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Winter Garden Single Family Homes For Sale - 714 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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  • 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787

    $699,90088 Days on yellowkey   MLS ID: O6400896

    REDUCED by $20,000 (2.8%) on 07/11/2026

    For Sale O6400896 - 15665 CITRUS HARVEST RD, WINTER GARDEN, FL 34787 55 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: $4,523 (change assumption)
    Mortgage ($3,835) + 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


  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $869,990306 Days on yellowkey   MLS ID: O6347454

    REDUCED by $30,000 (3.3%) on 07/24/2026

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $5,979 (change assumption)
    Mortgage ($4,767) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787

    $535,00083 Days on yellowkey   MLS ID: O6402423

    REDUCED by $10,000 (1.8%) on 06/25/2026

    For Sale O6402423 - 7190 ENCHANTED LAKE DR, WINTER GARDEN, FL 34787 17 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2016
    Monthly Fee: $253
       Tax: $5,148 (2025)
    Community: Lakeview Pointe/Horizon West P
    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($2,931) + Fees ($253) + Taxes in 2025 ($429)


    Taxes:$5,148

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $765,000125 Days on yellowkey   MLS ID: O6393987

    1 Days Off yellowkey (back on 7/24/2026)

    REDUCED by $30,000 (3.8%) on 05/08/2026

    For Sale O6393987 - 15558 SANDFIELD LOOP, WINTER GARDEN, FL 34787 20 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4307
       Built: 2014
    Monthly Fee: $114
       Tax: $5,670 (2025)
    Community: Reserve/Carriage Pointe Ph 1
    Single Family


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($4,192) + Fees ($114) + Taxes in 2025 ($472)


    Taxes:$5,670

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $449,90076 Days on yellowkey   MLS ID: O6407798

    REDUCED by $10,000 (2.2%) on 07/16/2026

    For Sale O6407798 - 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2019
    Monthly Fee: $245
       Tax: $7,600 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,343 (change assumption)
    Mortgage ($2,465) + Fees ($245) + Taxes in 2025 ($633)


    Taxes:$7,600

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787

    $515,00041 Days on yellowkey   MLS ID: O6417527

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale O6417527 - 1142 DUNBROOKE ST, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2068
       Built: 2005
    Monthly Fee: $53
       Tax: $4,251 (2025)
    Community: Chapin Station
    Single Family


    Estimated Monthly Payment: $3,229 (change assumption)
    Mortgage ($2,822) + Fees ($53) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 3399 BUOY CIR, WINTER GARDEN, FL 34787

    $1,204,90035 Days on yellowkey   MLS ID: O6419829

    REDUCED by $20,000 (1.6%) on 07/24/2026

    For Sale O6419829 - 3399 BUOY CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 5277
       Built: 2020
    Monthly Fee: $128
       Tax: $17,116 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $8,156 (change assumption)
    Mortgage ($6,602) + Fees ($128) + Taxes in 2025 ($1,426)


    Taxes:$17,116

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12050 BRACCO ST, WINTER GARDEN, FL 34787

    $475,000102 Days on yellowkey   MLS ID: O6398494

    REDUCED by $14,900 (3.0%) on 07/16/2026

    For Sale O6398494 - 12050 BRACCO ST, WINTER GARDEN, FL 34787 77 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2023
    Monthly Fee: $110
       Tax: $7,195 (2025)
    Community: Highland Ridge
    Single Family


    Estimated Monthly Payment: $3,312 (change assumption)
    Mortgage ($2,603) + Fees ($110) + Taxes in 2025 ($600)


    Taxes:$7,195

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 434 VALLEY VIEW DR, WINTER GARDEN, FL 34787

    $950,00013 Days on yellowkey   MLS ID: O6425087

    1 Days Off yellowkey (back on 7/24/2026)

    For Sale O6425087 - 434 VALLEY VIEW DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2765
       Built: 2000
    Monthly Fee: $83
       Tax: $4,087 (2025)
    Community: Courtlea Oaks Ph 01A
    Single Family


    Estimated Monthly Payment: $5,629 (change assumption)
    Mortgage ($5,205) + Fees ($83) + Taxes in 2025 ($341)


