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Winter Garden Single Family Homes For Sale - 730 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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  • 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $3,799,00069 Days on yellowkey   MLS ID: O6402896

    For Sale O6402896 - 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5450
       Built: 2022
    Monthly Fee: $69
       Tax: $25,701 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,027 (change assumption)
    Mortgage ($20,816) + Fees ($69) + Taxes in 2025 ($2,142)


    Taxes:$25,701

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,000164 Days on yellowkey   MLS ID: S5143009

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $949,00062 Days on yellowkey   MLS ID: O6409735

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale O6409735 - 638 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2005
    Monthly Fee: $85
       Tax: $6,353 (2025)
    Community: Westfield Lakes
    Single Family


    Estimated Monthly Payment: $5,814 (change assumption)
    Mortgage ($5,200) + Fees ($85) + Taxes in 2025 ($529)


    Taxes:$6,353

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,000167 Days on yellowkey   MLS ID: O6376609

    For Sale O6376609 - 14345 WABASSO LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2878
       Built: 2022
    Monthly Fee: $192
       Tax: $10,615 (2025)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $5,104 (change assumption)
    Mortgage ($4,027) + Fees ($192) + Taxes in 2025 ($885)


    Taxes:$10,615

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,500,00056 Days on yellowkey   MLS ID: O6410839

    For Sale O6410839 - 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787 87 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5287
       Built: 2020
    Monthly Fee: $431
       Tax: $30,060 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,634 (change assumption)
    Mortgage ($13,698) + Fees ($431) + Taxes in 2025 ($2,505)


    Taxes:$30,060

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $869,99684 Days on yellowkey   MLS ID: O6403252

    3 Days Off yellowkey (back on 5/27/2026)

    For Sale O6403252 - 11271 HOLLOW BAY DR, 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: $5,132 (change assumption)
    Mortgage ($4,767) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13613 LARSEN LN, WINTER GARDEN, FL 34787

    $825,00061 Days on yellowkey   MLS ID: O6410121

    For Sale O6410121 - 13613 LARSEN LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3812
       Built: 2005
    Monthly Fee: $189
       Tax: $10,378 (2025)
    Community: Lake Forest Sec 10A
    Single Family


    Estimated Monthly Payment: $5,574 (change assumption)
    Mortgage ($4,520) + Fees ($189) + Taxes in 2025 ($865)


    Taxes:$10,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787

    $1,600,00062 Days on yellowkey   MLS ID: O6408089

    For Sale O6408089 - 325 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787 96 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4442
       Built: 2025
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grv
    Single Family


    Estimated Monthly Payment: $9,170 (change assumption)
    Mortgage ($8,767) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: None


  • 13813 PEACH ORCHARD WAY, WINTER GARDEN, FL 34787

    $850,000106 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


  • 17098 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $560,000254 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


  • 17453 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $757,99094 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


  • 11803 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $781,18664 Days on yellowkey   MLS ID: O6407993

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale O6407993 - 11803 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($4,280) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $606,440126 Days on yellowkey   MLS ID: G5109791

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale G5109791 - 17156 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,323) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15075 TEA TREE DR, WINTER GARDEN, FL 34787

    $829,347309 Days on yellowkey   MLS ID: G5102184

    8 Days Off yellowkey (back on 5/19/2026)

    For Sale G5102184 - 15075 TEA TREE DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,694 (change assumption)
    Mortgage ($4,544) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,000127 Days on yellowkey   MLS ID: O6391435

    1 Days Off yellowkey (back on 5/19/2026)

    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


  • 419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $874,990111 Days on yellowkey   MLS ID: O6395693

    3 Days Off yellowkey (back on 5/19/2026)

    For Sale O6395693 - 419 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2650
       Built: 2026
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,197 (change assumption)
    Mortgage ($4,794) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17106 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $799,99065 Days on yellowkey   MLS ID: O6407735

    For Sale O6407735 - 17106 BEACHGRASS ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1983
       Built: 2025
    Monthly Fee: $172
       Tax: $10,166 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,403 (change assumption)
    Mortgage ($4,383) + Fees ($172) + Taxes in 2025 ($847)


    Taxes:$10,166

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $1,199,999103 Days on yellowkey   MLS ID: O6397109

    For Sale O6397109 - 17425 LAKE INGRAM RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 2246
       Built: 1977   Tax: $9,794 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $7,391 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($816)


    Taxes:$9,794

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1075 CHASE DR, WINTER GARDEN, FL 34787

    $625,000142 Days on yellowkey   MLS ID: O6386607

    For Sale O6386607 - 1075 CHASE DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 2015
    Monthly Fee: $41
       Tax: $2,734 (2024)
    Community: Island Pointe Sub
    Single Family


    Estimated Monthly Payment: $3,693 (change assumption)
    Mortgage ($3,425) + Fees ($41) + Taxes in 2024 ($228)


    Taxes:$2,734

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15130 TEA TREE DR, WINTER GARDEN, FL 34787

    $926,58272 Days on yellowkey   MLS ID: G5112226

    For Sale G5112226 - 15130 TEA TREE DR, WINTER GARDEN, FL 34787 4 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150
       Tax: $18,489 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $6,768 (change assumption)
    Mortgage ($5,077) + Fees ($150) + Taxes in 2025 ($1,541)


    Taxes:$18,489

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.