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Winter Garden Homes For Sale & Real Estate - 157 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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  • 15106 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787

    $440,90022 Days on yellowkey   MLS ID: O5968742

    REDUCED by $1,600 (0.4%) on 09/15/2021

    For Sale O5968742 - 15106 MASTHEAD LANDING CIRCLE, WINTER GARDEN, FL 34787 10 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2154
       Built: 2004
    Monthly Fee: $214
       Tax: $2,781 (2020)
    Community: Stoneybrook West
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,862 (change assumption)
    Mortgage ($2,416) + Fees ($214) + Taxes in 2020 ($232)

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    Taxes:$2,781

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1312 AZALEA WAY, WINTER GARDEN, FL 34787

    $239,00048 Days on yellowkey   MLS ID: O5962018

    27 Days Off yellowkey (back on 9/6/2021)

    REDUCED by $15,900 (6.2%) on 09/14/2021

    For Sale O5962018 - 1312 AZALEA WAY, WINTER GARDEN, FL 34787 13 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1216
       Built: 1991
    Monthly Fee: $47
       Tax: $1,833 (2020)
    Community: Westside Twnhms Ph 03
    Pool: No

    Townhouse


    Estimated Monthly Payment: $1,509 (change assumption)
    Mortgage ($1,310) + Fees ($47) + Taxes in 2020 ($153)

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    Taxes:$1,833

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2020

    Middle School: SunRidge Middle


  • 226 CHARLOTTE STREET, WINTER GARDEN, FL 34787

    $340,0002 Days on yellowkey   MLS ID: S5056402

    For Sale S5056402 - 226 CHARLOTTE STREET, WINTER GARDEN, FL 34787 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1498
       Built: 1972   Tax: $511 (2020)
    Community: East Garden Manor Rep
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,906 (change assumption)
    Mortgage ($1,863) + Taxes in 2020 ($43)

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    Taxes:$511

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 937 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $385,0002 Days on yellowkey   MLS ID: O5973094

    For Sale O5973094 - 937 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2022
       Built: 2012
    Monthly Fee: $55
       Tax: $4,787 (2021)
    Community: Covington Park A B D E F G & J
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,563 (change assumption)
    Mortgage ($2,110) + Fees ($55) + Taxes in 2021 ($399)

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    Taxes:$4,787

    Elementary School: None

    High School: None

    Tax Year: 2021

    Middle School: None


  • 14039 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787

    $724,000122 Days on yellowkey   MLS ID: O5944739

    12 Days Off yellowkey (back on 7/30/2021)

    INCREASED by $5,000 (0.7%) on 09/14/2021

    For Sale O5944739 - 14039 HAMPSHIRE BAY CIRCLE, WINTER GARDEN, FL 34787 21 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 3801
       Built: 2006
    Monthly Fee: $108
       Tax: $6,763 (2020)
    Community: Bay Isle 48 17
    Pool: No

    Single Family


    Estimated Monthly Payment: $4,639 (change assumption)
    Mortgage ($3,967) + Fees ($108) + Taxes in 2020 ($564)

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    Taxes:$6,763

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1573 VICTORIA WAY, WINTER GARDEN, FL 34787

    $419,75050 Days on yellowkey   MLS ID: O5961514

    REDUCED by $150 (0.0%) on 09/14/2021

    For Sale O5961514 - 1573 VICTORIA WAY, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1739
       Built: 1997
    Monthly Fee: $25
       Tax: $1,860 (2020)
    Community: Tuscany
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,480 (change assumption)
    Mortgage ($2,300) + Fees ($25) + Taxes in 2020 ($155)

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    Taxes:$1,860

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 10078 SALT POINT DRIVE, WINTER GARDEN, FL 34787

    $368,7402 Days on yellowkey   MLS ID: O5973052

    For Sale O5973052 - 10078 SALT POINT DRIVE, WINTER GARDEN, FL 34787 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1567
       Built: 2021
    Monthly Fee: $207
       Tax: $714 (2021)
    Community: Waterleigh
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($2,020) + Fees ($207) + Taxes in 2021 ($60)