    Taxes:$4,087

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787

    $647,00056 Days on yellowkey   MLS ID: O6413226

    REDUCED by $1,000 (0.2%) on 07/24/2026

    For Sale O6413226 - 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2024
    Monthly Fee: $89
       Tax: $8,682 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,358 (change assumption)
    Mortgage ($3,545) + Fees ($89) + Taxes in 2025 ($724)


    Taxes:$8,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,150,0006 Days on yellowkey   MLS ID: O6427589

    For Sale O6427589 - 9225 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3897
       Built: 2017
    Monthly Fee: $158
       Tax: $15,124 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $7,720 (change assumption)
    Mortgage ($6,301) + Fees ($158) + Taxes in 2025 ($1,260)


    Taxes:$15,124

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $1,350,00027 Days on yellowkey   MLS ID: O6421848

    1 Days Off yellowkey (back on 7/15/2026)

    For Sale O6421848 - 7467 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3964
       Built: 2019
    Monthly Fee: $215
       Tax: $16,560 (2025)
    Community: West Lake Hancock Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,992 (change assumption)
    Mortgage ($7,397) + Fees ($215) + Taxes in 2025 ($1,380)


    Taxes:$16,560

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $550,000363 Days on yellowkey   MLS ID: A4660262

    0 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $25,000 (4.3%) on 06/12/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,841 (change assumption)
    Mortgage ($3,014) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15009 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $775,0006 Days on yellowkey   MLS ID: O6427810

    For Sale O6427810 - 15009 LEBEAU LOOP, WINTER GARDEN, FL 34787 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2116
       Built: 2022
    Monthly Fee: $101
       Tax: $8,170 (2025)
    Community: Winding Bay Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,028 (change assumption)
    Mortgage ($4,246) + Fees ($101) + Taxes in 2025 ($681)


    Taxes:$8,170

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1801 BURDOCK DR, WINTER GARDEN, FL 34787

    $599,90034 Days on yellowkey   MLS ID: O6419427

    For Sale O6419427 - 1801 BURDOCK DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2534
       Built: 2008
    Monthly Fee: $90
       Tax: $3,695 (2025)
    Community: Carriage Pointe A-I & L
    Single Family


    Estimated Monthly Payment: $3,685 (change assumption)
    Mortgage ($3,287) + Fees ($90) + Taxes in 2025 ($308)


    Taxes:$3,695

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15790 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $899,00021 Days on yellowkey   MLS ID: O6421864

    0 Days Off yellowkey (back on 7/23/2026)

    For Sale O6421864 - 15790 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3636
       Built: 2020
    Monthly Fee: $72
       Tax: $11,362 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $5,945 (change assumption)
    Mortgage ($4,926) + Fees ($72) + Taxes in 2025 ($947)


    Taxes:$11,362

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14902 ARRENA RD, WINTER GARDEN, FL 34787

    $628,000649 Days on yellowkey   MLS ID: O6248982

    0 Days Off yellowkey (back on 7/23/2026)

    REDUCED by $10,000 (1.6%) on 07/14/2026

    For Sale O6248982 - 14902 ARRENA RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3392
       Built: 2001   Tax: $7,754 (2023)
    Community: Arrowhead Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,087 (change assumption)
    Mortgage ($3,441) + Taxes in 2023 ($646)


    Taxes:$7,754

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $859,99010 Days on yellowkey   MLS ID: S5154027

    For Sale S5154027 - 9953 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 84 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2935
       Built: 2020
    Monthly Fee: $164
       Tax: $10,398 (2025)
    Community: Watermark Ph 4A
    Single Family


    Estimated Monthly Payment: $5,743 (change assumption)
    Mortgage ($4,712) + Fees ($164) + Taxes in 2025 ($867)


    Taxes:$10,398

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787

    $815,00096 Days on yellowkey   MLS ID: O6402075

    For Sale O6402075 - 925 BAINBRIDGE LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3580
       Built: 2008
    Monthly Fee: $72
       Tax: $4,880 (2025)
    Community: Covington Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,944 (change assumption)
    Mortgage ($4,466) + Fees ($72) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $945,00024 Days on yellowkey   MLS ID: O6422408

    REDUCED by $20,000 (2.1%) on 07/23/2026

    For Sale O6422408 - 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $164
       Tax: $9,084 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $6,099 (change assumption)
    Mortgage ($5,178) + Fees ($164) + Taxes in 2025 ($757)


    Taxes:$9,084

    Elementary School: Panther Lake 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.