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Winter Garden Single Family Homes For Sale - 675 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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  • 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787

    $723,00037 Days on yellowkey   MLS ID: O6403837

    For Sale O6403837 - 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3602
       Built: 2007
    Monthly Fee: $200
       Tax: $11,214 (2025)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,096 (change assumption)
    Mortgage ($3,962) + Fees ($200) + Taxes in 2025 ($935)


    Taxes:$11,214

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6122 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $774,5496 Days on yellowkey   MLS ID: G5113307

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

    For Sale G5113307 - 6122 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,419 (change assumption)
    Mortgage ($4,244) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7531 SILVER VALLEY ST, WINTER GARDEN, FL 34787

    $552,2756 Days on yellowkey   MLS ID: G5113297

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

    For Sale G5113297 - 7531 SILVER VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,176 (change assumption)
    Mortgage ($3,026) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17673 LAKE STAR RD, WINTER GARDEN, FL 34787

    $866,8656 Days on yellowkey   MLS ID: TB8515334

    For Sale TB8515334 - 17673 LAKE STAR RD, WINTER GARDEN, FL 34787 9 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2791
       Built: 2026
    Monthly Fee: $84
       Tax: $12,000 (2026)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $5,834 (change assumption)
    Mortgage ($4,750) + Fees ($84) + Taxes in 2026 ($1,000)


    Taxes:$12,000

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 12547 GOLD HONEYSUCKLE ST #281, WINTER GARDEN, FL 34787

    $924,9906 Days on yellowkey   MLS ID: O6413409

    For Sale O6413409 - 12547 GOLD HONEYSUCKLE ST #281, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3291
       Built: 2026
    Monthly Fee: $96
       Tax: $13,460 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $6,286 (change assumption)
    Mortgage ($5,068) + Fees ($96) + Taxes in 2026 ($1,122)


    Taxes:$13,460

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 745 MARSH REED DR, WINTER GARDEN, FL 34787

    $635,0006 Days on yellowkey   MLS ID: TB8514854

    For Sale TB8514854 - 745 MARSH REED DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2596
       Built: 2015
    Monthly Fee: $132
       Tax: $8,274 (2025)
    Community: John Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,301 (change assumption)
    Mortgage ($3,479) + Fees ($132) + Taxes in 2025 ($690)


    Taxes:$8,274

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16466 OLIVE HILL DR, WINTER GARDEN, FL 34787

    $660,0006 Days on yellowkey   MLS ID: O6409922

    For Sale O6409922 - 16466 OLIVE HILL DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2020
       Built: 2019
    Monthly Fee: $127
       Tax: $8,758 (2025)
    Community: Hawksmoor-Ph 1
    Single Family


    Estimated Monthly Payment: $4,473 (change assumption)
    Mortgage ($3,616) + Fees ($127) + Taxes in 2025 ($730)


    Taxes:$8,758

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 12541 GOLD HONEYSUCKLE ST #280, WINTER GARDEN, FL 34787

    $829,9907 Days on yellowkey   MLS ID: O6412476

    For Sale O6412476 - 12541 GOLD HONEYSUCKLE ST #280, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2636
       Built: 2026
    Monthly Fee: $96
       Tax: $10,790 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $5,543 (change assumption)
    Mortgage ($4,548) + Fees ($96) + Taxes in 2026 ($899)


    Taxes:$10,790

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 13837 LANYARD WAY, WINTER GARDEN, FL 34787

    $485,00092 Days on yellowkey   MLS ID: O6388993

    REDUCED by $5,000 (1.0%) on 06/03/2026

    For Sale O6388993 - 13837 LANYARD WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2023
    Monthly Fee: $225
       Tax: $7,647 (2024)
    Community: Encore/Ovation Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($2,657) + Fees ($225) + Taxes in 2024 ($637)


    Taxes:$7,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787

    $749,90038 Days on yellowkey   MLS ID: O6400896

    REDUCED by $8,000 (1.1%) on 06/03/2026

    For Sale O6400896 - 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2016
    Monthly Fee: $235
       Tax: $5,441 (2025)
    Community: Hickory Hammock Ph 2A
    Single Family


    Estimated Monthly Payment: $4,797 (change assumption)
    Mortgage ($4,109) + Fees ($235) + Taxes in 2025 ($453)


