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Winter Garden Homes For Sale & Real Estate - 727 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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  • 11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $894,990128 Days on yellowkey   MLS ID: O6367437

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

    For Sale O6367437 - 11145 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $200
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,270 (change assumption)
    Mortgage ($4,904) + Fees ($200) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $875,59586 Days on yellowkey   MLS ID: G5107301

    0 Days Off yellowkey (back on 1/26/2026)

    For Sale G5107301 - 16143 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,948 (change assumption)
    Mortgage ($4,798) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $625,58013 Days on yellowkey   MLS ID: G5110835

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale G5110835 - 17458 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,578 (change assumption)
    Mortgage ($3,428) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $999,91485 Days on yellowkey   MLS ID: G5107315

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

    For Sale G5107315 - 6352 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($5,479) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787

    $615,0001 Day on yellowkey   MLS ID: O6401039

    For Sale O6401039 - 17005 ARROWHEAD BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1655
       Built: 1983   Tax: $5,400 (2025)
    Community: Arrowhead Lakes
    Single Family


    Estimated Monthly Payment: $3,820 (change assumption)
    Mortgage ($3,370) + Taxes in 2025 ($450)


    Taxes:$5,400

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,0002 Days on yellowkey   MLS ID: O6400235

    For Sale O6400235 - 16277 HONEY HARVEST ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2930
       Built: 2024
    Monthly Fee: $229
       Tax: $9,784 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,715 (change assumption)
    Mortgage ($3,671) + Fees ($229) + Taxes in 2025 ($815)


    Taxes:$9,784

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $670,0005 Days on yellowkey   MLS ID: O6399528

    For Sale O6399528 - 16283 HONEY HARVEST ST, WINTER GARDEN, FL 34787 38 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: $4,709 (change assumption)
    Mortgage ($3,671) + 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


  • 14501 GROVE RESORT AVE #2615, WINTER GARDEN, FL 34787

    $249,0001 Day on yellowkey   MLS ID: S5148328

    For Sale S5148328 - 14501 GROVE RESORT AVE #2615, WINTER GARDEN, FL 34787 15 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018   Tax: $7,667 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,003 (change assumption)
    Mortgage ($1,364) + Taxes in 2025 ($639)


    Taxes:$7,667

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #3524, WINTER GARDEN, FL 34787

    $299,0001 Day on yellowkey   MLS ID: S5148318

    For Sale S5148318 - 14501 GROVE RESORT AVE #3524, WINTER GARDEN, FL 34787 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2018   Tax: $7,257 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,243 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($605)


    Taxes:$7,257

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787

    $511,50053 Days on yellowkey   MLS ID: O6386513

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale O6386513 - 14326 MURCOTT BLOSSOM BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2018
    Monthly Fee: $249
       Tax: $4,788 (2024)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,451 (change assumption)
    Mortgage ($2,803) + Fees ($249) + Taxes in 2024 ($399)


    Taxes:$4,788

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 18001 PHIL C PETERS RD, WINTER GARDEN, FL 34787

    $669,95036 Days on yellowkey   MLS ID: O6391296

    For Sale O6391296 - 18001 PHIL C PETERS RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1056
       Built: 1987   Tax: $8,371 (2025)
    Community: Lake Avalon Groves Rep 02
    Single Family


    Estimated Monthly Payment: $4,368 (change assumption)
    Mortgage ($3,671) + Taxes in 2025 ($698)


    Taxes:$8,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $450,0006 Days on yellowkey   MLS ID: TB8497081

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $46
       Tax: $5,808 (2025)
    Community: Stone Crk
    Single Family


    Estimated Monthly Payment: $2,996 (change assumption)
    Mortgage ($2,466) + Fees ($46) + Taxes in 2025 ($484)


    Taxes:$5,808

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14501 GROVE RESORT AVE #2138, WINTER GARDEN, FL 34787

    $190,00077 Days on yellowkey   MLS ID: O6379849

    For Sale O6379849 - 14501 GROVE RESORT AVE #2138, WINTER GARDEN, FL 34787 61 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $998
       Tax: $8,154 (2024)
    Community: Grove Resort And Spa Hotel Condominium U
    Condo


    Estimated Monthly Payment: $2,719 (change assumption)
    Mortgage ($1,041) + Fees ($998) + Taxes in 2024 ($680)


    Taxes:$8,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9751 QUIET LN, WINTER GARDEN, FL 34787

    $2,799,00024 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


  • 16856 HYPATIA ALY, WINTER GARDEN, FL 34787

    $459,99948 Days on yellowkey   MLS ID: O6387941

    For Sale O6387941 - 16856 HYPATIA ALY, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2019
    Monthly Fee: $250
       Tax: $6,769 (2024)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,520) + Fees ($250) + Taxes in 2024 ($564)


    Taxes:$6,769

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787

    $786,86854 Days on yellowkey   MLS ID: O6382140

    REDUCED by $7,132 (0.9%) on 04/21/2026

    For Sale O6382140 - 14416 TRAVOIS WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3324
       Built: 2022
    Monthly Fee: $70
       Tax: $7,567 (2025)
    Community: Lake Apopka Sound
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,012 (change assumption)
    Mortgage ($4,311) + Fees ($70) + Taxes in 2025 ($631)


    Taxes:$7,567

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1422 BASIN ST, WINTER GARDEN, FL 34787

    $169,00086 Days on yellowkey   MLS ID: O6377176

    3 Days Off yellowkey (back on 3/30/2026)

    For Sale O6377176 - 1422 BASIN ST, WINTER GARDEN, FL 34787 10 photos

    Bed: 4   Bath: 1.0
    Liv Area Sq Ft: 880
       Built: 1966   Tax: $1,800 (2025)
    Community: Joe Louis Park
    Single Family


    Estimated Monthly Payment: $1,076 (change assumption)
    Mortgage ($926) + Taxes in 2025 ($150)


    Taxes:$1,800

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12055 BRACCO ST, WINTER GARDEN, FL 34787

    $429,000133 Days on yellowkey   MLS ID: O6366675

    3 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $11,000 (2.5%) on 04/14/2026

    For Sale O6366675 - 12055 BRACCO ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1668
       Built: 2023
    Monthly Fee: $105
       Tax: $6,881 (2024)
    Community: Highland Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,351) + Fees ($105) + Taxes in 2024 ($573)


    Taxes:$6,881

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15306 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $568,00061 Days on yellowkey   MLS ID: O6384014

    For Sale O6384014 - 15306 LEBEAU LOOP, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2482
       Built: 2021
    Monthly Fee: $101
       Tax: $6,339 (2024)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $3,741 (change assumption)
    Mortgage ($3,112) + Fees ($101) + Taxes in 2024 ($528)


    Taxes:$6,339

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15408 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $580,00063 Days on yellowkey   MLS ID: O6383534

    For Sale O6383534 - 15408 LEBEAU LOOP, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2022
    Monthly Fee: $101
       Tax: $7,566 (2024)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $3,909 (change assumption)
    Mortgage ($3,178) + Fees ($101) + Taxes in 2024 ($630)


    Taxes:$7,566

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.