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    Taxes:$714

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2021

    Middle School: Bridgewater Middle


  • 15311 CALMING BALSAM ALLEY, WINTER GARDEN, FL 34787

    $629,0002 Days on yellowkey   MLS ID: G5046670

    For Sale G5046670 - 15311 CALMING BALSAM ALLEY, WINTER GARDEN, FL 34787 0 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2921
       Built: 2021
    Monthly Fee: $175
       Tax: $0 (2021)
    Community: Enclavehamlin
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,621 (change assumption)
    Mortgage ($3,446) + Fees ($175) + Taxes in 2021 ($0)

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    Taxes:$0

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2021

    Middle School: Bridgewater Middle


  • 10090 SALT POINT DRIVE, WINTER GARDEN, FL 34787

    $389,2402 Days on yellowkey   MLS ID: O5973020

    For Sale O5973020 - 10090 SALT POINT DRIVE, WINTER GARDEN, FL 34787 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1817
       Built: 2021
    Monthly Fee: $207
       Tax: $714 (2021)
    Community: Waterleigh
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,399 (change assumption)
    Mortgage ($2,133) + Fees ($207) + Taxes in 2021 ($60)

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    Taxes:$714

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2021

    Middle School: Bridgewater Middle


  • 15866 MOONLIGHT BAY Street, WINTER GARDEN, FL 34787

    $475,00016 Days on yellowkey   MLS ID: G5046176

    REDUCED by $20,000 (4.0%) on 09/14/2021

    For Sale G5046176 - 15866 MOONLIGHT BAY Street, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1689
       Built: 2021
    Monthly Fee: $161
       Tax: $1,171 (2020)
    Community: Waterleigh
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,861 (change assumption)
    Mortgage ($2,603) + Fees ($161) + Taxes in 2020 ($98)

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    Taxes:$1,171

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 15157 PIGEON PLUM LANE, WINTER GARDEN, FL 34787

    $395,0003 Days on yellowkey   MLS ID: O5972740

    For Sale O5972740 - 15157 PIGEON PLUM LANE, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1855
       Built: 2015
    Monthly Fee: $168
       Tax: $3,635 (2020)
    Community: Summerlake Pd Ph 2C-2E
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,635 (change assumption)
    Mortgage ($2,164) + Fees ($168) + Taxes in 2020 ($303)

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    Taxes:$3,635

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2020

    Middle School: Bridgewater Middle


  • 9026 SONOMA COAST DRIVE, WINTER GARDEN, FL 34787

    $722,0313 Days on yellowkey   MLS ID: O5972764

    For Sale O5972764 - 9026 SONOMA COAST DRIVE, WINTER GARDEN, FL 34787 0 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2920
       Built: 2021
    Monthly Fee: $227
       Tax: $2,082 (2021)
    Community: 3D
    Pool: No

    Single Family


    Estimated Monthly Payment: $4,357 (change assumption)
    Mortgage ($3,956) + Fees ($227) + Taxes in 2021 ($174)

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    Taxes:$2,082

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2021

    Middle School: Bridgewater Middle


  • 15556 MANGO ISLE STREET, WINTER GARDEN, FL 34787

    $591,5213 Days on yellowkey   MLS ID: O5972862

    For Sale O5972862 - 15556 MANGO ISLE STREET, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2113
       Built: 2021
    Monthly Fee: $217
       Tax: $1,125 (2020)
    Community: Waterleigh
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,552 (change assumption)
    Mortgage ($3,241) + Fees ($217) + Taxes in 2020 ($94)

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    Taxes:$1,125

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2020

    Middle School: Bridgewater Middle


  • 8837 SONOMA COAST DRIVE, WINTER GARDEN, FL 34787

    $612,3513 Days on yellowkey   MLS ID: O5972874

    For Sale O5972874 - 8837 SONOMA COAST DRIVE, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2028
       Built: 2021
    Monthly Fee: $217
       Tax: $1,405 (2021)
    Community: Waterleigh
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,689 (change assumption)
    Mortgage ($3,355) + Fees ($217) + Taxes in 2021 ($117)

