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Winter Garden Single Family Homes For Sale - 730 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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  • 8506 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $1,299,00022 Days on yellowkey   MLS ID: O6421255

    For Sale O6421255 - 8506 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3966
       Built: 2016
    Monthly Fee: $380
       Tax: $11,330 (2025)
    Community: Waterleigh Ph 1A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,442 (change assumption)
    Mortgage ($7,118) + Fees ($380) + Taxes in 2025 ($944)


    Taxes:$11,330

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15031 GUAVA BAY DR, WINTER GARDEN, FL 34787

    $905,00020 Days on yellowkey   MLS ID: O6421934

    For Sale O6421934 - 15031 GUAVA BAY DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3958
       Built: 2020
    Monthly Fee: $164
       Tax: $11,421 (2025)
    Community: Watermark Ph 4A
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,075 (change assumption)
    Mortgage ($4,959) + Fees ($164) + Taxes in 2025 ($952)


    Taxes:$11,421

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $575,000328 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


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $372,500131 Days on yellowkey   MLS ID: O6389922

    REDUCED by $2,500 (0.7%) on 07/06/2026

    For Sale O6389922 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1485
       Built: 2023   Tax: $4,850 (2025)
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $2,445 (change assumption)
    Mortgage ($2,041) + Taxes in 2025 ($404)


    Taxes:$4,850

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 519 TEAGARDEN CT, WINTER GARDEN, FL 34787

    $878,00037 Days on yellowkey   MLS ID: O6416709

    REDUCED by $20,000 (2.2%) on 07/12/2026

    For Sale O6416709 - 519 TEAGARDEN CT, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3061
       Built: 2002
    Monthly Fee: $30
       Tax: $3,496 (2025)
    Community: Teacup Spgs Cove
    Single Family


    Estimated Monthly Payment: $5,132 (change assumption)
    Mortgage ($4,811) + Fees ($30) + Taxes in 2025 ($291)


    Taxes:$3,496

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $536,50036 Days on yellowkey   MLS ID: O6417556

    REDUCED by $13,400 (2.4%) on 07/12/2026

    For Sale O6417556 - 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1952
       Built: 2017
    Monthly Fee: $214
       Tax: $7,627 (2024)
    Community: West Lake Hancock Estates
    Single Family


    Estimated Monthly Payment: $3,789 (change assumption)
    Mortgage ($2,940) + Fees ($214) + Taxes in 2024 ($636)


    Taxes:$7,627

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 15365 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $975,06011 Days on yellowkey   MLS ID: G5114967

    0 Days Off yellowkey (back on 7/11/2026)

    For Sale G5114967 - 15365 MARITIME PINE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4024
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,493 (change assumption)
    Mortgage ($5,343) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787

    $515,00048 Days on yellowkey   MLS ID: G5113349

    REDUCED by $20,000 (3.7%) on 07/11/2026

    For Sale G5113349 - 1061 PORTMOOR WAY, WINTER GARDEN, FL 34787 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1804
       Built: 2001
    Monthly Fee: $243
       Tax: $6,801 (2025)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $3,632 (change assumption)
    Mortgage ($2,822) + Fees ($243) + Taxes in 2025 ($567)


    Taxes:$6,801

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787

    $619,00042 Days on yellowkey   MLS ID: O6413232

    0 Days Off yellowkey (back on 6/26/2026)

    REDUCED by $20,000 (3.1%) on 06/22/2026

    For Sale O6413232 - 15162 EVERGREEN OAK LOOP, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2418
       Built: 2015   Tax: $8,787 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 &
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,124 (change assumption)
    Mortgage ($3,392) + Taxes in 2025 ($732)


    Taxes:$8,787

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787

    $648,00049 Days on yellowkey   MLS ID: O6413226

    REDUCED by $1,000 (0.2%) on 06/20/2026

    For Sale O6413226 - 11165 GREEN CITRON ALY, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2043
       Built: 2024
    Monthly Fee: $89
       Tax: $8,682 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,363 (change assumption)
    Mortgage ($3,551) + Fees ($89) + Taxes in 2025 ($724)


