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Winter Garden Homes For Sale & Real Estate - 703 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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  • 1125 LINCOLN TER, WINTER GARDEN, FL 34787

    $242,400207 Days on yellowkey   MLS ID: O6345921

    REDUCED by $2,500 (1.0%) on 04/09/2026

    For Sale O6345921 - 1125 LINCOLN TER, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $2,026 (2024)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,497 (change assumption)
    Mortgage ($1,328) + Taxes in 2024 ($169)


    Taxes:$2,026

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787

    $509,00018 Days on yellowkey   MLS ID: O6395221

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale O6395221 - 242 BLACK SPRINGS LN, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1909
       Built: 2007
    Monthly Fee: $115
       Tax: $2,748 (2025)
    Community: Cobblestone/Winter Garden
    Single Family


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,789) + Fees ($115) + Taxes in 2025 ($229)


    Taxes:$2,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,745,000167 Days on yellowkey   MLS ID: O6357233

    REDUCED by $4,000 (0.2%) on 04/09/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,880 (change assumption)
    Mortgage ($9,561) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $850,000212 Days on yellowkey   MLS ID: O6345400

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,530 (change assumption)
    Mortgage ($4,657) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12983 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00010 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

    $1,745,00050 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

    $870,00059 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

    $1,499,99925 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

    $649,90037 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

    $924,500126 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

    $490,000127 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


  • 17029 VOLUME ALY, WINTER GARDEN, FL 34787

    $409,00088 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

    $540,000331 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


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

    $224,000338 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


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

    $460,000177 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

    $669,000159 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


  • 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $500,00018 Days on yellowkey   MLS ID: O6395116

    For Sale O6395116 - 14542 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $164
       Tax: $4,822 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,305 (change assumption)
    Mortgage ($2,740) + Fees ($164) + Taxes in 2025 ($402)


    Taxes:$4,822

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $2,045,00089 Days on yellowkey   MLS ID: O6371664

    REDUCED by $5,000 (0.2%) on 04/08/2026

    For Sale O6371664 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016   Tax: $16,503 (2024)
    Community: Independence
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,580 (change assumption)
    Mortgage ($11,205) + Taxes in 2024 ($1,375)


    Taxes:$16,503

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 17661 DAVENPORT RD, WINTER GARDEN, FL 34787

    $1,125,000192 Days on yellowkey   MLS ID: O6350509

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

    For Sale O6350509 - 17661 DAVENPORT RD, WINTER GARDEN, FL 34787 98 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2400
       Built: 1956   Tax: $9,262 (2024)
    Community: Lake Avalon Heights
    Single Family


    Estimated Monthly Payment: $6,936 (change assumption)
    Mortgage ($6,164) + Taxes in 2024 ($772)


    Taxes:$9,262

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $564,990127 Days on yellowkey   MLS ID: O6367156

    REDUCED by $5,960 (1.0%) on 04/08/2026

    For Sale O6367156 - 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,452 (change assumption)
    Mortgage ($3,096) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.