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Winter Garden Homes For Sale & Real Estate - 764 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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  • 11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $806,80197 Days on yellowkey   MLS ID: O6375011

    2 Days Off yellowkey (back on 3/31/2026)

    For Sale O6375011 - 11229 HOLLOW BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,785 (change assumption)
    Mortgage ($4,421) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11187 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $814,566108 Days on yellowkey   MLS ID: O6372260

    2 Days Off yellowkey (back on 3/31/2026)

    For Sale O6372260 - 11187 HOLLOW BAY DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $249
       Tax: $1,989 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,878 (change assumption)
    Mortgage ($4,463) + Fees ($249) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $730,00027 Days on yellowkey   MLS ID: O6394219

    For Sale O6394219 - 5210 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2477
       Built: 2023
    Monthly Fee: $165
       Tax: $9,345 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,000) + Fees ($165) + Taxes in 2025 ($779)


    Taxes:$9,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16302 HAMLIN HILLS RD, WINTER GARDEN, FL 34787

    $459,900261 Days on yellowkey   MLS ID: O6331200

    2 Days Off yellowkey (back on 12/19/2025)

    For Sale O6331200 - 16302 HAMLIN HILLS RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1644
       Built: 2024
    Monthly Fee: $225
       Tax: $954 (2024)
    Community: Hamlin Rdg
    Townhouse


    Estimated Monthly Payment: $2,824 (change assumption)
    Mortgage ($2,520) + Fees ($225) + Taxes in 2024 ($80)


    Taxes:$954

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13732 FRESH IVY ST, WINTER GARDEN, FL 34787

    $580,000250 Days on yellowkey   MLS ID: O6337004

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

    For Sale O6337004 - 13732 FRESH IVY ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1889
       Built: 2024
    Monthly Fee: $544
       Tax: $2,180 (2024)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $3,904 (change assumption)
    Mortgage ($3,178) + Fees ($544) + Taxes in 2024 ($182)


    Taxes:$2,180

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $875,00043 Days on yellowkey   MLS ID: O6390742

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

    For Sale O6390742 - 16554 RAVEN ROCK PL, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3032
       Built: 2015
    Monthly Fee: $184
       Tax: $6,702 (2025)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $5,537 (change assumption)
    Mortgage ($4,794) + Fees ($184) + Taxes in 2025 ($559)


    Taxes:$6,702

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7630 BLUEJACK OAK DR, WINTER GARDEN, FL 34787

    $555,00030 Days on yellowkey   MLS ID: O6393483

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

    For Sale O6393483 - 7630 BLUEJACK OAK DR, WINTER GARDEN, FL 34787 97 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2520
       Built: 2016
    Monthly Fee: $252
       Tax: $8,021 (2025)
    Community: Summerlake Pd Ph 3A
    Single Family


    Estimated Monthly Payment: $3,961 (change assumption)
    Mortgage ($3,041) + Fees ($252) + Taxes in 2025 ($668)


    Taxes:$8,021

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3439 CURRENT AVE, WINTER GARDEN, FL 34787

    $729,90047 Days on yellowkey   MLS ID: S5145475

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

    For Sale S5145475 - 3439 CURRENT AVE, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2920
       Built: 2020
    Monthly Fee: $152
       Tax: $9,431 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,937 (change assumption)
    Mortgage ($3,999) + Fees ($152) + Taxes in 2025 ($786)


    Taxes:$9,431

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 15231 HONEYBELL DR, WINTER GARDEN, FL 34787

    $539,900599 Days on yellowkey   MLS ID: S5111714

    For Sale S5111714 - 15231 HONEYBELL DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2083
       Built: 2018
    Monthly Fee: $134
       Tax: $6,971 (2023)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($2,958) + Fees ($134) + Taxes in 2023 ($581)


    Taxes:$6,971

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 6560 CANDIED PEEL ALY, WINTER GARDEN, FL 34787

