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Winter Garden Homes For Sale & Real Estate - 965 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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  • 8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $1,375,00054 Days on yellowkey   MLS ID: O6413249

    REDUCED by $124,000 (8.3%) on 07/20/2026

    For Sale O6413249 - 8530 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4130
       Built: 2018
    Monthly Fee: $266
       Tax: $2,479 (2025)
    Community: Waterleigh Ph 1A
    Single Family


    Estimated Monthly Payment: $8,007 (change assumption)
    Mortgage ($7,534) + Fees ($266) + Taxes in 2025 ($207)


    Taxes:$2,479

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 276 SUMMER PINE ST, WINTER GARDEN, FL 34787

    $873,000158 Days on yellowkey   MLS ID: O6384565

    REDUCED by $1,000 (0.1%) on 07/22/2026

    For Sale O6384565 - 276 SUMMER PINE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2025
    Monthly Fee: $240
       Tax: $1,914 (2024)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,183 (change assumption)
    Mortgage ($4,783) + Fees ($240) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 8801 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $875,70079 Days on yellowkey   MLS ID: O6406952

    REDUCED by $23,300 (2.6%) on 07/22/2026

    For Sale O6406952 - 8801 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2671
       Built: 2018
    Monthly Fee: $600
       Tax: $7,107 (2025)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $5,990 (change assumption)
    Mortgage ($4,798) + Fees ($600) + Taxes in 2025 ($592)


    Taxes:$7,107

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #1535, WINTER GARDEN, FL 34787

    $410,99075 Days on yellowkey   MLS ID: S5150001

    For Sale S5150001 - 14501 GROVE RESORT AVE #1535, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $998
       Tax: $6,589 (2024)
    Community: Grove Resort And Spa Hotel Condominium 1
    Condo


    Estimated Monthly Payment: $3,799 (change assumption)
    Mortgage ($2,252) + Fees ($998) + Taxes in 2024 ($549)


    Taxes:$6,589

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $536,50043 Days on yellowkey   MLS ID: O6417556

    0 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $13,400 (2.4%) on 07/12/2026

    For Sale O6417556 - 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1952
       Built: 2017
    Monthly Fee: $214
       Tax: $7,627 (2024)
    Community: West Lake Hancock Estates
    Single Family


    Estimated Monthly Payment: $3,789 (change assumption)
    Mortgage ($2,940) + Fees ($214) + Taxes in 2024 ($636)


    Taxes:$7,627

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 1830 BURDOCK DR, WINTER GARDEN, FL 34787

    $715,00033 Days on yellowkey   MLS ID: O6419559

    REDUCED by $10,000 (1.4%) on 07/22/2026

    For Sale O6419559 - 1830 BURDOCK DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3435
       Built: 2008
    Monthly Fee: $90
       Tax: $6,900 (2025)
    Community: Carriage Pointe A-I & L
    Single Family


    Estimated Monthly Payment: $4,583 (change assumption)
    Mortgage ($3,918) + Fees ($90) + Taxes in 2025 ($575)


    Taxes:$6,900

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15806 GEM VIEW ST, WINTER GARDEN, FL 34787

    $495,00057 Days on yellowkey   MLS ID: C7526682

    For Sale C7526682 - 15806 GEM VIEW ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2024
    Monthly Fee: $725
       Tax: $6,735 (2025)
    Community: Del Webb Oasis Ph 3
    Spa: No

    Villa


    Estimated Monthly Payment: $3,998 (change assumption)
    Mortgage ($2,712) + Fees ($725) + Taxes in 2025 ($561)


    Taxes:$6,735

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $695,000187 Days on yellowkey   MLS ID: O6376219

    For Sale O6376219 - 5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2839
       Built: 2017
    Monthly Fee: $195
       Tax: $9,648 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184
    Single Family


    Estimated Monthly Payment: $4,807 (change assumption)
    Mortgage ($3,808) + Fees ($195) + Taxes in 2025 ($804)


    Taxes:$9,648

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $849,900187 Days on yellowkey   MLS ID: O6375411

    REDUCED by $10,000 (1.2%) on 06/29/2026

    For Sale O6375411 - 15672 SHOREBIRD LN, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2017
    Monthly Fee: $360
       Tax: $6,887 (2025)
    Community: Lakeshore Preserve
    Single Family


