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Winter Garden Homes For Sale & Real Estate - 665 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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  • 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,0007 Days on yellowkey   MLS ID: O6397592

    For Sale O6397592 - 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $1,745,00047 Days on yellowkey   MLS ID: O6386104

    5 Days Off yellowkey (back on 4/8/2026)

    For Sale O6386104 - 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 2020
    Monthly Fee: $230
       Tax: $16,822 (2025)
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,193 (change assumption)
    Mortgage ($9,561) + Fees ($230) + Taxes in 2025 ($1,402)


    Taxes:$16,822

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17606 LAKE STAR RD, WINTER GARDEN, FL 34787

    $870,00056 Days on yellowkey   MLS ID: O6382909

    For Sale O6382909 - 17606 LAKE STAR RD, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2605
       Built: 2023
    Monthly Fee: $83
       Tax: $12,316 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $5,876 (change assumption)
    Mortgage ($4,767) + Fees ($83) + Taxes in 2024 ($1,026)


    Taxes:$12,316

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,499,99922 Days on yellowkey   MLS ID: O6392705

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6392705 - 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4283
       Built: 2018
    Monthly Fee: $298
       Tax: $10,715 (2025)
    Community: Canopy Oaks Ph I
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,410 (change assumption)
    Mortgage ($8,219) + Fees ($298) + Taxes in 2025 ($893)


    Taxes:$10,715

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787

    $649,90034 Days on yellowkey   MLS ID: O6389469

    For Sale O6389469 - 5679 ORANGE ORCHARD DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2021
    Monthly Fee: $117
       Tax: $7,176 (2025)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,561) + Fees ($117) + Taxes in 2025 ($598)


    Taxes:$7,176

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14282 CREEKBED CIR, WINTER GARDEN, FL 34787

    $924,500123 Days on yellowkey   MLS ID: O6365928

    REDUCED by $5,000 (0.5%) on 04/08/2026

    For Sale O6365928 - 14282 CREEKBED CIR, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3479
       Built: 2015
    Monthly Fee: $180
       Tax: $7,163 (2025)
    Community: Bradford Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,843 (change assumption)
    Mortgage ($5,066) + Fees ($180) + Taxes in 2025 ($597)


    Taxes:$7,163

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8024 BLUEJACK OAK DR, WINTER GARDEN, FL 34787

    $490,000124 Days on yellowkey   MLS ID: O6366553

    2 Days Off yellowkey (back on 3/9/2026)

    For Sale O6366553 - 8024 BLUEJACK OAK DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1784
       Built: 2018
    Monthly Fee: $312
       Tax: $4,624 (2025)
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $3,382 (change assumption)
    Mortgage ($2,685) + Fees ($312) + Taxes in 2025 ($385)


    Taxes:$4,624

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787

    $1,199,90041 Days on yellowkey   MLS ID: O6385964

    INCREASED by $80,900 (7.2%) on 04/02/2026

    For Sale O6385964 - 441 COURTLEA OAKS BLVD, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4001
       Built: 2000
    Monthly Fee: $83
       Tax: $5,551 (2024)
    Community: Courtlea Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,120 (change assumption)
    Mortgage ($6,575) + Fees ($83) + Taxes in 2024 ($463)


    Taxes:$5,551

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 813 MARSH REED DR, WINTER GARDEN, FL 34787

    $609,000295 Days on yellowkey   MLS ID: O6321149

    For Sale O6321149 - 813 MARSH REED DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3148
       Built: 2015
    Monthly Fee: $128
       Tax: $8,220 (2024)
    Community: Johns Lake Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,337) + Fees ($128) + Taxes in 2024 ($685)


    Taxes:$8,220

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #1742, WINTER GARDEN, FL 34787

    $209,900203 Days on yellowkey   MLS ID: O6346817

    For Sale O6346817 - 14501 GROVE RESORT AVE #1742, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016
    Monthly Fee: $888
       Tax: $6,945 (2024)
    Community: Grove Resort And Spa
    Condo


    Estimated Monthly Payment: $2,617 (change assumption)
    Mortgage ($1,150) + Fees ($888) + Taxes in 2024 ($579)


