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Winter Garden Homes For Sale & Real Estate - 808 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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  • 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787

    $900,00011 Days on yellowkey   MLS ID: O6403758

    REDUCED by $50,000 (5.3%) on 05/11/2026

    For Sale O6403758 - 461 GERANIUM PARK WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2432
       Built: 2019
    Monthly Fee: $490
       Tax: $9,812 (2025)
    Community: Park Place At Winter Garden
    Townhouse


    Estimated Monthly Payment: $6,239 (change assumption)
    Mortgage ($4,931) + Fees ($490) + Taxes in 2025 ($818)


    Taxes:$9,812

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9827 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,374,9905 Days on yellowkey   MLS ID: O6405480

    For Sale O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $259
       Tax: $11,122 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,720 (change assumption)
    Mortgage ($7,534) + Fees ($259) + Taxes in 2025 ($927)


    Taxes:$11,122

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 931 KYLEE ALY, WINTER GARDEN, FL 34787

    $799,9007 Days on yellowkey   MLS ID: O6404673

    REDUCED by $25,100 (3.0%) on 05/11/2026

    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: $5,579 (change assumption)
    Mortgage ($4,383) + 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


  • 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787

    $534,90089 Days on yellowkey   MLS ID: O6381954

    2 Days Off yellowkey (back on 5/10/2026)

    REDUCED by $4,600 (0.9%) on 04/30/2026

    For Sale O6381954 - 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2023
    Monthly Fee: $148
       Tax: $8,002 (2024)
    Community: Silverleaf Reserve/Haml Ph 2A
    Single Family


    Estimated Monthly Payment: $3,746 (change assumption)
    Mortgage ($2,931) + Fees ($148) + Taxes in 2024 ($667)


    Taxes:$8,002

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787

    $629,000132 Days on yellowkey   MLS ID: O6369818

    2 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $19,000 (2.9%) on 05/08/2026

    For Sale O6369818 - 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $9,333 (2024)
    Community: Wincey Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,339 (change assumption)
    Mortgage ($3,446) + Fees ($115) + Taxes in 2024 ($778)


    Taxes:$9,333

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $525,00041 Days on yellowkey   MLS ID: O6395079

    0 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $10,000 (1.9%) on 05/01/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,877) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 897 LANDRUM DR, WINTER GARDEN, FL 34787

    $899,9005 Days on yellowkey   MLS ID: O6404632

    For Sale O6404632 - 897 LANDRUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3012
       Built: 2013
    Monthly Fee: $208
       Tax: $6,263 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,661 (change assumption)
    Mortgage ($4,931) + Fees ($208) + Taxes in 2025 ($522)


    Taxes:$6,263

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,084,99946 Days on yellowkey   MLS ID: O6392997

    REDUCED by $1 (0.0%) on 05/01/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $7,247 (change assumption)
    Mortgage ($5,945) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15327 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $492,99075 Days on yellowkey   MLS ID: TB8480916

    5 Days Off yellowkey (back on 3/9/2026)

    For Sale TB8480916 - 15327 HAMLIN PARK DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2025
    Monthly Fee: $248
       Tax: $1,371 (2025)
    Community: Parkview/Hamlin
    Townhouse


    Estimated Monthly Payment: $3,063 (change assumption)
    Mortgage ($2,701) + Fees ($248) + Taxes in 2025 ($114)


    Taxes:$1,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787

    $489,99035 Days on yellowkey   MLS ID: TB8494889

    5 Days Off yellowkey (back on 4/20/2026)

    For Sale TB8494889 - 15285 HAMLIN PARK DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2026
    Monthly Fee: $248
       Tax: $1,375 (2025)
    Community: Parkview/Hamlin
    Townhouse


    Estimated Monthly Payment: $3,047 (change assumption)
    Mortgage ($2,685) + Fees ($248) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17422 CHANNEL WAY, WINTER GARDEN, FL 34787

