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Winter Garden Homes For Sale & Real Estate - 809 homes

Winter Garden homes for sale are located in Orange County, Florida. Find homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden houses.

Location: Winter Garden

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  • 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $759,00028 Days on yellowkey   MLS ID: S5147252

    REDUCED by $40,000 (5.0%) on 05/06/2026

    For Sale S5147252 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2018
    Monthly Fee: $230
       Tax: $7,456 (2025)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $5,010 (change assumption)
    Mortgage ($4,159) + Fees ($230) + Taxes in 2025 ($621)


    Taxes:$7,456

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $450,000311 Days on yellowkey   MLS ID: O6320739

    2 Days Off yellowkey (back on 1/23/2026)

    SHORT SALE O6320739 - 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $159
       Tax: $7,554 (2024)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($159) + Taxes in 2024 ($630)


    Taxes:$7,554

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15524 AVIATION ALY, WINTER GARDEN, FL 34787

    $560,00029 Days on yellowkey   MLS ID: O6398331

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

    REDUCED by $10,000 (1.8%) on 04/29/2026

    For Sale O6398331 - 15524 AVIATION ALY, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2414
       Built: 2015
    Monthly Fee: $328
       Tax: $8,711 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Single Family


    Estimated Monthly Payment: $4,122 (change assumption)
    Mortgage ($3,068) + Fees ($328) + Taxes in 2025 ($726)


    Taxes:$8,711

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15143 KIRSTY ALY, WINTER GARDEN, FL 34787

    $659,000235 Days on yellowkey   MLS ID: O6344886

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

    For Sale O6344886 - 15143 KIRSTY ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2017
    Monthly Fee: $328
       Tax: $9,868 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,761 (change assumption)
    Mortgage ($3,611) + Fees ($328) + Taxes in 2025 ($822)


    Taxes:$9,868

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 3439 BUOY CIR, WINTER GARDEN, FL 34787

    $734,99054 Days on yellowkey   MLS ID: O6386482

    REDUCED by $13,010 (1.7%) on 04/23/2026

    For Sale O6386482 - 3439 BUOY CIR, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2920
       Built: 2019
    Monthly Fee: $152
       Tax: $7,013 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,764 (change assumption)
    Mortgage ($4,027) + Fees ($152) + Taxes in 2025 ($584)


    Taxes:$7,013

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 9008 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $809,900293 Days on yellowkey   MLS ID: O6328849

    REDUCED by $15,050 (1.8%) on 05/06/2026

    For Sale O6328849 - 9008 SONOMA COAST DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2348
       Built: 2022
    Monthly Fee: $258
       Tax: $10,553 (2024)
    Community: Waterleigh Ph 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,575 (change assumption)
    Mortgage ($4,438) + Fees ($258) + Taxes in 2024 ($879)


    Taxes:$10,553

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787

    $550,000101 Days on yellowkey   MLS ID: O6377538

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

    For Sale O6377538 - 8906 DODDINGTON WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 2016
    Monthly Fee: $115
       Tax: $9,036 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,882 (change assumption)
    Mortgage ($3,014) + Fees ($115) + Taxes in 2025 ($753)


    Taxes:$9,036

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,398,50052 Days on yellowkey   MLS ID: O6391909

    For Sale O6391909 - 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3097
       Built: 2004
    Monthly Fee: $58
       Tax: $6,565 (2025)
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $8,268 (change assumption)
    Mortgage ($7,663) + Fees ($58) + Taxes in 2025 ($547)


    Taxes:$6,565

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13184 DENDY WAY, WINTER GARDEN, FL 34787

    $664,00072 Days on yellowkey   MLS ID: O6384386

    For Sale O6384386 - 13184 DENDY WAY, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2211
       Built: 2025
    Monthly Fee: $139
       Tax: $2,677 (2025)
    Community: Horizon Isle
    Single Family


    Estimated Monthly Payment: $4,000 (change assumption)
    Mortgage ($3,638) + Fees ($139) + Taxes in 2025 ($223)


    Taxes:$2,677

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16031 SCARPETTA ST, WINTER GARDEN, FL 34787

    $605,500117 Days on yellowkey   MLS ID: O6373345

    REDUCED by $4,500 (0.7%) on 05/06/2026

    For Sale O6373345 - 16031 SCARPETTA ST, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2023
    Monthly Fee: $268
       Tax: $8,487 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,293 (change assumption)
    Mortgage ($3,318) + Fees ($268) + Taxes in 2024 ($707)


