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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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  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $523,000366 Days on yellowkey   MLS ID: O6318887

    REDUCED by $6,950 (1.3%) on 06/09/2026

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $91
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,381 (change assumption)
    Mortgage ($2,866) + Fees ($91) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787

    $595,00012 Days on yellowkey   MLS ID: O6414996

    For Sale O6414996 - 15143 BLUE PEACOCK LN, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2024
    Monthly Fee: $96
       Tax: $8,683 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,080 (change assumption)
    Mortgage ($3,260) + Fees ($96) + Taxes in 2025 ($724)


    Taxes:$8,683

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,093,000135 Days on yellowkey   MLS ID: O6379346

    REDUCED by $12,000 (1.1%) on 06/08/2026

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,146 (change assumption)
    Mortgage ($5,989) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787

    $1,170,000212 Days on yellowkey   MLS ID: O6361968

    For Sale O6361968 - 10067 AUSTRINA OAK LOOP, WINTER GARDEN, FL 34787 97 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2020
    Monthly Fee: $159
       Tax: $13,997 (2024)
    Community: Watermark Ph 4
    Single Family


    Estimated Monthly Payment: $7,736 (change assumption)
    Mortgage ($6,411) + Fees ($159) + Taxes in 2024 ($1,166)


    Taxes:$13,997

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 12362 BRACCO ST, WINTER GARDEN, FL 34787

    $515,00050 Days on yellowkey   MLS ID: O6404125

    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: $3,613 (change assumption)
    Mortgage ($2,822) + 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


  • 13959 JOMATT LOOP, WINTER GARDEN, FL 34787

    $774,90017 Days on yellowkey   MLS ID: O6412718

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale O6412718 - 13959 JOMATT LOOP, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2814
       Built: 2016
    Monthly Fee: $75
       Tax: $5,426 (2025)
    Community: Cypress Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,773 (change assumption)
    Mortgage ($4,246) + Fees ($75) + Taxes in 2025 ($452)


    Taxes:$5,426

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787

    $764,90015 Days on yellowkey   MLS ID: O6414181

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale O6414181 - 14378 BLACK LAKE PRESERVE ST, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3167
       Built: 2015
    Monthly Fee: $140
       Tax: $6,855 (2025)
    Community: Black Lake Preserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,902 (change assumption)
    Mortgage ($4,191) + Fees ($140) + Taxes in 2025 ($571)


    Taxes:$6,855

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $745,00040 Days on yellowkey   MLS ID: G5112211

    3 Days Off yellowkey (back on 6/9/2026)

    For Sale G5112211 - 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1916
       Built: 2019
    Monthly Fee: $280
       Tax: $8,412 (2025)
    Community: Heritage/Plant Street
    Single Family


    Estimated Monthly Payment: $5,063 (change assumption)
    Mortgage ($4,082) + Fees ($280) + Taxes in 2025 ($701)


    Taxes:$8,412

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15061 VALVERSE ALY, WINTER GARDEN, FL 34787

    $720,000117 Days on yellowkey   MLS ID: O6384956

    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


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $489,99013 Days on yellowkey   MLS ID: O6414707

    For Sale O6414707 - 2227 OAKINGTON ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1867
       Built: 2002
    Monthly Fee: $240
       Tax: $5,321 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,368 (change assumption)
    Mortgage ($2,685) + Fees ($240) + Taxes in 2025 ($443)


    Taxes:$5,321

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $599,000332 Days on yellowkey   MLS ID: O6329586

    For Sale O6329586 - 17865 ADRIFT RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2484
       Built: 2023
    Monthly Fee: $277
       Tax: $9,155 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,322 (change assumption)
    Mortgage ($3,282) + Fees ($277) + Taxes in 2024 ($763)


    Taxes:$9,155

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $505,00029 Days on yellowkey   MLS ID: O6410108

    REDUCED by $5,000 (1.0%) on 06/08/2026

    For Sale O6410108 - 15025 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $195
       Tax: $8,019 (2025)
    Community: Signature Lakes Ph 3B-4 3B-5 3B-
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($2,767) + Fees ($195) + Taxes in 2025 ($668)


    Taxes:$8,019

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 5526 TINY RD, WINTER GARDEN, FL 34787

    $1,590,000317 Days on yellowkey   MLS ID: O6334009

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

    REDUCED by $85,000 (5.1%) on 06/01/2026

    For Sale O6334009 - 5526 TINY RD, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2007   Tax: $10,165 (2024)
    Community: None
    Single Family


    Estimated Monthly Payment: $9,559 (change assumption)
    Mortgage ($8,712) + Taxes in 2024 ($847)


    Taxes:$10,165

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,675,00037 Days on yellowkey   MLS ID: O6408014

    For Sale O6408014 - 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787 78 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4473
       Built: 2003
    Monthly Fee: $67
       Tax: $8,609 (2025)
    Community: Lakeview Reserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,962 (change assumption)
    Mortgage ($9,178) + Fees ($67) + Taxes in 2025 ($717)


    Taxes:$8,609

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $679,00048 Days on yellowkey   MLS ID: G5111855

    REDUCED by $16,000 (2.3%) on 06/08/2026

    For Sale G5111855 - 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2842
       Built: 2015
    Monthly Fee: $342
       Tax: $8,082 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,736 (change assumption)
    Mortgage ($3,720) + Fees ($342) + Taxes in 2025 ($673)


    Taxes:$8,082

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,00099 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $999,000344 Days on yellowkey   MLS ID: O6325653

    For Sale O6325653 - 9493 EMERALD BERRY DR, WINTER GARDEN, FL 34787 15 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3211
       Built: 2025
    Monthly Fee: $86
       Tax: $1,857 (2024)
    Community: Summerlake Reserve
    Single Family


    Estimated Monthly Payment: $5,715 (change assumption)
    Mortgage ($5,474) + Fees ($86) + Taxes in 2024 ($155)


    Taxes:$1,857

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9360 MCLAREN ALY, WINTER GARDEN, FL 34787

    $615,00029 Days on yellowkey   MLS ID: O6408913

    For Sale O6408913 - 9360 MCLAREN ALY, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2020
    Monthly Fee: $257
       Tax: $7,373 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($3,370) + Fees ($257) + Taxes in 2025 ($614)


    Taxes:$7,373

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5211 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $799,000159 Days on yellowkey   MLS ID: O6373067

    REDUCED by $20,000 (2.4%) on 05/16/2026

    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: $5,375 (change assumption)
    Mortgage ($4,378) + 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


  • 15058 SUNSTAR WAY, WINTER GARDEN, FL 34787

    $1,900,00022 Days on yellowkey   MLS ID: O6411520

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

    For Sale O6411520 - 15058 SUNSTAR WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3607
       Built: 2021
    Monthly Fee: $110
       Tax: $645 (2025)
    Community: Highlands/Summerlake Grvs Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,574 (change assumption)
    Mortgage ($10,411) + Fees ($110) + Taxes in 2025 ($54)


    Taxes:$645

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.