    $430,000536 Days on yellowkey   MLS ID: S5115131

    For Sale S5115131 - 6560 CANDIED PEEL ALY, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 1902
       Built: 2018
    Monthly Fee: $400
       Tax: $5,843 (2023)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($2,356) + Fees ($400) + Taxes in 2023 ($487)


    Taxes:$5,843

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 14354 WABASSO LOOP, WINTER GARDEN, FL 34787

    $939,00030 Days on yellowkey   MLS ID: O6392378

    For Sale O6392378 - 14354 WABASSO LOOP, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2881
       Built: 2022
    Monthly Fee: $200
       Tax: $11,249 (2025)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,282 (change assumption)
    Mortgage ($5,145) + Fees ($200) + Taxes in 2025 ($937)


    Taxes:$11,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16136 WIND VIEW LN, WINTER GARDEN, FL 34787

    $609,000108 Days on yellowkey   MLS ID: O6372050

    For Sale O6372050 - 16136 WIND VIEW LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2291
       Built: 2016
    Monthly Fee: $341
       Tax: $92,223 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $11,363 (change assumption)
    Mortgage ($3,337) + Fees ($341) + Taxes in 2025 ($7,685)


    Taxes:$92,223

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787

    $1,150,00029 Days on yellowkey   MLS ID: TB8489171

    For Sale TB8489171 - 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4004
       Built: 2017
    Monthly Fee: $75
       Tax: $11,716 (2025)
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,353 (change assumption)
    Mortgage ($6,301) + Fees ($75) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787

    $539,000139 Days on yellowkey   MLS ID: O6365686

    For Sale O6365686 - 17058 QUICKSILVER AVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2492
       Built: 2021
    Monthly Fee: $215
       Tax: $7,682 (2024)
    Community: Waterside/Johns Lake Ph 2C
    Single Family


    Estimated Monthly Payment: $3,809 (change assumption)
    Mortgage ($2,953) + Fees ($215) + Taxes in 2024 ($640)


    Taxes:$7,682

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 2609 SLAGROVE CT, WINTER GARDEN, FL 34787

    $544,000117 Days on yellowkey   MLS ID: O6369515

    For Sale O6369515 - 2609 SLAGROVE CT, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2383
       Built: 2003
    Monthly Fee: $205
       Tax: $4,293 (2024)
    Community: Stoneybrook West Ut 04 Rep 49 121
    Single Family


    Estimated Monthly Payment: $3,543 (change assumption)
    Mortgage ($2,981) + Fees ($205) + Taxes in 2024 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1222 WESTSIDE DR, WINTER GARDEN, FL 34787

    $139,00033 Days on yellowkey   MLS ID: O6392653

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

    For Sale O6392653 - 1222 WESTSIDE DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 677
       Built: 1987
    Monthly Fee: $61
       Tax: $102 (2025)
    Community: Westside Twnhms
    Townhouse


    Estimated Monthly Payment: $831 (change assumption)
    Mortgage ($762) + Fees ($61) + Taxes in 2025 ($9)


    Taxes:$102

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1528, WINTER GARDEN, FL 34787

    $289,90084 Days on yellowkey   MLS ID: O6376561

    For Sale O6376561 - 14501 GROVE RESORT AVE #1528, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 2016   Tax: $4,450 (2025)
    Community: Grove Residence & Spa Hotel Condo I
    Condo


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,588) + Taxes in 2025 ($371)


    Taxes:$4,450

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $599,000214 Days on yellowkey   MLS ID: O6346537

    For Sale O6346537 - 12554 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 2743
       Built: 2025
    Monthly Fee: $96
       Tax: $1,862 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,533 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($155)


    Taxes:$1,862

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $700,00040 Days on yellowkey   MLS ID: O6391463

    For Sale O6391463 - 14780 FIELD DAISY DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 2441
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,065 (change assumption)
    Mortgage ($3,836) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


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

    $1,000,000196 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
    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




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.