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Winter Garden Single Family Homes For Sale - 628 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 4863 LACEWING DR, WINTER GARDEN, FL 34787

    $540,00036 Days on yellowkey   MLS ID: O6397857

    For Sale O6397857 - 4863 LACEWING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $171
       Tax: $6,905 (2025)
    Community: Silverleaf Reserve Bungalows
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($2,959) + Fees ($171) + Taxes in 2025 ($575)


    Taxes:$6,905

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 16827 SANCTUARY DR, WINTER GARDEN, FL 34787

    $998,00020 Days on yellowkey   MLS ID: S5148416

    For Sale S5148416 - 16827 SANCTUARY DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2020
    Monthly Fee: $165
       Tax: $6,024 (2025)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,135 (change assumption)
    Mortgage ($5,468) + Fees ($165) + Taxes in 2025 ($502)


    Taxes:$6,024

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787

    $769,90013 Days on yellowkey   MLS ID: O6400896

    For Sale O6400896 - 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2016
    Monthly Fee: $235
       Tax: $5,441 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,907 (change assumption)
    Mortgage ($4,219) + Fees ($235) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $565,000164 Days on yellowkey   MLS ID: O6363957

    REDUCED by $4,000 (0.7%) on 05/02/2026

    For Sale O6363957 - 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2096
       Built: 2024
    Monthly Fee: $125
       Tax: $7,757 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,867 (change assumption)
    Mortgage ($3,096) + Fees ($125) + Taxes in 2025 ($646)


    Taxes:$7,757

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,150,00064 Days on yellowkey   MLS ID: O6389100

    REDUCED by $40,000 (3.4%) on 05/05/2026

    For Sale O6389100 - 617 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2019
    Monthly Fee: $255
       Tax: $16,181 (2025)
    Community: Canopy Oaks Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,905 (change assumption)
    Mortgage ($6,301) + Fees ($255) + Taxes in 2025 ($1,348)


    Taxes:$16,181

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $545,0008 Days on yellowkey   MLS ID: O6402423

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 24 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: $3,668 (change assumption)
    Mortgage ($2,986) + 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


  • 3518 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $810,00030 Days on yellowkey   MLS ID: S5147067

    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


  • 6174 WHISPERING GLEN, WINTER GARDEN, FL 34787

    $546,2901 Day on yellowkey   MLS ID: O6407807

    For Sale O6407807 - 6174 WHISPERING GLEN, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $152
       Tax: $1,373 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,260 (change assumption)
    Mortgage ($2,993) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,373

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2024

    Middle School: Odyssey Middle


  • 6102 WHISPERING GLEN, WINTER GARDEN, FL 34787

    $576,8901 Day on yellowkey   MLS ID: O6407803

    For Sale O6407803 - 6102 WHISPERING GLEN, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2024
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($3,161) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $1,999,9501 Day on yellowkey   MLS ID: O6405850

    For Sale O6405850 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 84 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016
    Monthly Fee: $195
       Tax: $17,089 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,577 (change assumption)
    Mortgage ($10,958) + Fees ($195) + Taxes in 2025 ($1,424)


    Taxes:$17,089

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $634,990178 Days on yellowkey   MLS ID: O6361583

    REDUCED by $14,690 (2.3%) on 05/14/2026

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,835 (change assumption)
    Mortgage ($3,479) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $599,99931 Days on yellowkey   MLS ID: S5147747

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale S5147747 - 7343 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2017
    Monthly Fee: $249
       Tax: $5,164 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,967 (change assumption)
    Mortgage ($3,288) + Fees ($249) + Taxes in 2025 ($430)


    Taxes:$5,164

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $559,990127 Days on yellowkey   MLS ID: O6372242

    REDUCED by $10,000 (1.8%) on 05/14/2026

    For Sale O6372242 - 16809 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,482 (change assumption)
    Mortgage ($3,068) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $410,00017 Days on yellowkey   MLS ID: O6403033

    REDUCED by $15,000 (3.5%) on 05/14/2026

    For Sale O6403033 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1995
    Monthly Fee: $50
       Tax: $1,352 (2025)
    Community: Crown Point Springs Ut 2
    Single Family


    Estimated Monthly Payment: $2,409 (change assumption)
    Mortgage ($2,247) + Fees ($50) + Taxes in 2025 ($113)


    Taxes:$1,352

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11264 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $919,99036 Days on yellowkey   MLS ID: O6397733

    For Sale O6397733 - 11264 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,406 (change assumption)
    Mortgage ($5,041) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787

    $1,895,00072 Days on yellowkey   MLS ID: O6387876

    REDUCED by $100,000 (5.0%) on 04/25/2026

    For Sale O6387876 - 1021 TEMPLE GROVE PL, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3185
       Built: 2020   Tax: $17,100 (2025)
    Community: Emerald Acres
    Single Family


    Estimated Monthly Payment: $11,808 (change assumption)
    Mortgage ($10,383) + Taxes in 2025 ($1,425)


    Taxes:$17,100

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $559,990175 Days on yellowkey   MLS ID: O6362478

    REDUCED by $5,000 (0.9%) on 05/14/2026

    For Sale O6362478 - 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 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


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $669,00028 Days on yellowkey   MLS ID: O6400102

    REDUCED by $30,000 (4.3%) on 05/07/2026

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2020
    Monthly Fee: $152
       Tax: $10,520 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,694 (change assumption)
    Mortgage ($3,666) + Fees ($152) + Taxes in 2025 ($877)


    Taxes:$10,520

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $950,00017 Days on yellowkey   MLS ID: O6401408

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6401408 - 15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3635
       Built: 2020
    Monthly Fee: $55
       Tax: $12,622 (2025)
    Community: Highlands/Summerlake Grvs Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,312 (change assumption)
    Mortgage ($5,205) + Fees ($55) + Taxes in 2025 ($1,052)


    Taxes:$12,622

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $624,990109 Days on yellowkey   MLS ID: O6376919

    REDUCED by $5,000 (0.8%) on 05/14/2026

    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: $3,838 (change assumption)
    Mortgage ($3,425) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.