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Winter Garden Single Family Homes For Sale - 713 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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  • 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $546,49027 Days on yellowkey   MLS ID: O6412141

    2 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $15,500 (2.8%) on 06/06/2026

    For Sale O6412141 - 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,261 (change assumption)
    Mortgage ($2,994) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $597,99645 Days on yellowkey   MLS ID: G5112227

    INCREASED by $40,873 (7.3%) on 06/10/2026

    For Sale G5112227 - 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

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

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($3,277) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16545 BROADWATER AVE, WINTER GARDEN, FL 34787

    $849,900107 Days on yellowkey   MLS ID: O6389243

    REDUCED by $5,000 (0.6%) on 06/08/2026

    For Sale O6389243 - 16545 BROADWATER AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3036
       Built: 2017
    Monthly Fee: $184
       Tax: $3,668 (2024)
    Community: Twinwaters
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,147 (change assumption)
    Mortgage ($4,657) + Fees ($184) + Taxes in 2024 ($306)


    Taxes:$3,668

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,00037 Days on yellowkey   MLS ID: S5150274

    For Sale S5150274 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $187
       Tax: $10,422 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,781 (change assumption)
    Mortgage ($3,726) + Fees ($187) + Taxes in 2025 ($869)


    Taxes:$10,422

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $900,000123 Days on yellowkey   MLS ID: O6384645

    REDUCED by $49,999 (5.3%) on 06/04/2026

    For Sale O6384645 - 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2021
    Monthly Fee: $115
       Tax: $8,275 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,736 (change assumption)
    Mortgage ($4,931) + Fees ($115) + Taxes in 2024 ($690)


    Taxes:$8,275

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 720 LAKE BRIM DR, WINTER GARDEN, FL 34787

    $1,699,000111 Days on yellowkey   MLS ID: O6387519

    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


  • 913 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $530,00014 Days on yellowkey   MLS ID: O6409986

    1 Days Off yellowkey (back on 6/14/2026)

    For Sale O6409986 - 913 BENDING OAK TRL, WINTER GARDEN, FL 34787 28 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2212
       Built: 2012
    Monthly Fee: $125
       Tax: $3,860 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,351 (change assumption)
    Mortgage ($2,904) + Fees ($125) + Taxes in 2025 ($322)


    Taxes:$3,860

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $769,99012 Days on yellowkey   MLS ID: G5113736

    For Sale G5113736 - 13404 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,379 (change assumption)
    Mortgage ($4,219) + 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


  • 13410 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $794,99050 Days on yellowkey   MLS ID: G5112004

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5112004 - 13410 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,516 (change assumption)
    Mortgage ($4,356) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,000185 Days on yellowkey   MLS ID: S5140531

    REDUCED by $20,000 (2.7%) on 06/13/2026

    SHORT SALE S5140531 - 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2023
    Monthly Fee: $300
       Tax: $1,706 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,415 (change assumption)
    Mortgage ($3,973) + Fees ($300) + Taxes in 2024 ($142)


    Taxes:$1,706

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787

    $477,00023 Days on yellowkey   MLS ID: S5151079

    For Sale S5151079 - 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 2002
    Monthly Fee: $46
       Tax: $2,815 (2025)
    Community: Stone Creek 44/131
    Single Family


    Estimated Monthly Payment: $2,894 (change assumption)
    Mortgage ($2,614) + Fees ($46) + Taxes in 2025 ($235)


    Taxes:$2,815

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5048 PALMETTO PARK DR, WINTER GARDEN, FL 34787

    $990,00016 Days on yellowkey   MLS ID: O6412376

    0 Days Off yellowkey (back on 6/13/2026)

    For Sale O6412376 - 5048 PALMETTO PARK DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4933
       Built: 2016
    Monthly Fee: $188
       Tax: $9,538 (2025)
    Community: Orchard Hills Ph 3
    Single Family


    Estimated Monthly Payment: $6,407 (change assumption)
    Mortgage ($5,425) + Fees ($188) + Taxes in 2025 ($795)


