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Winter Garden Homes For Sale & Real Estate - 965 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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  • 9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $859,99010 Days on yellowkey   MLS ID: S5154027

    For Sale S5154027 - 9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 84 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2935
       Built: 2020
    Monthly Fee: $164
       Tax: $10,398 (2025)
    Community: Watermark Ph 4A
    Single Family


    Estimated Monthly Payment: $5,743 (change assumption)
    Mortgage ($4,712) + Fees ($164) + Taxes in 2025 ($867)


    Taxes:$10,398

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,00096 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3580
       Built: 2008
    Monthly Fee: $72
       Tax: $4,880 (2025)
    Community: Covington Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,466) + Fees ($72) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $945,00024 Days on yellowkey   MLS ID: O6422408

    REDUCED by $20,000 (2.1%) on 07/23/2026

    For Sale O6422408 - 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $164
       Tax: $9,084 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $6,099 (change assumption)
    Mortgage ($5,178) + Fees ($164) + Taxes in 2025 ($757)


    Taxes:$9,084

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 931 KYLEE ALY, WINTER GARDEN, FL 34787

    $766,00085 Days on yellowkey   MLS ID: O6404673

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $1,000 (0.1%) on 06/16/2026

    For Sale O6404673 - 931 KYLEE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2831
       Built: 2022
    Monthly Fee: $393
       Tax: $9,637 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,393 (change assumption)
    Mortgage ($4,197) + Fees ($393) + Taxes in 2025 ($803)


    Taxes:$9,637

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 10750 PETRILLO WAY, WINTER GARDEN, FL 34787

    $749,00021 Days on yellowkey   MLS ID: O6423067

    REDUCED by $1,000 (0.1%) on 07/21/2026

    For Sale O6423067 - 10750 PETRILLO WAY, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2613
       Built: 2020
    Monthly Fee: $101
       Tax: $5,059 (2026)
    Community: Winding Bay Phase 1B
    Single Family


    Estimated Monthly Payment: $4,627 (change assumption)
    Mortgage ($4,104) + Fees ($101) + Taxes in 2026 ($422)


    Taxes:$5,059

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 1950 PANTHEON DR, WINTER GARDEN, FL 34787

    $495,00037 Days on yellowkey   MLS ID: O6418888

    1 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $15,000 (2.9%) on 07/08/2026

    For Sale O6418888 - 1950 PANTHEON DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2015
    Monthly Fee: $211
       Tax: $3,783 (2025)
    Community: Alexander Rdg
    Single Family


    Estimated Monthly Payment: $3,239 (change assumption)
    Mortgage ($2,712) + Fees ($211) + Taxes in 2025 ($315)


    Taxes:$3,783

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 342 WINDFORD CT, WINTER GARDEN, FL 34787

    $319,90077 Days on yellowkey   MLS ID: O6407632

    REDUCED by $20,000 (5.9%) on 06/29/2026

    For Sale O6407632 - 342 WINDFORD CT, WINTER GARDEN, FL 34787 17 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1194
       Built: 1996
    Monthly Fee: $40
       Tax: $4,266 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,148 (change assumption)
    Mortgage ($1,753) + Fees ($40) + Taxes in 2025 ($356)


    Taxes:$4,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9296 BOLERO RD, WINTER GARDEN, FL 34787

    $779,00026 Days on yellowkey   MLS ID: O6422122

    REDUCED by $20,000 (2.5%) on 07/23/2026

    For Sale O6422122 - 9296 BOLERO RD, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2020
    Monthly Fee: $193
       Tax: $9,402 (2025)
    Community: Waterleigh Phs 3B 3C & 3D
    Single Family


    Estimated Monthly Payment: $5,245 (change assumption)
    Mortgage ($4,268) + Fees ($193) + Taxes in 2025 ($784)


    Taxes:$9,402

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $899,99034 Days on yellowkey   MLS ID: O6419923

    1 Days Off yellowkey (back on 7/23/2026)

    REDUCED by $15,000 (1.6%) on 07/02/2026

    For Sale O6419923 - 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,305 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 20 E DIVISION ST, WINTER GARDEN, FL 34787

