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Winter Garden Homes For Sale & Real Estate - 764 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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  • 9201 GRAN TEATRO DR, WINTER GARDEN, FL 34787

    $525,0001 Day on yellowkey   MLS ID: O6401827

    For Sale O6401827 - 9201 GRAN TEATRO DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2024
    Monthly Fee: $292
       Tax: $6,402 (2025)
    Community: Tribute/Ovation
    Townhouse


    Estimated Monthly Payment: $3,702 (change assumption)
    Mortgage ($2,877) + Fees ($292) + Taxes in 2025 ($534)


    Taxes:$6,402

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $525,0001 Day on yellowkey   MLS ID: O6400695

    For Sale O6400695 - 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 2017
    Monthly Fee: $164
       Tax: $4,974 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($415)


    Taxes:$4,974

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 505 E GULLEY AVE, WINTER GARDEN, FL 34787

    $899,0002 Days on yellowkey   MLS ID: O6400317

    For Sale O6400317 - 505 E GULLEY AVE, WINTER GARDEN, FL 34787 82 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3399
       Built: 2006
    Monthly Fee: $73
       Tax: $6,649 (2025)
    Community: Winters Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,553 (change assumption)
    Mortgage ($4,926) + Fees ($73) + Taxes in 2025 ($554)


    Taxes:$6,649

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787

    $648,000116 Days on yellowkey   MLS ID: O6369818

    REDUCED by $2,000 (0.3%) on 04/25/2026

    For Sale O6369818 - 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $9,333 (2024)
    Community: Wincey Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,443 (change assumption)
    Mortgage ($3,551) + Fees ($115) + Taxes in 2024 ($778)


    Taxes:$9,333

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $499,99059 Days on yellowkey   MLS ID: S5144591

    REDUCED by $25,010 (4.8%) on 04/06/2026

    For Sale S5144591 - 648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 2018
    Monthly Fee: $338
       Tax: $4,171 (2024)
    Community: Heritage/Plant Street
    Townhouse


    Estimated Monthly Payment: $3,425 (change assumption)
    Mortgage ($2,740) + Fees ($338) + Taxes in 2024 ($348)


    Taxes:$4,171

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 199 E CREST AVE, WINTER GARDEN, FL 34787

    $525,0003 Days on yellowkey   MLS ID: O6401923

    For Sale O6401923 - 199 E CREST AVE, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1659
       Built: 1984   Tax: $6,857 (2025)
    Community: Garden Heights Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($571)


    Taxes:$6,857

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17588 LAKE STAR RD, WINTER GARDEN, FL 34787

    $1,185,00045 Days on yellowkey   MLS ID: O6387269

    REDUCED by $10,000 (0.8%) on 04/25/2026

    For Sale O6387269 - 17588 LAKE STAR RD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2024
    Monthly Fee: $84
       Tax: $3,806 (2024)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,894 (change assumption)
    Mortgage ($6,493) + Fees ($84) + Taxes in 2024 ($317)


    Taxes:$3,806

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 636 S PARK AVE, WINTER GARDEN, FL 34787

    $298,9008 Days on yellowkey   MLS ID: O6400433

    3 Days Off yellowkey (back on 4/25/2026)

    For Sale O6400433 - 636 S PARK AVE, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 1272
       Built: 1953   Tax: $3,751 (2025)
    Community: Burchshire
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($313)


    Taxes:$3,751

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $700,00030 Days on yellowkey   MLS ID: O6394429

    For Sale O6394429 - 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2383
       Built: 2017
    Monthly Fee: $118
       Tax: $5,959 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,450 (change assumption)
    Mortgage ($3,836) + Fees ($118) + Taxes in 2025 ($497)


    Taxes:$5,959

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,0003 Days on yellowkey   MLS ID: O6401040

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6212 ARALIA IVY LN, WINTER GARDEN, FL 34787

    $440,00030 Days on yellowkey   MLS ID: O6394386

    For Sale O6394386 - 6212 ARALIA IVY LN, WINTER GARDEN, FL 34787 73 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2020
    Monthly Fee: $289
       Tax: $6,732 (2025)
    Community: Hamilton Gardens Ph 2A & 2B
    Townhouse


    Estimated Monthly Payment: $3,261 (change assumption)
    Mortgage ($2,411) + Fees ($289) + Taxes in 2025 ($561)


    Taxes:$6,732

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $885,000149 Days on yellowkey   MLS ID: S5139203

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2049
       Built: 2023
    Monthly Fee: $545
       Tax: $1,939 (2023)
    Community: Del Webb Oasis Phase 2
    Single Family


    Estimated Monthly Payment: $5,556 (change assumption)
    Mortgage ($4,849) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,000316 Days on yellowkey   MLS ID: S5129072

    For Sale S5129072 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $172
       Tax: $10,554 (2024)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,777 (change assumption)
    Mortgage ($3,726) + Fees ($172) + Taxes in 2024 ($880)


    Taxes:$10,554

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787

    $555,00020 Days on yellowkey   MLS ID: S5145002

    For Sale S5145002 - 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2189
       Built: 2000
    Monthly Fee: $44
       Tax: $4,217 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $3,436 (change assumption)
    Mortgage ($3,041) + Fees ($44) + Taxes in 2025 ($351)


    Taxes:$4,217

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787

    $179,90083 Days on yellowkey   MLS ID: O6378144

    REDUCED by $5,000 (2.7%) on 04/25/2026

    FORECLOSURE O6378144 - 14501 GROVE RESORT AVE #2535, WINTER GARDEN, FL 34787 70 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1434
       Built: 2018   Tax: $8,168 (2025)
    Community: Grove Resort And Spa
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,666 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($681)


    Taxes:$8,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $535,00025 Days on yellowkey   MLS ID: O6395079

    REDUCED by $10,000 (1.8%) on 04/17/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,502 (change assumption)
    Mortgage ($2,931) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $669,0003 Days on yellowkey   MLS ID: O6401397

    For Sale O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2017
    Monthly Fee: $115
       Tax: $9,241 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,551 (change assumption)
    Mortgage ($3,666) + Fees ($115) + Taxes in 2025 ($770)


    Taxes:$9,241

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787

    $849,99027 Days on yellowkey   MLS ID: O6394850

    For Sale O6394850 - 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,753 (change assumption)
    Mortgage ($4,657) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787

    $894,99031 Days on yellowkey   MLS ID: O6393961

    INCREASED by $35,000 (4.1%) on 04/24/2026

    For Sale O6393961 - 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3338
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $5,000 (change assumption)
    Mortgage ($4,904) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,99031 Days on yellowkey   MLS ID: O6393877

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None




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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.