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Winter Garden Homes For Sale & Real Estate - 951 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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  • 236 DONALD DR, WINTER GARDEN, FL 34787

    $465,00057 Days on yellowkey   MLS ID: O6401940

    2 Days Off yellowkey (back on 4/30/2026)

    For Sale O6401940 - 236 DONALD DR, WINTER GARDEN, FL 34787 12 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1930   Tax: $410 (2025)
    Community: Showalter Park
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($34)


    Taxes:$410

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $939,88052 Days on yellowkey   MLS ID: G5111738

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale G5111738 - 17085 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3409
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,272 (change assumption)
    Mortgage ($5,150) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787

    $745,000231 Days on yellowkey   MLS ID: O6356579

    REDUCED by $30,000 (3.9%) on 04/29/2026

    For Sale O6356579 - 14372 SUNBRIDGE CIR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3468
       Built: 2016
    Monthly Fee: $166
       Tax: $5,745 (2023)
    Community: Bradford Crk Ph Ii
    Single Family


    Estimated Monthly Payment: $4,727 (change assumption)
    Mortgage ($4,082) + Fees ($166) + Taxes in 2023 ($479)


    Taxes:$5,745

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2023

    Middle School: SunRidge Middle


  • 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787

    $999,990313 Days on yellowkey   MLS ID: S5132434

    For Sale S5132434 - 10007 LITTLE ALCOVE LOOP, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2018
    Monthly Fee: $250
       Tax: $6,381 (2024)
    Community: Waterleigh Ph 2B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,261 (change assumption)
    Mortgage ($5,479) + Fees ($250) + Taxes in 2024 ($532)


    Taxes:$6,381

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15196 NEWTONIA ST, WINTER GARDEN, FL 34787

    $615,000108 Days on yellowkey   MLS ID: O6387201

    1 Days Off yellowkey (back on 4/29/2026)

    For Sale O6387201 - 15196 NEWTONIA ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2018
    Monthly Fee: $328
       Tax: $8,216 (2024)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $4,382 (change assumption)
    Mortgage ($3,370) + Fees ($328) + Taxes in 2024 ($685)


    Taxes:$8,216

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 2281 OAKINGTON ST, WINTER GARDEN, FL 34787

    $475,00058 Days on yellowkey   MLS ID: S5148475

    REDUCED by $20,000 (4.0%) on 04/29/2026

    For Sale S5148475 - 2281 OAKINGTON ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2003
    Monthly Fee: $240
       Tax: $5,033 (2025)
    Community: Stoneybrook West 47/78
    Single Family


    Estimated Monthly Payment: $3,262 (change assumption)
    Mortgage ($2,603) + Fees ($240) + Taxes in 2025 ($419)


    Taxes:$5,033

    Elementary School: Whispering Oak Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #1614, WINTER GARDEN, FL 34787

    $325,00053 Days on yellowkey   MLS ID: O6398376

    For Sale O6398376 - 14501 GROVE RESORT AVE #1614, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1544
       Built: 2016
    Monthly Fee: $1,103
       Tax: $7,196 (2025)
    Community: Grove Resort And Spa Hotel Condominium Ii
    Condo


    Estimated Monthly Payment: $3,483 (change assumption)
    Mortgage ($1,781) + Fees ($1,103) + Taxes in 2025 ($600)


    Taxes:$7,196

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9611 LOST CREEK DR, WINTER GARDEN, FL 34787

    $795,000157 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


  • 15522 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,850,00054 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


  • 15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787

    $799,00065 Days on yellowkey   MLS ID: O6399638

    1 Days Off yellowkey (back on 4/22/2026)

    For Sale O6399638 - 15563 ORCHID ROSE COURT, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2808
       Built: 2026
    Monthly Fee: $544
       Tax: $545 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,967 (change assumption)
    Mortgage ($4,378) + Fees ($544) + Taxes in 2025 ($45)


    Taxes:$545

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $882,93289 Days on yellowkey   MLS ID: O6392975

