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Winter Garden Homes For Sale & Real Estate - 975 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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  • 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $737,11039 Days on yellowkey   MLS ID: G5113741

    For Sale G5113741 - 6051 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,189 (change assumption)
    Mortgage ($4,039) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13031 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $569,99040 Days on yellowkey   MLS ID: G5113670

    For Sale G5113670 - 13031 SERENE GLADE RD, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,244 (change assumption)
    Mortgage ($3,123) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787

    $614,00098 Days on yellowkey   MLS ID: O6399594

    REDUCED by $11,000 (1.8%) on 06/29/2026

    For Sale O6399594 - 8031 NAVEL ORANGE LN, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2015
    Monthly Fee: $82
       Tax: $8,090 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,120 (change assumption)
    Mortgage ($3,364) + Fees ($82) + Taxes in 2025 ($674)


    Taxes:$8,090

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 932 LOST GROVE CIR, WINTER GARDEN, FL 34787

    $619,0007 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


  • 15717 E OAKLAND AVE, WINTER GARDEN, FL 34787

    $1,795,00015 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


  • 8150 RED STOPPER LN, WINTER GARDEN, FL 34787

    $439,90015 Days on yellowkey   MLS ID: O6416867

    REDUCED by $10,100 (2.2%) on 07/16/2026

    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: $3,316 (change assumption)
    Mortgage ($2,410) + 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


  • 502 PALM DR, WINTER GARDEN, FL 34787

    $710,00023 Days on yellowkey   MLS ID: O6415316

    REDUCED by $20,000 (2.7%) on 07/08/2026

    For Sale O6415316 - 502 PALM DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3009
       Built: 1999   Tax: $11,739 (2025)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $4,869 (change assumption)
    Mortgage ($3,890) + Taxes in 2025 ($978)


    Taxes:$11,739

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 8807 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $780,00027 Days on yellowkey   MLS ID: O6419920

    For Sale O6419920 - 8807 SONOMA COAST DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2022
    Monthly Fee: $261
       Tax: $9,520 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,328 (change assumption)
    Mortgage ($4,274) + Fees ($261) + Taxes in 2025 ($793)


    Taxes:$9,520

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16043 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $950,00036 Days on yellowkey   MLS ID: O6417421

    For Sale O6417421 - 16043 SILVER BROOK WAY, WINTER GARDEN, FL 34787 86 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3899
       Built: 2024
    Monthly Fee: $168
       Tax: $13,827 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $6,526 (change assumption)
    Mortgage ($5,205) + Fees ($168) + Taxes in 2025 ($1,152)


    Taxes:$13,827

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $890,00046 Days on yellowkey   MLS ID: O6414519

    For Sale O6414519 - 8768 SONOMA COAST DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2022
    Monthly Fee: $275
       Tax: $11,513 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,111 (change assumption)
    Mortgage ($4,877) + Fees ($275) + Taxes in 2024 ($959)


    Taxes:$11,513

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16596 POINT ROCK DR, WINTER GARDEN, FL 34787

    $539,90048 Days on yellowkey   MLS ID: O6412721

    REDUCED by $20,100 (3.6%) on 06/10/2026

    For Sale O6412721 - 16596 POINT ROCK DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2023
    Monthly Fee: $254
       Tax: $8,961 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($2,958) + Fees ($254) + Taxes in 2025 ($747)


    Taxes:$8,961

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 132 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $525,00026 Days on yellowkey   MLS ID: O6411394

    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: $3,261 (change assumption)
    Mortgage ($2,877) + 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


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $668,00054 Days on yellowkey   MLS ID: O6411737

    For Sale O6411737 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $228
       Tax: $9,784 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,704 (change assumption)
    Mortgage ($3,660) + Fees ($228) + 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


  • 13978 LANYARD WAY, WINTER GARDEN, FL 34787

    $885,00054 Days on yellowkey   MLS ID: O6411513

    For Sale O6411513 - 13978 LANYARD WAY, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3687
       Built: 2022
    Monthly Fee: $225
       Tax: $13,148 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $6,170 (change assumption)
    Mortgage ($4,849) + Fees ($225) + Taxes in 2025 ($1,096)


    Taxes:$13,148

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $535,00076 Days on yellowkey   MLS ID: O6402423

    REDUCED by $10,000 (1.8%) on 06/25/2026

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($2,931) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787

    $1,775,000147 Days on yellowkey   MLS ID: O6384075

    REDUCED by $425,000 (19.3%) on 04/16/2026

    For Sale O6384075 - 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3629
       Built: 1980   Tax: $9,822 (2024)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $10,544 (change assumption)
    Mortgage ($9,726) + Taxes in 2024 ($819)


    Taxes:$9,822

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787

    $949,000152 Days on yellowkey   MLS ID: O6383910

    REDUCED by $16,000 (1.7%) on 07/09/2026

    For Sale O6383910 - 17222 DANCY ORANGE CT, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3787
       Built: 2023
    Monthly Fee: $83
       Tax: $11,862 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $6,271 (change assumption)
    Mortgage ($5,200) + Fees ($83) + Taxes in 2024 ($989)


    Taxes:$11,862

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18422 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $815,00050 Days on yellowkey   MLS ID: O6412770

    1 Days Off yellowkey (back on 6/21/2026)

    For Sale O6412770 - 18422 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3231
       Built: 2024
    Monthly Fee: $300
       Tax: $10,531 (2025)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,643 (change assumption)
    Mortgage ($4,466) + Fees ($300) + Taxes in 2025 ($878)


    Taxes:$10,531

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8873 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $565,00014 Days on yellowkey   MLS ID: O6423477

    For Sale O6423477 - 8873 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2162
       Built: 2018
    Monthly Fee: $600
       Tax: $6,875 (2025)
    Community: Lakeshore Preserve
    Townhouse


    Estimated Monthly Payment: $4,269 (change assumption)
    Mortgage ($3,096) + Fees ($600) + Taxes in 2025 ($573)


    Taxes:$6,875

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6131 ELFIN HERB WAY, WINTER GARDEN, FL 34787

    $450,00047 Days on yellowkey   MLS ID: O6414015

    For Sale O6414015 - 6131 ELFIN HERB WAY, WINTER GARDEN, FL 34787 78 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1714
       Built: 2020
    Monthly Fee: $289
       Tax: $5,990 (2025)
    Community: Hamilton Gardens
    Townhouse


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($289) + Taxes in 2025 ($499)


    Taxes:$5,990

    Elementary School: None

    High School: Horizon High School

    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.