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Winter Garden Homes For Sale & Real Estate - 940 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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  • 11277 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $899,99012 Days on yellowkey   MLS ID: O6419923

    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


  • 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $539,990228 Days on yellowkey   MLS ID: O6362478

    REDUCED by $7,000 (1.3%) on 07/02/2026

    For Sale O6362478 - 16845 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,959) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $594,990162 Days on yellowkey   MLS ID: O6376919

    REDUCED by $5,000 (0.8%) on 07/02/2026

    For Sale O6376919 - 16827 HOBE SOUND CT, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,674 (change assumption)
    Mortgage ($3,260) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $539,990207 Days on yellowkey   MLS ID: O6367156

    REDUCED by $7,000 (1.3%) on 07/02/2026

    For Sale O6367156 - 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,315 (change assumption)
    Mortgage ($2,959) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $675,00097 Days on yellowkey   MLS ID: O6395287

    1 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $14,999 (2.2%) on 06/13/2026

    For Sale O6395287 - 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3410
       Built: 2005
    Monthly Fee: $100
       Tax: $3,503 (2025)
    Community: Emerald Ridge
    Single Family


    Estimated Monthly Payment: $4,090 (change assumption)
    Mortgage ($3,699) + Fees ($100) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16827 SANCTUARY DR, WINTER GARDEN, FL 34787

    $918,00073 Days on yellowkey   MLS ID: S5148416

    REDUCED by $80,000 (8.0%) on 07/02/2026

    For Sale S5148416 - 16827 SANCTUARY DR, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2281
       Built: 2020
    Monthly Fee: $165
       Tax: $6,024 (2025)
    Community: Sanctuary/Twin Waters
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,697 (change assumption)
    Mortgage ($5,030) + Fees ($165) + Taxes in 2025 ($502)


    Taxes:$6,024

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787

    $316,0006 Days on yellowkey   MLS ID: G5114466

    For Sale G5114466 - 13349 HARBOR SHORE LN, WINTER GARDEN, FL 34787 24 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1236
       Built: 2005
    Monthly Fee: $320
       Tax: $1,661 (2025)
    Community: Daniels Landing
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,190 (change assumption)
    Mortgage ($1,731) + Fees ($320) + Taxes in 2025 ($138)


    Taxes:$1,661

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13158 BOUNTY AVE, WINTER GARDEN, FL 34787

    $395,0006 Days on yellowkey   MLS ID: O6421321

    For Sale O6421321 - 13158 BOUNTY AVE, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1567
       Built: 2023
    Monthly Fee: $257
       Tax: $5,577 (2025)
    Community: Waterleigh Ph 4A
    Townhouse


    Estimated Monthly Payment: $2,886 (change assumption)
    Mortgage ($2,164) + Fees ($257) + Taxes in 2025 ($465)


    Taxes:$5,577

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5330 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $579,0006 Days on yellowkey   MLS ID: O6420269

    For Sale O6420269 - 5330 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2022
    Monthly Fee: $160
       Tax: $7,489 (2025)
    Community: Lakeside At Hamlin
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,173) + Fees ($160) + Taxes in 2025 ($624)


    Taxes:$7,489

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 6137 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787

    $599,9005 Days on yellowkey   MLS ID: O6418786

    For Sale O6418786 - 6137 WATERSIDE ISLAND LN, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2607
       Built: 2014
    Monthly Fee: $184
       Tax: $8,719 (2025)
    Community: Signature Lakes Ph 3B-1
    Single Family


    Estimated Monthly Payment: $4,198 (change assumption)
    Mortgage ($3,287) + Fees ($184) + Taxes in 2025 ($727)


    Taxes:$8,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14006 FRASIER STREET, WINTER GARDEN, FL 34787

    $658,00085 Days on yellowkey   MLS ID: O6398760

    REDUCED by $1,000 (0.2%) on 07/01/2026

    For Sale O6398760 - 14006 FRASIER STREET, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2098
       Built: 2023
    Monthly Fee: $100
       Tax: $8,274 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $4,395 (change assumption)
    Mortgage ($3,605) + Fees ($100) + Taxes in 2025 ($689)


