID: O6386278

    REDUCED by $5,000 (1.1%) on 04/22/2026

    For Sale O6386278 - 18167 CIDER MILL LN, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $205
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,899 (change assumption)
    Mortgage ($2,575) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11217 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $849,9908 Days on yellowkey   MLS ID: O6399115

    REDUCED by $16,821 (1.9%) on 04/22/2026

    For Sale O6399115 - 11217 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,022 (change assumption)
    Mortgage ($4,657) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $584,99093 Days on yellowkey   MLS ID: O6374947

    REDUCED by $5,710 (1.0%) on 04/22/2026

    For Sale O6374947 - 16840 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,570 (change assumption)
    Mortgage ($3,205) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $949,99030 Days on yellowkey   MLS ID: O6392839

    REDUCED by $19,101 (2.0%) on 04/22/2026

    For Sale O6392839 - 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,621 (change assumption)
    Mortgage ($5,205) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $834,99042 Days on yellowkey   MLS ID: O6389839

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6389839 - 11193 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,991 (change assumption)
    Mortgage ($4,575) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $559,990131 Days on yellowkey   MLS ID: O6367156

    REDUCED by $5,000 (0.9%) on 04/22/2026

    For Sale O6367156 - 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($3,068) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $634,99086 Days on yellowkey   MLS ID: O6376919

    REDUCED by $5,000 (0.8%) on 04/22/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,893 (change assumption)
    Mortgage ($3,479) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $894,990128 Days on yellowkey   MLS ID: O6367437

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6367437 - 11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,270 (change assumption)
    Mortgage ($4,904) + Fees ($200) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 150 WINDTREE LN #150, WINTER GARDEN, FL 34787

    $195,000137 Days on yellowkey   MLS ID: O6365343

    REDUCED by $4,900 (2.5%) on 04/20/2026

    For Sale O6365343 - 150 WINDTREE LN #150, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1984
    Monthly Fee: $300
       Tax: $2,565 (2025)
    Community: Windree Gardens Ph 5
    Condo


    Estimated Monthly Payment: $1,582 (change assumption)
    Mortgage ($1,068) + Fees ($300) + Taxes in 2025 ($214)


    Taxes:$2,565

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 3167 WINESAP WAY, WINTER GARDEN, FL 34787

    $575,000Listed 04/22/2026 8:01AM   MLS ID: O6400764

    For Sale O6400764 - 3167 WINESAP WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2016
    Monthly Fee: $190
       Tax: $5,408 (2025)
    Community: Orchard Pk/Stillwater Xing
    Single Family


    Estimated Monthly Payment: $3,791 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2025 ($451)


    Taxes:$5,408

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $875,59586 Days on yellowkey   MLS ID: G5107301

    0 Days Off yellowkey (back on 1/26/2026)

    For Sale G5107301 - 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 1 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: $4,948 (change assumption)
    Mortgage ($4,798) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $625,58013 Days on yellowkey   MLS ID: G5110835

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale G5110835 - 17458 SUNSET PRAIRIE 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: $3,578 (change assumption)
    Mortgage ($3,428) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $999,91485 Days on yellowkey   MLS ID: G5107315

    0 Days Off yellowkey (back on 1/27/2026)

    For Sale G5107315 - 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($5,479) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14014 LANYARD WAY, WINTER GARDEN, FL 34787

    $778,206Listed 04/21/2026 5:35PM   MLS ID: G5111358

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale G5111358 - 14014 LANYARD WAY, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,424 (change assumption)
    Mortgage ($4,264) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $615,000Listed 04/21/2026 3:49PM   MLS ID: O6401039

    For Sale O6401039 - 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1983   Tax: $5,400 (2025)
    Community: Arrowhead Lakes
    Single Family


    Estimated Monthly Payment: $3,820 (change assumption)
    Mortgage ($3,370) + Taxes in 2025 ($450)


    Taxes:$5,400

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $2,445,000Listed 04/21/2026 7:35PM   MLS ID: O6400891

    For Sale O6400891 - 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4817
       Built: 2020
    Monthly Fee: $210
       Tax: $17,060 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $15,029 (change assumption)
    Mortgage ($13,397) + Fees ($210) + Taxes in 2025 ($1,422)


    Taxes:$17,060

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787

    $499,900Listed 04/21/2026 7:16PM   MLS ID: O6400594

    For Sale O6400594 - 2478 PRAIRIE VIEW DR, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2002
    Monthly Fee: $90
       Tax: $8,172 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,510 (change assumption)
    Mortgage ($2,739) + Fees ($90) + Taxes in 2025 ($681)


    Taxes:$8,172

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,0002 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


  • 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,0005 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


  • 14501 GROVE RESORT AVE #2615, WINTER GARDEN, FL 34787

    $249,000Listed 04/21/2026 1:42PM   MLS ID: S5148328

    For Sale S5148328 - 14501 GROVE RESORT AVE #2615, WINTER GARDEN, FL 34787 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018   Tax: $7,667 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,003 (change assumption)
    Mortgage ($1,364) + Taxes in 2025 ($639)


    Taxes:$7,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for 34787 Homes for Sale and Other Winter Garden Real Estate?

34787, Winter Garden home, townhome, condo, villa, and other listing rental 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 the 34787 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34787, 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 34787, 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.