    Taxes:$6,945

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17029 VOLUME ALY, WINTER GARDEN, FL 34787

    $409,00085 Days on yellowkey   MLS ID: O6375210

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6375210 - 17029 VOLUME ALY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1717
       Built: 2020
    Monthly Fee: $268
       Tax: $6,216 (2025)
    Community: Storey Grove Ph 1B-4A
    Townhouse


    Estimated Monthly Payment: $3,027 (change assumption)
    Mortgage ($2,241) + Fees ($268) + Taxes in 2025 ($518)


    Taxes:$6,216

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $540,000328 Days on yellowkey   MLS ID: O6311344

    For Sale O6311344 - 16391 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Monthly Fee: $254
       Tax: $8,126 (2024)
    Community: Waterleigh Ph 3B & 3C
    Single Family


    Estimated Monthly Payment: $3,890 (change assumption)
    Mortgage ($2,959) + Fees ($254) + Taxes in 2024 ($677)


    Taxes:$8,126

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 8955 LAKESHORE POINTE DR, WINTER GARDEN, FL 34787

    $639,990229 Days on yellowkey   MLS ID: O6337042

    For Sale O6337042 - 8955 LAKESHORE POINTE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2539
       Built: 2018
    Monthly Fee: $600
       Tax: $8,886 (2024)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $4,847 (change assumption)
    Mortgage ($3,507) + Fees ($600) + Taxes in 2024 ($741)


    Taxes:$8,886

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,850,00040 Days on yellowkey   MLS ID: O6387519

    REDUCED by $49,000 (2.6%) on 04/01/2026

    For Sale O6387519 - 720 LAKE BRIM DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2020
    Monthly Fee: $203
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,576 (change assumption)
    Mortgage ($10,137) + Fees ($203) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14501 GROVE RESORT AVE #2438, WINTER GARDEN, FL 34787

    $224,000335 Days on yellowkey   MLS ID: O6306977

    For Sale O6306977 - 14501 GROVE RESORT AVE #2438, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2018   Tax: $8,035 (2024)
    Community: Grove Residence Y Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,227) + Taxes in 2024 ($670)


    Taxes:$8,035

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13881 EASDALE ALY, WINTER GARDEN, FL 34787

    $460,000254 Days on yellowkey   MLS ID: O6332674

    REDUCED by $10,000 (2.1%) on 04/08/2026

    For Sale O6332674 - 13881 EASDALE ALY, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2024
    Monthly Fee: $165
       Tax: $1,535 (2024)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $2,813 (change assumption)
    Mortgage ($2,520) + Fees ($165) + Taxes in 2024 ($128)


    Taxes:$1,535

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $505,00030 Days on yellowkey   MLS ID: O6391117

    For Sale O6391117 - 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2017
    Monthly Fee: $159
       Tax: $7,996 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,592 (change assumption)
    Mortgage ($2,767) + Fees ($159) + Taxes in 2025 ($666)


    Taxes:$7,996

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #2101, WINTER GARDEN, FL 34787

    $460,000174 Days on yellowkey   MLS ID: O6353080

    For Sale O6353080 - 14501 GROVE RESORT AVE #2101, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1544
       Built: 2018
    Monthly Fee: $826
       Tax: $8,802 (2024)
    Community: Grove Resort And Spa Hotel Condo 1
    Condo


    Estimated Monthly Payment: $4,080 (change assumption)
    Mortgage ($2,520) + Fees ($826) + Taxes in 2024 ($734)


    Taxes:$8,802

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9723 LOST CREEK DR, WINTER GARDEN, FL 34787

    $669,000156 Days on yellowkey   MLS ID: O6359309

    For Sale O6359309 - 9723 LOST CREEK DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $10,499 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,802 (change assumption)
    Mortgage ($3,666) + Fees ($261) + Taxes in 2025 ($875)


    Taxes:$10,499

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $825,00019 Days on yellowkey   MLS ID: O6393190

    REDUCED by $25,000 (2.9%) on 04/05/2026

    For Sale O6393190 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 88 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Monthly Fee: $243
       Tax: $7,653 (2025)
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,520) + Fees ($243) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle




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.