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Homes For Sale in Winter Garden 34787 - 976 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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  • 16802 OAKBORO ST, WINTER GARDEN, FL 34787

    $500,0006 Days on yellowkey   MLS ID: O6425489

    For Sale O6425489 - 16802 OAKBORO ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $257
       Tax: $7,269 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,602 (change assumption)
    Mortgage ($2,740) + Fees ($257) + Taxes in 2025 ($606)


    Taxes:$7,269

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787

    $1,500,00019 Days on yellowkey   MLS ID: O6423216

    For Sale O6423216 - 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2022
    Monthly Fee: $165
       Tax: $11,186 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $9,316 (change assumption)
    Mortgage ($8,219) + Fees ($165) + Taxes in 2025 ($932)


    Taxes:$11,186

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 8506 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $1,299,00027 Days on yellowkey   MLS ID: O6421255

    For Sale O6421255 - 8506 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3966
       Built: 2016
    Monthly Fee: $380
       Tax: $11,330 (2025)
    Community: Waterleigh Ph 1A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,442 (change assumption)
    Mortgage ($7,118) + Fees ($380) + Taxes in 2025 ($944)


    Taxes:$11,330

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1642 CHANDELLE LN, WINTER GARDEN, FL 34787

    $689,90026 Days on yellowkey   MLS ID: G5114093

    REDUCED by $20,000 (2.8%) on 07/20/2026

    For Sale G5114093 - 1642 CHANDELLE LN, WINTER GARDEN, FL 34787 46 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2918
       Built: 2006
    Monthly Fee: $167
       Tax: $8,474 (2025)
    Community: Belle Meade-Ph I B D & G
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,653 (change assumption)
    Mortgage ($3,780) + Fees ($167) + Taxes in 2025 ($706)


    Taxes:$8,474

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $620,00028 Days on yellowkey   MLS ID: G5114379

    REDUCED by $10,000 (1.6%) on 07/05/2026

    For Sale G5114379 - 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2692
       Built: 2017
    Monthly Fee: $215

    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $3,612 (change assumption)
    Mortgage ($3,397) + Fees ($215) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 132 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $515,00031 Days on yellowkey   MLS ID: O6411394

    REDUCED by $10,000 (1.9%) on 07/22/2026

    For Sale O6411394 - 132 ZACHARY WADE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1708
       Built: 2002
    Monthly Fee: $67
       Tax: $3,813 (2025)
    Community: Lakeview Reserve 46/149
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,207 (change assumption)
    Mortgage ($2,822) + Fees ($67) + Taxes in 2025 ($318)


    Taxes:$3,813

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $485,00056 Days on yellowkey   MLS ID: O6411409

    REDUCED by $14,999 (3.0%) on 07/20/2026

    For Sale O6411409 - 17035 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1692
       Built: 2017
    Monthly Fee: $215
       Tax: $3,704 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $3,181 (change assumption)
    Mortgage ($2,657) + Fees ($215) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $734,90057 Days on yellowkey   MLS ID: O6412179

    REDUCED by $5,100 (0.7%) on 07/21/2026

    For Sale O6412179 - 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3532
       Built: 2017
    Monthly Fee: $195
       Tax: $9,630 (2025)
    Community: Independnece
    Single Family


    Estimated Monthly Payment: $5,024 (change assumption)
    Mortgage ($4,027) + Fees ($195) + Taxes in 2025 ($803)


    Taxes:$9,630

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11031 JACKSON CV, WINTER GARDEN, FL 34787

    $715,00011 Days on yellowkey   MLS ID: O6425544

    For Sale O6425544 - 11031 JACKSON CV, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $300
       Tax: $10,935 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,129 (change assumption)
    Mortgage ($3,918) + Fees ($300) + Taxes in 2025 ($911)


    Taxes:$10,935

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5079 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $930,00017 Days on yellowkey   MLS ID: G5114492

    For Sale G5114492 - 5079 PALMETTO PARK DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3866
       Built: 2017
    Monthly Fee: $190
       Tax: $6,877 (2026)
    Community: Orchard Hills Ph 3
    Single Family


    Estimated Monthly Payment: $5,859 (change assumption)
    Mortgage ($5,096) + Fees ($190) + Taxes in 2026 ($573)


    Taxes:$6,877

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2026

    Middle School: Bridgewater Middle


  • 1808 WESTERN TRAILWAY DR, WINTER GARDEN, FL 34787

    $599,00020 Days on yellowkey   MLS ID: S5152973

    For Sale S5152973 - 1808 WESTERN TRAILWAY DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2019
    Monthly Fee: $165
       Tax: $8,389 (2025)
    Community: Hull Island/Oakland
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,146 (change assumption)
    Mortgage ($3,282) + Fees ($165) + Taxes in 2025 ($699)


