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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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  • 17798 ADRIFT RD, WINTER GARDEN, FL 34787

    $835,00017 Days on yellowkey   MLS ID: O6409173

    For Sale O6409173 - 17798 ADRIFT RD, WINTER GARDEN, FL 34787 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 2023
    Monthly Fee: $214
       Tax: $11,089 (2025)
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,713 (change assumption)
    Mortgage ($4,575) + Fees ($214) + Taxes in 2025 ($924)


    Taxes:$11,089

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $499,990108 Days on yellowkey   MLS ID: S5144591

    REDUCED by $25,010 (4.8%) on 04/06/2026

    For Sale S5144591 - 648 ORANGE BELT LOOP, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1688
       Built: 2018
    Monthly Fee: $338
       Tax: $4,171 (2024)
    Community: Heritage/Plant Street
    Townhouse


    Estimated Monthly Payment: $3,425 (change assumption)
    Mortgage ($2,740) + Fees ($338) + Taxes in 2024 ($348)


    Taxes:$4,171

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1503 COLUSO DR, WINTER GARDEN, FL 34787

    $473,00022 Days on yellowkey   MLS ID: O6410109

    REDUCED by $7,000 (1.5%) on 06/12/2026

    For Sale O6410109 - 1503 COLUSO DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2187
       Built: 1988   Tax: $1,952 (2025)
    Community: Magnolia Wood Fifth Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,754 (change assumption)
    Mortgage ($2,592) + Taxes in 2025 ($163)


    Taxes:$1,952

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14989 APOLLO BOND DR, WINTER GARDEN, FL 34787

    $405,000120 Days on yellowkey   MLS ID: O6378685

    REDUCED by $10,000 (2.4%) on 06/12/2026

    For Sale O6378685 - 14989 APOLLO BOND DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1789
       Built: 2019
    Monthly Fee: $241
       Tax: $3,914 (2024)
    Community: Watermark Ph 3
    Townhouse


    Estimated Monthly Payment: $2,786 (change assumption)
    Mortgage ($2,219) + Fees ($241) + Taxes in 2024 ($326)


    Taxes:$3,914

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15419 UGLIS ALY, WINTER GARDEN, FL 34787

    $555,00045 Days on yellowkey   MLS ID: O6403047

    REDUCED by $10,000 (1.8%) on 06/12/2026

    For Sale O6403047 - 15419 UGLIS ALY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2018
    Monthly Fee: $60
       Tax: $8,121 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,041) + Fees ($60) + Taxes in 2025 ($677)


    Taxes:$8,121

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17125 STILLNESS ALY, WINTER GARDEN, FL 34787

    $580,9333 Days on yellowkey   MLS ID: G5113666

    For Sale G5113666 - 17125 STILLNESS ALY, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2083
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,304 (change assumption)
    Mortgage ($3,183) + Fees ($121) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 181 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $600,00015 Days on yellowkey   MLS ID: O6412174

    For Sale O6412174 - 181 ZACHARY WADE ST, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2940
       Built: 2002
    Monthly Fee: $67
       Tax: $7,609 (2025)
    Community: Lakeview Reserve
    Single Family


    Estimated Monthly Payment: $3,989 (change assumption)
    Mortgage ($3,288) + Fees ($67) + Taxes in 2025 ($634)


    Taxes:$7,609

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16425 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $435,000109 Days on yellowkey   MLS ID: O6383709

    REDUCED by $25,000 (5.4%) on 05/16/2026

    For Sale O6383709 - 16425 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1662
       Built: 2021
    Monthly Fee: $284
       Tax: $6,683 (2024)
    Community: Hawksmoor-Ph 3
    Townhouse


    Estimated Monthly Payment: $3,224 (change assumption)
    Mortgage ($2,384) + Fees ($284) + Taxes in 2024 ($557)


    Taxes:$6,683

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16217 LAKE JOHNS CIR, WINTER GARDEN, FL 34787

    $1,200,00026 Days on yellowkey   MLS ID: O6409098

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6409098 - 16217 LAKE JOHNS CIR, WINTER GARDEN, FL 34787 65 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4659
       Built: 1973   Tax: $3,817 (2025)
    Community: Lake Johns Shores
    Single Family


