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Winter Garden Homes For Sale & Real Estate - 964 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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  • 5320 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787

    $695,99014 Days on yellowkey   MLS ID: O6424081

    For Sale O6424081 - 5320 LAKE VIRGINIA ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3366
       Built: 2024
    Monthly Fee: $176
       Tax: $10,233 (2025)
    Community: Lakeside/Hamlin
    Single Family


    Estimated Monthly Payment: $4,842 (change assumption)
    Mortgage ($3,814) + Fees ($176) + Taxes in 2025 ($853)


    Taxes:$10,233

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14629 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $484,90027 Days on yellowkey   MLS ID: O6421797

    REDUCED by $8,000 (1.6%) on 07/20/2026

    For Sale O6421797 - 14629 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2223
       Built: 2012
    Monthly Fee: $242
       Tax: $8,151 (2025)
    Community: Summerlake Pd Ph 01B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,578 (change assumption)
    Mortgage ($2,657) + Fees ($242) + Taxes in 2025 ($679)


    Taxes:$8,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1503 COLUSO DR, WINTER GARDEN, FL 34787

    $443,00067 Days on yellowkey   MLS ID: O6410109

    REDUCED by $20,000 (4.3%) on 07/17/2026

    For Sale O6410109 - 1503 COLUSO DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2187
       Built: 1988   Tax: $1,952 (2025)
    Community: Magnolia Wood Fifth Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,590 (change assumption)
    Mortgage ($2,427) + Taxes in 2025 ($163)


    Taxes:$1,952

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15411 GILLIGAN CT, WINTER GARDEN, FL 34787

    $559,90035 Days on yellowkey   MLS ID: O6418437

    REDUCED by $10,000 (1.8%) on 07/20/2026

    For Sale O6418437 - 15411 GILLIGAN CT, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2152
       Built: 2021
    Monthly Fee: $104
       Tax: $6,721 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,732 (change assumption)
    Mortgage ($3,068) + Fees ($104) + Taxes in 2025 ($560)


    Taxes:$6,721

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16044 CITRUS KNOLL DR, WINTER GARDEN, FL 34787

    $1,100,00027 Days on yellowkey   MLS ID: O6419284

    For Sale O6419284 - 16044 CITRUS KNOLL DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 3617
       Built: 2016
    Monthly Fee: $235
       Tax: $13,692 (2025)
    Community: Hickory Hammock Ph 1D
    Single Family


    Estimated Monthly Payment: $7,403 (change assumption)
    Mortgage ($6,027) + Fees ($235) + Taxes in 2025 ($1,141)


    Taxes:$13,692

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787

    $3,330,00091 Days on yellowkey   MLS ID: O6403188

    3 Days Off yellowkey (back on 7/20/2026)

    For Sale O6403188 - 14511 ISLEVIEW DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 6   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5290
       Built: 2001
    Monthly Fee: $300
       Tax: $32,571 (2025)
    Community: Isles Lake Hancock
    Single Family


    Estimated Monthly Payment: $21,260 (change assumption)
    Mortgage ($18,246) + Fees ($300) + Taxes in 2025 ($2,714)


    Taxes:$32,571

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9606 WOODCRANE DR, WINTER GARDEN, FL 34787

    $525,00068 Days on yellowkey   MLS ID: O6410113

    2 Days Off yellowkey (back on 7/20/2026)

    For Sale O6410113 - 9606 WOODCRANE DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2101
       Built: 2017
    Monthly Fee: $164
       Tax: $5,079 (2025)
    Community: Watermark Ph 2B
    Single Family


    Estimated Monthly Payment: $3,464 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($423)


    Taxes:$5,079

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 46 W VINING ST, WINTER GARDEN, FL 34787

    $544,90072 Days on yellowkey   MLS ID: O6408720

    REDUCED by $5,000 (0.9%) on 07/20/2026

    For Sale O6408720 - 46 W VINING ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1273
       Built: 1938   Tax: $6,287 (2025)
    Community: Ellman Park
    Single Family


    Estimated Monthly Payment: $3,510 (change assumption)
    Mortgage ($2,986) + Taxes in 2025 ($524)


    Taxes:$6,287

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $425,000104 Days on yellowkey   MLS ID: TB8497081

    REDUCED by $10,000 (2.3%) on 07/20/2026

    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: $2,859 (change assumption)
    Mortgage ($2,329) + 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


  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $765,00026 Days on yellowkey   MLS ID: S5152807

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale S5152807 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 61 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Monthly Fee: $243
       Tax: $8,428 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,137 (change assumption)
    Mortgage ($4,192) + Fees ($243) + Taxes in 2025 ($702)


