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Winter Garden Homes For Sale & Real Estate - 799 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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  • 15935 GRAFTON WAY, WINTER GARDEN, FL 34787

    $520,00020 Days on yellowkey   MLS ID: O6400426

    For Sale O6400426 - 15935 GRAFTON WAY, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1833
       Built: 2023
    Monthly Fee: $330
       Tax: $6,255 (2025)
    Community: Encore At Ovation
    Townhouse


    Estimated Monthly Payment: $3,700 (change assumption)
    Mortgage ($2,849) + Fees ($330) + Taxes in 2025 ($521)


    Taxes:$6,255

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18053 CIDER MILL LN, WINTER GARDEN, FL 34787

    $787,84130 Days on yellowkey   MLS ID: O6397726

    2 Days Off yellowkey (back on 4/28/2026)

    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: $4,682 (change assumption)
    Mortgage ($4,317) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $847,49086 Days on yellowkey   MLS ID: O6382203

    2 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6382203 - 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,059 (change assumption)
    Mortgage ($4,644) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16156 ARBOR CREST ALY, WINTER GARDEN, FL 34787

    $435,00095 Days on yellowkey   MLS ID: O6378840

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale O6378840 - 16156 ARBOR CREST ALY, WINTER GARDEN, FL 34787 93 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1814
       Built: 2019
    Monthly Fee: $290
       Tax: $6,227 (2024)
    Community: Waterleigh Ph 2D
    Townhouse


    Estimated Monthly Payment: $3,192 (change assumption)
    Mortgage ($2,384) + Fees ($290) + Taxes in 2024 ($519)


    Taxes:$6,227

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14501 GROVE RESORT AVE #1612, WINTER GARDEN, FL 34787

    $299,000201 Days on yellowkey   MLS ID: S5136940

    For Sale S5136940 - 14501 GROVE RESORT AVE #1612, WINTER GARDEN, FL 34787 76 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 2016
    Monthly Fee: $875
       Tax: $6,828 (2024)
    Community: Grove Resort And Spa Hotel Condo 1
    Condo


    Estimated Monthly Payment: $3,082 (change assumption)
    Mortgage ($1,638) + Fees ($875) + Taxes in 2024 ($569)


    Taxes:$6,828

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1125 LINCOLN TER, WINTER GARDEN, FL 34787

    $242,400228 Days on yellowkey   MLS ID: O6345921

    0 Days Off yellowkey (back on 4/28/2026)

    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


  • 13993 TITLE WAY, WINTER GARDEN, FL 34787

    $825,000316 Days on yellowkey   MLS ID: O6322118

    For Sale O6322118 - 13993 TITLE WAY, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3072
       Built: 2023
    Monthly Fee: $209
       Tax: $9,194 (2024)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,496 (change assumption)
    Mortgage ($4,520) + Fees ($209) + Taxes in 2024 ($766)


    Taxes:$9,194

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787

    $1,025,000212 Days on yellowkey   MLS ID: O6350825

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $25,000 (2.4%) on 04/20/2026

    For Sale O6350825 - 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3144
       Built: 1997
    Monthly Fee: $207
       Tax: $6,334 (2024)
    Community: Deer Island Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,351 (change assumption)
    Mortgage ($5,616) + Fees ($207) + Taxes in 2024 ($528)


    Taxes:$6,334

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,000,000209 Days on yellowkey   MLS ID: O6346377

    For Sale O6346377 - 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2017
    Monthly Fee: $180
       Tax: $10,792 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,559 (change assumption)
    Mortgage ($5,479) + Fees ($180) + Taxes in 2024 ($899)


    Taxes:$10,792

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15111 TEA TREE DR, WINTER GARDEN, FL 34787

    $797,39828 Days on yellowkey   MLS ID: G5110910

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale G5110910 - 15111 TEA TREE DR, 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: $4,519 (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


  • 15444 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $580,00068 Days on yellowkey   MLS ID: O6385396

    2 Days Off yellowkey (back on 4/27/2026)

    For Sale O6385396 - 15444 LEBEAU LOOP, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2024
    Monthly Fee: $101
       Tax: $1,914 (2024)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $3,439 (change assumption)
    Mortgage ($3,178) + Fees ($101) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787

    $669,000288 Days on yellowkey   MLS ID: O6329801

    1 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $6,000 (0.9%) on 04/08/2026

    For Sale O6329801 - 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2722
       Built: 2018
    Monthly Fee: $209
       Tax: $912 (2023)
    Community: Storey Grove 50
    Single Family


    Estimated Monthly Payment: $3,951 (change assumption)
    Mortgage ($3,666) + Fees ($209) + Taxes in 2023 ($76)


    Taxes:$912

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $450,00023 Days on yellowkey   MLS ID: TB8497081

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $46
       Tax: $5,808 (2025)
    Community: Stone Crk
    Single Family


    Estimated Monthly Payment: $2,996 (change assumption)
    Mortgage ($2,466) + Fees ($46) + Taxes in 2025 ($484)


    Taxes:$5,808

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $575,000106 Days on yellowkey   MLS ID: O6370772

    REDUCED by $14,000 (2.4%) on 04/27/2026

    For Sale O6370772 - 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787 86 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 2021
    Monthly Fee: $136
       Tax: $8,224 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,972 (change assumption)
    Mortgage ($3,151) + Fees ($136) + Taxes in 2025 ($685)


    Taxes:$8,224

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $779,000171 Days on yellowkey   MLS ID: O6361580

    3 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $20,000 (2.5%) on 04/15/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,564 (change assumption)
    Mortgage ($4,268) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $490,000202 Days on yellowkey   MLS ID: O6353551

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

    Bed: 4   Bath: 3.0   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


  • 15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $739,000109 Days on yellowkey   MLS ID: O6375190

    2 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $26,000 (3.4%) on 04/13/2026

    For Sale O6375190 - 15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2945
       Built: 2021
    Monthly Fee: $118
       Tax: $9,510 (2025)
    Community: Highlands At Summerlake Groves
    Single Family


    Estimated Monthly Payment: $4,960 (change assumption)
    Mortgage ($4,049) + Fees ($118) + Taxes in 2025 ($793)


    Taxes:$9,510

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787

    $599,900291 Days on yellowkey   MLS ID: TB8409266

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale TB8409266 - 1606 MALCOLM POINT DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2003
    Monthly Fee: $33
       Tax: $2,940 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,287) + Fees ($33) + Taxes in 2024 ($245)


    Taxes:$2,940

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,00015 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3580
       Built: 2008
    Monthly Fee: $72
       Tax: $4,880 (2025)
    Community: Covington Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,466) + Fees ($72) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 2217 RICKOVER PL, WINTER GARDEN, FL 34787

    $1,059,00060 Days on yellowkey   MLS ID: O6388647

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $16,000 (1.5%) on 04/20/2026

    For Sale O6388647 - 2217 RICKOVER PL, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4324
       Built: 2008
    Monthly Fee: $260
       Tax: $8,547 (2025)
    Community: Bronsons Lndgs F & M
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,775 (change assumption)
    Mortgage ($5,803) + Fees ($260) + Taxes in 2025 ($712)


    Taxes:$8,547

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge 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.