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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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  • 15031 PURPLE MARTIN ST, WINTER GARDEN, FL 34787

    $799,00027 Days on yellowkey   MLS ID: O6404626

    3 Days Off yellowkey (back on 6/15/2026)

    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


  • 931 KYLEE ALY, WINTER GARDEN, FL 34787

    $767,00042 Days on yellowkey   MLS ID: O6404673

    REDUCED by $1,000 (0.1%) on 06/15/2026

    For Sale O6404673 - 931 KYLEE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2831
       Built: 2022
    Monthly Fee: $393
       Tax: $9,637 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,399 (change assumption)
    Mortgage ($4,203) + Fees ($393) + Taxes in 2025 ($803)


    Taxes:$9,637

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787

    $549,900137 Days on yellowkey   MLS ID: S5142675

    0 Days Off yellowkey (back on 6/13/2026)

    REDUCED by $15,000 (2.7%) on 05/20/2026

    For Sale S5142675 - 512 GARDEN HEIGHTS DR, WINTER GARDEN, FL 34787 61 photos

    Bed: 4   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1700
       Built: 1974   Tax: $3,743 (2024)
    Community: Garden Heights
    Single Family


    Estimated Monthly Payment: $3,325 (change assumption)
    Mortgage ($3,013) + Taxes in 2024 ($312)


    Taxes:$3,743

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 9124 MERLON DR, WINTER GARDEN, FL 34787

    $968,8006 Days on yellowkey   MLS ID: O6415804

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6415804 - 9124 MERLON DR, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3777
       Built: 2019
    Monthly Fee: $115
       Tax: $12,930 (2025)
    Community: Latham Park South
    Single Family


    Estimated Monthly Payment: $6,501 (change assumption)
    Mortgage ($5,308) + Fees ($115) + Taxes in 2025 ($1,078)


    Taxes:$12,930

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17167 WRITING ALY, WINTER GARDEN, FL 34787

    $535,00035 Days on yellowkey   MLS ID: O6406920

    For Sale O6406920 - 17167 WRITING ALY, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 2020
    Monthly Fee: $110
       Tax: $7,916 (2025)
    Community: Storey Grove Ph 1B
    Single Family


    Estimated Monthly Payment: $3,701 (change assumption)
    Mortgage ($2,931) + Fees ($110) + Taxes in 2025 ($660)


    Taxes:$7,916

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 11045 BOSTWICK ALY, WINTER GARDEN, FL 34787

    $590,000292 Days on yellowkey   MLS ID: O6337436

    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: $4,230 (change assumption)
    Mortgage ($3,233) + 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


  • 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $540,0003 Days on yellowkey   MLS ID: S5151791

    For Sale S5151791 - 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $166
       Tax: $7,028 (2025)
    Community: Silverleaf Reserve
    Single Family


    Estimated Monthly Payment: $3,710 (change assumption)
    Mortgage ($2,959) + Fees ($166) + Taxes in 2025 ($586)


    Taxes:$7,028

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 15154 TEA TREE DR, WINTER GARDEN, FL 34787

    $994,733Listed 06/15/2026 8:40AM   MLS ID: G5113803

    For Sale G5113803 - 15154 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3839
       Built: 2026
    Monthly Fee: $150
       Tax: $298 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,625 (change assumption)
    Mortgage ($5,450) + Fees ($150) + Taxes in 2025 ($25)


    Taxes:$298

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $499,900291 Days on yellowkey   MLS ID: S5133690

    REDUCED by $10,000 (2.0%) on 06/15/2026

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,306 (change assumption)
    Mortgage ($2,739) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 4231 OAK LODGE WAY, WINTER GARDEN, FL 34787

    $659,9504 Days on yellowkey   MLS ID: O6416590

    For Sale O6416590 - 4231 OAK LODGE WAY, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2821
       Built: 2015
    Monthly Fee: $188
       Tax: $9,739 (2025)
    Community: Orchard Hills Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,616 (change assumption)
    Mortgage ($3,616) + Fees ($188) + Taxes in 2025 ($812)


    Taxes:$9,739

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1049 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $547,9005 Days on yellowkey   MLS ID: O6412927

