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Winter Garden Single Family Homes For Sale - 713 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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  • 3208 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $1,049,90056 Days on yellowkey   MLS ID: O6402332

    For Sale O6402332 - 3208 SAILING PIER AVE, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3998
       Built: 2023
    Monthly Fee: $208
       Tax: $12,135 (2024)
    Community: Ests/Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $6,972 (change assumption)
    Mortgage ($5,753) + Fees ($208) + Taxes in 2024 ($1,011)


    Taxes:$12,135

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16754 OAKBORO ST, WINTER GARDEN, FL 34787

    $535,00044 Days on yellowkey   MLS ID: O6404652

    REDUCED by $4,000 (0.7%) on 06/05/2026

    For Sale O6404652 - 16754 OAKBORO ST, WINTER GARDEN, FL 34787 85 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $254
       Tax: $8,808 (2025)
    Community: Waterleigh Ph 3B 3C 3D
    Single Family


    Estimated Monthly Payment: $3,919 (change assumption)
    Mortgage ($2,931) + Fees ($254) + Taxes in 2025 ($734)


    Taxes:$8,808

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17552 LAKE STAR RD, WINTER GARDEN, FL 34787

    $999,000266 Days on yellowkey   MLS ID: O6344668

    For Sale O6344668 - 17552 LAKE STAR RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2605
       Built: 2023
    Monthly Fee: $83
       Tax: $12,990 (2024)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $6,639 (change assumption)
    Mortgage ($5,474) + Fees ($83) + Taxes in 2024 ($1,083)


    Taxes:$12,990

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9468 KOMIKA LN, WINTER GARDEN, FL 34787

    $459,90024 Days on yellowkey   MLS ID: S5150415

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

    FORECLOSURE S5150415 - 9468 KOMIKA LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $300
       Tax: $7,605 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($2,520) + Fees ($300) + Taxes in 2025 ($634)


    Taxes:$7,605

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $649,00064 Days on yellowkey   MLS ID: O6399528

    REDUCED by $21,000 (3.1%) on 06/04/2026

    For Sale O6399528 - 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2927
       Built: 2024
    Monthly Fee: $229
       Tax: $9,705 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,594 (change assumption)
    Mortgage ($3,556) + Fees ($229) + Taxes in 2025 ($809)


    Taxes:$9,705

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 241 N DILLARD ST, WINTER GARDEN, FL 34787

    $1,499,999243 Days on yellowkey   MLS ID: O6353975

    REDUCED by $100,001 (6.3%) on 04/13/2026

    For Sale O6353975 - 241 N DILLARD ST, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3507
       Built: 1953   Tax: $2,959 (2024)
    Community: J L Dillard Sub 3
    Single Family


    Estimated Monthly Payment: $8,466 (change assumption)
    Mortgage ($8,219) + Taxes in 2024 ($247)


    Taxes:$2,959

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787

    $459,00087 Days on yellowkey   MLS ID: O6391856

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

    REDUCED by $8,000 (1.7%) on 05/30/2026

    For Sale O6391856 - 9355 TYRELLA PINE TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 2016
    Monthly Fee: $148
       Tax: $657 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $2,718 (change assumption)
    Mortgage ($2,515) + Fees ($148) + Taxes in 2025 ($55)


    Taxes:$657

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787

    $1,199,99943 Days on yellowkey   MLS ID: O6404708

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

    REDUCED by $1 (0.0%) on 05/20/2026

    For Sale O6404708 - 16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787 61 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3513
       Built: 2019
    Monthly Fee: $240
       Tax: $13,161 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $7,912 (change assumption)
    Mortgage ($6,575) + Fees ($240) + Taxes in 2025 ($1,097)


    Taxes:$13,161

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • WINTER GARDEN, FL 34787

    $855,52016 Days on yellowkey   MLS ID: G5113317

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale G5113317 - WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,813 (change assumption)
    Mortgage ($4,688) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $909,99016 Days on yellowkey   MLS ID: G5113315

