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Winter Garden Homes For Sale & Real Estate - 933 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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  • 15031 PURPLE MARTIN ST, WINTER GARDEN, FL 34787

    $799,00026 Days on yellowkey   MLS ID: O6404626

    For Sale O6404626 - 15031 PURPLE MARTIN ST, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3318
       Built: 2016
    Monthly Fee: $251
       Tax: $6,475 (2025)
    Community: Summerlake Pd Ph 3B
    Single Family


    Estimated Monthly Payment: $5,169 (change assumption)
    Mortgage ($4,378) + Fees ($251) + Taxes in 2025 ($540)


    Taxes:$6,475

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


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

    $179,900188 Days on yellowkey   MLS ID: S5139914

    REDUCED by $10,000 (5.3%) on 06/03/2026

    For Sale S5139914 - 22 WINDTREE LN #203, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 918
       Built: 1983
    Monthly Fee: $300
       Tax: $875 (2025)
    Community: Windtree Gardens Condo Ph 01
    Condo


    Estimated Monthly Payment: $1,359 (change assumption)
    Mortgage ($986) + Fees ($300) + Taxes in 2025 ($73)


    Taxes:$875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 338 WINDFORD CT, WINTER GARDEN, FL 34787

    $330,00013 Days on yellowkey   MLS ID: O6413058

    For Sale O6413058 - 338 WINDFORD CT, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1050
       Built: 1996
    Monthly Fee: $40
       Tax: $2,089 (2025)
    Community: Park Ave Estates
    Single Family


    Estimated Monthly Payment: $2,022 (change assumption)
    Mortgage ($1,808) + Fees ($40) + Taxes in 2025 ($174)


    Taxes:$2,089

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 15806 GEM VIEW ST, WINTER GARDEN, FL 34787

    $495,00013 Days on yellowkey   MLS ID: C7526682

    For Sale C7526682 - 15806 GEM VIEW ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2024
    Monthly Fee: $725
       Tax: $6,735 (2025)
    Community: Del Webb Oasis Ph 3
    Spa: No

    Villa


    Estimated Monthly Payment: $3,998 (change assumption)
    Mortgage ($2,712) + Fees ($725) + Taxes in 2025 ($561)


    Taxes:$6,735

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5937 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $674,475270 Days on yellowkey   MLS ID: G5102276

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

    For Sale G5102276 - 5937 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,846 (change assumption)
    Mortgage ($3,696) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6339 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $591,830270 Days on yellowkey   MLS ID: G5102274

    1 Days Off yellowkey (back on 11/19/2025)

    For Sale G5102274 - 6339 WILD PERSIMMON WAY, 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: $3,393 (change assumption)
    Mortgage ($3,243) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16353 LAKELET ALY, WINTER GARDEN, FL 34787

    $444,990374 Days on yellowkey   MLS ID: O6316011

    For Sale O6316011 - 16353 LAKELET ALY, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2025
    Monthly Fee: $205
       Tax: $2,130 (2024)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,821 (change assumption)
    Mortgage ($2,438) + Fees ($205) + Taxes in 2024 ($178)


    Taxes:$2,130

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13750 DANIELS LANDING CIR, WINTER GARDEN, FL 34787

    $310,50095 Days on yellowkey   MLS ID: O6390396

    4 Days Off yellowkey (back on 6/3/2026)

    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


  • 252 DANIELS POINTE DR, WINTER GARDEN, FL 34787

    $375,00022 Days on yellowkey   MLS ID: O6410517

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale O6410517 - 252 DANIELS POINTE DR, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1345
       Built: 1997
    Monthly Fee: $37
       Tax: $3,978 (2025)
    Community: Daniels Crossing
    Single Family


    Estimated Monthly Payment: $2,423 (change assumption)
    Mortgage ($2,055) + Fees ($37) + Taxes in 2025 ($332)


    Taxes:$3,978

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17549 SEIDNER RD, WINTER GARDEN, FL 34787

    $950,00079 Days on yellowkey   MLS ID: O6392430

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale O6392430 - 17549 SEIDNER RD, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2130
       Built: 1985
    Monthly Fee: $3
       Tax: $3,947 (2025)
    Community: Lake Avalon Heights
    Single Family


    Estimated Monthly Payment: $5,537 (change assumption)
    Mortgage ($5,205) + Fees ($3) + Taxes in 2025 ($329)


    Taxes:$3,947

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1325 FETTLER WAY, WINTER GARDEN, FL 34787

    $279,90066 Days on yellowkey   MLS ID: O6393936

    0 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $10,000 (3.4%) on 05/04/2026

