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Winter Garden Single Family Homes For Sale - 729 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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  • 16816 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $549,99013 Days on yellowkey   MLS ID: O6423763

    For Sale O6423763 - 16816 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,429 (change assumption)
    Mortgage ($3,014) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16822 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $599,99013 Days on yellowkey   MLS ID: O6423720

    For Sale O6423720 - 16822 HOBE SOUND CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,703 (change assumption)
    Mortgage ($3,288) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $829,900114 Days on yellowkey   MLS ID: G5110319

    REDUCED by $20,000 (2.4%) on 07/10/2026

    For Sale G5110319 - 13412 FOX GLOVE ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3954
       Built: 2005
    Monthly Fee: $243
       Tax: $5,889 (2025)
    Community: Stoneybrook West Un 06
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,281 (change assumption)
    Mortgage ($4,547) + Fees ($243) + Taxes in 2025 ($491)


    Taxes:$5,889

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15061 VALVERSE ALY, WINTER GARDEN, FL 34787

    $720,000149 Days on yellowkey   MLS ID: O6384956

    1 Days Off yellowkey (back on 7/9/2026)

    For Sale O6384956 - 15061 VALVERSE ALY, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2934
       Built: 2017
    Monthly Fee: $328
       Tax: $8,730 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($3,945) + Fees ($328) + Taxes in 2025 ($728)


    Taxes:$8,730

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16622 PARABLE WAY, WINTER GARDEN, FL 34787

    $649,000179 Days on yellowkey   MLS ID: O6376696

    For Sale O6376696 - 16622 PARABLE WAY, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2023
    Monthly Fee: $88
       Tax: $8,368 (2024)
    Community: Storey Grove Ph 5
    Single Family


    Estimated Monthly Payment: $4,341 (change assumption)
    Mortgage ($3,556) + Fees ($88) + Taxes in 2024 ($697)


    Taxes:$8,368

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787

    $525,00052 Days on yellowkey   MLS ID: O6411576

    For Sale O6411576 - 2241 WHITE FEATHER LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2152
       Built: 2018
    Monthly Fee: $105
       Tax: $4,991 (2025)
    Community: Oakland Trls Ph 1
    Single Family


    Estimated Monthly Payment: $3,398 (change assumption)
    Mortgage ($2,877) + Fees ($105) + Taxes in 2025 ($416)


    Taxes:$4,991

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787

    $1,000,000222 Days on yellowkey   MLS ID: O6366636

    For Sale O6366636 - 9207 BUSACO PARK WAY, WINTER GARDEN, FL 34787 92 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3291
       Built: 2015
    Monthly Fee: $164
       Tax: $11,197 (2024)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $6,576 (change assumption)
    Mortgage ($5,479) + Fees ($164) + Taxes in 2024 ($933)


    Taxes:$11,197

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,699,000138 Days on yellowkey   MLS ID: O6387519

    1 Days Off yellowkey (back on 7/9/2026)

    REDUCED by $26,000 (1.5%) on 06/14/2026

    For Sale O6387519 - 720 LAKE BRIM DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2020
    Monthly Fee: $208
       Tax: $14,831 (2025)
    Community: Oakland Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,753 (change assumption)
    Mortgage ($9,309) + Fees ($208) + Taxes in 2025 ($1,236)


    Taxes:$14,831

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12362 BRACCO ST, WINTER GARDEN, FL 34787

    $495,00082 Days on yellowkey   MLS ID: O6404125

    REDUCED by $20,000 (3.9%) on 07/09/2026

    For Sale O6404125 - 12362 BRACCO ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2023
    Monthly Fee: $105
       Tax: $8,231 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,503 (change assumption)
    Mortgage ($2,712) + Fees ($105) + Taxes in 2025 ($686)


    Taxes:$8,231

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13147 SUBURBAN TER, WINTER GARDEN, FL 34787

    $245,000112 Days on yellowkey   MLS ID: G5110298

    0 Days Off yellowkey (back on 4/9/2026)

    For Sale G5110298 - 13147 SUBURBAN TER, WINTER GARDEN, FL 34787 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1479
       Built: 1971
    Monthly Fee: $15
       Tax: $4,142 (2025)
    Community: Suburban Shores
    Single Family


    Estimated Monthly Payment: $1,703 (change assumption)
    Mortgage ($1,342) + Fees ($15) + Taxes in 2025 ($345)