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale G5113315 - WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,111 (change assumption)
    Mortgage ($4,986) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14451 WINDSOR HALL WAY, WINTER GARDEN, FL 34787

    $510,00033 Days on yellowkey   MLS ID: O6408731

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6408731 - 14451 WINDSOR HALL WAY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 2016
    Monthly Fee: $192
       Tax: $5,900 (2025)
    Community: Lake Hancock Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,478 (change assumption)
    Mortgage ($2,794) + Fees ($192) + Taxes in 2025 ($492)


    Taxes:$5,900

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6110 MERIWETHER CRES, WINTER GARDEN, FL 34787

    $690,00024 Days on yellowkey   MLS ID: O6411208

    0 Days Off yellowkey (back on 6/4/2026)

    For Sale O6411208 - 6110 MERIWETHER CRES, WINTER GARDEN, FL 34787 17 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2830
       Built: 2011
    Monthly Fee: $16
       Tax: $6,992 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Single Family


    Estimated Monthly Payment: $4,379 (change assumption)
    Mortgage ($3,781) + Fees ($16) + Taxes in 2025 ($583)


    Taxes:$6,992

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12904 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $1,032,000129 Days on yellowkey   MLS ID: O6381734

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

    INCREASED by $10,000 (1.0%) on 06/01/2026

    For Sale O6381734 - 12904 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3894
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $5,925 (change assumption)
    Mortgage ($5,655) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787

    $530,00080 Days on yellowkey   MLS ID: O6395452

    REDUCED by $10,000 (1.9%) on 06/04/2026

    For Sale O6395452 - 5778 LAUREL CHERRY AVE, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2524
       Built: 2016
    Monthly Fee: $195
       Tax: $9,031 (2025)
    Community: Signature Lakes
    Single Family


    Estimated Monthly Payment: $3,852 (change assumption)
    Mortgage ($2,904) + Fees ($195) + Taxes in 2025 ($753)


    Taxes:$9,031

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,00057 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 46 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


  • 16185 TALIESIN ST, WINTER GARDEN, FL 34787

    $660,00037 Days on yellowkey   MLS ID: O6407177

    For Sale O6407177 - 16185 TALIESIN ST, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2020
    Monthly Fee: $127
       Tax: $6,048 (2025)
    Community: Hawksmoor
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,247 (change assumption)
    Mortgage ($3,616) + Fees ($127) + Taxes in 2025 ($504)


    Taxes:$6,048

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $599,990214 Days on yellowkey   MLS ID: O6361583

    REDUCED by $25,000 (4.0%) on 06/04/2026

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,643 (change assumption)
    Mortgage ($3,288) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1432 MARBLE CREST WAY, WINTER GARDEN, FL 34787

    $824,50068 Days on yellowkey   MLS ID: O6398054

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

    For Sale O6398054 - 1432 MARBLE CREST WAY, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3734
       Built: 2005
    Monthly Fee: $243
       Tax: $7,963 (2025)
    Community: Stoneybrook West 44/134
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,424 (change assumption)
    Mortgage ($4,518) + Fees ($243) + Taxes in 2025 ($664)


    Taxes:$7,963

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16834 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $599,99059 Days on yellowkey   MLS ID: O6401373

    REDUCED by $25,000 (4.0%) on 06/04/2026

    For Sale O6401373 - 16834 HOBE SOUND CT, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2494
       Built: 2026
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,643 (change assumption)
    Mortgage ($3,288) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13846 FRESH IVY ST, WINTER GARDEN, FL 34787

    $649,900263 Days on yellowkey   MLS ID: O6346706

    For Sale O6346706 - 13846 FRESH IVY ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2108
       Built: 2024
    Monthly Fee: $534
       Tax: $2,180 (2024)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $4,277 (change assumption)
    Mortgage ($3,561) + Fees ($534) + Taxes in 2024 ($182)


    Taxes:$2,180

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    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.