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Winter Garden Single Family Homes For Sale - 689 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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  • 729 MEADOW GLADE DR, WINTER GARDEN, FL 34787

    $529,00030 Days on yellowkey   MLS ID: O6407943

    REDUCED by $1,000 (0.2%) on 06/06/2026

    For Sale O6407943 - 729 MEADOW GLADE DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2011
    Monthly Fee: $72
       Tax: $3,138 (2025)
    Community: Covington Park A B D E F G & J
    Single Family


    Estimated Monthly Payment: $3,232 (change assumption)
    Mortgage ($2,899) + Fees ($72) + Taxes in 2025 ($262)


    Taxes:$3,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $764,9008 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


  • 9849 LOST CREEK DR, WINTER GARDEN, FL 34787

    $990,000569 Days on yellowkey   MLS ID: O6258009

    For Sale O6258009 - 9849 LOST CREEK DR, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2021
    Monthly Fee: $250
       Tax: $10,950 (2023)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,587 (change assumption)
    Mortgage ($5,425) + Fees ($250) + Taxes in 2023 ($913)


    Taxes:$10,950

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $550,0009 Days on yellowkey   MLS ID: O6412974

    For Sale O6412974 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $332
       Tax: $8,597 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,014) + Fees ($332) + Taxes in 2025 ($716)


    Taxes:$8,597

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 279 DOE RUN DR, WINTER GARDEN, FL 34787

    $599,00015 Days on yellowkey   MLS ID: TB8513595

    For Sale TB8513595 - 279 DOE RUN DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2435
       Built: 2005
    Monthly Fee: $57
       Tax: $2,489 (2025)
    Community: Deerfield Place 57/1
    Single Family


    Estimated Monthly Payment: $3,547 (change assumption)
    Mortgage ($3,282) + Fees ($57) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 708 ORANGE BELT LOOP, WINTER GARDEN, FL 34787

    $745,00033 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


  • 9110 MORGANA CT, WINTER GARDEN, FL 34787

    $2,199,00023 Days on yellowkey   MLS ID: O6409413

    For Sale O6409413 - 9110 MORGANA CT, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4661
       Built: 2021
    Monthly Fee: $423
       Tax: $20,524 (2025)
    Community: Avalon Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,182 (change assumption)
    Mortgage ($12,049) + Fees ($423) + Taxes in 2025 ($1,710)


    Taxes:$20,524

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15444 LEBEAU LOOP, WINTER GARDEN, FL 34787

    $580,000103 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


  • 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $2,100,00057 Days on yellowkey   MLS ID: O6400010

    For Sale O6400010 - 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4342
       Built: 2016
    Monthly Fee: $431
       Tax: $28,576 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $14,319 (change assumption)
    Mortgage ($11,507) + Fees ($431) + Taxes in 2025 ($2,381)


    Taxes:$28,576

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 902 JOHNS POINT DR, WINTER GARDEN, FL 34787

    $1,799,0008 Days on yellowkey   MLS ID: O6412933

    For Sale O6412933 - 902 JOHNS POINT DR, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4085
       Built: 2002
    Monthly Fee: $173
       Tax: $20,547 (2025)
    Community: Johns Cove 43/104
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,743 (change assumption)
    Mortgage ($9,857) + Fees ($173) + Taxes in 2025 ($1,712)


    Taxes:$20,547

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15061 VALVERSE ALY, WINTER GARDEN, FL 34787

    $720,000110 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


  • 7699 BOWERY DR, WINTER GARDEN, FL 34787

    $1,130,0005 Days on yellowkey   MLS ID: O6415055

    For Sale O6415055 - 7699 BOWERY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4222
       Built: 2020
    Monthly Fee: $85
       Tax: $10,650 (2025)
    Community: Ravenna
    Single Family


    Estimated Monthly Payment: $7,164 (change assumption)
    Mortgage ($6,192) + Fees ($85) + Taxes in 2025 ($888)


    Taxes:$10,650

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2227 OAKINGTON ST, WINTER GARDEN, FL 34787

    $489,9906 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


  • 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $596,19039 Days on yellowkey   MLS ID: O6405058

    3 Days Off yellowkey (back on 5/27/2026)

    For Sale O6405058 - 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,622 (change assumption)
    Mortgage ($3,267) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17865 ADRIFT RD, WINTER GARDEN, FL 34787

    $599,000325 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

    $505,00022 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

    $1,590,000310 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


  • 1544 MISTFLOWER LN, WINTER GARDEN, FL 34787

    $469,90012 Days on yellowkey   MLS ID: O6407815

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

    For Sale O6407815 - 1544 MISTFLOWER LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2348
       Built: 2005
    Monthly Fee: $55
       Tax: $7,220 (2025)
    Community: Winter Garden Trls 01-3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,231 (change assumption)
    Mortgage ($2,575) + Fees ($55) + Taxes in 2025 ($602)


    Taxes:$7,220

    Elementary School: William Frangus Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 279 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,675,00030 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


  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $689,990136 Days on yellowkey   MLS ID: S5142710

    For Sale S5142710 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2908
       Built: 2024
    Monthly Fee: $202
       Tax: $9,669 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,788 (change assumption)
    Mortgage ($3,781) + Fees ($202) + Taxes in 2025 ($806)


    Taxes:$9,669

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School




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.