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Winter Garden Single Family Homes For Sale - 520 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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  • 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $569,990140 Days on yellowkey   MLS ID: G5104988

    For Sale G5104988 - 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1836
       Built: 2025
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,283 (change assumption)
    Mortgage ($3,123) + Fees ($160) + Taxes in 2023 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 8807 EDEN COVE DR, WINTER GARDEN, FL 34787

    $734,50074 Days on yellowkey   MLS ID: G5107610

    For Sale G5107610 - 8807 EDEN COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3278
       Built: 2015
    Community: Waterleigh Ph 1A
    Single Family


    Estimated Monthly Payment: $4,025 (change assumption)
    Mortgage ($4,025)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6155 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $975,00023 Days on yellowkey   MLS ID: O6393297

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6393297 - 6155 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3778
       Built: 2019
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $5,342 (change assumption)
    Mortgage ($5,342)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787

    $939,00081 Days on yellowkey   MLS ID: O6376754

    For Sale O6376754 - 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2017
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($5,145)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 15693 SIGNATURE DR, WINTER GARDEN, FL 34787

    $438,00071 Days on yellowkey   MLS ID: S5143250

    1 Days Off yellowkey (back on 3/26/2026)

    For Sale S5143250 - 15693 SIGNATURE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1720
       Built: 2013
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $2,400 (change assumption)
    Mortgage ($2,400)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14187 JOMATT LOOP, WINTER GARDEN, FL 34787

    $949,90023 Days on yellowkey   MLS ID: O6393373

    For Sale O6393373 - 14187 JOMATT LOOP, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 3.5
    Liv Area Sq Ft: 4181
       Built: 2019
    Community: Cypress Reserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($5,205)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,00044 Days on yellowkey   MLS ID: O6386648

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 515 9TH ST, WINTER GARDEN, FL 34787

    $279,90059 Days on yellowkey   MLS ID: O6383185

    For Sale O6383185 - 515 9TH ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 770
       Built: 1951
    Community: Merchants Sub
    Single Family


    Estimated Monthly Payment: $1,534 (change assumption)
    Mortgage ($1,534)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787

    $994,29543 Days on yellowkey   MLS ID: O6387932

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6387932 - 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2902
       Built: 2022
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $5,448 (change assumption)
    Mortgage ($5,448)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 707 GRASSY STONE DR, WINTER GARDEN, FL 34787

    $550,00084 Days on yellowkey   MLS ID: O6376356

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale O6376356 - 707 GRASSY STONE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2398
       Built: 2014
    Community: Covington Chase
    Single Family


    Estimated Monthly Payment: $3,014 (change assumption)
    Mortgage ($3,014)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4230 REX DR, WINTER GARDEN, FL 34787

    $2,500,000442 Days on yellowkey   MLS ID: O6274608

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6274608 - 4230 REX DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 9   Bath: 6.0
    Liv Area Sq Ft: 7505
       Built: 2003
    Community: Lake Avalon Grvs 2Nd Rep
    Single Family


    Estimated Monthly Payment: $13,698 (change assumption)
    Mortgage ($13,698)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $600,00031 Days on yellowkey   MLS ID: O6391410

    For Sale O6391410 - 14748 FIELD DAISY DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2149
       Built: 2026
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,288 (change assumption)
    Mortgage ($3,288)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17361 CHANNEL WAY, WINTER GARDEN, FL 34787

    $850,00031 Days on yellowkey   MLS ID: O6390988

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6390988 - 17361 CHANNEL WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2782
       Built: 2019
    Community: Waterside/Johns Lk-Ph 2B
    Single Family


    Estimated Monthly Payment: $4,657 (change assumption)
    Mortgage ($4,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787

    $1,999,000169 Days on yellowkey   MLS ID: O6354268

    15 Days Off yellowkey (back on 3/26/2026)

    For Sale O6354268 - 17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 6.0
    Liv Area Sq Ft: 6400
       Built: 2002
    Community: Avalon Estates
    Single Family


    Estimated Monthly Payment: $10,953 (change assumption)
    Mortgage ($10,953)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 11112 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $799,990239 Days on yellowkey   MLS ID: O6337905

    1 Days Off yellowkey (back on 3/26/2026)

    For Sale O6337905 - 11112 HOLLOW BAY DR, WINTER GARDEN, FL 34787 10 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2113
       Built: 2025
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,383 (change assumption)
    Mortgage ($4,383)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13837 LANYARD WAY, WINTER GARDEN, FL 34787

    $495,00039 Days on yellowkey   MLS ID: O6388993

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

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1994
       Built: 2023
    Community: Encore/Ovation Ph 3
    Single Family


    Estimated Monthly Payment: $2,712 (change assumption)
    Mortgage ($2,712)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787

    $575,00032 Days on yellowkey   MLS ID: O6388237

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6388237 - 1531 HAWKESBURY CT, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2141
       Built: 1995
    Community: Tuscany
    Single Family


    Estimated Monthly Payment: $3,151 (change assumption)
    Mortgage ($3,151)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $607,000127 Days on yellowkey   MLS ID: O6365821

    For Sale O6365821 - 12626 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2500
       Built: 2025
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $3,326 (change assumption)
    Mortgage ($3,326)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13900 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $669,00065 Days on yellowkey   MLS ID: S5143671

    1 Days Off yellowkey (back on 3/25/2026)

    For Sale S5143671 - 13900 FOX GLOVE ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 3887
       Built: 2004
    Community: Stoneybrook West Ut 04 48 48
    Single Family


    Estimated Monthly Payment: $3,666 (change assumption)
    Mortgage ($3,666)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787

    $1,000,000126 Days on yellowkey   MLS ID: O6366636

    For Sale O6366636 - 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787 92 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3291
       Built: 2015
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $5,479 (change assumption)
    Mortgage ($5,479)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.