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6412927 - 1049 SPRING LANDING DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2167
       Built: 1990
    Monthly Fee: $25
       Tax: $5,582 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $3,492 (change assumption)
    Mortgage ($3,002) + Fees ($25) + Taxes in 2025 ($465)


    Taxes:$5,582

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 405 LONE HERON WAY, WINTER GARDEN, FL 34787

    $875,0004 Days on yellowkey   MLS ID: O6416551

    0 Days Off yellowkey (back on 6/14/2026)

    For Sale O6416551 - 405 LONE HERON WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3848
       Built: 2013
    Monthly Fee: $94
       Tax: $5,763 (2025)
    Community: Lake Cove Pointe
    Single Family


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,794) + Fees ($94) + Taxes in 2025 ($480)


    Taxes:$5,763

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17100 BEACHGRASS, WINTER GARDEN, FL 34787

    $834,99032 Days on yellowkey   MLS ID: O6407707

    3 Days Off yellowkey (back on 6/15/2026)

    For Sale O6407707 - 17100 BEACHGRASS, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2025
    Monthly Fee: $172
       Tax: $10,646 (2025)
    Community: Lake Star At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,634 (change assumption)
    Mortgage ($4,575) + Fees ($172) + Taxes in 2025 ($887)


    Taxes:$10,646

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787

    $880,000200 Days on yellowkey   MLS ID: S5139203

    REDUCED by $5,000 (0.6%) on 04/29/2026

    For Sale S5139203 - 15162 CANOPY COVER DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2049
       Built: 2023
    Monthly Fee: $545
       Tax: $1,939 (2023)
    Community: Del Webb Oasis Phase 2
    Single Family


    Estimated Monthly Payment: $5,528 (change assumption)
    Mortgage ($4,822) + Fees ($545) + Taxes in 2023 ($162)


    Taxes:$1,939

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 17798 ADRIFT RD, WINTER GARDEN, FL 34787

    $835,00019 Days on yellowkey   MLS ID: O6409173

    For Sale O6409173 - 17798 ADRIFT RD, WINTER GARDEN, FL 34787 81 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3334
       Built: 2023
    Monthly Fee: $214
       Tax: $11,089 (2025)
    Community: Waterleigh Ph 4B & 4C
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,713 (change assumption)
    Mortgage ($4,575) + Fees ($214) + Taxes in 2025 ($924)


    Taxes:$11,089

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16776 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,299,90034 Days on yellowkey   MLS ID: O6407043

    REDUCED by $24,100 (1.8%) on 05/27/2026

    For Sale O6407043 - 16776 BROADWATER AVE, WINTER GARDEN, FL 34787 75 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3713
       Built: 2018
    Monthly Fee: $383
       Tax: $9,438 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,292 (change assumption)
    Mortgage ($7,123) + Fees ($383) + Taxes in 2025 ($787)


    Taxes:$9,438

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $444,97591 Days on yellowkey   MLS ID: S5145650

    REDUCED by $10,000 (2.2%) on 06/15/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,605 (change assumption)
    Mortgage ($2,438) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $560,000194 Days on yellowkey   MLS ID: O6365057

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6365057 - 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2018
    Monthly Fee: $245
       Tax: $8,615 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,031 (change assumption)
    Mortgage ($3,068) + Fees ($245) + Taxes in 2025 ($718)


    Taxes:$8,615

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3284 WINDBEAM CT, WINTER GARDEN, FL 34787

    $749,00011 Days on yellowkey   MLS ID: O6413889

    5 Days Off yellowkey (back on 6/15/2026)

    For Sale O6413889 - 3284 WINDBEAM CT, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2374
       Built: 2024
    Monthly Fee: $152
       Tax: $9,325 (2025)
    Community: Estates/Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $5,033 (change assumption)
    Mortgage ($4,104) + Fees ($152) + Taxes in 2025 ($777)


    Taxes:$9,325

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $787,562111 Days on yellowkey   MLS ID: O6385596

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $50,000 (6.0%) on 05/09/2026

    For Sale O6385596 - 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,455 (change assumption)
    Mortgage ($4,315) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    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.