    Taxes:$8,274

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6230 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $467,69042 Days on yellowkey   MLS ID: O6410861

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

    REDUCED by $8,300 (1.7%) on 06/02/2026

    For Sale O6410861 - 6230 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Monthly Fee: $286
       Tax: $1,227 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,951 (change assumption)
    Mortgage ($2,563) + Fees ($286) + Taxes in 2025 ($102)


    Taxes:$1,227

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $809,99035 Days on yellowkey   MLS ID: O6412476

    REDUCED by $10,000 (1.2%) on 07/01/2026

    For Sale O6412476 - 12541 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2026
    Monthly Fee: $96
       Tax: $10,790 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $5,433 (change assumption)
    Mortgage ($4,438) + Fees ($96) + Taxes in 2026 ($899)


    Taxes:$10,790

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 12570 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $932,89232 Days on yellowkey   MLS ID: O6414289

    REDUCED by $30,000 (3.1%) on 07/01/2026

    For Sale O6414289 - 12570 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3636
       Built: 2026
    Monthly Fee: $96
       Tax: $15,480 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $6,498 (change assumption)
    Mortgage ($5,112) + Fees ($96) + Taxes in 2026 ($1,290)


    Taxes:$15,480

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $869,99034 Days on yellowkey   MLS ID: O6413409

    REDUCED by $20,000 (2.2%) on 07/01/2026

    For Sale O6413409 - 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3291
       Built: 2026
    Monthly Fee: $96
       Tax: $13,460 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $5,985 (change assumption)
    Mortgage ($4,767) + Fees ($96) + Taxes in 2026 ($1,122)


    Taxes:$13,460

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $950,00036 Days on yellowkey   MLS ID: O6412033

    For Sale O6412033 - 6100 CYPRESS HILL RD, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3777
       Built: 2016
    Monthly Fee: $195
       Tax: $11,678 (2025)
    Community: Signature Lakes Ph 3B-4 3B-5 & 3
    Single Family


    Estimated Monthly Payment: $6,374 (change assumption)
    Mortgage ($5,205) + Fees ($195) + Taxes in 2025 ($973)


    Taxes:$11,678

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $1,050,00082 Days on yellowkey   MLS ID: O6399227

    REDUCED by $50,000 (4.5%) on 07/01/2026

    For Sale O6399227 - 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3389
       Built: 1998
    Monthly Fee: $69
       Tax: $10,940 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,734 (change assumption)
    Mortgage ($5,753) + Fees ($69) + Taxes in 2025 ($912)


    Taxes:$10,940

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787

    $599,99978 Days on yellowkey   MLS ID: O6400597

    REDUCED by $14,901 (2.4%) on 06/21/2026

    For Sale O6400597 - 8807 FOUNTAIN PALM ALY, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2581
       Built: 2018
    Monthly Fee: $600
       Tax: $6,298 (2025)
    Community: Lakeshore Preserve Ph 1
    Townhouse


    Estimated Monthly Payment: $4,412 (change assumption)
    Mortgage ($3,288) + Fees ($600) + Taxes in 2025 ($525)


    Taxes:$6,298

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787

    $399,900220 Days on yellowkey   MLS ID: O6363767

    1 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $4,100 (1.0%) on 05/18/2026

    For Sale O6363767 - 15663 KINNOW MANDARIN LN, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1868
       Built: 2017
    Monthly Fee: $420
       Tax: $6,304 (2025)
    Community: Highlands/Summerlake
    Townhouse


    Estimated Monthly Payment: $3,137 (change assumption)
    Mortgage ($2,191) + Fees ($420) + Taxes in 2025 ($525)


    Taxes:$6,304

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $580,000153 Days on yellowkey   MLS ID: O6379203

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

    REDUCED by $19,900 (3.3%) on 06/18/2026

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,178) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge 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.