    For Sale O6393936 - 1325 FETTLER WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1440
       Built: 2004
    Monthly Fee: $61
       Tax: $3,653 (2025)
    Community: Westside Twnhms-Ph 05 A B & C
    Townhouse


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,534) + Fees ($61) + Taxes in 2025 ($304)


    Taxes:$3,653

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8012 BLUEJACK OAK DR, WINTER GARDEN, FL 34787

    $535,00054 Days on yellowkey   MLS ID: FC317938

    REDUCED by $14,000 (2.6%) on 06/02/2026

    For Sale FC317938 - 8012 BLUEJACK OAK DR, WINTER GARDEN, FL 34787 78 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2222
       Built: 2018
    Monthly Fee: $315
       Tax: $8,103 (2025)
    Community: Summerlake Pd Ph 2C 2D 2E
    Townhouse


    Estimated Monthly Payment: $3,922 (change assumption)
    Mortgage ($2,931) + Fees ($315) + Taxes in 2025 ($675)


    Taxes:$8,103

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $840,000270 Days on yellowkey   MLS ID: O6345400

    REDUCED by $10,000 (1.2%) on 04/21/2026

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,475 (change assumption)
    Mortgage ($4,603) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16379 SILVER GROVE BLVD, WINTER GARDEN, FL 34787

    $950,00018 Days on yellowkey   MLS ID: O6411552

    For Sale O6411552 - 16379 SILVER GROVE BLVD, WINTER GARDEN, FL 34787 62 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3823
       Built: 2025
    Monthly Fee: $168
       Tax: $1,938 (2024)
    Community: Silverleaf Reserve At Hamlin Phase
    Single Family


    Estimated Monthly Payment: $5,535 (change assumption)
    Mortgage ($5,205) + Fees ($168) + Taxes in 2024 ($162)


    Taxes:$1,938

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 6246 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $424,49016 Days on yellowkey   MLS ID: O6412223

    REDUCED by $16,000 (3.6%) on 06/02/2026

    For Sale O6412223 - 6246 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2026
    Monthly Fee: $286
       Tax: $1,227 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,326) + Fees ($286) + Taxes in 2025 ($102)


    Taxes:$1,227

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6230 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $467,69020 Days on yellowkey   MLS ID: O6410861

    REDUCED by $8,300 (1.7%) on 06/02/2026

    For Sale O6410861 - 6230 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2026
    Monthly Fee: $286
       Tax: $1,227 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,951 (change assumption)
    Mortgage ($2,563) + Fees ($286) + Taxes in 2025 ($102)


    Taxes:$1,227

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6174 WHISPERING GLEN, WINTER GARDEN, FL 34787

    $518,29033 Days on yellowkey   MLS ID: O6407807

    REDUCED by $28,000 (5.1%) on 06/02/2026

    For Sale O6407807 - 6174 WHISPERING GLEN, WINTER GARDEN, FL 34787 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2026
    Monthly Fee: $152
       Tax: $1,373 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,106 (change assumption)
    Mortgage ($2,840) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,373

    Elementary School: Vista Lakes Elem

    High School: Colonial High

    Tax Year: 2024

    Middle School: Odyssey Middle


  • 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787

    $530,000146 Days on yellowkey   MLS ID: O6375296

    REDUCED by $10,000 (1.9%) on 06/01/2026

    For Sale O6375296 - 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2007
    Monthly Fee: $123
       Tax: $8,178 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $3,709 (change assumption)
    Mortgage ($2,904) + Fees ($123) + Taxes in 2025 ($682)


    Taxes:$8,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1156 CIVITAS WAY, WINTER GARDEN, FL 34787

    $1,249,000110 Days on yellowkey   MLS ID: O6385496

    REDUCED by $19,000 (1.5%) on 06/02/2026

    For Sale O6385496 - 1156 CIVITAS WAY, WINTER GARDEN, FL 34787 76 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2710
       Built: 2022
    Monthly Fee: $208
       Tax: $11,208 (2024)
    Community: Oakland Parkb-1
    Single Family


    Estimated Monthly Payment: $7,986 (change assumption)
    Mortgage ($6,844) + Fees ($208) + Taxes in 2024 ($934)


    Taxes:$11,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $575,000151 Days on yellowkey   MLS ID: O6373125

    REDUCED by $10,000 (1.7%) on 06/02/2026

    For Sale O6373125 - 16098 MANGROVE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $5,612 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,875 (change assumption)
    Mortgage ($3,151) + Fees ($257) + Taxes in 2025 ($468)


    Taxes:$5,612

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.