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    Taxes:$1,405

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2021

    Middle School: Bridgewater Middle


  • 8848 BISMARCK PALM DRIVE, WINTER GARDEN, FL 34787

    $499,9003 Days on yellowkey   MLS ID: S5056349

    For Sale S5056349 - 8848 BISMARCK PALM DRIVE, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2052
       Built: 2017
    Monthly Fee: $345
       Tax: $4,384 (2020)
    Community: Lakeshore Preserve Ph 1
    Pool: No

    Townhouse


    Estimated Monthly Payment: $3,449 (change assumption)
    Mortgage ($2,739) + Fees ($345) + Taxes in 2020 ($365)

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    Taxes:$4,384

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2020

    Middle School: Bridgewater Middle


  • 331 BAYSIDE AVENUE, WINTER GARDEN, FL 34787

    $374,9003 Days on yellowkey   MLS ID: T3329327

    For Sale T3329327 - 331 BAYSIDE AVENUE, WINTER GARDEN, FL 34787 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1044
       Built: 1986
    Monthly Fee: $7
       Tax: $2,496 (2020)
    Community: Kings Bay
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($2,054) + Fees ($7) + Taxes in 2020 ($208)

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    Taxes:$2,496

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 571 E CYPRESS STREET, WINTER GARDEN, FL 34787

    $219,9003 Days on yellowkey   MLS ID: O5972831

    For Sale O5972831 - 571 E CYPRESS STREET, WINTER GARDEN, FL 34787 0 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1965   Tax: $2,133 (2020)
    Community: Overstreet Crate
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,383 (change assumption)
    Mortgage ($1,205) + Taxes in 2020 ($178)

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    Taxes:$2,133

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2020

    Middle School: Lakeview Middle


  • 2515 PRAIRIE VIEW DRIVE, WINTER GARDEN, FL 34787

    $545,0003 Days on yellowkey   MLS ID: O5971062

    For Sale O5971062 - 2515 PRAIRIE VIEW DRIVE, WINTER GARDEN, FL 34787 0 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2567
       Built: 2002
    Monthly Fee: $79
       Tax: $5,103 (2020)
    Community: Wintermere Pointe Ph 02 46141
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $3,491 (change assumption)
    Mortgage ($2,986) + Fees ($79) + Taxes in 2020 ($425)

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    Taxes:$5,103

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2020

    Middle School: SunRidge Middle


  • 14254 SUNRIDGE BOULEVARD, WINTER GARDEN, FL 34787

    $780,00017 Days on yellowkey   MLS ID: O5969382

    REDUCED by $10,000 (1.3%) on 09/14/2021

    For Sale O5969382 - 14254 SUNRIDGE BOULEVARD, WINTER GARDEN, FL 34787 0 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 4004
       Built: 2017
    Monthly Fee: $118
       Tax: $5,602 (2020)
    Community: Cypress Reserve Ph 1
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,859 (change assumption)
    Mortgage ($4,274) + Fees ($118) + Taxes in 2020 ($467)

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    Taxes:$5,602

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 15507 PANTHER LAKE DRIVE, WINTER GARDEN, FL 34787

    $1,585,00072 Days on yellowkey   MLS ID: O5955226

    REDUCED by $75,000 (4.5%) on 09/14/2021

    For Sale O5955226 - 15507 PANTHER LAKE DRIVE, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 4093
       Built: 2017
    Monthly Fee: $345
       Tax: $12,160 (2020)
    Community: Lakeshore Preserve Ph 1
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $10,043 (change assumption)
    Mortgage ($8,685) + Fees ($345) + Taxes in 2020 ($1,013)

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    Taxes:$12,160

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2020

    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®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2021 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.