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Winter Garden Homes For Sale & Real Estate - 780 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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  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $590,000246 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

    $1,025,000204 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

    $1,000,000201 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

    $797,39820 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


  • 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $469,90037 Days on yellowkey   MLS ID: O6393056

    REDUCED by $100 (0.0%) on 04/27/2026

    For Sale O6393056 - 16385 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $257
       Tax: $4,805 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,232 (change assumption)
    Mortgage ($2,575) + Fees ($257) + Taxes in 2025 ($400)


    Taxes:$4,805

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15444 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $580,00060 Days on yellowkey   MLS ID: O6385396

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

    For Sale O6385396 - 15444 LEBEAU LOOP, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2024
    Monthly Fee: $101
       Tax: $1,914 (2024)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $3,439 (change assumption)
    Mortgage ($3,178) + Fees ($101) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8955 LAKESHORE POINTE DR, WINTER GARDEN, FL 34787

    $639,990245 Days on yellowkey   MLS ID: O6337042

    For Sale O6337042 - 8955 LAKESHORE POINTE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2539
       Built: 2018
    Monthly Fee: $600
       Tax: $8,886 (2024)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $4,847 (change assumption)
    Mortgage ($3,507) + Fees ($600) + Taxes in 2024 ($741)


    Taxes:$8,886

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787

    $669,000280 Days on yellowkey   MLS ID: O6329801

    1 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $6,000 (0.9%) on 04/08/2026

    For Sale O6329801 - 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2722
       Built: 2018
    Monthly Fee: $209
       Tax: $912 (2023)
    Community: Storey Grove 50
    Single Family


    Estimated Monthly Payment: $3,951 (change assumption)
    Mortgage ($3,666) + Fees ($209) + Taxes in 2023 ($76)


    Taxes:$912

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 7808 WINTER WREN ST, WINTER GARDEN, FL 34787

    $598,0008 Days on yellowkey   MLS ID: O6400269

    For Sale O6400269 - 7808 WINTER WREN ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2015
    Monthly Fee: $252
       Tax: $8,119 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,205 (change assumption)
    Mortgage ($3,277) + Fees ($252) + Taxes in 2025 ($677)


    Taxes:$8,119

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6560 CANDIED PEEL ALY, WINTER GARDEN, FL 34787

    $410,000541 Days on yellowkey   MLS ID: S5115131

    REDUCED by $20,000 (4.7%) on 04/27/2026

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

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1902
       Built: 2018
    Monthly Fee: $400
       Tax: $5,843 (2023)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,133 (change assumption)
    Mortgage ($2,247) + Fees ($400) + Taxes in 2023 ($487)


    Taxes:$5,843

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $450,00015 Days on yellowkey   MLS ID: TB8497081

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 36 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


  • 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787

    $575,00098 Days on yellowkey   MLS ID: O6370772

    REDUCED by $14,000 (2.4%) on 04/27/2026

    For Sale O6370772 - 4620 GLIDING WAVE ST, WINTER GARDEN, FL 34787 86 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2184
       Built: 2021
    Monthly Fee: $136
       Tax: $8,224 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $3,972 (change assumption)
    Mortgage ($3,151) + Fees ($136) + Taxes in 2025 ($685)


    Taxes:$8,224

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,0008 Days on yellowkey   MLS ID: O6401040

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8807 EDEN COVE DR, WINTER GARDEN, FL 34787

    $724,50088 Days on yellowkey   MLS ID: G5107610

    REDUCED by $10,000 (1.4%) on 04/27/2026

    For Sale G5107610 - 8807 EDEN COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3278
       Built: 2015
    Monthly Fee: $342
       Tax: $11,198 (2025)
    Community: Marina Bay At Waterl
    Single Family


    Estimated Monthly Payment: $5,245 (change assumption)
    Mortgage ($3,970) + Fees ($342) + Taxes in 2025 ($933)


    Taxes:$11,198

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,300,00028 Days on yellowkey   MLS ID: O6395612

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $8,294 (change assumption)
    Mortgage ($7,123) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $1,000,000123 Days on yellowkey   MLS ID: O6369788

    For Sale O6369788 - 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4720
       Built: 2021
    Monthly Fee: $115
       Tax: $11,152 (2023)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $6,524 (change assumption)
    Mortgage ($5,479) + Fees ($115) + Taxes in 2023 ($929)


    Taxes:$11,152

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Hamlin Middle


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $779,000163 Days on yellowkey   MLS ID: O6361580

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

    REDUCED by $20,000 (2.5%) on 04/15/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,564 (change assumption)
    Mortgage ($4,268) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $490,000194 Days on yellowkey   MLS ID: O6353551

    For Sale O6353551 - 16329 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2021
    Monthly Fee: $284
       Tax: $5,869 (2024)
    Community: Hawksmoor Ph 3
    Townhouse


    Estimated Monthly Payment: $3,458 (change assumption)
    Mortgage ($2,685) + Fees ($284) + Taxes in 2024 ($489)


    Taxes:$5,869

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,990217 Days on yellowkey   MLS ID: O6347454

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,143 (change assumption)
    Mortgage ($4,931) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $739,000101 Days on yellowkey   MLS ID: O6375190

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

    REDUCED by $26,000 (3.4%) on 04/13/2026

    For Sale O6375190 - 15716 SWEET LEMON WAY, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2945
       Built: 2021
    Monthly Fee: $118
       Tax: $9,510 (2025)
    Community: Highlands At Summerlake Groves
    Single Family


    Estimated Monthly Payment: $4,960 (change assumption)
    Mortgage ($4,049) + Fees ($118) + Taxes in 2025 ($793)


    Taxes:$9,510

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.