    Taxes:$8,389

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15717 E OAKLAND AVE, WINTER GARDEN, FL 34787

    $1,795,00020 Days on yellowkey   MLS ID: O6419032

    For Sale O6419032 - 15717 E OAKLAND AVE, WINTER GARDEN, FL 34787 82 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3515
       Built: 1997   Tax: $6,623 (2025)
    Community: Oakland
    Single Family


    Estimated Monthly Payment: $10,387 (change assumption)
    Mortgage ($9,835) + Taxes in 2025 ($552)


    Taxes:$6,623

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14014 SCARLET ASTER ALY, WINTER GARDEN, FL 34787

    $469,00024 Days on yellowkey   MLS ID: O6418814

    For Sale O6418814 - 14014 SCARLET ASTER ALY, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1808
       Built: 2024
    Monthly Fee: $350
       Tax: $6,350 (2025)
    Community: Harvest/Ovation
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,449 (change assumption)
    Mortgage ($2,570) + Fees ($350) + Taxes in 2025 ($529)


    Taxes:$6,350

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8150 RED STOPPER LN, WINTER GARDEN, FL 34787

    $429,90020 Days on yellowkey   MLS ID: O6416867

    REDUCED by $10,000 (2.3%) on 07/24/2026

    For Sale O6416867 - 8150 RED STOPPER LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1738
       Built: 2018
    Monthly Fee: $315
       Tax: $7,091 (2025)
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $3,261 (change assumption)
    Mortgage ($2,356) + Fees ($315) + Taxes in 2025 ($591)


    Taxes:$7,091

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 914 TROWMAN ALY, WINTER GARDEN, FL 34787

    $625,00062 Days on yellowkey   MLS ID: O6410871

    REDUCED by $24,000 (3.7%) on 07/14/2026

    For Sale O6410871 - 914 TROWMAN ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 2022
    Monthly Fee: $356
       Tax: $6,421 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $4,316 (change assumption)
    Mortgage ($3,425) + Fees ($356) + Taxes in 2025 ($535)


    Taxes:$6,421

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16185 TALIESIN ST, WINTER GARDEN, FL 34787

    $649,99074 Days on yellowkey   MLS ID: O6407177

    REDUCED by $10,010 (1.5%) on 06/25/2026

    For Sale O6407177 - 16185 TALIESIN ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2020
    Monthly Fee: $127
       Tax: $6,048 (2025)
    Community: Hawksmoor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,192 (change assumption)
    Mortgage ($3,562) + Fees ($127) + Taxes in 2025 ($504)


    Taxes:$6,048

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $539,000185 Days on yellowkey   MLS ID: O6370772

    REDUCED by $36,000 (6.3%) on 06/18/2026

    For Sale O6370772 - 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787 86 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 2021
    Monthly Fee: $136
       Tax: $8,224 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,775 (change assumption)
    Mortgage ($2,953) + Fees ($136) + Taxes in 2025 ($685)


    Taxes:$8,224

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 769 HOME GROVE DR, WINTER GARDEN, FL 34787

    $524,50018 Days on yellowkey   MLS ID: O6420766

    0 Days Off yellowkey (back on 7/25/2026)

    REDUCED by $5,500 (1.0%) on 07/24/2026

    For Sale O6420766 - 769 HOME GROVE DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2305
       Built: 2005
    Monthly Fee: $99
       Tax: $4,372 (2025)
    Community: Regency Oaks Ph 02 A-C
    Single Family


    Estimated Monthly Payment: $3,337 (change assumption)
    Mortgage ($2,874) + Fees ($99) + Taxes in 2025 ($364)


    Taxes:$4,372

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787

    $764,90052 Days on yellowkey   MLS ID: O6414181

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale O6414181 - 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3167
       Built: 2015
    Monthly Fee: $140
       Tax: $6,855 (2025)
    Community: Black Lake Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,902 (change assumption)
    Mortgage ($4,191) + Fees ($140) + Taxes in 2025 ($571)


    Taxes:$6,855

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15587 HAMLIN BLOSSOM AVE, WINTER GARDEN, FL 34787

    $619,90032 Days on yellowkey   MLS ID: O6418163

    1 Days Off yellowkey (back on 7/25/2026)

    For Sale O6418163 - 15587 HAMLIN BLOSSOM AVE, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1860
       Built: 2015
    Monthly Fee: $235
       Tax: $7,423 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,250 (change assumption)
    Mortgage ($3,397) + Fees ($235) + Taxes in 2025 ($619)


    Taxes:$7,423

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle




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.