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Winter Garden Homes For Sale & Real Estate - 933 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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  • 16126 PARKWYN ST, WINTER GARDEN, FL 34787

    $609,00095 Days on yellowkey   MLS ID: O6389811

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $16,000 (2.6%) on 05/01/2026

    For Sale O6389811 - 16126 PARKWYN ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2021
    Monthly Fee: $127
       Tax: $7,291 (2025)
    Community: Hawksmoor Ph 2
    Single Family


    Estimated Monthly Payment: $4,071 (change assumption)
    Mortgage ($3,337) + Fees ($127) + Taxes in 2025 ($608)


    Taxes:$7,291

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787

    $235,00081 Days on yellowkey   MLS ID: O6393946

    REDUCED by $15,000 (6.0%) on 04/14/2026

    For Sale O6393946 - 131 SOUTHERN PECAN CIR #201, WINTER GARDEN, FL 34787 29 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $2,176 (2025)
    Community: Southern Pines Condo
    Condo


    Estimated Monthly Payment: $1,778 (change assumption)
    Mortgage ($1,288) + Fees ($309) + Taxes in 2025 ($181)


    Taxes:$2,176

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $2,000,00087 Days on yellowkey   MLS ID: O6391901

    REDUCED by $200,000 (9.1%) on 05/06/2026

    For Sale O6391901 - 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 5524
       Built: 2024
    Monthly Fee: $225
       Tax: $8,585 (2025)
    Community: Avalon Rdg
    Single Family


    Estimated Monthly Payment: $11,899 (change assumption)
    Mortgage ($10,959) + Fees ($225) + Taxes in 2025 ($715)


    Taxes:$8,585

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15196 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787

    $1,155,00048 Days on yellowkey   MLS ID: O6397637

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale O6397637 - 15196 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3505
       Built: 2017
    Monthly Fee: $235
       Tax: $7,580 (2025)
    Community: Hickory Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,195 (change assumption)
    Mortgage ($6,329) + Fees ($235) + Taxes in 2025 ($632)


    Taxes:$7,580

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787

    $875,00054 Days on yellowkey   MLS ID: O6393138

    For Sale O6393138 - 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3570
       Built: 2001
    Monthly Fee: $104
       Tax: $9,264 (2025)
    Community: Cambridge Crossing Ph 01A 45/21
    Single Family


    Estimated Monthly Payment: $5,670 (change assumption)
    Mortgage ($4,794) + Fees ($104) + Taxes in 2025 ($772)


    Taxes:$9,264

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15130 TEA TREE DR, WINTER GARDEN, FL 34787

    $926,58235 Days on yellowkey   MLS ID: G5112226

    For Sale G5112226 - 15130 TEA TREE DR, WINTER GARDEN, FL 34787 4 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150
       Tax: $18,489 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $6,768 (change assumption)
    Mortgage ($5,077) + Fees ($150) + Taxes in 2025 ($1,541)


    Taxes:$18,489

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787

    $468,150135 Days on yellowkey   MLS ID: S5142815

    REDUCED by $1,850 (0.4%) on 05/14/2026

    For Sale S5142815 - 9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $262
       Tax: $5,902 (2025)
    Community: Waterleigh Phase 3A
    Single Family


    Estimated Monthly Payment: $3,319 (change assumption)
    Mortgage ($2,565) + Fees ($262) + Taxes in 2025 ($492)


    Taxes:$5,902

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $759,00064 Days on yellowkey   MLS ID: S5147252

    REDUCED by $40,000 (5.0%) on 05/06/2026

    For Sale S5147252 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2018
    Monthly Fee: $245
       Tax: $7,456 (2025)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $5,025 (change assumption)
    Mortgage ($4,159) + Fees ($245) + Taxes in 2025 ($621)


    Taxes:$7,456

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3276 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $525,00054 Days on yellowkey   MLS ID: O6401195

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6401195 - 3276 SAILING PIER AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1990
       Built: 2020
    Monthly Fee: $152
       Tax: $7,081 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $3,619 (change assumption)
    Mortgage ($2,877) + Fees ($152) + Taxes in 2025 ($590)


