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Winter Garden Single Family Homes For Sale - 643 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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  • 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787

    $718,79951 Days on yellowkey   MLS ID: TB8493597

    5 Days Off yellowkey (back on 5/11/2026)

    For Sale TB8493597 - 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2026
    Monthly Fee: $84
       Tax: $2,363 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($3,939) + Fees ($84) + Taxes in 2025 ($197)


    Taxes:$2,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $819,10618 Days on yellowkey   MLS ID: O6405126

    REDUCED by $175 (0.0%) on 05/11/2026

    For Sale O6405126 - 11253 HOLLOW BAY DR, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,853 (change assumption)
    Mortgage ($4,488) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787

    $334,90087 Days on yellowkey   MLS ID: O6377205

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale O6377205 - 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 2001   Tax: $4,413 (2024)
    Community: Regal Pointe Ph 01 43/129
    Single Family


    Estimated Monthly Payment: $2,203 (change assumption)
    Mortgage ($1,835) + Taxes in 2024 ($368)


    Taxes:$4,413

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1040 MAXEY DR, WINTER GARDEN, FL 34787

    $225,00063 Days on yellowkey   MLS ID: O6391395

    REDUCED by $25,000 (10.0%) on 05/10/2026

    For Sale O6391395 - 1040 MAXEY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1184
       Built: 1968   Tax: $1,671 (2025)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,372 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($139)


    Taxes:$1,671

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13332 SUBURBAN TER, WINTER GARDEN, FL 34787

    $714,90022 Days on yellowkey   MLS ID: O6402778

    For Sale O6402778 - 13332 SUBURBAN TER, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2706
       Built: 1994   Tax: $2,841 (2024)
    Community: Citrus Cove Unit 01
    Single Family


    Estimated Monthly Payment: $4,154 (change assumption)
    Mortgage ($3,917) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787

    $588,900110 Days on yellowkey   MLS ID: O6379181

    For Sale O6379181 - 16461 OLIVE HILL DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2008
       Built: 2019
    Monthly Fee: $127
       Tax: $7,241 (2024)
    Community: Hawksmoor
    Single Family


    Estimated Monthly Payment: $3,957 (change assumption)
    Mortgage ($3,227) + Fees ($127) + Taxes in 2024 ($603)


    Taxes:$7,241

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787

    $1,325,00031 Days on yellowkey   MLS ID: O6401205

    1 Days Off yellowkey (back on 5/10/2026)

    For Sale O6401205 - 15200 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3904
       Built: 2016
    Monthly Fee: $235
       Tax: $8,218 (2025)
    Community: Hickory Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,180 (change assumption)
    Mortgage ($7,260) + Fees ($235) + Taxes in 2025 ($685)


    Taxes:$8,218

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1032 BURLAND CIR, WINTER GARDEN, FL 34787

    $529,99025 Days on yellowkey   MLS ID: O6401764

    1 Days Off yellowkey (back on 5/10/2026)

    INCREASED by $10,000 (1.9%) on 05/10/2026

    For Sale O6401764 - 1032 BURLAND CIR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2005
    Monthly Fee: $64
       Tax: $6,728 (2025)
    Community: Fullers Xing Ph 03 A-G
    Single Family


    Estimated Monthly Payment: $3,529 (change assumption)
    Mortgage ($2,904) + Fees ($64) + Taxes in 2025 ($561)


    Taxes:$6,728

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13603 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $787,00024 Days on yellowkey   MLS ID: G5111474

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale G5111474 - 13603 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2425
       Built: 1995
    Monthly Fee: $69
       Tax: $5,322 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,825 (change assumption)
    Mortgage ($4,312) + Fees ($69) + Taxes in 2025 ($444)


    Taxes:$5,322

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16137 WIND VIEW LN, WINTER GARDEN, FL 34787

    $565,000273 Days on yellowkey   MLS ID: O6335769

    REDUCED by $10,000 (1.7%) on 05/09/2026

    For Sale O6335769 - 16137 WIND VIEW LN, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $283
       Tax: $6,800 (2024)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,946 (change assumption)
    Mortgage ($3,096) + Fees ($283) + Taxes in 2024 ($567)