    Taxes:$8,428

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787

    $649,000147 Days on yellowkey   MLS ID: O6386748

    3 Days Off yellowkey (back on 7/20/2026)

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

    For Sale O6386748 - 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787 29 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2018
    Monthly Fee: $90
       Tax: $6,526 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,190 (change assumption)
    Mortgage ($3,556) + Fees ($90) + Taxes in 2025 ($544)


    Taxes:$6,526

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 20 W CREST AVE, WINTER GARDEN, FL 34787

    $2,190,00041 Days on yellowkey   MLS ID: O6417710

    REDUCED by $159,000 (6.8%) on 07/20/2026

    For Sale O6417710 - 20 W CREST AVE, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4668
       Built: 2020   Tax: $13,263 (2026)
    Community: Boyd-Lutz Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,105 (change assumption)
    Mortgage ($12,000) + Taxes in 2026 ($1,105)


    Taxes:$13,263

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 7773 MINUTEMEN LOOP, WINTER GARDEN, FL 34787

    $875,00013 Days on yellowkey   MLS ID: O6425792

    For Sale O6425792 - 7773 MINUTEMEN LOOP, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3393
       Built: 2014
    Monthly Fee: $215
       Tax: $7,123 (2025)
    Community: Overlook At Hamlin
    Single Family


    Estimated Monthly Payment: $5,603 (change assumption)
    Mortgage ($4,794) + Fees ($215) + Taxes in 2025 ($594)


    Taxes:$7,123

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14681 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $815,00010 Days on yellowkey   MLS ID: G5115256

    For Sale G5115256 - 14681 SETON CREEK BLVD, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 2016
    Monthly Fee: $164
       Tax: $6,379 (2025)
    Community: Watermark Ph 1B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,161 (change assumption)
    Mortgage ($4,466) + Fees ($164) + Taxes in 2025 ($532)


    Taxes:$6,379

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $649,000224 Days on yellowkey   MLS ID: O6367937

    REDUCED by $50,000 (7.2%) on 07/19/2026

    For Sale O6367937 - 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2019
    Monthly Fee: $140
       Tax: $5,152 (2024)
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $4,125 (change assumption)
    Mortgage ($3,556) + Fees ($140) + Taxes in 2024 ($429)


    Taxes:$5,152

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $659,000137 Days on yellowkey   MLS ID: O6390760

    0 Days Off yellowkey (back on 7/19/2026)

    REDUCED by $5,900 (0.9%) on 05/29/2026

    For Sale O6390760 - 1209 CASTLEPORT RD, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2001
    Monthly Fee: $243
       Tax: $4,030 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,190 (change assumption)
    Mortgage ($3,611) + Fees ($243) + Taxes in 2025 ($336)


    Taxes:$4,030

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4708 WEATHERBELL RD, WINTER GARDEN, FL 34787

    $1,099,00020 Days on yellowkey   MLS ID: O6422574

    REDUCED by $100,000 (8.3%) on 07/19/2026

    For Sale O6422574 - 4708 WEATHERBELL RD, WINTER GARDEN, FL 34787 50 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3562
       Built: 2023
    Monthly Fee: $208
       Tax: $11,607 (2025)
    Community: Estates At Lakeview Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,197 (change assumption)
    Mortgage ($6,022) + Fees ($208) + Taxes in 2025 ($967)


    Taxes:$11,607

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15838 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787

    $1,219,00012 Days on yellowkey   MLS ID: S5153907

    0 Days Off yellowkey (back on 7/19/2026)

    For Sale S5153907 - 15838 CITRUS GROVE LOOP, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3505
       Built: 2015
    Monthly Fee: $235
       Tax: $14,396 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $8,114 (change assumption)
    Mortgage ($6,679) + Fees ($235) + Taxes in 2025 ($1,200)


    Taxes:$14,396

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15524 HONEYBELL DR, WINTER GARDEN, FL 34787

    $419,00043 Days on yellowkey   MLS ID: O6416374

    0 Days Off yellowkey (back on 7/19/2026)

    For Sale O6416374 - 15524 HONEYBELL DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1902
       Built: 2017
    Monthly Fee: $418
       Tax: $3,454 (2025)
    Community: Hamlin Reserve
    Townhouse


    Estimated Monthly Payment: $3,002 (change assumption)
    Mortgage ($2,296) + Fees ($418) + Taxes in 2025 ($288)


    Taxes:$3,454

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $819,99056 Days on yellowkey   MLS ID: O6413409

    0 Days Off yellowkey (back on 7/19/2026)

    REDUCED by $50,000 (5.7%) on 07/08/2026

    For Sale O6413409 - 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 34 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: $5,711 (change assumption)
    Mortgage ($4,493) + 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




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.