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Winter Garden Homes For Sale & Real Estate - 809 homes

Winter Garden homes for sale are located in Orange County, Florida. Find homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden houses.

Location: Winter Garden

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  • 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $519,900144 Days on yellowkey   MLS ID: O6368387

    For Sale O6368387 - 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2012
    Monthly Fee: $251
       Tax: $7,507 (2024)
    Community: Summerlake Pd Ph 01A
    Single Family


    Estimated Monthly Payment: $3,725 (change assumption)
    Mortgage ($2,849) + Fees ($251) + Taxes in 2024 ($626)


    Taxes:$7,507

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787

    $585,000104 Days on yellowkey   MLS ID: S5142297

    For Sale S5142297 - 13360 SUNNY RETREAT LN, WINTER GARDEN, FL 34787 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 2022
    Monthly Fee: $534
       Tax: $7,519 (2024)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,366 (change assumption)
    Mortgage ($3,205) + Fees ($534) + Taxes in 2024 ($627)


    Taxes:$7,519

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $899,00026 Days on yellowkey   MLS ID: O6399529

    INCREASED by $23,000 (2.6%) on 05/09/2026

    For Sale O6399529 - 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1943
       Built: 2022
    Monthly Fee: $534
       Tax: $10,109 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,302 (change assumption)
    Mortgage ($4,926) + Fees ($534) + Taxes in 2025 ($842)


    Taxes:$10,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 217 W BAY ST, WINTER GARDEN, FL 34787

    $1,495,0002 Days on yellowkey   MLS ID: S5149527

    For Sale S5149527 - 217 W BAY ST, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 2800
       Built: 2025   Tax: $5,958 (2025)
    Community: Cooper & Sewell Add
    Single Family


    Estimated Monthly Payment: $8,688 (change assumption)
    Mortgage ($8,192) + Taxes in 2025 ($497)


    Taxes:$5,958

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13295 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $439,9903 Days on yellowkey   MLS ID: G5112136

    For Sale G5112136 - 13295 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,627 (change assumption)
    Mortgage ($2,411) + Fees ($216) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13307 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $437,9903 Days on yellowkey   MLS ID: G5112135

    For Sale G5112135 - 13307 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,616 (change assumption)
    Mortgage ($2,400) + Fees ($216) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13299 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $449,9903 Days on yellowkey   MLS ID: G5112134

    For Sale G5112134 - 13299 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1729
       Built: 2026
    Monthly Fee: $216

    Community: Serenade At Ovation
    Townhouse


    Estimated Monthly Payment: $2,682 (change assumption)
    Mortgage ($2,466) + Fees ($216) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 980 STUCKI TER, WINTER GARDEN, FL 34787

    $245,0003 Days on yellowkey   MLS ID: O6406121

    For Sale O6406121 - 980 STUCKI TER, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 984
       Built: 1989
    Monthly Fee: $243
       Tax: $2,962 (2025)
    Community: Westside Twnhms Ph 02
    Townhouse


    Estimated Monthly Payment: $1,832 (change assumption)
    Mortgage ($1,342) + Fees ($243) + Taxes in 2025 ($247)


    Taxes:$2,962

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15081 TEA TREE DR, WINTER GARDEN, FL 34787

    $797,3984 Days on yellowkey   MLS ID: G5112081

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale G5112081 - 15081 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


  • 17828 ADRIFIT, WINTER GARDEN, FL 34787

    $949,0004 Days on yellowkey   MLS ID: O6405778

    For Sale O6405778 - 17828 ADRIFIT, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3299
       Built: 2023
    Monthly Fee: $240
       Tax: $12,244 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $6,460 (change assumption)
    Mortgage ($5,200) + Fees ($240) + Taxes in 2025 ($1,020)


    Taxes:$12,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787

    $1,200,0003 Days on yellowkey   MLS ID: O6404708

    For Sale O6404708 - 16783 TURTLE HATCH DR, WINTER GARDEN, FL 34787 61 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3513
       Built: 2019
    Monthly Fee: $240
       Tax: $13,161 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $7,912 (change assumption)
    Mortgage ($6,575) + Fees ($240) + Taxes in 2025 ($1,097)


    Taxes:$13,161

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $625,0003 Days on yellowkey   MLS ID: O6402308

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,496 (change assumption)
    Mortgage ($3,425) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $787,56275 Days on yellowkey   MLS ID: O6385596

    REDUCED by $50,000 (6.0%) on 05/09/2026

    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: $4,455 (change assumption)
    Mortgage ($4,315) + 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


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $445,00025 Days on yellowkey   MLS ID: TB8497081

    REDUCED by $5,000 (1.1%) on 05/08/2026

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $46
       Tax: $5,808 (2025)
    Community: Stone Crk
    Single Family


    Estimated Monthly Payment: $2,968 (change assumption)
    Mortgage ($2,438) + Fees ($46) + Taxes in 2025 ($484)


    Taxes:$5,808

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $509,900255 Days on yellowkey   MLS ID: S5133690

    REDUCED by $10,000 (1.9%) on 05/08/2026

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,360 (change assumption)
    Mortgage ($2,794) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $2,100,00024 Days on yellowkey   MLS ID: O6400010

    For Sale O6400010 - 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787 64 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


  • 117 STEINBECK ST, WINTER GARDEN, FL 34787

    $599,90013 Days on yellowkey   MLS ID: O6402187

    REDUCED by $25,100 (4.0%) on 05/08/2026

    For Sale O6402187 - 117 STEINBECK ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1928
       Built: 2001
    Monthly Fee: $45
       Tax: $2,212 (2025)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($3,287) + Fees ($45) + Taxes in 2025 ($184)


    Taxes:$2,212

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 168 WINDTREE LN #203, WINTER GARDEN, FL 34787

    $209,500210 Days on yellowkey   MLS ID: O6351954

    REDUCED by $400 (0.2%) on 05/08/2026

    For Sale O6351954 - 168 WINDTREE LN #203, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1985
    Monthly Fee: $260
       Tax: $2,004 (2024)
    Community: Windtree Gardens Ph 6
    Condo


    Estimated Monthly Payment: $1,575 (change assumption)
    Mortgage ($1,148) + Fees ($260) + Taxes in 2024 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787

    $449,00060 Days on yellowkey   MLS ID: V4947783

    REDUCED by $10,000 (2.2%) on 04/30/2026

    For Sale V4947783 - 8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 2018
    Monthly Fee: $315
       Tax: $3,792 (2025)
    Community: Summerlake
    Townhouse


    Estimated Monthly Payment: $3,091 (change assumption)
    Mortgage ($2,460) + Fees ($315) + Taxes in 2025 ($316)


    Taxes:$3,792

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15027 GROVESIDE RD, WINTER GARDEN, FL 34787

    $492,63030 Days on yellowkey   MLS ID: O6398345

    For Sale O6398345 - 15027 GROVESIDE RD, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2026
    Monthly Fee: $247
       Tax: $1,375 (2025)
    Community: Parkview At Hamlin
    Townhouse


    Estimated Monthly Payment: $3,061 (change assumption)
    Mortgage ($2,699) + Fees ($247) + Taxes in 2025 ($115)


    Taxes:$1,375

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle




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Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.