    Taxes:$8,682

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $534,00033 Days on yellowkey   MLS ID: O6418559

    REDUCED by $35,000 (6.2%) on 07/11/2026

    For Sale O6418559 - 15813 SWEET LEMON WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2119
       Built: 2018
    Monthly Fee: $125
       Tax: $8,371 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,749 (change assumption)
    Mortgage ($2,926) + Fees ($125) + Taxes in 2025 ($698)


    Taxes:$8,371

    Elementary School: Summerlake Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787

    $560,00042 Days on yellowkey   MLS ID: O6415343

    REDUCED by $10,000 (1.8%) on 06/19/2026

    For Sale O6415343 - 6323 HAMLIN RESERVE BLVD, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2177
       Built: 2018
    Monthly Fee: $425
       Tax: $8,526 (2025)
    Community: Hamlin Reserve
    Single Family


    Estimated Monthly Payment: $4,204 (change assumption)
    Mortgage ($3,068) + Fees ($425) + Taxes in 2025 ($710)


    Taxes:$8,526

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 13728 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $674,90077 Days on yellowkey   MLS ID: O6405142

    REDUCED by $25,000 (3.6%) on 07/11/2026

    For Sale O6405142 - 13728 FOX GLOVE ST, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 2004
    Monthly Fee: $247
       Tax: $11,230 (2025)
    Community: Stoneybrook West Ut 04 48 48
    Single Family


    Estimated Monthly Payment: $4,881 (change assumption)
    Mortgage ($3,698) + Fees ($247) + Taxes in 2025 ($936)


    Taxes:$11,230

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 10198 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,200,00020 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


  • 12103 EASTMOOR DR, WINTER GARDEN, FL 34787

    $440,00062 Days on yellowkey   MLS ID: O6409071

    REDUCED by $5,000 (1.1%) on 07/11/2026

    For Sale O6409071 - 12103 EASTMOOR DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1604
       Built: 2024
    Monthly Fee: $225
       Tax: $6,795 (2025)
    Community: Encore/Ovation Ph 4B
    Single Family


    Estimated Monthly Payment: $3,202 (change assumption)
    Mortgage ($2,411) + Fees ($225) + Taxes in 2025 ($566)


    Taxes:$6,795

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,219,000107 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


  • 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $696,000143 Days on yellowkey   MLS ID: O6386199

    REDUCED by $3,990 (0.6%) on 06/25/2026

    For Sale O6386199 - 16271 HONEY HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2812
       Built: 2024
    Monthly Fee: $184
       Tax: $8,425 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,700 (change assumption)
    Mortgage ($3,814) + Fees ($184) + Taxes in 2025 ($702)


    Taxes:$8,425

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $1,949,90070 Days on yellowkey   MLS ID: O6405850

    REDUCED by $50,045 (2.5%) on 07/11/2026

    For Sale O6405850 - 15532 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3837
       Built: 2016
    Monthly Fee: $195
       Tax: $17,089 (2025)
    Community: Signature Lakes Ph 02 A B H I J
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,303 (change assumption)
    Mortgage ($10,684) + Fees ($195) + Taxes in 2025 ($1,424)


    Taxes:$17,089

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 15725 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $704,90019 Days on yellowkey   MLS ID: O6420557

    For Sale O6420557 - 15725 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2018
    Monthly Fee: $177
       Tax: $9,439 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $4,826 (change assumption)
    Mortgage ($3,862) + Fees ($177) + Taxes in 2025 ($787)


    Taxes:$9,439

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $724,900116 Days on yellowkey   MLS ID: O6394192

    REDUCED by $5,000 (0.7%) on 07/11/2026

    For Sale O6394192 - 11045 HOLLOW BAY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $295
       Tax: $3,196 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $4,533 (change assumption)
    Mortgage ($3,972) + Fees ($295) + Taxes in 2025 ($266)


    Taxes:$3,196

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




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.