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Winter Garden Homes For Sale & Real Estate - 661 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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  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,00041 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

    $279,90056 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


  • 15837 GEM VIEW ST, WINTER GARDEN, FL 34787

    $404,010153 Days on yellowkey   MLS ID: O6360254

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

    For Sale O6360254 - 15837 GEM VIEW ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1579
       Built: 2026
    Community: Del Webb Oasis
    Villa


    Estimated Monthly Payment: $2,214 (change assumption)
    Mortgage ($2,214)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787

    $994,29540 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

    $550,00081 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

    $2,500,000439 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

    $600,00028 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


  • 22 WINDTREE LN #203, WINTER GARDEN, FL 34787

    $191,900126 Days on yellowkey   MLS ID: S5139914

    For Sale S5139914 - 22 WINDTREE LN #203, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1983
    Community: Windtree Gardens Condo Ph 01
    Condo


    Estimated Monthly Payment: $1,051 (change assumption)
    Mortgage ($1,051)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17361 CHANNEL WAY, WINTER GARDEN, FL 34787

    $850,00028 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


  • 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $468,90026 Days on yellowkey   MLS ID: O6391631

    For Sale O6391631 - 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2032
       Built: 2023
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $2,569 (change assumption)
    Mortgage ($2,569)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17261 HEARTWOOD LOOP, WINTER GARDEN, FL 34787

    $1,999,000166 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

    $799,990236 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


  • 14501 GROVE RESORT AVE #2504, WINTER GARDEN, FL 34787

    $199,900199 Days on yellowkey   MLS ID: S5134474

    For Sale S5134474 - 14501 GROVE RESORT AVE #2504, WINTER GARDEN, FL 34787 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2018
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $1,095 (change assumption)
    Mortgage ($1,095)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13837 LANYARD WAY, WINTER GARDEN, FL 34787

    $495,00036 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

    $575,00029 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

    $607,000124 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


  • 900 WALKERS GROVE LN, WINTER GARDEN, FL 34787

    $485,00082 Days on yellowkey   MLS ID: O6376036

    For Sale O6376036 - 900 WALKERS GROVE LN, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1905
       Built: 2015
    Community: Walkers Grove Twnhms
    Townhouse


    Estimated Monthly Payment: $2,657 (change assumption)
    Mortgage ($2,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13900 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $669,00062 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

    $1,000,000123 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


  • 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $775,000118 Days on yellowkey   MLS ID: O6367937

    For Sale O6367937 - 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2278
       Built: 2019
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($4,246)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.