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Winter Garden Single Family Homes For Sale - 734 homes

Winter Garden Single Family Homes for Sale are located in Lake 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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  • 9718 QUIET LN, WINTER GARDEN, FL 34787

    $1,300,0001 Day on yellowkey   MLS ID: O6427038

    For Sale O6427038 - 9718 QUIET LN, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2738
       Built: 2001
    Monthly Fee: $17
       Tax: $5,389 (2025)
    Community: Valley View
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,589 (change assumption)
    Mortgage ($7,123) + Fees ($17) + Taxes in 2025 ($449)


    Taxes:$5,389

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 721 S WOODLAND ST, WINTER GARDEN, FL 34787

    $440,00027 Days on yellowkey   MLS ID: O6419636

    REDUCED by $10,000 (2.2%) on 07/23/2026

    For Sale O6419636 - 721 S WOODLAND ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1034
       Built: 1955   Tax: $508 (2025)
    Community: Borders & Woosley Sub
    Single Family


    Estimated Monthly Payment: $2,453 (change assumption)
    Mortgage ($2,411) + Taxes in 2025 ($42)


    Taxes:$508

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17742 SEDONA ST, WINTER GARDEN, FL 34787

    $916,028Listed 07/23/2026 10:25AM   MLS ID: O6427570

    For Sale O6427570 - 17742 SEDONA ST, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2475
       Built: 2026
    Monthly Fee: $426

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $5,445 (change assumption)
    Mortgage ($5,019) + Fees ($426) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $859,9904 Days on yellowkey   MLS ID: S5154027

    For Sale S5154027 - 9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 84 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2935
       Built: 2020
    Monthly Fee: $164
       Tax: $10,398 (2025)
    Community: Watermark Ph 4A
    Single Family


    Estimated Monthly Payment: $5,743 (change assumption)
    Mortgage ($4,712) + Fees ($164) + Taxes in 2025 ($867)


    Taxes:$10,398

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $870,0009 Days on yellowkey   MLS ID: O6424765

    For Sale O6424765 - WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3078
       Built: 2007
    Monthly Fee: $260
       Tax: $10,499 (2025)
    Community: Bronsons Lndgs F & M
    Single Family


    Estimated Monthly Payment: $5,902 (change assumption)
    Mortgage ($4,767) + Fees ($260) + Taxes in 2025 ($875)


    Taxes:$10,499

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,00090 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3580
       Built: 2008
    Monthly Fee: $72
       Tax: $4,880 (2025)
    Community: Covington Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,466) + Fees ($72) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15139 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $699,00038 Days on yellowkey   MLS ID: O6415871

    For Sale O6415871 - 15139 CANOPY COVER DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2023
    Monthly Fee: $642
       Tax: $5,682 (2025)
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($3,830) + Fees ($642) + Taxes in 2025 ($474)


    Taxes:$5,682

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $945,00018 Days on yellowkey   MLS ID: O6422408

    REDUCED by $20,000 (2.1%) on 07/23/2026

    For Sale O6422408 - 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $164
       Tax: $9,084 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $6,099 (change assumption)
    Mortgage ($5,178) + Fees ($164) + Taxes in 2025 ($757)


    Taxes:$9,084

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 914 TROWMAN ALY, WINTER GARDEN, FL 34787

    $625,00058 Days on yellowkey   MLS ID: O6410871

    REDUCED by $24,000 (3.7%) on 07/14/2026

    For Sale O6410871 - 914 TROWMAN ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1642
       Built: 2022
    Monthly Fee: $356
       Tax: $6,421 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $4,316 (change assumption)
    Mortgage ($3,425) + Fees ($356) + Taxes in 2025 ($535)


    Taxes:$6,421

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 931 KYLEE ALY, WINTER GARDEN, FL 34787

    $766,00079 Days on yellowkey   MLS ID: O6404673

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $1,000 (0.1%) on 06/16/2026

    For Sale O6404673 - 931 KYLEE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2831
       Built: 2022
    Monthly Fee: $393
       Tax: $9,637 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,393 (change assumption)
    Mortgage ($4,197) + Fees ($393) + Taxes in 2025 ($803)


