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Winter Garden Homes For Sale & Real Estate - 951 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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  • WINTER GARDEN, FL 34787

    $558,9907 Days on yellowkey   MLS ID: G5113611

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale G5113611 - WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,213 (change assumption)
    Mortgage ($3,063) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6171 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $792,8057 Days on yellowkey   MLS ID: G5113609

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale G5113609 - 6171 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,494 (change assumption)
    Mortgage ($4,344) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1343 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $535,0007 Days on yellowkey   MLS ID: O6414756

    For Sale O6414756 - 1343 CASTLEPORT RD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2001
    Monthly Fee: $243
       Tax: $4,191 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,524 (change assumption)
    Mortgage ($2,931) + Fees ($243) + Taxes in 2025 ($349)


    Taxes:$4,191

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $789,9907 Days on yellowkey   MLS ID: O6414779

    For Sale O6414779 - 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2569
       Built: 2023
    Monthly Fee: $99
       Tax: $9,756 (2025)
    Community: Summerlake Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,241 (change assumption)
    Mortgage ($4,329) + Fees ($99) + Taxes in 2025 ($813)


    Taxes:$9,756

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4863 LACEWING DR, WINTER GARDEN, FL 34787

    $540,00070 Days on yellowkey   MLS ID: O6397857

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale O6397857 - 4863 LACEWING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $171
       Tax: $6,905 (2025)
    Community: Silverleaf Reserve Bungalows
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($2,959) + Fees ($171) + Taxes in 2025 ($575)


    Taxes:$6,905

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $799,900134 Days on yellowkey   MLS ID: O6379591

    REDUCED by $49,100 (5.8%) on 06/11/2026

    For Sale O6379591 - 13343 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2214
       Built: 2023
    Monthly Fee: $544
       Tax: $10,256 (2024)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,782 (change assumption)
    Mortgage ($4,383) + Fees ($544) + Taxes in 2024 ($855)


    Taxes:$10,256

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10540 TRIBUTE DR, WINTER GARDEN, FL 34787

    $415,000271 Days on yellowkey   MLS ID: O6346155

    For Sale O6346155 - 10540 TRIBUTE DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1636
       Built: 2023
    Monthly Fee: $225
       Tax: $6,096 (2024)
    Community: Storey Grove Ph 4
    Townhouse


    Estimated Monthly Payment: $3,007 (change assumption)
    Mortgage ($2,274) + Fees ($225) + Taxes in 2024 ($508)


    Taxes:$6,096

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7363 MEZZANO LN, WINTER GARDEN, FL 34787

    $469,999287 Days on yellowkey   MLS ID: O6340083

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $10,000 (2.1%) on 05/04/2026

    For Sale O6340083 - 7363 MEZZANO LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2023
    Monthly Fee: $181
       Tax: $6,986 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,338 (change assumption)
    Mortgage ($2,575) + Fees ($181) + Taxes in 2025 ($582)


    Taxes:$6,986

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16104 SANDHILL RD, WINTER GARDEN, FL 34787

    $1,020,00021 Days on yellowkey   MLS ID: O6411589

    For Sale O6411589 - 16104 SANDHILL RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1364
       Built: 1988
    Monthly Fee: $3
       Tax: $2,191 (2025)
    Community: Lake Avalon Groves
    Single Family


    Estimated Monthly Payment: $5,774 (change assumption)
    Mortgage ($5,589) + Fees ($3) + Taxes in 2025 ($183)


    Taxes:$2,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14280 BRAEMAR ST, WINTER GARDEN, FL 34787

    $499,00057 Days on yellowkey   MLS ID: TB8500322

    REDUCED by $40,000 (7.4%) on 06/12/2026

    For Sale TB8500322 - 14280 BRAEMAR ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2023
    Monthly Fee: $100
       Tax: $7,928 (2025)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,495 (change assumption)
    Mortgage ($2,734) + Fees ($100) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER GARDEN, FL 34787

    $599,00063 Days on yellowkey   MLS ID: O6399369

    REDUCED by $20,000 (3.2%) on 05/22/2026

    For Sale O6399369 - WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2001
    Monthly Fee: $320
       Tax: $4,811 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,003 (change assumption)
    Mortgage ($3,282) + Fees ($320) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9827 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,399,99042 Days on yellowkey   MLS ID: O6405480

    INCREASED by $25,000 (1.8%) on 06/11/2026

    For Sale O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $259
       Tax: $11,122 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,857 (change assumption)
    Mortgage ($7,671) + Fees ($259) + Taxes in 2025 ($927)


    Taxes:$11,122

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 398 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $1,498,44044 Days on yellowkey   MLS ID: O6405194

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale O6405194 - 398 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4442
       Built: 2024
    Monthly Fee: $240
       Tax: $14,707 (2025)
    Community: Winter Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,676 (change assumption)
    Mortgage ($8,210) + Fees ($240) + Taxes in 2025 ($1,226)


    Taxes:$14,707

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 936 KYLEE ALY, WINTER GARDEN, FL 34787

    $675,00084 Days on yellowkey   MLS ID: O6393910

    4 Days Off yellowkey (back on 6/11/2026)

    For Sale O6393910 - 936 KYLEE ALY, WINTER GARDEN, FL 34787 60 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2022
    Monthly Fee: $356
       Tax: $6,058 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $4,559 (change assumption)
    Mortgage ($3,699) + Fees ($356) + Taxes in 2025 ($505)


    Taxes:$6,058

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Legacy Middle


  • 13062 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $693,27061 Days on yellowkey   MLS ID: O6400441

    INCREASED by $3,000 (0.4%) on 04/30/2026

    For Sale O6400441 - 13062 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $4,069 (change assumption)
    Mortgage ($3,799) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12788 SUNSET WALK DR, WINTER GARDEN, FL 34787

    $529,02562 Days on yellowkey   MLS ID: O6400288

    For Sale O6400288 - 12788 SUNSET WALK DR, WINTER GARDEN, FL 34787 10 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2026
    Monthly Fee: $149
       Tax: $400 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,899) + Fees ($149) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13026 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $547,16062 Days on yellowkey   MLS ID: O6400188

    INCREASED by $3,000 (0.6%) on 04/30/2026

    For Sale O6400188 - 13026 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,269 (change assumption)
    Mortgage ($2,998) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $539,99923 Days on yellowkey   MLS ID: O6410232

    REDUCED by $10,001 (1.8%) on 06/11/2026

    For Sale O6410232 - 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 1990
    Monthly Fee: $25
       Tax: $3,703 (2026)
    Community: Crown Point Springs
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,959) + Fees ($25) + Taxes in 2026 ($309)


    Taxes:$3,703

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 10264 LOVE STORY ST, WINTER GARDEN, FL 34787

    $915,00030 Days on yellowkey   MLS ID: O6409005

    For Sale O6409005 - 10264 LOVE STORY ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3295
       Built: 2018
    Monthly Fee: $228
       Tax: $11,228 (2025)
    Community: Storey Grove Ph 1B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,177 (change assumption)
    Mortgage ($5,014) + Fees ($228) + Taxes in 2025 ($936)


    Taxes:$11,228

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13978 LANYARD WAY, WINTER GARDEN, FL 34787

    $885,00020 Days on yellowkey   MLS ID: O6411513

    For Sale O6411513 - 13978 LANYARD WAY, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3687
       Built: 2022
    Monthly Fee: $225
       Tax: $13,148 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $6,170 (change assumption)
    Mortgage ($4,849) + Fees ($225) + Taxes in 2025 ($1,096)


    Taxes:$13,148

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring 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.