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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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  • 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787

    $249,5004 Days on yellowkey   MLS ID: O6397131

    For Sale O6397131 - 14501 GROVE RESORT AVE #1721, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2017
    Monthly Fee: $904
       Tax: $7,146 (2025)
    Community: Grove Resort And Spa Hotel Condominium
    Condo


    Estimated Monthly Payment: $2,867 (change assumption)
    Mortgage ($1,367) + Fees ($904) + Taxes in 2025 ($595)


    Taxes:$7,146

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $489,9908 Days on yellowkey   MLS ID: TB8494889

    For Sale TB8494889 - 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2026
    Monthly Fee: $248
       Tax: $1,375 (2025)
    Community: Parkview/Hamlin
    Townhouse


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,685) + Fees ($248) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14267 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787

    $350,00029 Days on yellowkey   MLS ID: O6390455

    For Sale O6390455 - 14267 AVENUE OF THE GRVS, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1289
       Built: 2008
    Monthly Fee: $139
       Tax: $3,450 (2025)
    Community: Signature Lks-Pcl 01D Ph 01
    Townhouse


    Estimated Monthly Payment: $2,344 (change assumption)
    Mortgage ($1,918) + Fees ($139) + Taxes in 2025 ($287)


    Taxes:$3,450

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $499,9006 Days on yellowkey   MLS ID: S5147405

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

    For Sale S5147405 - 15006 PIGEON PLUM LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2016
    Monthly Fee: $252
       Tax: $7,351 (2025)
    Community: Summerlake
    Single Family


    Estimated Monthly Payment: $3,604 (change assumption)
    Mortgage ($2,739) + Fees ($252) + Taxes in 2025 ($613)


    Taxes:$7,351

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $519,900229 Days on yellowkey   MLS ID: S5133690

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,415 (change assumption)
    Mortgage ($2,849) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $490,0005 Days on yellowkey   MLS ID: O6397513

    For Sale O6397513 - 16413 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1626
       Built: 2021
    Monthly Fee: $284
       Tax: $6,711 (2025)
    Community: Hawksmoor
    Townhouse


    Estimated Monthly Payment: $3,528 (change assumption)
    Mortgage ($2,685) + Fees ($284) + Taxes in 2025 ($559)


    Taxes:$6,711

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5943 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $746,650209 Days on yellowkey   MLS ID: G5102277

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale G5102277 - 5943 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: $4,241 (change assumption)
    Mortgage ($4,091) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 276 SUMMER PINE ST, WINTER GARDEN, FL 34787

    $880,00053 Days on yellowkey   MLS ID: O6384565

    REDUCED by $5,000 (0.6%) on 04/11/2026

    For Sale O6384565 - 276 SUMMER PINE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2025
    Monthly Fee: $240
       Tax: $1,914 (2024)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,221 (change assumption)
    Mortgage ($4,822) + Fees ($240) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 744 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $995,00036 Days on yellowkey   MLS ID: O6388775

    For Sale O6388775 - 744 LAKE BRIM DR, WINTER GARDEN, FL 34787 87 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 2016
    Monthly Fee: $203
       Tax: $9,275 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $6,428 (change assumption)
    Mortgage ($5,452) + Fees ($203) + Taxes in 2025 ($773)


    Taxes:$9,275

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $499,99529 Days on yellowkey   MLS ID: S5145650

    REDUCED by $24,980 (4.8%) on 04/01/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,906 (change assumption)
    Mortgage ($2,740) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $674,00063 Days on yellowkey   MLS ID: O6381746

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

    For Sale O6381746 - 12919 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2508
       Built: 2024
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,693) + 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


  • 5367 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $624,90044 Days on yellowkey   MLS ID: O6380252

    For Sale O6380252 - 5367 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2021
    Monthly Fee: $115
       Tax: $8,949 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $4,285 (change assumption)
    Mortgage ($3,424) + Fees ($115) + Taxes in 2024 ($746)


    Taxes:$8,949

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787

    $675,0006 Days on yellowkey   MLS ID: O6397098

    For Sale O6397098 - 1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1832
       Built: 1991   Tax: $2,367 (2025)
    Community: 0000
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,896 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($197)


    Taxes:$2,367

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787

    $570,0008 Days on yellowkey   MLS ID: O6396757

    For Sale O6396757 - 6408 FLAT LEMON DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1979
       Built: 2019
    Monthly Fee: $142
       Tax: $8,155 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,945 (change assumption)
    Mortgage ($3,123) + Fees ($142) + Taxes in 2025 ($680)


    Taxes:$8,155

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 936 KYLEE ALY, WINTER GARDEN, FL 34787

    $675,00020 Days on yellowkey   MLS ID: O6393910

    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


  • 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,325,00037 Days on yellowkey   MLS ID: O6383438

    REDUCED by $25,000 (1.9%) on 04/08/2026

    For Sale O6383438 - 671 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4490
       Built: 2019
    Monthly Fee: $300
       Tax: $12,519 (2024)
    Community: Canopy Oaks Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,603 (change assumption)
    Mortgage ($7,260) + Fees ($300) + Taxes in 2024 ($1,043)


    Taxes:$12,519

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $795,00050 Days on yellowkey   MLS ID: G5108709

    For Sale G5108709 - 17422 CHANNEL WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2019
    Monthly Fee: $215
       Tax: $9,958 (2025)
    Community: Waterside On Johns Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,401 (change assumption)
    Mortgage ($4,356) + Fees ($215) + Taxes in 2025 ($830)


    Taxes:$9,958

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787

    $232,00050 Days on yellowkey   MLS ID: O6384866

    REDUCED by $8,000 (3.3%) on 04/08/2026

    For Sale O6384866 - 317 SOUTHERN PECAN CIR #102, WINTER GARDEN, FL 34787 42 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 738
       Built: 2005
    Monthly Fee: $309
       Tax: $245 (2025)
    Community: Southern Pines Condominium
    Condo


    Estimated Monthly Payment: $1,601 (change assumption)
    Mortgage ($1,271) + Fees ($309) + Taxes in 2025 ($20)


    Taxes:$245

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1110 VINSETTA CIR, WINTER GARDEN, FL 34787

    $619,00071 Days on yellowkey   MLS ID: O6375070

    For Sale O6375070 - 1110 VINSETTA CIR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2276
       Built: 2013
    Monthly Fee: $112
       Tax: $3,427 (2024)
    Community: Avalon Reserve
    Single Family


    Estimated Monthly Payment: $3,789 (change assumption)
    Mortgage ($3,392) + Fees ($112) + Taxes in 2024 ($286)


    Taxes:$3,427

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787

    $405,000137 Days on yellowkey   MLS ID: O6363767

    REDUCED by $11,000 (2.6%) on 04/02/2026

    For Sale O6363767 - 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $347
       Tax: $6,304 (2025)
    Community: Highlands/Summerlake Grvs #1
    Townhouse


    Estimated Monthly Payment: $3,091 (change assumption)
    Mortgage ($2,219) + Fees ($347) + Taxes in 2025 ($525)


    Taxes:$6,304

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.