    Taxes:$7,081

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 16760 HARPER COVE DR, WINTER GARDEN, FL 34787

    $700,00047 Days on yellowkey   MLS ID: O6403109

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6403109 - 16760 HARPER COVE DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2019
    Monthly Fee: $255
       Tax: $3,627 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $4,393 (change assumption)
    Mortgage ($3,836) + Fees ($255) + Taxes in 2025 ($302)


    Taxes:$3,627

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $490,000239 Days on yellowkey   MLS ID: O6353551

    For Sale O6353551 - 16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2021
    Monthly Fee: $284
       Tax: $5,869 (2024)
    Community: Hawksmoor Ph 3
    Townhouse


    Estimated Monthly Payment: $3,458 (change assumption)
    Mortgage ($2,685) + Fees ($284) + Taxes in 2024 ($489)


    Taxes:$5,869

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16827 SANCTUARY DR, WINTER GARDEN, FL 34787

    $998,00051 Days on yellowkey   MLS ID: S5148416

    For Sale S5148416 - 16827 SANCTUARY DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2020
    Monthly Fee: $165
       Tax: $6,024 (2025)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,135 (change assumption)
    Mortgage ($5,468) + Fees ($165) + Taxes in 2025 ($502)


    Taxes:$6,024

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $950,00048 Days on yellowkey   MLS ID: O6401408

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6401408 - 15734 SWEET LEMON WAY, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3635
       Built: 2020
    Monthly Fee: $55
       Tax: $12,622 (2025)
    Community: Highlands/Summerlake Grvs Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,312 (change assumption)
    Mortgage ($5,205) + Fees ($55) + Taxes in 2025 ($1,052)


    Taxes:$12,622

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18167 CIDER MILL LN, WINTER GARDEN, FL 34787

    $469,990108 Days on yellowkey   MLS ID: O6386278

    1 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $5,000 (1.1%) on 04/22/2026

    For Sale O6386278 - 18167 CIDER MILL LN, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $205
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,899 (change assumption)
    Mortgage ($2,575) + Fees ($205) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 907 EASLEY AVE, WINTER GARDEN, FL 34787

    $865,00034 Days on yellowkey   MLS ID: O6406147

    For Sale O6406147 - 907 EASLEY AVE, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2252
       Built: 2017
    Monthly Fee: $208
       Tax: $4,712 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,340 (change assumption)
    Mortgage ($4,740) + Fees ($208) + Taxes in 2025 ($393)


    Taxes:$4,712

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6044 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $579,82033 Days on yellowkey   MLS ID: G5112346

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale G5112346 - 6044 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

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

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,327 (change assumption)
    Mortgage ($3,177) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $580,68295 Days on yellowkey   MLS ID: G5109480

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale G5109480 - 17055 HAGGERTY HOLLOW DR, 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: $3,332 (change assumption)
    Mortgage ($3,182) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15136 TEA TREE DR, WINTER GARDEN, FL 34787

    $959,64735 Days on yellowkey   MLS ID: G5112230

    For Sale G5112230 - 15136 TEA TREE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3543
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,433 (change assumption)
    Mortgage ($5,258) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15081 TEA TREE DR, WINTER GARDEN, FL 34787

    $797,39839 Days on yellowkey   MLS ID: G5112081

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale G5112081 - 15081 TEA TREE DR, WINTER GARDEN, FL 34787 47 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: $4,519 (change assumption)
    Mortgage ($4,369) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #1440, WINTER GARDEN, FL 34787

    $245,000258 Days on yellowkey   MLS ID: O6348465

    For Sale O6348465 - 14501 GROVE RESORT AVE #1440, WINTER GARDEN, FL 34787 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $875
       Tax: $6,682 (2025)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $2,774 (change assumption)
    Mortgage ($1,342) + Fees ($875) + Taxes in 2025 ($557)


    Taxes:$6,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.