    Taxes:$4,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $475,00066 Days on yellowkey   MLS ID: O6407413

    REDUCED by $45,000 (8.7%) on 07/01/2026

    For Sale O6407413 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2021
    Monthly Fee: $225
       Tax: $8,365 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $3,525 (change assumption)
    Mortgage ($2,603) + Fees ($225) + Taxes in 2025 ($697)


    Taxes:$8,365

    Elementary School: Water Spring Elementary

    High School: Lake Nona High

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2202 ROMANUM DR, WINTER GARDEN, FL 34787

    $554,90097 Days on yellowkey   MLS ID: O6398743

    REDUCED by $25,000 (4.3%) on 06/07/2026

    For Sale O6398743 - 2202 ROMANUM DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2015
    Monthly Fee: $211
       Tax: $3,839 (2025)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,571 (change assumption)
    Mortgage ($3,040) + Fees ($211) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15264 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $1,399,99922 Days on yellowkey   MLS ID: O6418870

    For Sale O6418870 - 15264 SHONAN GOLD DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4000
       Built: 2017
    Monthly Fee: $210
       Tax: $8,796 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,614 (change assumption)
    Mortgage ($7,671) + Fees ($210) + Taxes in 2025 ($733)


    Taxes:$8,796

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787

    $1,049,00054 Days on yellowkey   MLS ID: O6410984

    REDUCED by $51,000 (4.6%) on 07/09/2026

    For Sale O6410984 - 13181 TOOLCROSS WAY, WINTER GARDEN, FL 34787 87 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3894
       Built: 2024
    Monthly Fee: $83
       Tax: $11,946 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $6,826 (change assumption)
    Mortgage ($5,748) + Fees ($83) + Taxes in 2025 ($996)


    Taxes:$11,946

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6587 OLD CARRIAGE RD, WINTER GARDEN, FL 34787

    $645,00020 Days on yellowkey   MLS ID: O6421933

    0 Days Off yellowkey (back on 7/8/2026)

    For Sale O6421933 - 6587 OLD CARRIAGE RD, WINTER GARDEN, FL 34787 87 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2005
    Monthly Fee: $195
       Tax: $5,364 (2025)
    Community: Independence
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,176 (change assumption)
    Mortgage ($3,534) + Fees ($195) + Taxes in 2025 ($447)


    Taxes:$5,364

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15790 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $899,00014 Days on yellowkey   MLS ID: O6421864

    For Sale O6421864 - 15790 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3636
       Built: 2020
    Monthly Fee: $72
       Tax: $11,362 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,945 (change assumption)
    Mortgage ($4,926) + Fees ($72) + Taxes in 2025 ($947)


    Taxes:$11,362

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11259 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $889,99027 Days on yellowkey   MLS ID: O6419946

    REDUCED by $6,301 (0.7%) on 07/09/2026

    For Sale O6419946 - 11259 HOLLOW BAY DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $208
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,250 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 346 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787

    $899,00013 Days on yellowkey   MLS ID: O6423640

    For Sale O6423640 - 346 CRYSTAL WOOD DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3147
       Built: 2026
    Monthly Fee: $240
       Tax: $1,955 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,329 (change assumption)
    Mortgage ($4,926) + Fees ($240) + Taxes in 2025 ($163)


    Taxes:$1,955

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14067 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,099,00014 Days on yellowkey   MLS ID: O6422734

    For Sale O6422734 - 14067 JOMATT LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4741
       Built: 2018
    Monthly Fee: $75
       Tax: $7,802 (2026)
    Community: Cypress Reserve Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,747 (change assumption)
    Mortgage ($6,022) + Fees ($75) + Taxes in 2026 ($650)


    Taxes:$7,802

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2026

    Middle School: SunRidge Middle


  • 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787

    $1,500,00014 Days on yellowkey   MLS ID: O6423216

    For Sale O6423216 - 2010 BOSS HEWETT ST, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3781
       Built: 2022
    Monthly Fee: $165
       Tax: $11,186 (2025)
    Community: Hull Island/Oakland Ph 2
    Single Family


    Estimated Monthly Payment: $9,316 (change assumption)
    Mortgage ($8,219) + Fees ($165) + Taxes in 2025 ($932)


    Taxes:$11,186

    Elementary School: Tildenville 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.