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Winter Garden Single Family Homes For Sale - 520 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 9354 MCLAREN ALY, WINTER GARDEN, FL 34787

    $545,00035 Days on yellowkey   MLS ID: O6390060

    For Sale O6390060 - 9354 MCLAREN ALY, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2014
       Built: 2020
    Monthly Fee: $257
       Tax: $614 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,294 (change assumption)
    Mortgage ($2,986) + Fees ($257) + Taxes in 2025 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9409 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $875,00044 Days on yellowkey   MLS ID: S5144953

    For Sale S5144953 - 9409 EMERALD BERRY DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2923
       Built: 2024
    Monthly Fee: $85

    Community: Summerlake Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,879 (change assumption)
    Mortgage ($4,794) + Fees ($85) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $550,00042 Days on yellowkey   MLS ID: O6387459

    REDUCED by $15,000 (2.7%) on 03/31/2026

    For Sale O6387459 - 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2024
    Monthly Fee: $200
       Tax: $8,210 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,898 (change assumption)
    Mortgage ($3,014) + Fees ($200) + Taxes in 2025 ($684)


    Taxes:$8,210

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16126 PARKWYN ST, WINTER GARDEN, FL 34787

    $629,00035 Days on yellowkey   MLS ID: O6389811

    REDUCED by $16,000 (2.5%) on 04/13/2026

    For Sale O6389811 - 16126 PARKWYN ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2372
       Built: 2021
    Monthly Fee: $127
       Tax: $7,291 (2025)
    Community: Hawksmoor Ph 2
    Single Family


    Estimated Monthly Payment: $4,181 (change assumption)
    Mortgage ($3,446) + Fees ($127) + Taxes in 2025 ($608)


    Taxes:$7,291

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1836 WINGED ELM PL, WINTER GARDEN, FL 34787

    $439,00032 Days on yellowkey   MLS ID: O6390771

    REDUCED by $23,000 (5.0%) on 04/16/2026

    For Sale O6390771 - 1836 WINGED ELM PL, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2005
    Monthly Fee: $55
       Tax: $6,075 (2025)
    Community: Winter Garden Trls 01-3
    Single Family


    Estimated Monthly Payment: $2,967 (change assumption)
    Mortgage ($2,405) + Fees ($55) + Taxes in 2025 ($506)


    Taxes:$6,075

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1110 VINSETTA CIR, WINTER GARDEN, FL 34787

    $619,00072 Days on yellowkey   MLS ID: O6375070

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6375070 - 1110 VINSETTA CIR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2276
       Built: 2013
    Monthly Fee: $112
       Tax: $3,427 (2024)
    Community: Avalon Reserve
    Single Family


    Estimated Monthly Payment: $3,789 (change assumption)
    Mortgage ($3,392) + Fees ($112) + Taxes in 2024 ($286)


    Taxes:$3,427

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787

    $1,200,00042 Days on yellowkey   MLS ID: O6384801

    For Sale O6384801 - 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2018
    Monthly Fee: $188
       Tax: $7,979 (2024)
    Community: Stanton Estates
    Single Family


    Estimated Monthly Payment: $7,428 (change assumption)
    Mortgage ($6,575) + Fees ($188) + Taxes in 2024 ($665)


    Taxes:$7,979

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1675 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,149,90028 Days on yellowkey   MLS ID: O6392108

    For Sale O6392108 - 1675 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4299
       Built: 2017
    Monthly Fee: $184
       Tax: $12,008 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $7,485 (change assumption)
    Mortgage ($6,301) + Fees ($184) + Taxes in 2024 ($1,001)


    Taxes:$12,008

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787

    $650,000106 Days on yellowkey   MLS ID: O6369818

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

    Bed: 4   Bath: 3.0   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: $4,454 (change assumption)
    Mortgage ($3,562) + 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


  • 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $950,00047 Days on yellowkey   MLS ID: O6386394

    REDUCED by $15,000 (1.6%) on 04/16/2026

    For Sale O6386394 - 9218 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3087
       Built: 2018
    Monthly Fee: $164
       Tax: $11,801 (2025)
    Community: Watermark Ph 2B
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,353 (change assumption)
    Mortgage ($5,205) + Fees ($164) + Taxes in 2025 ($983)


    Taxes:$11,801

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $775,000120 Days on yellowkey   MLS ID: O6367937

    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: $4,816 (change assumption)
    Mortgage ($4,246) + Fees ($140) + Taxes in 2024 ($429)


    Taxes:$5,152

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787

    $675,0007 Days on yellowkey   MLS ID: O6397098

    For Sale O6397098 - 1261 E FULLERS CROSS RD, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1832
       Built: 1991   Tax: $2,367 (2025)
    Community: 0000
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,896 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($197)


    Taxes:$2,367

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 869 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $535,000157 Days on yellowkey   MLS ID: O6358341

    For Sale O6358341 - 869 BENDING OAK TRL, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1975
       Built: 2012
    Monthly Fee: $109
       Tax: $5,262 (2024)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,479 (change assumption)
    Mortgage ($2,931) + Fees ($109) + Taxes in 2024 ($438)


    Taxes:$5,262

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8978 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,299,50021 Days on yellowkey   MLS ID: O6393744

    For Sale O6393744 - 8978 SONOMA COAST DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3911
       Built: 2022
    Monthly Fee: $277
       Tax: $13,033 (2025)
    Community: Waterleigh
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,483 (change assumption)
    Mortgage ($7,120) + Fees ($277) + Taxes in 2025 ($1,086)


    Taxes:$13,033

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787

    $849,0002 Days on yellowkey   MLS ID: O6399101

    For Sale O6399101 - 11243 PIXIE MANDARIN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2122
       Built: 2023
    Monthly Fee: $85
       Tax: $9,030 (2025)
    Community: Northlake At Ovation Phase 1
    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,652) + Fees ($85) + Taxes in 2025 ($753)


    Taxes:$9,030

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16856 HYPATIA ALY, WINTER GARDEN, FL 34787

    $459,99942 Days on yellowkey   MLS ID: O6387941

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6387941 - 16856 HYPATIA ALY, WINTER GARDEN, FL 34787 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2019
    Monthly Fee: $250
       Tax: $6,769 (2024)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,520) + Fees ($250) + Taxes in 2024 ($564)


    Taxes:$6,769

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14804 COSCESTER ST, WINTER GARDEN, FL 34787

    $399,990245 Days on yellowkey   MLS ID: O6333959

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6333959 - 14804 COSCESTER ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 2025   Tax: $1,129 (2024)
    Community: Black Lake
    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($94)


    Taxes:$1,129

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13526 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $845,00023 Days on yellowkey   MLS ID: O6388630

    For Sale O6388630 - 13526 FOX GLOVE ST, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3866
       Built: 2005
    Monthly Fee: $243
       Tax: $11,960 (2025)
    Community: Stoneybrook West
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,870 (change assumption)
    Mortgage ($4,630) + Fees ($243) + Taxes in 2025 ($997)


    Taxes:$11,960

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $852,49063 Days on yellowkey   MLS ID: O6382203

    REDUCED by $8,286 (1.0%) on 04/16/2026

    For Sale O6382203 - 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,087 (change assumption)
    Mortgage ($4,671) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11241 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $799,99077 Days on yellowkey   MLS ID: O6378044

    REDUCED by $7,956 (1.0%) on 04/16/2026

    For Sale O6378044 - 11241 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: $248
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,797 (change assumption)
    Mortgage ($4,383) + Fees ($248) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 single family home 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.