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Winter Garden Single Family Homes For Sale - 729 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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  • 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787

    $477,00050 Days on yellowkey   MLS ID: S5151079

    For Sale S5151079 - 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 2002
    Monthly Fee: $46
       Tax: $2,815 (2025)
    Community: Stone Creek 44/131
    Single Family


    Estimated Monthly Payment: $2,894 (change assumption)
    Mortgage ($2,614) + Fees ($46) + Taxes in 2025 ($235)


    Taxes:$2,815

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1152 PRADO LN, WINTER GARDEN, FL 34787

    $2,615,32022 Days on yellowkey   MLS ID: O6413825

    For Sale O6413825 - 1152 PRADO LN, WINTER GARDEN, FL 34787 13 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4658
       Built: 2026
    Monthly Fee: $150
       Tax: $399 (2025)
    Community: Grove/Oakland
    Single Family


    Estimated Monthly Payment: $14,513 (change assumption)
    Mortgage ($14,330) + Fees ($150) + Taxes in 2025 ($33)


    Taxes:$399

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $824,90041 Days on yellowkey   MLS ID: O6416065

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

    REDUCED by $50,000 (5.7%) on 06/19/2026

    For Sale O6416065 - 15121 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 43 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4042
       Built: 2016
    Monthly Fee: $180
       Tax: $552 (2024)
    Community: Signature Lakes Ph 3B-4
    Single Family


    Estimated Monthly Payment: $4,746 (change assumption)
    Mortgage ($4,520) + Fees ($180) + Taxes in 2024 ($46)


    Taxes:$552

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 1610 BEULAH RD, WINTER GARDEN, FL 34787

    $450,00034 Days on yellowkey   MLS ID: O6418153

    For Sale O6418153 - 1610 BEULAH RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 1998
    Monthly Fee: $44
       Tax: $2,189 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $2,692 (change assumption)
    Mortgage ($2,466) + Fees ($44) + Taxes in 2025 ($182)


    Taxes:$2,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $530,000125 Days on yellowkey   MLS ID: O6391534

    REDUCED by $19,900 (3.6%) on 05/03/2026

    For Sale O6391534 - 13617 SALAMANDER ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,653 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $539,000180 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


  • 7922 WINTER WREN ST, WINTER GARDEN, FL 34787

    $765,90071 Days on yellowkey   MLS ID: O6406681

    For Sale O6406681 - 7922 WINTER WREN ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2015
    Monthly Fee: $252
       Tax: $10,441 (2025)
    Community: Block Q Summerlake Pd Ph 1B
    Single Family


    Estimated Monthly Payment: $5,319 (change assumption)
    Mortgage ($4,197) + Fees ($252) + Taxes in 2025 ($870)


    Taxes:$10,441

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9827 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,374,99076 Days on yellowkey   MLS ID: O6405480

    REDUCED by $25,000 (1.8%) on 06/30/2026

    For Sale O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $259
       Tax: $11,122 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,720 (change assumption)
    Mortgage ($7,534) + Fees ($259) + Taxes in 2025 ($927)


    Taxes:$11,122

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9103 MORGANA CT, WINTER GARDEN, FL 34787

    $1,599,99963 Days on yellowkey   MLS ID: O6409652

    REDUCED by $30,901 (1.9%) on 06/30/2026

    For Sale O6409652 - 9103 MORGANA CT, WINTER GARDEN, FL 34787 74 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4376
       Built: 2022
    Monthly Fee: $423
       Tax: $15,919 (2025)
    Community: Avalon Cove
    Single Family


    Estimated Monthly Payment: $10,516 (change assumption)
    Mortgage ($8,767) + Fees ($423) + Taxes in 2025 ($1,327)


    Taxes:$15,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90099 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,690,00083 Days on yellowkey   MLS ID: O6402785

    4 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $110,000 (6.1%) on 06/03/2026

    For Sale O6402785 - 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5284
       Built: 2024
    Monthly Fee: $225
       Tax: $2,826 (2025)
    Community: Avalon Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,721 (change assumption)
    Mortgage ($9,260) + Fees ($225) + Taxes in 2025 ($236)


    Taxes:$2,826

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13837 LANYARD WAY, WINTER GARDEN, FL 34787

    $485,000135 Days on yellowkey   MLS ID: O6388993

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $5,000 (1.0%) on 06/03/2026

    For Sale O6388993 - 13837 LANYARD WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2023
    Monthly Fee: $225
       Tax: $7,647 (2024)
    Community: Encore/Ovation Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($2,657) + Fees ($225) + Taxes in 2024 ($637)


    Taxes:$7,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1830 BURDOCK DR, WINTER GARDEN, FL 34787

    $725,00026 Days on yellowkey   MLS ID: O6419559

    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: $4,637 (change assumption)
    Mortgage ($3,973) + 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


  • 205 SURPRISE DR, WINTER GARDEN, FL 34787

    $1,200,000230 Days on yellowkey   MLS ID: O6365188

    For Sale O6365188 - 205 SURPRISE DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2171
       Built: 1950   Tax: $3,406 (2024)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $6,859 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($284)


    Taxes:$3,406

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 231 DOE RUN DR, WINTER GARDEN, FL 34787

    $498,99553 Days on yellowkey   MLS ID: O6412284

    REDUCED by $1,005 (0.2%) on 06/30/2026

    For Sale O6412284 - 231 DOE RUN DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2006
    Monthly Fee: $57
       Tax: $3,202 (2025)
    Community: Deerfield Place A-G
    Single Family


    Estimated Monthly Payment: $3,058 (change assumption)
    Mortgage ($2,734) + Fees ($57) + Taxes in 2025 ($267)


    Taxes:$3,202

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $799,000245 Days on yellowkey   MLS ID: O6361580

    0 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $14,000 (1.8%) on 05/24/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,674 (change assumption)
    Mortgage ($4,378) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787

    $784,90089 Days on yellowkey   MLS ID: O6401215

    0 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $5,000 (0.6%) on 05/31/2026

    For Sale O6401215 - 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3738
       Built: 2001
    Monthly Fee: $90
       Tax: $10,261 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Single Family


    Estimated Monthly Payment: $5,246 (change assumption)
    Mortgage ($4,301) + Fees ($90) + Taxes in 2025 ($855)


    Taxes:$10,261

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2200 ROMANUM DR, WINTER GARDEN, FL 34787

    $550,00068 Days on yellowkey   MLS ID: O6408190

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $10,000 (1.8%) on 06/24/2026

    For Sale O6408190 - 2200 ROMANUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2015
    Monthly Fee: $211
       Tax: $8,843 (2025)
    Community: Alexander Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,962 (change assumption)
    Mortgage ($3,014) + Fees ($211) + Taxes in 2025 ($737)


    Taxes:$8,843

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15139 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $699,00037 Days on yellowkey   MLS ID: O6415871

    For Sale O6415871 - 15139 CANOPY COVER DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2023
    Monthly Fee: $642
       Tax: $5,682 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($3,830) + Fees ($642) + Taxes in 2025 ($474)


    Taxes:$5,682

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13332 SUBURBAN TER, WINTER GARDEN, FL 34787

    $699,50082 Days on yellowkey   MLS ID: O6402778

    REDUCED by $15,400 (2.2%) on 05/29/2026

    For Sale O6402778 - 13332 SUBURBAN TER, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2706
       Built: 1994   Tax: $2,841 (2024)
    Community: Citrus Cove Unit 01
    Single Family


    Estimated Monthly Payment: $4,070 (change assumption)
    Mortgage ($3,833) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.