    Taxes:$8,487

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $819,39154 Days on yellowkey   MLS ID: G5109737

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

    For Sale G5109737 - 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,630 (change assumption)
    Mortgage ($4,490) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14075 LOCHEND WAY, WINTER GARDEN, FL 34787

    $534,99990 Days on yellowkey   MLS ID: O6380897

    For Sale O6380897 - 14075 LOCHEND WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2197
       Built: 2024
    Monthly Fee: $133
       Tax: $1,835 (2024)
    Community: Westhaven/Ovation
    Townhouse


    Estimated Monthly Payment: $3,217 (change assumption)
    Mortgage ($2,931) + Fees ($133) + Taxes in 2024 ($153)


    Taxes:$1,835

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787

    $999,99972 Days on yellowkey   MLS ID: O6385808

    REDUCED by $49,001 (4.7%) on 05/06/2026

    For Sale O6385808 - 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1983   Tax: $3,375 (2025)
    Community: Hickory Lake Estates
    Single Family


    Estimated Monthly Payment: $5,761 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10031 MEMOIR AVE, WINTER GARDEN, FL 34787

    $400,00026 Days on yellowkey   MLS ID: O6399210

    REDUCED by $15,000 (3.6%) on 05/06/2026

    For Sale O6399210 - 10031 MEMOIR AVE, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1636
       Built: 2018
    Monthly Fee: $268
       Tax: $5,910 (2025)
    Community: Storey Grove Ph 1B-1
    Townhouse


    Estimated Monthly Payment: $2,952 (change assumption)
    Mortgage ($2,192) + Fees ($268) + Taxes in 2025 ($493)


    Taxes:$5,910

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7832 FREESTYLE LN, WINTER GARDEN, FL 34787

    $1,075,00096 Days on yellowkey   MLS ID: G5107680

    REDUCED by $25,000 (2.3%) on 05/06/2026

    For Sale G5107680 - 7832 FREESTYLE LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2650
       Built: 2018
    Monthly Fee: $300
       Tax: $16,616 (2025)
    Community: Isles Of Lake Hancock
    Single Family


    Estimated Monthly Payment: $7,575 (change assumption)
    Mortgage ($5,890) + Fees ($300) + Taxes in 2025 ($1,385)


    Taxes:$16,616

    Elementary School: Independence Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3167 WINESAP WAY, WINTER GARDEN, FL 34787

    $575,00018 Days on yellowkey   MLS ID: O6400764

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale O6400764 - 3167 WINESAP WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2016
    Monthly Fee: $190
       Tax: $5,408 (2025)
    Community: Orchard Pk/Stillwater Xing
    Single Family


    Estimated Monthly Payment: $3,791 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2025 ($451)


    Taxes:$5,408

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,105,00094 Days on yellowkey   MLS ID: O6379346

    REDUCED by $10,000 (0.9%) on 05/06/2026

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,212 (change assumption)
    Mortgage ($6,055) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787

    $345,00082 Days on yellowkey   MLS ID: S5143993

    REDUCED by $4,000 (1.1%) on 05/06/2026

    For Sale S5143993 - 1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1544
       Built: 2012
    Monthly Fee: $282
       Tax: $3,423 (2024)
    Community: Tucker Oaks
    Townhouse


    Estimated Monthly Payment: $2,458 (change assumption)
    Mortgage ($1,890) + Fees ($282) + Taxes in 2024 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 514 DUNBAR AVE, WINTER GARDEN, FL 34787

    $295,00039 Days on yellowkey   MLS ID: O6394414

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

    For Sale O6394414 - 514 DUNBAR AVE, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1162
       Built: 2006   Tax: $2,616 (2025)
    Community: Joe Louis Park
    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($218)


    Taxes:$2,616

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787

    $520,00061 Days on yellowkey   MLS ID: O6388013

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale O6388013 - 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2545
       Built: 2002
    Monthly Fee: $44
       Tax: $6,455 (2024)
    Community: Fullers Crossing Ph 02 49 31
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,431 (change assumption)
    Mortgage ($2,849) + Fees ($44) + Taxes in 2024 ($538)


    Taxes:$6,455

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.