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Winter Garden Single Family Homes For Sale - 564 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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  • 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,850,0002 Days on yellowkey   MLS ID: O6402632

    For Sale O6402632 - 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 6400
       Built: 2020
    Monthly Fee: $431
       Tax: $34,427 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,916 (change assumption)
    Mortgage ($15,616) + Fees ($431) + Taxes in 2025 ($2,869)


    Taxes:$34,427

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787

    $750,0002 Days on yellowkey   MLS ID: O6402463

    For Sale O6402463 - 849 SHADOWMOSS DR, WINTER GARDEN, FL 34787 27 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2620
       Built: 2003
    Monthly Fee: $64
       Tax: $5,153 (2025)
    Community: Westfield 03 Ph-B A-M
    Single Family


    Estimated Monthly Payment: $4,603 (change assumption)
    Mortgage ($4,109) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,153

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787

    $795,0002 Days on yellowkey   MLS ID: O6402421

    For Sale O6402421 - 15239 LAKE LAMONIA ST, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3020
       Built: 2022
    Monthly Fee: $160
       Tax: $7,294 (2025)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $5,124 (change assumption)
    Mortgage ($4,356) + Fees ($160) + Taxes in 2025 ($608)


    Taxes:$7,294

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 345 WINTER ST, WINTER GARDEN, FL 34787

    $285,0005 Days on yellowkey   MLS ID: O6402105

    2 Days Off yellowkey (back on 4/28/2026)

    INCREASED by $5,100 (1.8%) on 04/26/2026

    For Sale O6402105 - 345 WINTER ST, WINTER GARDEN, FL 34787 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 700
       Built: 1951   Tax: $211 (2025)
    Community: Shadow Lawn
    Single Family


    Estimated Monthly Payment: $1,579 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($18)


    Taxes:$211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787

    $909,0007 Days on yellowkey   MLS ID: O6399342

    3 Days Off yellowkey (back on 4/28/2026)

    For Sale O6399342 - 15976 CITRUS KNOLL DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2953
       Built: 2015
    Monthly Fee: $235
       Tax: $11,413 (2025)
    Community: Hickory Hammock Ph 1D
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,167 (change assumption)
    Mortgage ($4,981) + Fees ($235) + Taxes in 2025 ($951)


    Taxes:$11,413

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18053 CIDER MILL LN, WINTER GARDEN, FL 34787

    $787,84120 Days on yellowkey   MLS ID: O6397726

    2 Days Off yellowkey (back on 4/28/2026)

    For Sale O6397726 - 18053 CIDER MILL LN, 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: $4,682 (change assumption)
    Mortgage ($4,317) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $699,00028 Days on yellowkey   MLS ID: S5146881

    REDUCED by $30,900 (4.2%) on 04/28/2026

    For Sale S5146881 - 15070 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2025
    Monthly Fee: $233
       Tax: $9,545 (2024)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,858 (change assumption)
    Mortgage ($3,830) + Fees ($233) + Taxes in 2024 ($795)


    Taxes:$9,545

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787

    $555,00023 Days on yellowkey   MLS ID: S5145002

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale S5145002 - 723 SUNBURST COVE LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2189
       Built: 2000
    Monthly Fee: $44
       Tax: $4,217 (2025)
    Community: Orange Cove
    Single Family


    Estimated Monthly Payment: $3,436 (change assumption)
    Mortgage ($3,041) + Fees ($44) + Taxes in 2025 ($351)


    Taxes:$4,217

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9751 QUIET LN, WINTER GARDEN, FL 34787

    $2,799,00031 Days on yellowkey   MLS ID: O6389101

    For Sale O6389101 - 9751 QUIET LN, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 3.5   Gar: 6
    Liv Area Sq Ft: 3041
       Built: 1999
    Monthly Fee: $17
       Tax: $5,519 (2025)
    Community: Acreage & Unrec
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,814 (change assumption)
    Mortgage ($15,337) + Fees ($17) + Taxes in 2025 ($460)


