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Winter Garden Single Family Homes For Sale - 607 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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  • 18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $724,90065 Days on yellowkey   MLS ID: O6388830

    0 Days Off yellowkey (back on 5/1/2026)

    For Sale O6388830 - 18386 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2024
    Monthly Fee: $280
       Tax: $10,366 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,116 (change assumption)
    Mortgage ($3,972) + Fees ($280) + Taxes in 2024 ($864)


    Taxes:$10,366

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787

    $1,745,000297 Days on yellowkey   MLS ID: O6328707

    2 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $79,888 (4.4%) on 04/22/2026

    For Sale O6328707 - 7766 MINUTEMEN LOOP, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4716
       Built: 2014
    Monthly Fee: $201
       Tax: $14,959 (2024)
    Community: West Lake Hancock Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,009 (change assumption)
    Mortgage ($9,561) + Fees ($201) + Taxes in 2024 ($1,247)


    Taxes:$14,959

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $759,990126 Days on yellowkey   MLS ID: O6371378

    For Sale O6371378 - 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 2004
    Monthly Fee: $247
       Tax: $10,614 (2024)
    Community: Stoneybrook West Ut 04 48 48
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,296 (change assumption)
    Mortgage ($4,164) + Fees ($247) + Taxes in 2024 ($885)


    Taxes:$10,614

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $705,99072 Days on yellowkey   MLS ID: O6386199

    REDUCED by $13,910 (1.9%) on 05/01/2026

    For Sale O6386199 - 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $184
       Tax: $8,425 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,754 (change assumption)
    Mortgage ($3,868) + Fees ($184) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $819,000120 Days on yellowkey   MLS ID: O6373067

    For Sale O6373067 - 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2023
    Monthly Fee: $165
       Tax: $9,990 (2024)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $5,485 (change assumption)
    Mortgage ($4,488) + Fees ($165) + Taxes in 2024 ($833)


    Taxes:$9,990

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 4230 REX DR, WINTER GARDEN, FL 34787

    $2,500,000467 Days on yellowkey   MLS ID: O6274608

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6274608 - 4230 REX DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 9   Bath: 6.0   Gar: 5
    Liv Area Sq Ft: 7505
       Built: 2003   Tax: $16,471 (2024)
    Community: Lake Avalon Grvs 2Nd Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,071 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,373)


    Taxes:$16,471

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $619,00026 Days on yellowkey   MLS ID: O6399369

    For Sale O6399369 - WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1827
       Built: 2001
    Monthly Fee: $320
       Tax: $4,811 (2025)
    Community: Woodbridge On Green
    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,392) + Fees ($320) + Taxes in 2025 ($401)


    Taxes:$4,811

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $635,50014 Days on yellowkey   MLS ID: O6403063

    For Sale O6403063 - 17059 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2692
       Built: 2017
    Monthly Fee: $215
       Tax: $8,922 (2025)
    Community: Waterside/Johns Lake Ph 2A
    Single Family


    Estimated Monthly Payment: $4,441 (change assumption)
    Mortgage ($3,482) + Fees ($215) + Taxes in 2025 ($744)


    Taxes:$8,922

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $1,275,00039 Days on yellowkey   MLS ID: O6395850

    REDUCED by $50,000 (3.8%) on 05/01/2026

    For Sale O6395850 - 12025 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 98 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4321
       Built: 2020
    Monthly Fee: $192
       Tax: $15,050 (2025)
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $8,432 (change assumption)
    Mortgage ($6,986) + Fees ($192) + Taxes in 2025 ($1,254)


    Taxes:$15,050

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $575,00067 Days on yellowkey   MLS ID: O6386264

    For Sale O6386264 - 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2119
       Built: 2018
    Monthly Fee: $58
       Tax: $8,371 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,151) + Fees ($58) + Taxes in 2025 ($698)


    Taxes:$8,371

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13526 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $845,00049 Days on yellowkey   MLS ID: O6388630

    1 Days Off yellowkey (back on 5/1/2026)

    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


  • 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $819,900473 Days on yellowkey   MLS ID: O6274785

    0 Days Off yellowkey (back on 5/1/2026)

    For Sale O6274785 - 14039 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 86 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3801
       Built: 2006
    Monthly Fee: $141
       Tax: $11,068 (2024)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $5,556 (change assumption)
    Mortgage ($4,492) + Fees ($141) + Taxes in 2024 ($922)


    Taxes:$11,068

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,00019 Days on yellowkey   MLS ID: O6401040

    0 Days Off yellowkey (back on 5/1/2026)

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16828 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $581,19020 Days on yellowkey   MLS ID: O6401359

    1 Days Off yellowkey (back on 5/1/2026)

    For Sale O6401359 - 16828 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2026
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,540 (change assumption)
    Mortgage ($3,185) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 18029 CIDER MILL LN, WINTER GARDEN, FL 34787

    $724,99088 Days on yellowkey   MLS ID: O6382363

    1 Days Off yellowkey (back on 5/1/2026)

    REDUCED by $6,876 (0.9%) on 04/22/2026

    For Sale O6382363 - 18029 CIDER MILL LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,388 (change assumption)
    Mortgage ($3,972) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $525,00017 Days on yellowkey   MLS ID: O6400695

    For Sale O6400695 - 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 2017
    Monthly Fee: $164
       Tax: $4,974 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($415)


    Taxes:$4,974

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $1,274,500302 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


  • 15419 UGLIS ALY, WINTER GARDEN, FL 34787

    $595,00012 Days on yellowkey   MLS ID: O6403047

    For Sale O6403047 - 15419 UGLIS ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2018
    Monthly Fee: $60
       Tax: $8,121 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,997 (change assumption)
    Mortgage ($3,260) + Fees ($60) + Taxes in 2025 ($677)


    Taxes:$8,121

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12790 BRODLOVE LN, WINTER GARDEN, FL 34787

    $574,90012 Days on yellowkey   MLS ID: O6403539

    For Sale O6403539 - 12790 BRODLOVE LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,775 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,150) + Fees ($225) + Taxes in 2025 ($731)


    Taxes:$8,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 650 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,152,19012 Days on yellowkey   MLS ID: O6403543

    For Sale O6403543 - 650 MEDORA WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,551 (change assumption)
    Mortgage ($6,313) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle




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.