    Estimated Monthly Payment: $5,591 (change assumption)
    Mortgage ($4,657) + Fees ($360) + Taxes in 2025 ($574)


    Taxes:$6,887

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1830 MORNING SKY DR, WINTER GARDEN, FL 34787

    $465,0009 Days on yellowkey   MLS ID: O6426519

    For Sale O6426519 - 1830 MORNING SKY DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2145
       Built: 2004
    Monthly Fee: $100
       Tax: $6,009 (2025)
    Community: Emerald Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,149 (change assumption)
    Mortgage ($2,548) + Fees ($100) + Taxes in 2025 ($501)


    Taxes:$6,009

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $540,00046 Days on yellowkey   MLS ID: S5151791

    For Sale S5151791 - 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $166
       Tax: $7,028 (2025)
    Community: Silverleaf Reserve
    Single Family


    Estimated Monthly Payment: $3,710 (change assumption)
    Mortgage ($2,959) + Fees ($166) + Taxes in 2025 ($586)


    Taxes:$7,028

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787

    $210,000218 Days on yellowkey   MLS ID: O6369252

    REDUCED by $15,000 (6.7%) on 06/21/2026

    For Sale O6369252 - 14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2018   Tax: $8,154 (2024)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,151) + Taxes in 2024 ($680)


    Taxes:$8,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787

    $165,000177 Days on yellowkey   MLS ID: O6378144

    REDUCED by $10,000 (5.7%) on 07/22/2026

    FORECLOSURE O6378144 - 14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787 70 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1434
       Built: 2018   Tax: $8,168 (2025)
    Community: Grove Resort And Spa
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,585 (change assumption)
    Mortgage ($904) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $465,00073 Days on yellowkey   MLS ID: O6407413

    REDUCED by $10,000 (2.1%) on 07/22/2026

    For Sale O6407413 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,365 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $3,470 (change assumption)
    Mortgage ($2,548) + Fees ($225) + Taxes in 2025 ($697)


    Taxes:$8,365

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $790,000205 Days on yellowkey   MLS ID: O6370049

    REDUCED by $19,900 (2.5%) on 07/22/2026

    For Sale O6370049 - 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3633
       Built: 2018
    Monthly Fee: $110
       Tax: $11,264 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $5,377 (change assumption)
    Mortgage ($4,329) + Fees ($110) + Taxes in 2025 ($939)


    Taxes:$11,264

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,649,99972 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,000 (1.5%) on 07/07/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $10,829 (change assumption)
    Mortgage ($9,041) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $1,250,0009 Days on yellowkey   MLS ID: O6426321

    1 Days Off yellowkey (back on 7/22/2026)

    For Sale O6426321 - 7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4006
       Built: 2019
    Monthly Fee: $138
       Tax: $15,462 (2025)
    Community: Overlook 2 At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,276 (change assumption)
    Mortgage ($6,849) + Fees ($138) + Taxes in 2025 ($1,289)


    Taxes:$15,462

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 932 LOST GROVE CIR, WINTER GARDEN, FL 34787

    $619,00014 Days on yellowkey   MLS ID: O6424937

    For Sale O6424937 - 932 LOST GROVE CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2891
       Built: 2007
    Monthly Fee: $95
       Tax: $9,109 (2025)
    Community: Grove Pk/Stone Crest A-E
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($3,392) + Fees ($95) + Taxes in 2025 ($759)


    Taxes:$9,109

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $1,090,00035 Days on yellowkey   MLS ID: O6417376

    3 Days Off yellowkey (back on 7/22/2026)

    For Sale O6417376 - 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3047
       Built: 1997
    Monthly Fee: $64
       Tax: $6,672 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,592 (change assumption)
    Mortgage ($5,972) + Fees ($64) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #1439, WINTER GARDEN, FL 34787

    $169,90073 Days on yellowkey   MLS ID: O6407410

    REDUCED by $10,100 (5.6%) on 07/22/2026

    For Sale O6407410 - 14501 GROVE RESORT AVE #1439, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $904
       Tax: $6,553 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,381 (change assumption)
    Mortgage ($931) + Fees ($904) + Taxes in 2025 ($546)


    Taxes:$6,553

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.