    Taxes:$6,800

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787

    $689,99952 Days on yellowkey   MLS ID: O6395287

    REDUCED by $10,000 (1.4%) on 04/16/2026

    For Sale O6395287 - 14790 TULLAMORE LOOP, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3410
       Built: 2005
    Monthly Fee: $100
       Tax: $3,503 (2025)
    Community: Emerald Ridge
    Single Family


    Estimated Monthly Payment: $4,173 (change assumption)
    Mortgage ($3,781) + Fees ($100) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 12463 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787

    $935,00018 Days on yellowkey   MLS ID: O6403631

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale O6403631 - 12463 WESTFIELD LAKES CIR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3021
       Built: 2004
    Monthly Fee: $85
       Tax: $10,676 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,098 (change assumption)
    Mortgage ($5,123) + Fees ($85) + Taxes in 2025 ($890)


    Taxes:$10,676

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $499,000229 Days on yellowkey   MLS ID: O6348822

    REDUCED by $20,000 (3.9%) on 04/16/2026

    For Sale O6348822 - 16105 WATER SPRING BLVD, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $103
       Tax: $4,770 (2024)
    Community: Storey Grove
    Single Family


    Estimated Monthly Payment: $3,235 (change assumption)
    Mortgage ($2,734) + Fees ($103) + Taxes in 2024 ($397)


    Taxes:$4,770

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 705 GARDEN WEST TER, WINTER GARDEN, FL 34787

    $1,350,00019 Days on yellowkey   MLS ID: O6403363

    For Sale O6403363 - 705 GARDEN WEST TER, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2698
       Built: 2020
    Monthly Fee: $232
       Tax: $10,345 (2025)
    Community: Garden West
    Single Family


    Estimated Monthly Payment: $8,491 (change assumption)
    Mortgage ($7,397) + Fees ($232) + Taxes in 2025 ($862)


    Taxes:$10,345

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787

    $1,999,99987 Days on yellowkey   MLS ID: O6384075

    REDUCED by $200,001 (9.1%) on 04/16/2026

    For Sale O6384075 - 17224 OLD COUNTRY LN, WINTER GARDEN, FL 34787 41 photos

    Bed: 6   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3629
       Built: 1980   Tax: $9,822 (2024)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $11,777 (change assumption)
    Mortgage ($10,959) + Taxes in 2024 ($819)


    Taxes:$9,822

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787

    $949,99990 Days on yellowkey   MLS ID: O6384645

    REDUCED by $25,001 (2.6%) on 04/20/2026

    For Sale O6384645 - 5416 GOLDEN APPLE DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3104
       Built: 2021
    Monthly Fee: $115
       Tax: $8,275 (2024)
    Community: Wincey Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $6,010 (change assumption)
    Mortgage ($5,205) + Fees ($115) + Taxes in 2024 ($690)


    Taxes:$8,275

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $799,999138 Days on yellowkey   MLS ID: O6370049

    REDUCED by $1 (0.0%) on 05/05/2026

    For Sale O6370049 - 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3633
       Built: 2018
    Monthly Fee: $110
       Tax: $11,264 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $5,432 (change assumption)
    Mortgage ($4,383) + Fees ($110) + Taxes in 2025 ($939)


    Taxes:$11,264

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,000,000223 Days on yellowkey   MLS ID: O6346377

    0 Days Off yellowkey (back on 5/8/2026)

    For Sale O6346377 - 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2017
    Monthly Fee: $180
       Tax: $10,792 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,559 (change assumption)
    Mortgage ($5,479) + Fees ($180) + Taxes in 2024 ($899)


    Taxes:$10,792

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $519,900156 Days on yellowkey   MLS ID: O6368387

    For Sale O6368387 - 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2012
    Monthly Fee: $251
       Tax: $7,507 (2024)
    Community: Summerlake Pd Ph 01A
    Single Family


    Estimated Monthly Payment: $3,725 (change assumption)
    Mortgage ($2,849) + Fees ($251) + Taxes in 2024 ($626)


    Taxes:$7,507

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787

    $899,00038 Days on yellowkey   MLS ID: O6399529

    INCREASED by $23,000 (2.6%) on 05/09/2026

    For Sale O6399529 - 13043 SANDCASTLE DRIVE, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1943
       Built: 2022
    Monthly Fee: $534
       Tax: $10,109 (2025)
    Community: Del Webb Oasis
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,302 (change assumption)
    Mortgage ($4,926) + Fees ($534) + Taxes in 2025 ($842)


    Taxes:$10,109

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.