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Winter Garden Single Family Homes For Sale - 697 homes

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

Location: Winter Garden

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  • 689 BETHUNE AVE, WINTER GARDEN, FL 34787

    $434,0005 Days on yellowkey   MLS ID: O6421715

    For Sale O6421715 - 689 BETHUNE AVE, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1434
       Built: 1950   Tax: $2,330 (2025)
    Community: Joe Louis Park Q162
    Single Family


    Estimated Monthly Payment: $2,572 (change assumption)
    Mortgage ($2,378) + Taxes in 2025 ($194)


    Taxes:$2,330

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6843 POINT HANCOCK DR, WINTER GARDEN, FL 34787

    $435,0005 Days on yellowkey   MLS ID: G5114589

    For Sale G5114589 - 6843 POINT HANCOCK DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1720
       Built: 2013
    Monthly Fee: $195
       Tax: $6,895 (2025)
    Community: Signature Lakes Ph 2
    Single Family


    Estimated Monthly Payment: $3,153 (change assumption)
    Mortgage ($2,384) + Fees ($195) + Taxes in 2025 ($575)


    Taxes:$6,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14629 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $492,9005 Days on yellowkey   MLS ID: O6421797

    For Sale O6421797 - 14629 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2223
       Built: 2012
    Monthly Fee: $242
       Tax: $8,151 (2025)
    Community: Summerlake Pd Ph 01B
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,622 (change assumption)
    Mortgage ($2,701) + Fees ($242) + Taxes in 2025 ($679)


    Taxes:$8,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10198 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,200,0005 Days on yellowkey   MLS ID: O6421817

    For Sale O6421817 - 10198 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3911
       Built: 2020
    Monthly Fee: $260
       Tax: $11,419 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $7,787 (change assumption)
    Mortgage ($6,575) + Fees ($260) + Taxes in 2025 ($952)


    Taxes:$11,419

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16645 SILVER BROOK WAY, WINTER GARDEN, FL 34787

    $573,0905 Days on yellowkey   MLS ID: O6420565

    For Sale O6420565 - 16645 SILVER BROOK WAY, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,406 (change assumption)
    Mortgage ($3,140) + Fees ($152) + Taxes in 2025 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7840 WINTER WREN ST, WINTER GARDEN, FL 34787

    $549,0007 Days on yellowkey   MLS ID: O6421167

    For Sale O6421167 - 7840 WINTER WREN ST, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2004
       Built: 2015
    Monthly Fee: $251
       Tax: $7,385 (2025)
    Community: Summerlake Pd Ph 1B Rep
    Single Family


    Estimated Monthly Payment: $3,875 (change assumption)
    Mortgage ($3,008) + Fees ($251) + Taxes in 2025 ($615)


    Taxes:$7,385

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16044 CITRUS KNOLL DR, WINTER GARDEN, FL 34787

    $1,100,0005 Days on yellowkey   MLS ID: O6419284

    For Sale O6419284 - 16044 CITRUS KNOLL DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 5   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 3617
       Built: 2016
    Monthly Fee: $235
       Tax: $13,692 (2025)
    Community: Hickory Hammock Ph 1D
    Single Family


    Estimated Monthly Payment: $7,403 (change assumption)
    Mortgage ($6,027) + Fees ($235) + Taxes in 2025 ($1,141)


    Taxes:$13,692

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787

    $525,000187 Days on yellowkey   MLS ID: G5106012

    REDUCED by $15,000 (2.8%) on 06/19/2026

    For Sale G5106012 - 16330 BRISK BREEZE ALY, WINTER GARDEN, FL 34787 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2018
    Monthly Fee: $245
       Tax: $7,556 (2024)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($2,877) + Fees ($245) + Taxes in 2024 ($630)


    Taxes:$7,556

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16632 POINT ROCK DR, WINTER GARDEN, FL 34787

    $550,000190 Days on yellowkey   MLS ID: OM715702

    0 Days Off yellowkey (back on 5/29/2026)

    SHORT SALE OM715702 - 16632 POINT ROCK DR, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $281
       Tax: $8,546 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,007 (change assumption)
    Mortgage ($3,014) + Fees ($281) + Taxes in 2024 ($712)


    Taxes:$8,546

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,219,00092 Days on yellowkey   MLS ID: S5147208