    Taxes:$9,637

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 7052 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $775,000Listed 07/23/2026 8:50AM   MLS ID: S5154077

    For Sale S5154077 - 7052 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3264
       Built: 2016
    Monthly Fee: $270
       Tax: $6,080 (2025)
    Community: Lakeview Pointe At Horizon West
    Single Family


    Estimated Monthly Payment: $5,023 (change assumption)
    Mortgage ($4,246) + Fees ($270) + Taxes in 2025 ($507)


    Taxes:$6,080

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3447 CURRENT, WINTER GARDEN, FL 34787

    $725,00031 Days on yellowkey   MLS ID: O6417823

    For Sale O6417823 - 3447 CURRENT, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2741
       Built: 2020
    Monthly Fee: $152
       Tax: $5,616 (2025)
    Community: Lakeview Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($3,973) + Fees ($152) + Taxes in 2025 ($468)


    Taxes:$5,616

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16936 TRADEWIND PT, WINTER GARDEN, FL 34787

    $645,0009 Days on yellowkey   MLS ID: O6424578

    For Sale O6424578 - 16936 TRADEWIND PT, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2019
    Monthly Fee: $215
       Tax: $7,616 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,384 (change assumption)
    Mortgage ($3,534) + Fees ($215) + Taxes in 2025 ($635)


    Taxes:$7,616

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10750 PETRILLO WAY, WINTER GARDEN, FL 34787

    $749,00015 Days on yellowkey   MLS ID: O6423067

    REDUCED by $1,000 (0.1%) on 07/21/2026

    For Sale O6423067 - 10750 PETRILLO WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2020
    Monthly Fee: $101
       Tax: $5,059 (2026)
    Community: Winding Bay Phase 1B
    Single Family


    Estimated Monthly Payment: $4,627 (change assumption)
    Mortgage ($4,104) + Fees ($101) + Taxes in 2026 ($422)


    Taxes:$5,059

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 1950 PANTHEON DR, WINTER GARDEN, FL 34787

    $495,00031 Days on yellowkey   MLS ID: O6418888

    1 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $15,000 (2.9%) on 07/08/2026

    For Sale O6418888 - 1950 PANTHEON DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2015
    Monthly Fee: $211
       Tax: $3,783 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,239 (change assumption)
    Mortgage ($2,712) + Fees ($211) + Taxes in 2025 ($315)


    Taxes:$3,783

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $319,90071 Days on yellowkey   MLS ID: O6407632

    REDUCED by $20,000 (5.9%) on 06/29/2026

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,148 (change assumption)
    Mortgage ($1,753) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9296 BOLERO RD, WINTER GARDEN, FL 34787

    $779,00020 Days on yellowkey   MLS ID: O6422122

    REDUCED by $20,000 (2.5%) on 07/23/2026

    For Sale O6422122 - 9296 BOLERO RD, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $193
       Tax: $9,402 (2025)
    Community: Waterleigh Phs 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,245 (change assumption)
    Mortgage ($4,268) + Fees ($193) + Taxes in 2025 ($784)


    Taxes:$9,402

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1610 BEULAH RD, WINTER GARDEN, FL 34787

    $450,00035 Days on yellowkey   MLS ID: O6418153

    0 Days Off yellowkey (back on 7/23/2026)

    For Sale O6418153 - 1610 BEULAH RD, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2210
       Built: 1998
    Monthly Fee: $44
       Tax: $2,189 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $2,692 (change assumption)
    Mortgage ($2,466) + Fees ($44) + Taxes in 2025 ($182)


    Taxes:$2,189

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00097 Days on yellowkey   MLS ID: V4948569

    REDUCED by $51,000 (3.5%) on 06/06/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,529 (change assumption)
    Mortgage ($7,666) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $871,83178 Days on yellowkey   MLS ID: O6405351

    INCREASED by $1,500 (0.2%) on 07/15/2026

    For Sale O6405351 - 11265 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,143 (change assumption)
    Mortgage ($4,777) + Fees ($200) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.