    Estimated Monthly Payment: $6,893 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($318)


    Taxes:$3,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $724,90098 Days on yellowkey   MLS ID: O6388830

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

    For Sale O6388830 - 18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2024
    Monthly Fee: $280
       Tax: $10,366 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,116 (change assumption)
    Mortgage ($3,972) + Fees ($280) + Taxes in 2024 ($864)


    Taxes:$10,366

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,259,00076 Days on yellowkey   MLS ID: O6394059

    REDUCED by $28,000 (2.2%) on 05/28/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,688 (change assumption)
    Mortgage ($6,898) + Fees ($298) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1019 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $595,0003 Days on yellowkey   MLS ID: O6414940

    For Sale O6414940 - 1019 PORTMOOR WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2401
       Built: 2001
    Monthly Fee: $243
       Tax: $646 (2025)
    Community: Stoneybrook West Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,557 (change assumption)
    Mortgage ($3,260) + Fees ($243) + Taxes in 2025 ($54)


    Taxes:$646

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6131 ELFIN HERB WAY, WINTER GARDEN, FL 34787

    $450,0009 Days on yellowkey   MLS ID: O6414015

    For Sale O6414015 - 6131 ELFIN HERB WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1714
       Built: 2020
    Monthly Fee: $28,900
       Tax: $5,990 (2025)
    Community: Hamilton Gardens
    Townhouse


    Estimated Monthly Payment: $31,865 (change assumption)
    Mortgage ($2,466) + Fees ($28,900) + Taxes in 2025 ($499)


    Taxes:$5,990

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 9508 QUIET LN, WINTER GARDEN, FL 34787

    $1,400,00025 Days on yellowkey   MLS ID: O6408432

    For Sale O6408432 - 9508 QUIET LN, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2001
    Monthly Fee: $17
       Tax: $9,906 (2026)
    Community: Valley View
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,514 (change assumption)
    Mortgage ($7,671) + Fees ($17) + Taxes in 2026 ($825)


    Taxes:$9,906

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2026

    Middle School: Windy Hill Middle


  • 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $610,00017 Days on yellowkey   MLS ID: O6411495

    REDUCED by $20,000 (3.2%) on 06/12/2026

    For Sale O6411495 - 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2445
       Built: 2025
    Monthly Fee: $229
       Tax: $1,614 (2025)
    Community: Harvest/Ovation Ph 2
    Single Family


    Estimated Monthly Payment: $3,706 (change assumption)
    Mortgage ($3,342) + Fees ($229) + Taxes in 2025 ($134)


    Taxes:$1,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 611 SIGLER DR, WINTER GARDEN, FL 34787

    $899,7605 Days on yellowkey   MLS ID: O6415005

    For Sale O6415005 - 611 SIGLER DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 3.5   Gar: 22
    Liv Area Sq Ft: 2432
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $5,168 (change assumption)
    Mortgage ($4,930) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 636 SIGLER DR, WINTER GARDEN, FL 34787

    $611,6105 Days on yellowkey   MLS ID: O6413662

    For Sale O6413662 - 636 SIGLER DR, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1634
       Built: 2026
    Monthly Fee: $275
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Townhouse


    Estimated Monthly Payment: $3,709 (change assumption)
    Mortgage ($3,351) + Fees ($275) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: None

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $535,000111 Days on yellowkey   MLS ID: O6384246

    REDUCED by $25,000 (4.5%) on 06/10/2026

    For Sale O6384246 - 10043 SEQUEL ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2018
    Monthly Fee: $100
       Tax: $8,237 (2024)
    Community: Storey Grove Ph 1B-2
    Single Family


    Estimated Monthly Payment: $3,718 (change assumption)
    Mortgage ($2,931) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $460,000234 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


  • 18053 CIDER MILL LN, WINTER GARDEN, FL 34787

    $790,86166 Days on yellowkey   MLS ID: O6397726

    INCREASED by $3,020 (0.4%) on 06/12/2026

    For Sale O6397726 - 18053 CIDER MILL LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,698 (change assumption)
    Mortgage ($4,333) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    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.