    $767,00077 Days on yellowkey   MLS ID: G5108709

    REDUCED by $7,000 (0.9%) on 05/11/2026

    For Sale G5108709 - 17422 CHANNEL WAY, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2019
    Monthly Fee: $215
       Tax: $9,958 (2025)
    Community: Waterside On Johns Lake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,247 (change assumption)
    Mortgage ($4,203) + Fees ($215) + Taxes in 2025 ($830)


    Taxes:$9,958

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14280 BRAEMAR ST, WINTER GARDEN, FL 34787

    $559,90020 Days on yellowkey   MLS ID: TB8500322

    For Sale TB8500322 - 14280 BRAEMAR ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2023
    Monthly Fee: $100
       Tax: $7,928 (2025)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,829 (change assumption)
    Mortgage ($3,068) + Fees ($100) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787

    $718,79940 Days on yellowkey   MLS ID: TB8493597

    5 Days Off yellowkey (back on 5/11/2026)

    For Sale TB8493597 - 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2026
    Monthly Fee: $84
       Tax: $2,363 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($3,939) + Fees ($84) + Taxes in 2025 ($197)


    Taxes:$2,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16294 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $710,00011 Days on yellowkey   MLS ID: O6403794

    For Sale O6403794 - 16294 HONEY HARVEST ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $229
       Tax: $9,329 (2025)
    Community: Harvest/Ovation
    Single Family


    Estimated Monthly Payment: $4,897 (change assumption)
    Mortgage ($3,890) + Fees ($229) + Taxes in 2025 ($777)


    Taxes:$9,329

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 980 STUCKI TER, WINTER GARDEN, FL 34787

    $245,0004 Days on yellowkey   MLS ID: O6406121

    For Sale O6406121 - 980 STUCKI TER, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 984
       Built: 1989
    Monthly Fee: $243
       Tax: $2,962 (2025)
    Community: Westside Twnhms Ph 02
    Townhouse


    Estimated Monthly Payment: $1,832 (change assumption)
    Mortgage ($1,342) + Fees ($243) + Taxes in 2025 ($247)


    Taxes:$2,962

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787

    $820,00046 Days on yellowkey   MLS ID: O6394209

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

    REDUCED by $9,000 (1.1%) on 04/11/2026

    For Sale O6394209 - 15373 LAKE KILLARNEY CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3623
       Built: 2023
    Monthly Fee: $160
       Tax: $12,032 (2025)
    Community: Lakeside At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,656 (change assumption)
    Mortgage ($4,493) + Fees ($160) + Taxes in 2025 ($1,003)


    Taxes:$12,032

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $819,1067 Days on yellowkey   MLS ID: O6405126

    REDUCED by $175 (0.0%) on 05/11/2026

    For Sale O6405126 - 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,853 (change assumption)
    Mortgage ($4,488) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $399,90092 Days on yellowkey   MLS ID: O6380981

    REDUCED by $15,100 (3.6%) on 05/11/2026

    For Sale O6380981 - 11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Monthly Fee: $338
       Tax: $6,703 (2024)
    Community: Winding Bay Preserve
    Townhouse


    Estimated Monthly Payment: $3,088 (change assumption)
    Mortgage ($2,191) + Fees ($338) + Taxes in 2024 ($559)


    Taxes:$6,703

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $649,680175 Days on yellowkey   MLS ID: O6361583

    INCREASED by $29,690 (4.8%) on 05/11/2026

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,916 (change assumption)
    Mortgage ($3,560) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16664 CORDOBA, WINTER GARDEN, FL 34787

    $139,0003 Days on yellowkey   MLS ID: O6406490

    For Sale O6406490 - 16664 CORDOBA, WINTER GARDEN, FL 34787 63 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1248
       Built: 1993
    Community: Vista Del Lago
    Manufactured Home


    Estimated Monthly Payment: $762 (change assumption)
    Mortgage ($762) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    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.