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Winter Garden Single Family Homes For Sale - 733 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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  • 16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787

    $791,000327 Days on yellowkey   MLS ID: O6340280

    For Sale O6340280 - 16555 WINGSPREAD LOOP, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3093
       Built: 2019
    Monthly Fee: $120
       Tax: $9,566 (2024)
    Community: Hawksmoor-Ph 1
    Single Family


    Estimated Monthly Payment: $5,251 (change assumption)
    Mortgage ($4,334) + Fees ($120) + Taxes in 2024 ($797)


    Taxes:$9,566

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787

    $559,99066 Days on yellowkey   MLS ID: O6408024

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

    For Sale O6408024 - 17124 BEACHGRASS ALY, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1983
       Built: 2026
    Monthly Fee: $112
       Tax: $6,874 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,753 (change assumption)
    Mortgage ($3,068) + Fees ($112) + Taxes in 2025 ($573)


    Taxes:$6,874

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17588 LAKE STAR RD, WINTER GARDEN, FL 34787

    $1,185,000133 Days on yellowkey   MLS ID: O6387269

    REDUCED by $10,000 (0.8%) on 04/25/2026

    For Sale O6387269 - 17588 LAKE STAR RD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2024
    Monthly Fee: $84
       Tax: $3,806 (2024)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,894 (change assumption)
    Mortgage ($6,493) + Fees ($84) + Taxes in 2024 ($317)


    Taxes:$3,806

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $730,00055 Days on yellowkey   MLS ID: O6411803

    For Sale O6411803 - 15591 GENTLE RAIN DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2896
       Built: 2025
    Monthly Fee: $99
       Tax: $1,890 (2025)
    Community: Osprey Ranch Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,256 (change assumption)
    Mortgage ($4,000) + Fees ($99) + Taxes in 2025 ($158)


    Taxes:$1,890

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $704,900132 Days on yellowkey   MLS ID: O6390611

    REDUCED by $5,100 (0.7%) on 05/18/2026

    For Sale O6390611 - 15197 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2440
       Built: 2024
    Monthly Fee: $100
       Tax: $8,695 (2025)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,687 (change assumption)
    Mortgage ($3,862) + Fees ($100) + Taxes in 2025 ($725)


    Taxes:$8,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787

    $500,00059 Days on yellowkey   MLS ID: O6409675

    1 Days Off yellowkey (back on 5/29/2026)

    For Sale O6409675 - 516 S HIGHLAND AVE, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1716
       Built: 1955   Tax: $709 (2025)
    Community: Rep Pt Pleasant Park Sub
    Single Family


    Estimated Monthly Payment: $2,799 (change assumption)
    Mortgage ($2,740) + Taxes in 2025 ($59)


    Taxes:$709

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13542 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $3,799,00070 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

    $594,000165 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


  • 14345 WABASSO LOOP, WINTER GARDEN, FL 34787

    $735,000168 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

    $2,500,00057 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

    $869,99685 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

    $825,00062 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

    $1,600,00063 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

    $850,000107 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

    $560,000255 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

    $757,99095 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

    $781,18665 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

    $606,440127 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

    $829,347310 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

    $550,000128 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




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.