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Winter Garden Homes For Sale & Real Estate - 799 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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  • WINTER GARDEN, FL 34787

    $320,0009 Days on yellowkey   MLS ID: O6403450

    For Sale O6403450 - WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1434
       Built: 2018
    Monthly Fee: $65
       Tax: $8,347 (2025)
    Community: Grove Residence & Spa Hotel Condo Ii
    Condo


    Estimated Monthly Payment: $2,514 (change assumption)
    Mortgage ($1,753) + Fees ($65) + Taxes in 2025 ($696)


    Taxes:$8,347

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 115 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $496,000182 Days on yellowkey   MLS ID: O6356997

    For Sale O6356997 - 115 ZACHARY WADE ST, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1780
       Built: 2001
    Monthly Fee: $58
       Tax: $5,467 (2024)
    Community: Lakeview Reserve 46/149
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,231 (change assumption)
    Mortgage ($2,718) + Fees ($58) + Taxes in 2024 ($456)


    Taxes:$5,467

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787

    $819,99040 Days on yellowkey   MLS ID: O6394850

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

    REDUCED by $30,000 (3.5%) on 04/30/2026

    For Sale O6394850 - 12390 CLEAR SAPPHIRE #260, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,589 (change assumption)
    Mortgage ($4,493) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787

    $2,175,000106 Days on yellowkey   MLS ID: G5107162

    For Sale G5107162 - 16038 JOHNS LAKE OVERLOOK DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4139
       Built: 2015
    Monthly Fee: $235
       Tax: $23,164 (2025)
    Community: Hickory Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,083 (change assumption)
    Mortgage ($11,918) + Fees ($235) + Taxes in 2025 ($1,930)


    Taxes:$23,164

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787

    $695,00014 Days on yellowkey   MLS ID: O6402010

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

    For Sale O6402010 - 15508 PEBBLE RIDGE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2001
    Monthly Fee: $243
       Tax: $6,075 (2025)
    Community: Stoneybrook West 44/134
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,557 (change assumption)
    Mortgage ($3,808) + Fees ($243) + Taxes in 2025 ($506)


    Taxes:$6,075

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15939 MARINA BAY DR, WINTER GARDEN, FL 34787

    $425,00012 Days on yellowkey   MLS ID: S5148701

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

    For Sale S5148701 - 15939 MARINA BAY DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1767
       Built: 2020
    Monthly Fee: $286
       Tax: $6,956 (2025)
    Community: Hawksmoor -Ph 1
    Townhouse


    Estimated Monthly Payment: $3,194 (change assumption)
    Mortgage ($2,329) + Fees ($286) + Taxes in 2025 ($580)


    Taxes:$6,956

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1689 CRANLEIGH DR, WINTER GARDEN, FL 34787

    $875,00066 Days on yellowkey   MLS ID: O6387674

    REDUCED by $13,800 (1.6%) on 04/30/2026

    For Sale O6387674 - 1689 CRANLEIGH DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2937
       Built: 2020
    Monthly Fee: $165
       Tax: $7,225 (2025)
    Community: Sanctuary / Twin Waters
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,561 (change assumption)
    Mortgage ($4,794) + Fees ($165) + Taxes in 2025 ($602)


    Taxes:$7,225

    Elementary School: None

    High School: West Orange High

    Tax Year: 2025

    Middle School: None


  • 204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $693,27021 Days on yellowkey   MLS ID: O6400441

    INCREASED by $3,000 (0.4%) on 04/30/2026

    For Sale O6400441 - 204 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $4,069 (change assumption)
    Mortgage ($3,799) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 161 SUNSET WALK DR, WINTER GARDEN, FL 34787

    $529,02522 Days on yellowkey   MLS ID: O6400288

    For Sale O6400288 - 161 SUNSET WALK DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2031
       Built: 2026
    Monthly Fee: $149
       Tax: $400 (2025)
    Community: Westhaven At Ovation
    Townhouse


    Estimated Monthly Payment: $3,081 (change assumption)
    Mortgage ($2,899) + Fees ($149) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787

    $547,16022 Days on yellowkey   MLS ID: O6400188

    INCREASED by $3,000 (0.6%) on 04/30/2026

    For Sale O6400188 - 198 SUNSET GARDEN LN, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1908
       Built: 2026
    Monthly Fee: $77
       Tax: $2,326 (2025)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,269 (change assumption)
    Mortgage ($2,998) + Fees ($77) + Taxes in 2025 ($194)


