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Winter Garden Single Family Homes For Sale - 675 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 9942 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $899,00040 Days on yellowkey   MLS ID: O6402319

    REDUCED by $20,000 (2.2%) on 05/21/2026

    For Sale O6402319 - 9942 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 94 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2935
       Built: 2019
    Monthly Fee: $164
       Tax: $11,696 (2025)
    Community: Watermark
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,065 (change assumption)
    Mortgage ($4,926) + Fees ($164) + Taxes in 2025 ($975)


    Taxes:$11,696

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,00063 Days on yellowkey   MLS ID: O6392351

    0 Days Off yellowkey (back on 5/21/2026)

    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


  • 4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $729,00039 Days on yellowkey   MLS ID: OM723891

    REDUCED by $30,000 (4.0%) on 05/21/2026

    For Sale OM723891 - 4896 PALMETTO PARK DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2888
       Built: 2016
    Monthly Fee: $188
       Tax: $8,086 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,856 (change assumption)
    Mortgage ($3,994) + Fees ($188) + Taxes in 2025 ($674)


    Taxes:$8,086

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 503 MINNOW CREEK CT, WINTER GARDEN, FL 34787

    $674,99095 Days on yellowkey   MLS ID: G5109093

    2 Days Off yellowkey (back on 3/21/2026)

    For Sale G5109093 - 503 MINNOW CREEK CT, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2663
       Built: 2007
    Monthly Fee: $128
       Tax: $3,994 (2024)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $4,159 (change assumption)
    Mortgage ($3,698) + Fees ($128) + Taxes in 2024 ($333)


    Taxes:$3,994

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787

    $445,000247 Days on yellowkey   MLS ID: O6349881

    For Sale O6349881 - 9338 TYRELLA PINE TRL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2018
    Monthly Fee: $142
       Tax: $7,556 (2024)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,438) + Fees ($142) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $560,000211 Days on yellowkey   MLS ID: O6357599

    REDUCED by $20,000 (3.4%) on 05/21/2026

    For Sale O6357599 - 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $271
       Tax: $9,199 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($271) + Taxes in 2024 ($767)


    Taxes:$9,199

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $599,000183 Days on yellowkey   MLS ID: O6365476

    0 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $50,000 (7.7%) on 05/21/2026

    For Sale O6365476 - 5526 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2013
    Monthly Fee: $184
       Tax: $8,004 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $4,133 (change assumption)
    Mortgage ($3,282) + Fees ($184) + Taxes in 2025 ($667)


    Taxes:$8,004

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $757,99051 Days on yellowkey   MLS ID: G5111222

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale G5111222 - 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,303 (change assumption)
    Mortgage ($4,153) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787

    $529,999134 Days on yellowkey   MLS ID: NS1087076

    1 Days Off yellowkey (back on 5/21/2026)

    REDUCED by $38,001 (6.7%) on 05/02/2026

    For Sale NS1087076 - 16230 CARRAWAY BAY ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2024
    Monthly Fee: $291
       Tax: $2,273 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $3,384 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2024 ($189)


    Taxes:$2,273

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 897 LANDRUM DR, WINTER GARDEN, FL 34787

    $899,90033 Days on yellowkey   MLS ID: O6404632

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6404632 - 897 LANDRUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3012
       Built: 2013
    Monthly Fee: $208
       Tax: $6,263 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,661 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($522)


    Taxes:$6,263

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $679,00033 Days on yellowkey   MLS ID: O6404599

    0 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $10,000 (1.5%) on 05/11/2026

    For Sale O6404599 - 10187 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2020
    Monthly Fee: $250
       Tax: $9,595 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $4,770 (change assumption)
    Mortgage ($3,720) + Fees ($250) + Taxes in 2025 ($800)


    Taxes:$9,595

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9414 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $867,000252 Days on yellowkey   MLS ID: O6348107

    72 Days Off yellowkey (back on 5/16/2026)

    For Sale O6348107 - 9414 EMERALD BERRY DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2921
       Built: 2024
    Monthly Fee: $86
       Tax: $1,802 (2024)
    Community: Summerlake Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,987 (change assumption)
    Mortgage ($4,751) + Fees ($86) + Taxes in 2024 ($150)


    Taxes:$1,802

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $375,00088 Days on yellowkey   MLS ID: O6389922

    For Sale O6389922 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1485
       Built: 2023   Tax: $4,850 (2025)
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($404)


    Taxes:$4,850

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787

    $550,000131 Days on yellowkey   MLS ID: O6377538

    2 Days Off yellowkey (back on 5/6/2026)

    For Sale O6377538 - 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2016
    Monthly Fee: $115
       Tax: $9,036 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,882 (change assumption)
    Mortgage ($3,014) + Fees ($115) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13958 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $600,00026 Days on yellowkey   MLS ID: O6406860

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale O6406860 - 13958 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2075
       Built: 2017
    Monthly Fee: $174
       Tax: $5,327 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,288) + Fees ($174) + Taxes in 2025 ($444)


    Taxes:$5,327

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $1,274,500330 Days on yellowkey   MLS ID: O6326819

    1 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $25,000 (1.9%) on 04/01/2026

    For Sale O6326819 - 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2019
    Monthly Fee: $250
       Tax: $15,141 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $8,495 (change assumption)
    Mortgage ($6,983) + Fees ($250) + Taxes in 2024 ($1,262)


    Taxes:$15,141

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16768 SANCTUARY DR, WINTER GARDEN, FL 34787

    $1,575,000141 Days on yellowkey   MLS ID: O6374904

    1 Days Off yellowkey (back on 5/7/2026)

    REDUCED by $15,000 (0.9%) on 04/14/2026

    For Sale O6374904 - 16768 SANCTUARY DR, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 4258
       Built: 2021
    Monthly Fee: $165
       Tax: $13,171 (2024)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,893 (change assumption)
    Mortgage ($8,630) + Fees ($165) + Taxes in 2024 ($1,098)


    Taxes:$13,171

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1674 VICTORIA WAY, WINTER GARDEN, FL 34787

    $659,990220 Days on yellowkey   MLS ID: O6357191

    2 Days Off yellowkey (back on 5/20/2026)

    REDUCED by $10,000 (1.5%) on 05/06/2026

    For Sale O6357191 - 1674 VICTORIA WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2239
       Built: 1992
    Monthly Fee: $29
       Tax: $6,345 (2024)
    Community: Tuscany
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,174 (change assumption)
    Mortgage ($3,616) + Fees ($29) + Taxes in 2024 ($529)


    Taxes:$6,345

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787

    $915,000122 Days on yellowkey   MLS ID: G5107891

    For Sale G5107891 - 15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787 96 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4267
       Built: 2012
    Monthly Fee: $128
       Tax: $11,470 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $6,097 (change assumption)
    Mortgage ($5,014) + Fees ($128) + Taxes in 2025 ($956)


    Taxes:$11,470

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14246 CREEKBED CIR, WINTER GARDEN, FL 34787

    $675,00021 Days on yellowkey   MLS ID: O6409378

    For Sale O6409378 - 14246 CREEKBED CIR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2418
       Built: 2015
    Monthly Fee: $197
       Tax: $8,567 (2025)
    Community: Bradford Crk Ph I
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,609 (change assumption)
    Mortgage ($3,699) + Fees ($197) + Taxes in 2025 ($714)


    Taxes:$8,567

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.