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Winter Garden Single Family Homes For Sale - 697 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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  • 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787

    $488,00041 Days on yellowkey   MLS ID: GC540630

    For Sale GC540630 - 14610 SETON CREEK BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2016
    Monthly Fee: $164
       Tax: $5,965 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,335 (change assumption)
    Mortgage ($2,674) + Fees ($164) + Taxes in 2025 ($497)


    Taxes:$5,965

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $499,900113 Days on yellowkey   MLS ID: O6391117

    4 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $5,100 (1.0%) on 05/04/2026

    For Sale O6391117 - 9107 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2017
    Monthly Fee: $159
       Tax: $7,996 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,564 (change assumption)
    Mortgage ($2,739) + Fees ($159) + Taxes in 2025 ($666)


    Taxes:$7,996

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787

    $764,99099 Days on yellowkey   MLS ID: O6394850

    1 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $5,000 (0.6%) on 06/16/2026

    For Sale O6394850 - 12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,288 (change assumption)
    Mortgage ($4,192) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $559,99021 Days on yellowkey   MLS ID: G5113926

    For Sale G5113926 - 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($3,068) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1219 SADDLEBACK DR, WINTER GARDEN, FL 34787

    $1,050,00032 Days on yellowkey   MLS ID: O6412381

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale O6412381 - 1219 SADDLEBACK DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2667
       Built: 2022
    Monthly Fee: $215
       Tax: $11,474 (2025)
    Community: Oakland Parkb-1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,924 (change assumption)
    Mortgage ($5,753) + Fees ($215) + Taxes in 2025 ($956)


    Taxes:$11,474

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787

    $592,000117 Days on yellowkey   MLS ID: O6389532

    REDUCED by $17,900 (2.9%) on 06/15/2026

    For Sale O6389532 - 12566 WESTHAVEN OAK DR, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $2,162 (2024)
    Community: Osprey Ranch-Ph 1
    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($3,244) + Fees ($96) + Taxes in 2024 ($180)


    Taxes:$2,162

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $721,82020 Days on yellowkey   MLS ID: G5113973

    For Sale G5113973 - 17127 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,105 (change assumption)
    Mortgage ($3,955) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $568,19120 Days on yellowkey   MLS ID: G5113971

    For Sale G5113971 - 17049 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,263 (change assumption)
    Mortgage ($3,113) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787

    $520,00041 Days on yellowkey   MLS ID: S5150723

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale S5150723 - 1979 STANDING ROCK CIR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2082
       Built: 2019
    Monthly Fee: $105
       Tax: $8,301 (2025)
    Community: Oakland Trails Ph 2
    Single Family


    Estimated Monthly Payment: $3,646 (change assumption)
    Mortgage ($2,849) + Fees ($105) + Taxes in 2025 ($692)


    Taxes:$8,301

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,225,00099 Days on yellowkey   MLS ID: O6394059

    REDUCED by $34,000 (2.7%) on 06/17/2026

    For Sale O6394059 - 706 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4019
       Built: 2018
    Monthly Fee: $298
       Tax: $17,895 (2025)
    Community: Canopy Oaks Ph 1
    Single Family


    Estimated Monthly Payment: $8,501 (change assumption)
    Mortgage ($6,712) + Fees ($298) + Taxes in 2025 ($1,491)


    Taxes:$17,895

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $755,000182 Days on yellowkey   MLS ID: O6371378

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $4,990 (0.7%) on 06/01/2026

    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: $5,268 (change assumption)
    Mortgage ($4,137) + 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


  • 13129 FARO CT, WINTER GARDEN, FL 34787

    $845,00021 Days on yellowkey   MLS ID: O6415958

    For Sale O6415958 - 13129 FARO CT, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3664
       Built: 2025
    Monthly Fee: $139
       Tax: $2,788 (2025)
    Community: Horizon Isle
    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($4,630) + Fees ($139) + Taxes in 2025 ($232)


    Taxes:$2,788

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 420 E CYPRESS ST, WINTER GARDEN, FL 34787

    $420,00036 Days on yellowkey   MLS ID: O6412414

    REDUCED by $5,000 (1.2%) on 06/18/2026

    For Sale O6412414 - 420 E CYPRESS ST, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1616
       Built: 1950   Tax: $5,517 (2025)
    Community: Overstreet Crate
    Single Family


    Estimated Monthly Payment: $2,761 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($460)


    Taxes:$5,517

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 214 S WOODLAND ST, WINTER GARDEN, FL 34787

    $800,00034 Days on yellowkey   MLS ID: O6413395

    For Sale O6413395 - 214 S WOODLAND ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2868
       Built: 1925   Tax: $2,450 (2025)
    Community: Fries Winter Garden
    Single Family


    Estimated Monthly Payment: $4,588 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($204)


    Taxes:$2,450

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $750,000175 Days on yellowkey   MLS ID: S5141634

    For Sale S5141634 - 3262 HANGING TIDE ST, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3663
       Built: 2021
    Monthly Fee: $132
       Tax: $10,508 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,117 (change assumption)
    Mortgage ($4,109) + Fees ($132) + Taxes in 2025 ($876)


    Taxes:$10,508

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 9849 LOST CREEK DR, WINTER GARDEN, FL 34787

    $990,000593 Days on yellowkey   MLS ID: O6258009

    1 Days Off yellowkey (back on 6/18/2026)

    For Sale O6258009 - 9849 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $250
       Tax: $10,950 (2023)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,587 (change assumption)
    Mortgage ($5,425) + Fees ($250) + Taxes in 2023 ($913)


    Taxes:$10,950

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 811 CIVITAS WAY, WINTER GARDEN, FL 34787

    $2,199,00053 Days on yellowkey   MLS ID: O6403760

    REDUCED by $51,000 (2.3%) on 06/18/2026

    For Sale O6403760 - 811 CIVITAS WAY, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5138
       Built: 2017
    Monthly Fee: $208
       Tax: $24,126 (2025)
    Community: Oakland Park Un # 2A
    Single Family


    Estimated Monthly Payment: $14,268 (change assumption)
    Mortgage ($12,049) + Fees ($208) + Taxes in 2025 ($2,011)


    Taxes:$24,126

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $597,79563 Days on yellowkey   MLS ID: O6405058

    INCREASED by $1,605 (0.3%) on 06/18/2026

    For Sale O6405058 - 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787 7 photos

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

    Single Family


    Estimated Monthly Payment: $3,631 (change assumption)
    Mortgage ($3,276) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17139 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $823,30920 Days on yellowkey   MLS ID: G5113974

    For Sale G5113974 - 17139 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,661 (change assumption)
    Mortgage ($4,511) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $689,00020 Days on yellowkey   MLS ID: O6415990

    For Sale O6415990 - 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,775) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring 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.