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Winter Garden Homes For Sale & Real Estate - 954 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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  • 17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $565,99085 Days on yellowkey   MLS ID: G5110436

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

    For Sale G5110436 - 17061 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,223 (change assumption)
    Mortgage ($3,101) + Fees ($122) + 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 #1110, WINTER GARDEN, FL 34787

    $185,00085 Days on yellowkey   MLS ID: A4688528

    For Sale A4688528 - 14501 GROVE RESORT AVE #1110, WINTER GARDEN, FL 34787 35 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1265
       Built: 2016
    Monthly Fee: $805
       Tax: $6,081 (2025)
    Community: Grove Resort
    Condo


    Estimated Monthly Payment: $2,325 (change assumption)
    Mortgage ($1,014) + Fees ($805) + Taxes in 2025 ($507)


    Taxes:$6,081

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER GARDEN, FL 34787

    $510,88085 Days on yellowkey   MLS ID: G5110456

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

    For Sale G5110456 - WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $2,949 (change assumption)
    Mortgage ($2,799) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • WINTER GARDEN, FL 34787

    $955,89385 Days on yellowkey   MLS ID: G5110454

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

    For Sale G5110454 - WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,388 (change assumption)
    Mortgage ($5,238) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7655 SILVER MEADOW ST, WINTER GARDEN, FL 34787

    $511,70585 Days on yellowkey   MLS ID: G5110445

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

    For Sale G5110445 - 7655 SILVER MEADOW ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $2,954 (change assumption)
    Mortgage ($2,804) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15255 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $923,25085 Days on yellowkey   MLS ID: G5110443

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

    For Sale G5110443 - 15255 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3498
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,234 (change assumption)
    Mortgage ($5,059) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17362 WILD DAISY DR, WINTER GARDEN, FL 34787

    $829,95385 Days on yellowkey   MLS ID: G5110442

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

    For Sale G5110442 - 17362 WILD DAISY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,673 (change assumption)
    Mortgage ($4,548) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17465 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $849,35885 Days on yellowkey   MLS ID: G5110441

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

    For Sale G5110441 - 17465 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,779 (change assumption)
    Mortgage ($4,654) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17368 WILD DAISY DR, WINTER GARDEN, FL 34787

    $909,77885 Days on yellowkey   MLS ID: G5110440

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

    For Sale G5110440 - 17368 WILD DAISY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $125

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,110 (change assumption)
    Mortgage ($4,985) + Fees ($125) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $510,000127 Days on yellowkey   MLS ID: O6383531

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

    For Sale O6383531 - 14740 FIELD DAISY DR, WINTER GARDEN, FL 34787 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,023 (change assumption)
    Mortgage ($2,794) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11283 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787

    $399,99990 Days on yellowkey   MLS ID: O6394269

    For Sale O6394269 - 11283 SILVER TRUMPET LOOP, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1515
       Built: 2026
    Monthly Fee: $143

    Community: Esplanade At Mckinnon Groves
    Villa


    Estimated Monthly Payment: $2,335 (change assumption)
    Mortgage ($2,192) + Fees ($143) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $573,99086 Days on yellowkey   MLS ID: G5110387

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale G5110387 - 6020 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,295 (change assumption)
    Mortgage ($3,145) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13953 EASDALE ALY, WINTER GARDEN, FL 34787

    $509,900134 Days on yellowkey   MLS ID: O6381882

    For Sale O6381882 - 13953 EASDALE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1770
       Built: 2024
    Monthly Fee: $149
       Tax: $5,696 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $3,418 (change assumption)
    Mortgage ($2,794) + Fees ($149) + Taxes in 2025 ($475)


    Taxes:$5,696

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787

    $1,150,00089 Days on yellowkey   MLS ID: TB8489171

    For Sale TB8489171 - 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4004
       Built: 2017
    Monthly Fee: $75
       Tax: $11,716 (2025)
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,353 (change assumption)
    Mortgage ($6,301) + Fees ($75) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,100,000132 Days on yellowkey   MLS ID: S5143665

    For Sale S5143665 - 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3077
       Built: 2015
    Monthly Fee: $165
       Tax: $11,481 (2024)
    Community: Watermark Ph 2A
    Single Family


    Estimated Monthly Payment: $7,149 (change assumption)
    Mortgage ($6,027) + Fees ($165) + Taxes in 2024 ($957)


    Taxes:$11,481

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787

    $775,000140 Days on yellowkey   MLS ID: G5107793

    For Sale G5107793 - 17134 LAKE INGRAM RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1924
       Built: 1959   Tax: $400 (2025)
    Community: Mt Park Orange Grove
    Single Family


    Estimated Monthly Payment: $4,280 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16209 ADMIRALS COVE LN, WINTER GARDEN, FL 34787

    $414,99591 Days on yellowkey   MLS ID: S5145675

    For Sale S5145675 - 16209 ADMIRALS COVE LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1568
       Built: 2020
    Monthly Fee: $275
       Tax: $6,070 (2025)
    Community: Waterleigh
    Townhouse


    Estimated Monthly Payment: $3,055 (change assumption)
    Mortgage ($2,274) + Fees ($275) + Taxes in 2025 ($506)


    Taxes:$6,070

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787

    $939,000150 Days on yellowkey   MLS ID: O6376754

    For Sale O6376754 - 13665 KILLEBREW WAY, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3909
       Built: 2017
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,145 (change assumption)
    Mortgage ($5,145)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,000113 Days on yellowkey   MLS ID: O6386648

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787

    $994,295112 Days on yellowkey   MLS ID: O6387932

    2 Days Off yellowkey (back on 3/26/2026)

    For Sale O6387932 - 13037 SANDCASTLE DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2902
       Built: 2022
    Community: Del Webb Oasis
    Single Family


    Estimated Monthly Payment: $5,448 (change assumption)
    Mortgage ($5,448)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.