    1 Days Off yellowkey (back on 4/26/2026)

    For Sale O6392975 - 12965 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 31 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3101
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,978 (change assumption)
    Mortgage ($4,838) + Fees ($140) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 6177 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $729,38556 Days on yellowkey   MLS ID: G5111566

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale G5111566 - 6177 FLOWERING CHERRY BND, 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: $4,147 (change assumption)
    Mortgage ($3,997) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14501 GROVE RESORT AVE #3737, WINTER GARDEN, FL 34787

    $350,00057 Days on yellowkey   MLS ID: O6400544

    For Sale O6400544 - 14501 GROVE RESORT AVE #3737, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1396
       Built: 2018
    Monthly Fee: $889
       Tax: $6,686 (2025)
    Community: Grove Resort And Spa Hote Condominium 3
    Condo


    Estimated Monthly Payment: $3,364 (change assumption)
    Mortgage ($1,918) + Fees ($889) + Taxes in 2025 ($557)


    Taxes:$6,686

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5413 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787

    $488,00080 Days on yellowkey   MLS ID: S5146601

    For Sale S5146601 - 5413 NEW INDEPENDENCE PKWY, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2131
       Built: 2012
    Monthly Fee: $264
       Tax: $5,449 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Townhouse


    Estimated Monthly Payment: $3,392 (change assumption)
    Mortgage ($2,674) + Fees ($264) + Taxes in 2025 ($454)


    Taxes:$5,449

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $676,24558 Days on yellowkey   MLS ID: G5111448

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale G5111448 - 7526 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2680
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,855 (change assumption)
    Mortgage ($3,705) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 776 RAINFALL DR, WINTER GARDEN, FL 34787

    $550,00058 Days on yellowkey   MLS ID: O6400904

    For Sale O6400904 - 776 RAINFALL DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2238
       Built: 2007
    Monthly Fee: $92
       Tax: $7,884 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $3,763 (change assumption)
    Mortgage ($3,014) + Fees ($92) + Taxes in 2025 ($657)


    Taxes:$7,884

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787

    $225,000179 Days on yellowkey   MLS ID: O6369252

    REDUCED by $10,000 (4.3%) on 04/23/2026

    For Sale O6369252 - 14501 GROVE RESORT AVE #2534, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2018   Tax: $8,154 (2024)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $1,912 (change assumption)
    Mortgage ($1,233) + Taxes in 2024 ($680)


    Taxes:$8,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15659 JUNGLE ALY, WINTER GARDEN, FL 34787

    $435,00091 Days on yellowkey   MLS ID: S5143684

    INCREASED by $75,000 (20.8%) on 04/23/2026

    For Sale S5143684 - 15659 JUNGLE ALY, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2021
    Monthly Fee: $203
       Tax: $6,265 (2024)
    Community: Winding Bay Ph 2
    Townhouse


    Estimated Monthly Payment: $3,109 (change assumption)
    Mortgage ($2,384) + Fees ($203) + Taxes in 2024 ($522)


    Taxes:$6,265

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #2536, WINTER GARDEN, FL 34787

    $314,900201 Days on yellowkey   MLS ID: O6364192

    For Sale O6364192 - 14501 GROVE RESORT AVE #2536, WINTER GARDEN, FL 34787 56 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1434
       Built: 2018
    Monthly Fee: $1,025
       Tax: $6,192 (2024)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $3,266 (change assumption)
    Mortgage ($1,725) + Fees ($1,025) + Taxes in 2024 ($516)


    Taxes:$6,192

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14501 GROVE RESORT AVE #2623, WINTER GARDEN, FL 34787

    $390,000330 Days on yellowkey   MLS ID: O6329943

    For Sale O6329943 - 14501 GROVE RESORT AVE #2623, WINTER GARDEN, FL 34787 51 photos

    Bed: 2   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 1265
       Built: 2009
    Monthly Fee: $904
       Tax: $4,910 (2024)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $3,450 (change assumption)
    Mortgage ($2,137) + Fees ($904) + Taxes in 2024 ($409)


    Taxes:$4,910

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

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.