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Winter Garden Homes For Sale & Real Estate - 948 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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  • 14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $675,0006 Days on yellowkey   MLS ID: O6416033

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale O6416033 - 14540 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2019
    Monthly Fee: $180
       Tax: $9,815 (2025)
    Community: Bradford Creek
    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($3,699) + Fees ($180) + Taxes in 2025 ($818)


    Taxes:$9,815

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15353 OAK APPLE CT, WINTER GARDEN, FL 34787

    $347,50091 Days on yellowkey   MLS ID: O6393663

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $2,500 (0.7%) on 05/27/2026

    For Sale O6393663 - 15353 OAK APPLE CT, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 2008
    Monthly Fee: $283
       Tax: $1,863 (2025)
    Community: Tucker Oaks Bldg 5
    Townhouse


    Estimated Monthly Payment: $2,342 (change assumption)
    Mortgage ($1,904) + Fees ($283) + Taxes in 2025 ($155)


    Taxes:$1,863

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15381 HONEYBELL DR, WINTER GARDEN, FL 34787

    $399,00093 Days on yellowkey   MLS ID: O6391881

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $6,000 (1.5%) on 06/11/2026

    For Sale O6391881 - 15381 HONEYBELL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2034
       Built: 2016
    Monthly Fee: $418
       Tax: $4,853 (2025)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,009 (change assumption)
    Mortgage ($2,186) + Fees ($418) + Taxes in 2025 ($404)


    Taxes:$4,853

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 9606 WOODCRANE DR, WINTER GARDEN, FL 34787

    $525,00033 Days on yellowkey   MLS ID: O6410113

    For Sale O6410113 - 9606 WOODCRANE DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2017
    Monthly Fee: $164
       Tax: $5,079 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($423)


    Taxes:$5,079

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 217 W BAY ST, WINTER GARDEN, FL 34787

    $1,395,00046 Days on yellowkey   MLS ID: S5149527

    REDUCED by $55,000 (3.8%) on 06/15/2026

    For Sale S5149527 - 217 W BAY ST, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2800
       Built: 2025   Tax: $5,958 (2025)
    Community: Cooper & Sewell Add
    Single Family


    Estimated Monthly Payment: $8,140 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($497)


    Taxes:$5,958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787

    $594,00013 Days on yellowkey   MLS ID: G5113531

    REDUCED by $26,000 (4.2%) on 06/18/2026

    For Sale G5113531 - 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2005
    Monthly Fee: $146
       Tax: $3,096 (2025)
    Community: Winter Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,659 (change assumption)
    Mortgage ($3,255) + Fees ($146) + Taxes in 2025 ($258)


    Taxes:$3,096

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13619 LAKE BLVD, WINTER GARDEN, FL 34787

    $525,000Listed 06/23/2026 8:15PM   MLS ID: G5113480

    For Sale G5113480 - 13619 LAKE BLVD, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 1961   Tax: $5,352 (2025)
    Community: Edgewater Beach
    Single Family


    Estimated Monthly Payment: $3,323 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($446)


    Taxes:$5,352

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14711 WINTER STAY DR, WINTER GARDEN, FL 34787

    $850,000Listed 06/23/2026 5:43PM   MLS ID: O6419471

    For Sale O6419471 - 14711 WINTER STAY DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2662
       Built: 2019
    Monthly Fee: $137
       Tax: $21,366 (2025)
    Community: Panther View
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,575 (change assumption)
    Mortgage ($4,657) + Fees ($137) + Taxes in 2025 ($1,780)


    Taxes:$21,366

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $539,9901 Day on yellowkey   MLS ID: O6419366

    For Sale O6419366 - 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,264 (change assumption)
    Mortgage ($2,959) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 217 W STORY RD, WINTER GARDEN, FL 34787

    $450,0001 Day on yellowkey   MLS ID: O6417750

    For Sale O6417750 - 217 W STORY RD, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1952   Tax: $6,017 (2025)
    Community: Pleasant Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($501)


    Taxes:$6,017

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14123 FRASIER ST, WINTER GARDEN, FL 34787

    $550,0001 Day on yellowkey   MLS ID: S5151909

    For Sale S5151909 - 14123 FRASIER ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 4
    Liv Area Sq Ft: 2082
       Built: 2024
    Monthly Fee: $108
       Tax: $8,152 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,801 (change assumption)
    Mortgage ($3,014) + Fees ($108) + Taxes in 2025 ($679)


    Taxes:$8,152

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15135 GROVESIDE RD, WINTER GARDEN, FL 34787

    $483,93032 Days on yellowkey   MLS ID: O6410287

    INCREASED by $5,000 (1.0%) on 06/17/2026

    For Sale O6410287 - 15135 GROVESIDE RD, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1881
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,013 (change assumption)
    Mortgage ($2,652) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $462,50097 Days on yellowkey   MLS ID: O6391631

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $6,400 (1.4%) on 05/21/2026

    For Sale O6391631 - 7078 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2023
    Monthly Fee: $181
       Tax: $6,923 (2025)
    Community: Mezzano
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,534) + Fees ($181) + Taxes in 2025 ($577)


    Taxes:$6,923

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1156 CIVITAS WAY, WINTER GARDEN, FL 34787

    $1,225,000119 Days on yellowkey   MLS ID: O6385496

    REDUCED by $24,000 (1.9%) on 06/23/2026

    For Sale O6385496 - 1156 CIVITAS WAY, WINTER GARDEN, FL 34787 76 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2710
       Built: 2022
    Monthly Fee: $208
       Tax: $11,208 (2024)
    Community: Oakland Parkb-1
    Single Family


    Estimated Monthly Payment: $7,854 (change assumption)
    Mortgage ($6,712) + Fees ($208) + Taxes in 2024 ($934)


    Taxes:$11,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6246 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $424,49025 Days on yellowkey   MLS ID: O6412223

    1 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $16,000 (3.6%) on 06/02/2026

    For Sale O6412223 - 6246 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $286
       Tax: $1,227 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,326) + Fees ($286) + Taxes in 2025 ($102)


    Taxes:$1,227

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9481 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $789,99013 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


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,084,99989 Days on yellowkey   MLS ID: O6392997

    REDUCED by $1 (0.0%) on 05/01/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,247 (change assumption)
    Mortgage ($5,945) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00015 Days on yellowkey   MLS ID: O6412710

    REDUCED by $10,000 (1.1%) on 06/10/2026

    For Sale O6412710 - 1338 UNION CLUB DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 2014
    Monthly Fee: $208
       Tax: $13,895 (2025)
    Community: Oakland Parka
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($1,158)


    Taxes:$13,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $480,00042 Days on yellowkey   MLS ID: O6407484

    REDUCED by $5,000 (1.0%) on 06/04/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,627 (change assumption)
    Mortgage ($2,630) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $2,445,00064 Days on yellowkey   MLS ID: O6400891

    For Sale O6400891 - 7460 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4817
       Built: 2020
    Monthly Fee: $210
       Tax: $17,060 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $15,029 (change assumption)
    Mortgage ($13,397) + Fees ($210) + Taxes in 2025 ($1,422)


    Taxes:$17,060

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater 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.