    REDUCED by $39,000 (3.1%) on 04/28/2026

    For Sale S5147208 - 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2020
    Monthly Fee: $360
       Tax: $17,905 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,531 (change assumption)
    Mortgage ($6,679) + Fees ($360) + Taxes in 2025 ($1,492)


    Taxes:$17,905

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $575,000313 Days on yellowkey   MLS ID: O6337436

    REDUCED by $15,000 (2.5%) on 06/20/2026

    For Sale O6337436 - 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787 89 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2292
       Built: 2023
    Monthly Fee: $245
       Tax: $9,031 (2024)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $4,148 (change assumption)
    Mortgage ($3,151) + Fees ($245) + Taxes in 2024 ($753)


    Taxes:$9,031

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $650,000460 Days on yellowkey   MLS ID: O6280496

    0 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $98,000 (13.1%) on 06/10/2026

    SHORT SALE O6280496 - 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $250
       Tax: $9,777 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,626 (change assumption)
    Mortgage ($3,562) + Fees ($250) + Taxes in 2024 ($815)


    Taxes:$9,777

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,000197 Days on yellowkey   MLS ID: S5140531

    REDUCED by $20,000 (2.7%) on 06/13/2026

    SHORT SALE S5140531 - 18344 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2924
       Built: 2023
    Monthly Fee: $300
       Tax: $1,706 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,415 (change assumption)
    Mortgage ($3,973) + Fees ($300) + Taxes in 2024 ($142)


    Taxes:$1,706

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15073 VALVERSE ALY, WINTER GARDEN, FL 34787

    $499,99926 Days on yellowkey   MLS ID: O6416182

    0 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $15,001 (2.9%) on 06/24/2026

    For Sale O6416182 - 15073 VALVERSE ALY, WINTER GARDEN, FL 34787 38 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1892
       Built: 2017
    Monthly Fee: $339
       Tax: $4,172 (2025)
    Community: Overlook 2/Hamlin Ph 2 & 5
    Single Family


    Estimated Monthly Payment: $3,426 (change assumption)
    Mortgage ($2,740) + Fees ($339) + Taxes in 2025 ($348)


    Taxes:$4,172

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $595,00092 Days on yellowkey   MLS ID: O6395920

    For Sale O6395920 - 7266 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2018
    Monthly Fee: $110
       Tax: $9,154 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $4,133 (change assumption)
    Mortgage ($3,260) + Fees ($110) + Taxes in 2025 ($763)


    Taxes:$9,154

    Elementary School: Water Spring Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $530,000134 Days on yellowkey   MLS ID: O6384246

    REDUCED by $5,000 (0.9%) on 07/02/2026

    For Sale O6384246 - 10043 SEQUEL ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2018
    Monthly Fee: $100
       Tax: $8,237 (2024)
    Community: Storey Grove Ph 1B-2
    Single Family


    Estimated Monthly Payment: $3,690 (change assumption)
    Mortgage ($2,904) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $475,00055 Days on yellowkey   MLS ID: O6407484

    REDUCED by $5,000 (1.0%) on 06/24/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,600 (change assumption)
    Mortgage ($2,603) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15648 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $699,00025 Days on yellowkey   MLS ID: G5113473

    0 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $30,000 (4.1%) on 06/28/2026

    For Sale G5113473 - 15648 SHOREBIRD LN, WINTER GARDEN, FL 34787 93 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2018
    Monthly Fee: $360
       Tax: $7,052 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($3,830) + Fees ($360) + Taxes in 2025 ($588)


    Taxes:$7,052

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16006 GILDEN WAY, WINTER GARDEN, FL 34787

    $1,024,999102 Days on yellowkey   MLS ID: O6392997

    REDUCED by $60,000 (5.5%) on 07/02/2026

    For Sale O6392997 - 16006 GILDEN WAY, WINTER GARDEN, FL 34787 67 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3617
       Built: 2023
    Monthly Fee: $225
       Tax: $12,929 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $6,919 (change assumption)
    Mortgage ($5,616) + Fees ($225) + Taxes in 2025 ($1,077)


    Taxes:$12,929

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $550,000341 Days on yellowkey   MLS ID: A4660262

    0 Days Off yellowkey (back on 7/2/2026)

    REDUCED by $25,000 (4.3%) on 06/12/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,841 (change assumption)
    Mortgage ($3,014) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

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