    Taxes:$2,326

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787

    $534,90086 Days on yellowkey   MLS ID: O6381954

    REDUCED by $4,600 (0.9%) on 04/30/2026

    For Sale O6381954 - 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2023
    Monthly Fee: $148
       Tax: $8,002 (2024)
    Community: Silverleaf Reserve/Haml Ph 2A
    Single Family


    Estimated Monthly Payment: $3,746 (change assumption)
    Mortgage ($2,931) + Fees ($148) + Taxes in 2024 ($667)


    Taxes:$8,002

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,699,000188 Days on yellowkey   MLS ID: O6357233

    REDUCED by $46,000 (2.6%) on 04/30/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,628 (change assumption)
    Mortgage ($9,309) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787

    $474,99029 Days on yellowkey   MLS ID: O6396532

    REDUCED by $10,000 (2.1%) on 04/30/2026

    For Sale O6396532 - 16396 PRAIRIE SCHOOL DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2021
    Monthly Fee: $286
       Tax: $7,102 (2025)
    Community: Hawksmoor Ph 3
    Townhouse


    Estimated Monthly Payment: $3,480 (change assumption)
    Mortgage ($2,603) + Fees ($286) + Taxes in 2025 ($592)


    Taxes:$7,102

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8156 WOOD SAGE DRIVE, WINTER GARDEN, FL 34787

    $449,00058 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


  • 15783 TANGERINE DREAM CT, WINTER GARDEN, FL 34787

    $2,150,000176 Days on yellowkey   MLS ID: O6360410

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

    For Sale O6360410 - 15783 TANGERINE DREAM CT, WINTER GARDEN, FL 34787 83 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4478
       Built: 2018
    Monthly Fee: $743
       Tax: $28,879 (2025)
    Community: Emerald Pointe
    Single Family


    Estimated Monthly Payment: $14,930 (change assumption)
    Mortgage ($11,781) + Fees ($743) + Taxes in 2025 ($2,407)


    Taxes:$28,879

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7935 WINTER WREN ST, WINTER GARDEN, FL 34787

    $535,00086 Days on yellowkey   MLS ID: O6379423

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

    For Sale O6379423 - 7935 WINTER WREN ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1850
       Built: 2013
    Monthly Fee: $252
       Tax: $7,834 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,836 (change assumption)
    Mortgage ($2,931) + Fees ($252) + Taxes in 2025 ($653)


    Taxes:$7,834

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 236 DONALD DR, WINTER GARDEN, FL 34787

    $465,00015 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


  • 7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787

    $465,00063 Days on yellowkey   MLS ID: O6388545

    REDUCED by $2,990 (0.6%) on 04/07/2026

    For Sale O6388545 - 7007 TWILIGHT BAY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1845
       Built: 2024
    Monthly Fee: $180
       Tax: $1,742 (2024)
    Community: Mezzano
    Townhouse


    Estimated Monthly Payment: $2,873 (change assumption)
    Mortgage ($2,548) + Fees ($180) + Taxes in 2024 ($145)


    Taxes:$1,742

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $310,50058 Days on yellowkey   MLS ID: O6390396

    REDUCED by $9,000 (2.8%) on 04/30/2026

    For Sale O6390396 - 13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1293
       Built: 2005
    Monthly Fee: $320
       Tax: $3,091 (2025)
    Community: Daniels Landing A-J
    Townhouse


    Estimated Monthly Payment: $2,279 (change assumption)
    Mortgage ($1,701) + Fees ($320) + Taxes in 2025 ($258)


    Taxes:$3,091

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787

    $415,00089 Days on yellowkey   MLS ID: O6380981

    REDUCED by $14,900 (3.5%) on 04/30/2026

    For Sale O6380981 - 11187 HANLON TERRACE ALY, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2020
    Monthly Fee: $338
       Tax: $6,703 (2024)
    Community: Winding Bay Preserve
    Townhouse


    Estimated Monthly Payment: $3,170 (change assumption)
    Mortgage ($2,274) + Fees ($338) + Taxes in 2024 ($559)


    Taxes:$6,703

    Elementary School: Bay Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle




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.