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Winter Garden Homes For Sale & Real Estate - 820 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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  • 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $1,274,500303 Days on yellowkey   MLS ID: O6326819

    REDUCED by $25,000 (1.9%) on 04/01/2026

    For Sale O6326819 - 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2019
    Monthly Fee: $250
       Tax: $15,141 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $8,495 (change assumption)
    Mortgage ($6,983) + Fees ($250) + Taxes in 2024 ($1,262)


    Taxes:$15,141

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787

    $2,050,000362 Days on yellowkey   MLS ID: O6309917

    For Sale O6309917 - 9940 BLACK BEAR LN, WINTER GARDEN, FL 34787 8 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3110
       Built: 2027   Tax: $4,423 (2024)
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $11,601 (change assumption)
    Mortgage ($11,233) + Taxes in 2024 ($369)


    Taxes:$4,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7036 BOLANZO ALY, WINTER GARDEN, FL 34787

    $475,00020 Days on yellowkey   MLS ID: O6401429

    For Sale O6401429 - 7036 BOLANZO ALY, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1920
       Built: 2024
    Monthly Fee: $188
       Tax: $6,919 (2025)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $3,367 (change assumption)
    Mortgage ($2,603) + Fees ($188) + Taxes in 2025 ($577)


    Taxes:$6,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16776 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,324,000Listed 05/13/2026 7:59AM   MLS ID: O6407043

    For Sale O6407043 - 16776 BROADWATER AVE, WINTER GARDEN, FL 34787 97 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3713
       Built: 2018
    Monthly Fee: $383
       Tax: $9,438 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,424 (change assumption)
    Mortgage ($7,255) + Fees ($383) + Taxes in 2025 ($787)


    Taxes:$9,438

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15051 GROVESIDE RD, WINTER GARDEN, FL 34787

    $485,5755 Days on yellowkey   MLS ID: O6406358

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6406358 - 15051 GROVESIDE RD, WINTER GARDEN, FL 34787 6 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,022 (change assumption)
    Mortgage ($2,661) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15056 GROVESIDE RD, WINTER GARDEN, FL 34787

    $507,97595 Days on yellowkey   MLS ID: O6380756

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6380756 - 15056 GROVESIDE RD, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2025
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,145 (change assumption)
    Mortgage ($2,783) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1015 WESTSIDE DR, WINTER GARDEN, FL 34787

    $224,000Listed 05/12/2026 2:18PM   MLS ID: O6407229

    For Sale O6407229 - 1015 WESTSIDE DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 938
       Built: 1986
    Monthly Fee: $61
       Tax: $360 (2025)
    Community: Westside Twnhms
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,318 (change assumption)
    Mortgage ($1,227) + Fees ($61) + Taxes in 2025 ($30)


    Taxes:$360

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $749,00020 Days on yellowkey   MLS ID: O6401941

    REDUCED by $10,000 (1.3%) on 05/13/2026

    For Sale O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3284
       Built: 2023
    Monthly Fee: $221
       Tax: $9,107 (2025)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,084 (change assumption)
    Mortgage ($4,104) + Fees ($221) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15039 GROVESIDE RD, WINTER GARDEN, FL 34787

    $492,38032 Days on yellowkey   MLS ID: O6398354

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6398354 - 15039 GROVESIDE RD, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,060 (change assumption)
    Mortgage ($2,698) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15027 GROVESIDE RD, WINTER GARDEN, FL 34787

    $494,63032 Days on yellowkey   MLS ID: O6398345

    INCREASED by $2,000 (0.4%) on 05/13/2026

    For Sale O6398345 - 15027 GROVESIDE RD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,072 (change assumption)
    Mortgage ($2,710) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787

    $345,00085 Days on yellowkey   MLS ID: S5143993

    REDUCED by $4,000 (1.1%) on 05/06/2026

    For Sale S5143993 - 1532 SCARLET OAK LOOP #70B, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1544
       Built: 2012
    Monthly Fee: $282
       Tax: $3,423 (2024)
    Community: Tucker Oaks
    Townhouse


    Estimated Monthly Payment: $2,458 (change assumption)
    Mortgage ($1,890) + Fees ($282) + Taxes in 2024 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3467 BUOY CIR, WINTER GARDEN, FL 34787

    $629,000129 Days on yellowkey   MLS ID: G5106141

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale G5106141 - 3467 BUOY CIR, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2610
       Built: 2020
    Monthly Fee: $152
       Tax: $5,995 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,098 (change assumption)
    Mortgage ($3,446) + Fees ($152) + Taxes in 2025 ($500)


    Taxes:$5,995

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17422 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $671,415Listed 05/12/2026 2:04PM   MLS ID: G5112284

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112284 - 17422 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: $3,829 (change assumption)
    Mortgage ($3,679) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7549 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $730,791Listed 05/12/2026 1:36PM   MLS ID: G5112279

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112279 - 7549 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,126 (change assumption)
    Mortgage ($4,004) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7667 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $551,130Listed 05/12/2026 1:29PM   MLS ID: G5112278

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale G5112278 - 7667 SILVER MEADOW ST, 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: $3,170 (change assumption)
    Mortgage ($3,020) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11235 CARDING MILL LN, WINTER GARDEN, FL 34787

    $700,669Listed 05/12/2026 11:06AM   MLS ID: O6407112

    For Sale O6407112 - 11235 CARDING MILL LN, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $3,979 (change assumption)
    Mortgage ($3,839) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 7922 WINTER WREN ST, WINTER GARDEN, FL 34787

    $765,900Listed 05/12/2026 7:19PM   MLS ID: O6406681

    For Sale O6406681 - 7922 WINTER WREN ST, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2015
    Monthly Fee: $252
       Tax: $10,441 (2025)
    Community: Block Q Summerlake Pd Ph 1B
    Single Family


    Estimated Monthly Payment: $5,319 (change assumption)
    Mortgage ($4,197) + Fees ($252) + Taxes in 2025 ($870)


    Taxes:$10,441

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15615 HONEYBELL DR, WINTER GARDEN, FL 34787

    $389,900Listed 05/12/2026 12:48PM   MLS ID: O6406267

    For Sale O6406267 - 15615 HONEYBELL DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2017
    Monthly Fee: $418
       Tax: $6,085 (2025)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,062 (change assumption)
    Mortgage ($2,136) + Fees ($418) + Taxes in 2025 ($507)


    Taxes:$6,085

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 907 EASLEY AVE, WINTER GARDEN, FL 34787

    $865,0001 Day on yellowkey   MLS ID: O6406147

    For Sale O6406147 - 907 EASLEY AVE, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2252
       Built: 2017
    Monthly Fee: $208
       Tax: $4,712 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,340 (change assumption)
    Mortgage ($4,740) + Fees ($208) + Taxes in 2025 ($393)


    Taxes:$4,712

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17055 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $580,68262 Days on yellowkey   MLS ID: G5109480

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale G5109480 - 17055 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: $3,332 (change assumption)
    Mortgage ($3,182) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin 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.