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Winter Garden Homes For Sale & Real Estate - 661 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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  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,0007 Days on yellowkey   MLS ID: O6392351

    For Sale O6392351 - 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3793
       Built: 2018
    Monthly Fee: $190
       Tax: $7,249 (2025)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $5,452 (change assumption)
    Mortgage ($4,657) + Fees ($190) + Taxes in 2025 ($604)


    Taxes:$7,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1710 E BAY ST, WINTER GARDEN, FL 34787

    $254,99542 Days on yellowkey   MLS ID: O6376343

    REDUCED by $19,400 (7.1%) on 04/05/2026

    For Sale O6376343 - 1710 E BAY ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 972
       Built: 1957   Tax: $958 (2025)
    Community: Joe Louis Park First Add
    Single Family


    Estimated Monthly Payment: $1,477 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($80)


    Taxes:$958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13562 PEARL BEACH ST, WINTER GARDEN, FL 34787

    $395,000132 Days on yellowkey   MLS ID: O6362827

    0 Days Off yellowkey (back on 3/25/2026)

    For Sale O6362827 - 13562 PEARL BEACH ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2024
    Monthly Fee: $596
       Tax: $1,615 (2024)
    Community: Del Webb Oasis Ph 3
    Villa


    Estimated Monthly Payment: $2,895 (change assumption)
    Mortgage ($2,164) + Fees ($596) + Taxes in 2024 ($135)


    Taxes:$1,615

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $480,000153 Days on yellowkey   MLS ID: O6359877

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6359877 - 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1796
       Built: 2017
    Monthly Fee: $192
       Tax: $4,046 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,159 (change assumption)
    Mortgage ($2,630) + Fees ($192) + Taxes in 2024 ($337)


    Taxes:$4,046

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15353 OAK APPLE CT, WINTER GARDEN, FL 34787

    $350,00020 Days on yellowkey   MLS ID: O6393663

    REDUCED by $10,000 (2.8%) on 04/08/2026

    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: $2,356 (change assumption)
    Mortgage ($1,918) + Fees ($283) + Taxes in 2025 ($155)


    Taxes:$1,863

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16055 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $685,00062 Days on yellowkey   MLS ID: O6381599

    4 Days Off yellowkey (back on 2/24/2026)

    For Sale O6381599 - 16055 SILVER BROOK WAY, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2023
    Monthly Fee: $168
       Tax: $8,630 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $4,640 (change assumption)
    Mortgage ($3,753) + Fees ($168) + Taxes in 2025 ($719)


    Taxes:$8,630

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13169 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $545,990112 Days on yellowkey   MLS ID: G5105866

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale G5105866 - 13169 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $415 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,186 (change assumption)
    Mortgage ($2,992) + Fees ($160) + Taxes in 2025 ($35)


    Taxes:$415

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 18219 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $599,000131 Days on yellowkey   MLS ID: O6365155

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

    For Sale O6365155 - 18219 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2683
       Built: 2021
    Monthly Fee: $200
       Tax: $9,012 (2024)
    Community: Storey Grove Ph 3
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($3,282) + Fees ($200) + Taxes in 2024 ($751)


    Taxes:$9,012

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,00028 Days on yellowkey   MLS ID: O6391435

    For Sale O6391435 - 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,014) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $414,90048 Days on yellowkey   MLS ID: O6385776

    REDUCED by $5,000 (1.2%) on 04/07/2026

    For Sale O6385776 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1995
    Monthly Fee: $50
       Tax: $1,352 (2025)
    Community: Crown Point Springs Ut 2
    Single Family


    Estimated Monthly Payment: $2,436 (change assumption)
    Mortgage ($2,273) + Fees ($50) + Taxes in 2025 ($113)


    Taxes:$1,352

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $536,000299 Days on yellowkey   MLS ID: O6318887

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $87
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,937) + Fees ($87) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787

    $529,00019 Days on yellowkey   MLS ID: O6394112

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6394112 - 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2024
    Monthly Fee: $165
       Tax: $8,244 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($2,899) + Fees ($165) + Taxes in 2025 ($687)


    Taxes:$8,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 815 BURLAND CIR, WINTER GARDEN, FL 34787

    $575,900118 Days on yellowkey   MLS ID: O6368127

    For Sale O6368127 - 815 BURLAND CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2994
       Built: 2005
    Monthly Fee: $53
       Tax: $8,110 (2025)
    Community: Fullers Xing Ph 03 A-G
    Single Family


    Estimated Monthly Payment: $3,884 (change assumption)
    Mortgage ($3,156) + Fees ($53) + Taxes in 2025 ($676)


    Taxes:$8,110

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10768 RHETT BUTLER ALY, WINTER GARDEN, FL 34787

    $424,00010 Days on yellowkey   MLS ID: O6396023

    For Sale O6396023 - 10768 RHETT BUTLER ALY, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2023
    Monthly Fee: $268
       Tax: $5,866 (2025)
    Community: Storey Grove
    Townhouse


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,323) + Fees ($268) + Taxes in 2025 ($489)


    Taxes:$5,866

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000214 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $558,000105 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2015
    Monthly Fee: $242
       Tax: $8,271 (2024)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,989 (change assumption)
    Mortgage ($3,057) + Fees ($242) + Taxes in 2024 ($689)


    Taxes:$8,271

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15140 SUNRISE GROVE CT, WINTER GARDEN, FL 34787

    $390,98739 Days on yellowkey   MLS ID: O6388259

    1 Days Off yellowkey (back on 4/7/2026)

    REDUCED by $9,000 (2.3%) on 03/31/2026

    For Sale O6388259 - 15140 SUNRISE GROVE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2012
       Built: 2017
    Monthly Fee: $365
       Tax: $6,245 (2025)
    Community: Hickory Hammock
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,028 (change assumption)
    Mortgage ($2,142) + Fees ($365) + Taxes in 2025 ($520)


    Taxes:$6,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16125 AZURE KEY ST, WINTER GARDEN, FL 34787

    $480,000131 Days on yellowkey   MLS ID: O6364171

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6364171 - 16125 AZURE KEY ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2018
    Monthly Fee: $245
       Tax: $6,415 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $3,410 (change assumption)
    Mortgage ($2,630) + Fees ($245) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7230 DUXBURY LN, WINTER GARDEN, FL 34787

    $400,00012 Days on yellowkey   MLS ID: O6395091

    1 Days Off yellowkey (back on 4/7/2026)

    For Sale O6395091 - 7230 DUXBURY LN, WINTER GARDEN, FL 34787 53 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 2016
    Monthly Fee: $396
       Tax: $4,010 (2025)
    Community: Lakeview Pointe/Horizon West P
    Townhouse


    Estimated Monthly Payment: $2,922 (change assumption)
    Mortgage ($2,192) + Fees ($396) + Taxes in 2025 ($334)


    Taxes:$4,010

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,300,00011 Days on yellowkey   MLS ID: O6395612

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $8,294 (change assumption)
    Mortgage ($7,123) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    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.