    Taxes:$9,538

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1544 MISTFLOWER LN, WINTER GARDEN, FL 34787

    $469,90024 Days on yellowkey   MLS ID: O6407815

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6407815 - 1544 MISTFLOWER LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2348
       Built: 2005
    Monthly Fee: $55
       Tax: $7,220 (2025)
    Community: Winter Garden Trls 01-3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,231 (change assumption)
    Mortgage ($2,575) + Fees ($55) + Taxes in 2025 ($602)


    Taxes:$7,220

    Elementary School: William Frangus Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787

    $649,99027 Days on yellowkey   MLS ID: O6410350

    For Sale O6410350 - 11036 ROBERT FROST DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2136
       Built: 2021
    Monthly Fee: $221
       Tax: $8,394 (2025)
    Community: Storey Grove Ph 3
    Single Family


    Estimated Monthly Payment: $4,482 (change assumption)
    Mortgage ($3,562) + Fees ($221) + Taxes in 2025 ($700)


    Taxes:$8,394

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12103 EASTMOOR DR, WINTER GARDEN, FL 34787

    $445,00035 Days on yellowkey   MLS ID: O6409071

    REDUCED by $5,000 (1.1%) on 06/04/2026

    For Sale O6409071 - 12103 EASTMOOR DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1604
       Built: 2024
    Monthly Fee: $225
       Tax: $6,795 (2025)
    Community: Encore/Ovation Ph 4B
    Single Family


    Estimated Monthly Payment: $3,230 (change assumption)
    Mortgage ($2,438) + Fees ($225) + Taxes in 2025 ($566)


    Taxes:$6,795

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $555,00076 Days on yellowkey   MLS ID: TB8496196

    REDUCED by $10,000 (1.8%) on 06/09/2026

    For Sale TB8496196 - 8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 96 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2019
       Built: 2017
    Monthly Fee: $312
       Tax: $5,109 (2025)
    Community: Waterleigh Ph 1B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,779 (change assumption)
    Mortgage ($3,041) + Fees ($312) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17569 SEIDNER RD, WINTER GARDEN, FL 34787

    $599,99930 Days on yellowkey   MLS ID: G5112869

    For Sale G5112869 - 17569 SEIDNER RD, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1408
       Built: 1984
    Monthly Fee: $3
       Tax: $5,144 (2025)
    Community: Lake Avalon Heights
    Single Family


    Estimated Monthly Payment: $3,719 (change assumption)
    Mortgage ($3,288) + Fees ($3) + Taxes in 2025 ($429)


    Taxes:$5,144

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 279 DOE RUN DR, WINTER GARDEN, FL 34787

    $599,00027 Days on yellowkey   MLS ID: TB8513595

    For Sale TB8513595 - 279 DOE RUN DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2435
       Built: 2005
    Monthly Fee: $57
       Tax: $2,489 (2025)
    Community: Deerfield Place 57/1
    Single Family


    Estimated Monthly Payment: $3,547 (change assumption)
    Mortgage ($3,282) + Fees ($57) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 705 GARDEN WEST TER, WINTER GARDEN, FL 34787

    $1,275,00052 Days on yellowkey   MLS ID: O6403363

    REDUCED by $25,000 (1.9%) on 06/08/2026

    For Sale O6403363 - 705 GARDEN WEST TER, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2698
       Built: 2020
    Monthly Fee: $232
       Tax: $10,345 (2025)
    Community: Garden West
    Single Family


    Estimated Monthly Payment: $8,080 (change assumption)
    Mortgage ($6,986) + Fees ($232) + Taxes in 2025 ($862)


    Taxes:$10,345

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,374,50098 Days on yellowkey   MLS ID: O6391909

    REDUCED by $24,000 (1.7%) on 05/22/2026

    For Sale O6391909 - 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3097
       Built: 2004
    Monthly Fee: $58
       Tax: $6,565 (2025)
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $8,136 (change assumption)
    Mortgage ($7,531) + Fees ($58) + Taxes in 2025 ($547)


    Taxes:$6,565

    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.