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Winter Garden Single Family Homes For Sale - 590 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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  • 9611 LOST CREEK DR, WINTER GARDEN, FL 34787

    $795,000115 Days on yellowkey   MLS ID: O6373845

    For Sale O6373845 - 9611 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2021
    Monthly Fee: $260
       Tax: $11,300 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $5,558 (change assumption)
    Mortgage ($4,356) + Fees ($260) + Taxes in 2025 ($942)


    Taxes:$11,300

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1419 HUNTERMAN LN, WINTER GARDEN, FL 34787

    $479,90058 Days on yellowkey   MLS ID: O6390064

    1 Days Off yellowkey (back on 3/20/2026)

    For Sale O6390064 - 1419 HUNTERMAN LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 2840
       Built: 2005
    Monthly Fee: $42
       Tax: $7,786 (2025)
    Community: Chapin Station A
    Single Family


    Estimated Monthly Payment: $3,320 (change assumption)
    Mortgage ($2,630) + Fees ($42) + Taxes in 2025 ($649)


    Taxes:$7,786

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787

    $675,00066 Days on yellowkey   MLS ID: O6386748

    REDUCED by $10,000 (1.5%) on 04/28/2026

    For Sale O6386748 - 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787 35 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: $4,332 (change assumption)
    Mortgage ($3,699) + Fees ($90) + Taxes in 2025 ($544)


    Taxes:$6,526

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787

    $749,000143 Days on yellowkey   MLS ID: O6367937

    REDUCED by $26,000 (3.4%) on 04/28/2026

    For Sale O6367937 - 1608 HIGHBANKS CIR, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2019
    Monthly Fee: $140
       Tax: $5,152 (2024)
    Community: Roper Reserve
    Single Family


    Estimated Monthly Payment: $4,673 (change assumption)
    Mortgage ($4,104) + Fees ($140) + Taxes in 2024 ($429)


    Taxes:$5,152

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 312 SILVERDALE AVE, WINTER GARDEN, FL 34787

    $559,90033 Days on yellowkey   MLS ID: O6396680

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale O6396680 - 312 SILVERDALE AVE, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2007
    Monthly Fee: $72
       Tax: $2,473 (2025)
    Community: Covington Park A B D E F G & J
    Single Family


    Estimated Monthly Payment: $3,346 (change assumption)
    Mortgage ($3,068) + Fees ($72) + Taxes in 2025 ($206)


    Taxes:$2,473

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 14680 BLACK CHERRY TRL, WINTER GARDEN, FL 34787

    $629,00037 Days on yellowkey   MLS ID: O6394614

    2 Days Off yellowkey (back on 4/28/2026)

    For Sale O6394614 - 14680 BLACK CHERRY TRL, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2233
       Built: 2006
    Monthly Fee: $186
       Tax: $8,692 (2025)
    Community: Signature Lakes Prcl 01C
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,357 (change assumption)
    Mortgage ($3,446) + Fees ($186) + Taxes in 2025 ($724)


    Taxes:$8,692

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15231 HONEYBELL DR, WINTER GARDEN, FL 34787

    $539,900612 Days on yellowkey   MLS ID: S5111714

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale S5111714 - 15231 HONEYBELL DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2083
       Built: 2018
    Monthly Fee: $134
       Tax: $6,971 (2023)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($2,958) + Fees ($134) + Taxes in 2023 ($581)


    Taxes:$6,971

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $837,56273 Days on yellowkey   MLS ID: O6385596

    For Sale O6385596 - 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,729 (change assumption)
    Mortgage ($4,589) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10705 PETRILLO WAY, WINTER GARDEN, FL 34787

    $725,00052 Days on yellowkey   MLS ID: O6391807

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale O6391807 - 10705 PETRILLO WAY, WINTER GARDEN, FL 34787 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2528
       Built: 2020
    Monthly Fee: $102
       Tax: $9,936 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,903 (change assumption)
    Mortgage ($3,973) + Fees ($102) + Taxes in 2025 ($828)


    Taxes:$9,936

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,850,00012 Days on yellowkey   MLS ID: O6402632

    For Sale O6402632 - 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 6400
       Built: 2020
    Monthly Fee: $431
       Tax: $34,427 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,916 (change assumption)
    Mortgage ($15,616) + Fees ($431) + Taxes in 2025 ($2,869)