    Taxes:$5,441

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787

    $844,99075 Days on yellowkey   MLS ID: O6393961

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

    REDUCED by $25,000 (2.9%) on 06/01/2026

    For Sale O6393961 - 12595 GOLD HONEYSUCKLE ST #284, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3338
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,726 (change assumption)
    Mortgage ($4,630) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787

    $477,0007 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


  • 14645 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $455,00013 Days on yellowkey   MLS ID: O6409068

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

    For Sale O6409068 - 14645 TULLAMORE LOOP, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1703
       Built: 2003
    Monthly Fee: $100
       Tax: $3,347 (2025)
    Community: Emerald Rdg H
    Single Family


    Estimated Monthly Payment: $2,872 (change assumption)
    Mortgage ($2,493) + Fees ($100) + Taxes in 2025 ($279)


    Taxes:$3,347

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13023 INKWELL ALY, WINTER GARDEN, FL 34787

    $515,00020 Days on yellowkey   MLS ID: O6409443

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

    For Sale O6409443 - 13023 INKWELL ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $268
       Tax: $5,162 (2025)
    Community: Storey Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($2,822) + Fees ($268) + Taxes in 2025 ($430)


    Taxes:$5,162

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14531 CEDAR HILL DR, WINTER GARDEN, FL 34787

    $699,00025 Days on yellowkey   MLS ID: O6408070

    REDUCED by $50,000 (6.7%) on 06/03/2026

    For Sale O6408070 - 14531 CEDAR HILL DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3510
       Built: 2014
    Monthly Fee: $187
       Tax: $6,330 (2025)
    Community: Orchard Hills Ph 1
    Single Family


    Estimated Monthly Payment: $4,545 (change assumption)
    Mortgage ($3,830) + Fees ($187) + Taxes in 2025 ($528)


    Taxes:$6,330

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787

    $1,149,95096 Days on yellowkey   MLS ID: O6384801

    REDUCED by $50,050 (4.2%) on 06/03/2026

    For Sale O6384801 - 156 STANTON ESTATES CIR, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3170
       Built: 2018
    Monthly Fee: $188
       Tax: $7,979 (2024)
    Community: Stanton Estates
    Single Family


    Estimated Monthly Payment: $7,154 (change assumption)
    Mortgage ($6,301) + Fees ($188) + Taxes in 2024 ($665)


    Taxes:$7,979

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787

    $685,00074 Days on yellowkey   MLS ID: O6394429

    REDUCED by $15,000 (2.1%) on 05/11/2026

    For Sale O6394429 - 15527 SWEET ORANGE AVE, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2383
       Built: 2017
    Monthly Fee: $118
       Tax: $5,959 (2025)
    Community: Highlands/Summerlake Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,368 (change assumption)
    Mortgage ($3,753) + Fees ($118) + Taxes in 2025 ($497)


    Taxes:$5,959

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $553,000189 Days on yellowkey   MLS ID: O6363957

    REDUCED by $12,000 (2.1%) on 06/01/2026

    For Sale O6363957 - 13151 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2096
       Built: 2024
    Monthly Fee: $125
       Tax: $7,757 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,801 (change assumption)
    Mortgage ($3,030) + Fees ($125) + Taxes in 2025 ($646)


    Taxes:$7,757

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 921 BENDING OAK TRL, WINTER GARDEN, FL 34787

    $569,90032 Days on yellowkey   MLS ID: O6405328

    REDUCED by $5,100 (0.9%) on 06/03/2026

    For Sale O6405328 - 921 BENDING OAK TRL, WINTER GARDEN, FL 34787 79 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2481
       Built: 2012
    Monthly Fee: $125
       Tax: $3,791 (2025)
    Community: Oaks/Brandy Lake 01 Rep A & B
    Single Family


    Estimated Monthly Payment: $3,564 (change assumption)
    Mortgage ($3,123) + Fees ($125) + Taxes in 2025 ($316)


    Taxes:$3,791

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,690,00040 Days on yellowkey   MLS ID: O6402785

    REDUCED by $110,000 (6.1%) on 06/03/2026

    For Sale O6402785 - 16161 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 53 photos

    Bed: 6   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5284
       Built: 2024
    Monthly Fee: $225
       Tax: $2,826 (2025)
    Community: Avalon Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,721 (change assumption)
    Mortgage ($9,260) + Fees ($225) + Taxes in 2025 ($236)


    Taxes:$2,826

    Elementary School: Hamlin Elementary

    High School: West Orange High

    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.