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Winter Garden Single Family Homes For Sale - 691 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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  • 7573 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $590,7154 Days on yellowkey   MLS ID: G5113551

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

    For Sale G5113551 - 7573 SPRING 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: $3,387 (change assumption)
    Mortgage ($3,237) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7841 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $745,00010 Days on yellowkey   MLS ID: O6413079

    For Sale O6413079 - 7841 ICELAND GULL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2765
       Built: 2013
    Monthly Fee: $252
       Tax: $4,898 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $4,742 (change assumption)
    Mortgage ($4,082) + Fees ($252) + Taxes in 2025 ($408)


    Taxes:$4,898

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $924,9999 Days on yellowkey   MLS ID: O6412120

    REDUCED by $1 (0.0%) on 06/10/2026

    For Sale O6412120 - 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3657
       Built: 2024
    Monthly Fee: $99
       Tax: $12,004 (2025)
    Community: Osprey Ranch-Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,168 (change assumption)
    Mortgage ($5,068) + Fees ($99) + Taxes in 2025 ($1,000)


    Taxes:$12,004

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787

    $850,00016 Days on yellowkey   MLS ID: G5112878

    For Sale G5112878 - 17314 BAL HARBOUR DR, WINTER GARDEN, FL 34787 75 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3261
       Built: 2018
    Monthly Fee: $215
       Tax: $11,383 (2025)
    Community: Waterside
    Single Family


    Estimated Monthly Payment: $5,821 (change assumption)
    Mortgage ($4,657) + Fees ($215) + Taxes in 2025 ($949)


    Taxes:$11,383

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15232 FIRELIGHT DR, WINTER GARDEN, FL 34787

    $829,00029 Days on yellowkey   MLS ID: O6408025

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale O6408025 - 15232 FIRELIGHT DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4612
       Built: 2010
    Monthly Fee: $167
       Tax: $5,873 (2025)
    Community: Belle Meade Ph 02 H
    Single Family


    Estimated Monthly Payment: $5,199 (change assumption)
    Mortgage ($4,542) + Fees ($167) + Taxes in 2025 ($489)


    Taxes:$5,873

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $799,90078 Days on yellowkey   MLS ID: O6393190

    REDUCED by $10,000 (1.2%) on 06/10/2026

    For Sale O6393190 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Monthly Fee: $243
       Tax: $7,653 (2025)
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $5,264 (change assumption)
    Mortgage ($4,383) + Fees ($243) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787

    $525,000100 Days on yellowkey   MLS ID: O6387459

    REDUCED by $15,000 (2.8%) on 05/17/2026

    For Sale O6387459 - 16848 HAMLIN VISTA ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2088
       Built: 2024
    Monthly Fee: $200
       Tax: $8,210 (2025)
    Community: Hamlin Pointe
    Single Family


    Estimated Monthly Payment: $3,761 (change assumption)
    Mortgage ($2,877) + Fees ($200) + Taxes in 2025 ($684)


    Taxes:$8,210

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 243 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,374,50086 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 55 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


  • 1253 BRANDY LAKE VIEW CIR, WINTER GARDEN, FL 34787

    $474,90040 Days on yellowkey   MLS ID: O6404570

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale O6404570 - 1253 BRANDY LAKE VIEW CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1702
       Built: 1998
    Monthly Fee: $89
       Tax: $3,024 (2025)
    Community: Brandy Creek
    Single Family


    Estimated Monthly Payment: $2,943 (change assumption)
    Mortgage ($2,602) + Fees ($89) + Taxes in 2025 ($252)


    Taxes:$3,024

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $668,00065 Days on yellowkey   MLS ID: O6397713

    For Sale O6397713 - 12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2023
    Monthly Fee: $210
       Tax: $9,910 (2025)
    Community: Encore/Ovation Ph 3
    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($3,660) + Fees ($210) + Taxes in 2025 ($826)


    Taxes:$9,910

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787

    $669,000101 Days on yellowkey   MLS ID: O6386748

    REDUCED by $6,000 (0.9%) on 05/29/2026

    For Sale O6386748 - 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2018
    Monthly Fee: $90
       Tax: $6,526 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,299 (change assumption)
    Mortgage ($3,666) + Fees ($90) + Taxes in 2025 ($544)


    Taxes:$6,526

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787

    $649,99963 Days on yellowkey   MLS ID: O6396729

    0 Days Off yellowkey (back on 5/11/2026)

    For Sale O6396729 - 8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2706
       Built: 2018
    Monthly Fee: $252
       Tax: $6,076 (2025)
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $4,320 (change assumption)
    Mortgage ($3,562) + Fees ($252) + Taxes in 2025 ($506)


    Taxes:$6,076

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,025,00048 Days on yellowkey   MLS ID: O6402434

    REDUCED by $25,000 (2.4%) on 06/11/2026

    For Sale O6402434 - 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2758
       Built: 2020
    Monthly Fee: $250
       Tax: $7,946 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $6,528 (change assumption)
    Mortgage ($5,616) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1503 COLUSO DR, WINTER GARDEN, FL 34787

    $480,00021 Days on yellowkey   MLS ID: O6410109

    For Sale O6410109 - 1503 COLUSO DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2187
       Built: 1988   Tax: $1,952 (2025)
    Community: Magnolia Wood Fifth Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,793 (change assumption)
    Mortgage ($2,630) + Taxes in 2025 ($163)


    Taxes:$1,952

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $689,99973 Days on yellowkey   MLS ID: O6395287

    REDUCED by $10,000 (1.4%) on 04/16/2026

    For Sale O6395287 - 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3410
       Built: 2005
    Monthly Fee: $100
       Tax: $3,503 (2025)
    Community: Emerald Ridge
    Single Family


    Estimated Monthly Payment: $4,173 (change assumption)
    Mortgage ($3,781) + Fees ($100) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00057 Days on yellowkey   MLS ID: V4948569

    REDUCED by $51,000 (3.5%) on 06/06/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,529 (change assumption)
    Mortgage ($7,666) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1906 SHERBOURNE ST, WINTER GARDEN, FL 34787

    $477,00011 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


  • 7222 SPIKERUSH LN, WINTER GARDEN, FL 34787

    $558,0006 Days on yellowkey   MLS ID: O6414660

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

    For Sale O6414660 - 7222 SPIKERUSH LN, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2006
    Monthly Fee: $195
       Tax: $8,356 (2025)
    Community: Signature Lakes Prcl 01C
    Single Family


    Estimated Monthly Payment: $3,949 (change assumption)
    Mortgage ($3,057) + Fees ($195) + Taxes in 2025 ($696)


    Taxes:$8,356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $454,97588 Days on yellowkey   MLS ID: S5145650

    REDUCED by $20,000 (4.2%) on 06/08/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,659 (change assumption)
    Mortgage ($2,493) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 6221 ARGENT WOOD DR, WINTER GARDEN, FL 34787

    $930,00096 Days on yellowkey   MLS ID: O6388355

    0 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $66,000 (6.6%) on 05/11/2026

    For Sale O6388355 - 6221 ARGENT WOOD DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3878
       Built: 2025
    Monthly Fee: $55
       Tax: $1,647 (2024)
    Community: Silverleaf Oaks
    Single Family


    Estimated Monthly Payment: $5,288 (change assumption)
    Mortgage ($5,096) + Fees ($55) + Taxes in 2024 ($137)


    Taxes:$1,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.