    Taxes:$34,427

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 345 WINTER ST, WINTER GARDEN, FL 34787

    $285,00015 Days on yellowkey   MLS ID: O6402105

    2 Days Off yellowkey (back on 4/28/2026)

    INCREASED by $5,100 (1.8%) on 04/26/2026

    For Sale O6402105 - 345 WINTER ST, WINTER GARDEN, FL 34787 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 700
       Built: 1951   Tax: $211 (2025)
    Community: Shadow Lawn
    Single Family


    Estimated Monthly Payment: $1,579 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($18)


    Taxes:$211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 18053 CIDER MILL LN, WINTER GARDEN, FL 34787

    $787,84130 Days on yellowkey   MLS ID: O6397726

    2 Days Off yellowkey (back on 4/28/2026)

    For Sale O6397726 - 18053 CIDER MILL LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,682 (change assumption)
    Mortgage ($4,317) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $847,49086 Days on yellowkey   MLS ID: O6382203

    2 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $5,000 (0.6%) on 04/22/2026

    For Sale O6382203 - 11181 HOLLOW BAY DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,059 (change assumption)
    Mortgage ($4,644) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1125 LINCOLN TER, WINTER GARDEN, FL 34787

    $242,400228 Days on yellowkey   MLS ID: O6345921

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $2,500 (1.0%) on 04/09/2026

    For Sale O6345921 - 1125 LINCOLN TER, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $2,026 (2024)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,497 (change assumption)
    Mortgage ($1,328) + Taxes in 2024 ($169)


    Taxes:$2,026

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 13993 TITLE WAY, WINTER GARDEN, FL 34787

    $825,000316 Days on yellowkey   MLS ID: O6322118

    For Sale O6322118 - 13993 TITLE WAY, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3072
       Built: 2023
    Monthly Fee: $209
       Tax: $9,194 (2024)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,496 (change assumption)
    Mortgage ($4,520) + Fees ($209) + Taxes in 2024 ($766)


    Taxes:$9,194

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787

    $1,025,000212 Days on yellowkey   MLS ID: O6350825

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $25,000 (2.4%) on 04/20/2026

    For Sale O6350825 - 17608 DEER ISLE CIR, WINTER GARDEN, FL 34787 63 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 3144
       Built: 1997
    Monthly Fee: $207
       Tax: $6,334 (2024)
    Community: Deer Island Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,351 (change assumption)
    Mortgage ($5,616) + Fees ($207) + Taxes in 2024 ($528)


    Taxes:$6,334

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,000,000209 Days on yellowkey   MLS ID: O6346377

    For Sale O6346377 - 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2017
    Monthly Fee: $180
       Tax: $10,792 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,559 (change assumption)
    Mortgage ($5,479) + Fees ($180) + Taxes in 2024 ($899)


    Taxes:$10,792

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15111 TEA TREE DR, WINTER GARDEN, FL 34787

    $797,39828 Days on yellowkey   MLS ID: G5110910

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale G5110910 - 15111 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,519 (change assumption)
    Mortgage ($4,369) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15444 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $580,00068 Days on yellowkey   MLS ID: O6385396

    2 Days Off yellowkey (back on 4/27/2026)

    For Sale O6385396 - 15444 LEBEAU LOOP, WINTER GARDEN, FL 34787 24 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2415
       Built: 2024
    Monthly Fee: $101
       Tax: $1,914 (2024)
    Community: Winding Bay Ph 3
    Single Family


    Estimated Monthly Payment: $3,439 (change assumption)
    Mortgage ($3,178) + Fees ($101) + Taxes in 2024 ($160)


    Taxes:$1,914

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787

    $669,000288 Days on yellowkey   MLS ID: O6329801

    1 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $6,000 (0.9%) on 04/08/2026

    For Sale O6329801 - 10031 BEDTIME STORY DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2722
       Built: 2018
    Monthly Fee: $209
       Tax: $912 (2023)
    Community: Storey Grove 50
    Single Family


    Estimated Monthly Payment: $3,951 (change assumption)
    Mortgage ($3,666) + Fees ($209) + Taxes in 2023 ($76)


    Taxes:$912

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    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.