    $1,080,00054 Days on yellowkey   MLS ID: O6413659

    REDUCED by $40,000 (3.6%) on 07/23/2026

    For Sale O6413659 - 20 E DIVISION ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2729
       Built: 1959   Tax: $7,197 (2025)
    Community: Winter Garden Shores First Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,517 (change assumption)
    Mortgage ($5,918) + Taxes in 2025 ($600)


    Taxes:$7,197

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787

    $525,0907 Days on yellowkey   MLS ID: O6427521

    For Sale O6427521 - 16827 EVERMORE ALLEY, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $152

    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,877) + Fees ($152) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2025

    Middle School: Odyssey Middle


  • 6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787

    $499,6907 Days on yellowkey   MLS ID: O6427512

    For Sale O6427512 - 6355 ARGENT WOOD DRIVE, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1652
       Built: 2026
    Monthly Fee: $286

    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $3,024 (change assumption)
    Mortgage ($2,738) + Fees ($286) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787

    $537,2907 Days on yellowkey   MLS ID: O6427359

    For Sale O6427359 - 16803 EVERMORE ALLEY, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1896
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,944) + Fees ($152) + Taxes in 2025 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787

    $570,0007 Days on yellowkey   MLS ID: O6427350

    For Sale O6427350 - 16968 HAMLIN OASIS LOOP, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2025
    Monthly Fee: $210
       Tax: $2,525 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,544 (change assumption)
    Mortgage ($3,123) + Fees ($210) + Taxes in 2025 ($210)


    Taxes:$2,525

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17073 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $566,8808 Days on yellowkey   MLS ID: G5115376

    0 Days Off yellowkey (back on 7/21/2026)

    For Sale G5115376 - 17073 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,256 (change assumption)
    Mortgage ($3,106) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15130 OVATION DR, WINTER GARDEN, FL 34787

    $821,00056 Days on yellowkey   MLS ID: O6413647

    REDUCED by $19,000 (2.3%) on 07/23/2026

    For Sale O6413647 - 15130 OVATION DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4688
       Built: 2009
    Monthly Fee: $167
       Tax: $6,472 (2025)
    Community: Belle Meade Ph 02 H
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,205 (change assumption)
    Mortgage ($4,499) + Fees ($167) + Taxes in 2025 ($539)


    Taxes:$6,472

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16012 MICELLI DR, WINTER GARDEN, FL 34787

    $599,000170 Days on yellowkey   MLS ID: TB8472370

    REDUCED by $85,000 (12.4%) on 07/10/2026

    For Sale TB8472370 - 16012 MICELLI DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 2021
    Monthly Fee: $101
       Tax: $7,755 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,029 (change assumption)
    Mortgage ($3,282) + Fees ($101) + Taxes in 2024 ($646)


    Taxes:$7,755

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $2,075,000103 Days on yellowkey   MLS ID: O6400010

    0 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $25,000 (1.2%) on 06/22/2026

    For Sale O6400010 - 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4342
       Built: 2016
    Monthly Fee: $431
       Tax: $28,576 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $14,182 (change assumption)
    Mortgage ($11,370) + Fees ($431) + Taxes in 2025 ($2,381)


    Taxes:$28,576

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $529,90082 Days on yellowkey   MLS ID: O6405328

    REDUCED by $15,000 (2.8%) on 07/22/2026

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2517
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,344 (change assumption)
    Mortgage ($2,903) + Fees ($125) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17379 CHANNEL WAY, WINTER GARDEN, FL 34787

    $658,00056 Days on yellowkey   MLS ID: O6412749

    1 Days Off yellowkey (back on 7/22/2026)

    REDUCED by $10,000 (1.5%) on 07/16/2026

    For Sale O6412749 - 17379 CHANNEL WAY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2782
       Built: 2019
    Monthly Fee: $215
       Tax: $9,049 (2025)
    Community: Waterside At Johns Lake
    Single Family


    Estimated Monthly Payment: $4,574 (change assumption)
    Mortgage ($3,605) + Fees ($215) + Taxes in 2025 ($754)


    Taxes:$9,049

    Elementary School: Hamlin Elementary

    High School: West Orange High

    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.