    Taxes:$5,519

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $614,90051 Days on yellowkey   MLS ID: S5145370

    REDUCED by $5,000 (0.8%) on 04/28/2026

    For Sale S5145370 - 4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $4,329 (change assumption)
    Mortgage ($3,369) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787

    $799,90067 Days on yellowkey   MLS ID: O6384593

    3 Days Off yellowkey (back on 3/9/2026)

    For Sale O6384593 - 14843 ELLINGSWORTH LN, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2583
       Built: 2018
    Monthly Fee: $210
       Tax: $5,772 (2024)
    Community: Oxford Chase
    Single Family


    Estimated Monthly Payment: $5,074 (change assumption)
    Mortgage ($4,383) + Fees ($210) + Taxes in 2024 ($481)


    Taxes:$5,772

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $847,49076 Days on yellowkey   MLS ID: O6382203

    2 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6382203 - 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,059 (change assumption)
    Mortgage ($4,644) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787

    $577,90089 Days on yellowkey   MLS ID: S5142675

    REDUCED by $7,100 (1.2%) on 04/23/2026

    For Sale S5142675 - 512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1700
       Built: 1974   Tax: $3,743 (2024)
    Community: Garden Heights
    Single Family


    Estimated Monthly Payment: $3,478 (change assumption)
    Mortgage ($3,166) + Taxes in 2024 ($312)


    Taxes:$3,743

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787

    $648,000119 Days on yellowkey   MLS ID: O6369818

    REDUCED by $2,000 (0.3%) on 04/25/2026

    For Sale O6369818 - 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $9,333 (2024)
    Community: Wincey Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,443 (change assumption)
    Mortgage ($3,551) + Fees ($115) + Taxes in 2024 ($778)


    Taxes:$9,333

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 1125 LINCOLN TER, WINTER GARDEN, FL 34787

    $242,400218 Days on yellowkey   MLS ID: O6345921

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $2,500 (1.0%) on 04/09/2026

    For Sale O6345921 - 1125 LINCOLN TER, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $2,026 (2024)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,497 (change assumption)
    Mortgage ($1,328) + Taxes in 2024 ($169)


    Taxes:$2,026

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 13993 TITLE WAY, WINTER GARDEN, FL 34787

    $825,000306 Days on yellowkey   MLS ID: O6322118

    For Sale O6322118 - 13993 TITLE WAY, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3072
       Built: 2023
    Monthly Fee: $209
       Tax: $9,194 (2024)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,496 (change assumption)
    Mortgage ($4,520) + Fees ($209) + Taxes in 2024 ($766)


    Taxes:$9,194

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $590,000244 Days on yellowkey   MLS ID: O6337436

    For Sale O6337436 - 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $245
       Tax: $9,031 (2024)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $4,230 (change assumption)
    Mortgage ($3,233) + Fees ($245) + Taxes in 2024 ($753)


    Taxes:$9,031

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787

    $1,025,000202 Days on yellowkey   MLS ID: O6350825

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $25,000 (2.4%) on 04/20/2026

    For Sale O6350825 - 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3144
       Built: 1997
    Monthly Fee: $207
       Tax: $6,334 (2024)
    Community: Deer Island Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,351 (change assumption)
    Mortgage ($5,616) + Fees ($207) + Taxes in 2024 ($528)


    Taxes:$6,334

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,000,000199 Days on yellowkey   MLS ID: O6346377

    For Sale O6346377 - 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2017
    Monthly Fee: $180
       Tax: $10,792 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,559 (change assumption)
    Mortgage ($5,479) + Fees ($180) + Taxes in 2024 ($899)


    Taxes:$10,792

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15111 TEA TREE DR, WINTER GARDEN, FL 34787

    $797,39818 Days on yellowkey   MLS ID: G5110910

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale G5110910 - 15111 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,519 (change assumption)
    Mortgage ($4,369) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    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.