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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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  • 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $2,500,00020 Days on yellowkey   MLS ID: O6410839

    For Sale O6410839 - 15505 SHOREBIRD LN, WINTER GARDEN, FL 34787 87 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 5287
       Built: 2020
    Monthly Fee: $431
       Tax: $30,060 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,634 (change assumption)
    Mortgage ($13,698) + Fees ($431) + Taxes in 2025 ($2,505)


    Taxes:$30,060

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 3035 IRISH PEACH DR, WINTER GARDEN, FL 34787

    $1,099,000126 Days on yellowkey   MLS ID: O6381190

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale O6381190 - 3035 IRISH PEACH DR, WINTER GARDEN, FL 34787 97 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3788
       Built: 2018
    Monthly Fee: $190
       Tax: $7,815 (2024)
    Community: Orchard Pk/Stillwater Xing Ph
    Single Family


    Estimated Monthly Payment: $6,863 (change assumption)
    Mortgage ($6,022) + Fees ($190) + Taxes in 2024 ($651)


    Taxes:$7,815

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787

    $450,00037 Days on yellowkey   MLS ID: O6406656

    REDUCED by $10,000 (2.2%) on 05/28/2026

    For Sale O6406656 - 11072 SILVER SURFER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2018
    Monthly Fee: $108
       Tax: $3,977 (2025)
    Community: Storey Grove Ph 1B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,905 (change assumption)
    Mortgage ($2,466) + Fees ($108) + Taxes in 2025 ($331)


    Taxes:$3,977

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16323 BRIGHT LEAF RD, WINTER GARDEN, FL 34787

    $998,00033 Days on yellowkey   MLS ID: O6407909

    0 Days Off yellowkey (back on 5/27/2026)

    For Sale O6407909 - 16323 BRIGHT LEAF RD, WINTER GARDEN, FL 34787 38 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3676
       Built: 2026
    Monthly Fee: $152
       Tax: $1,981 (2025)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,785 (change assumption)
    Mortgage ($5,468) + Fees ($152) + Taxes in 2025 ($165)


    Taxes:$1,981

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $725,000110 Days on yellowkey   MLS ID: O6386008

    0 Days Off yellowkey (back on 5/27/2026)

    For Sale O6386008 - 18309 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2832
       Built: 2023
    Monthly Fee: $281
       Tax: $497 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $4,295 (change assumption)
    Mortgage ($3,973) + Fees ($281) + Taxes in 2024 ($41)


    Taxes:$497

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $799,000209 Days on yellowkey   MLS ID: O6361580

    0 Days Off yellowkey (back on 5/27/2026)

    INCREASED by $14,000 (1.8%) on 05/24/2026

    For Sale O6361580 - 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787 71 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2766
       Built: 2019
    Monthly Fee: $385
       Tax: $10,928 (2024)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $5,674 (change assumption)
    Mortgage ($4,378) + Fees ($385) + Taxes in 2024 ($911)


    Taxes:$10,928

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Horizon West Middle School


  • 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $869,99648 Days on yellowkey   MLS ID: O6403252

    3 Days Off yellowkey (back on 5/27/2026)

    For Sale O6403252 - 11271 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2866
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,132 (change assumption)
    Mortgage ($4,767) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14354 WABASSO LOOP, WINTER GARDEN, FL 34787

    $939,00081 Days on yellowkey   MLS ID: O6392378

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale O6392378 - 14354 WABASSO LOOP, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2881
       Built: 2022
    Monthly Fee: $200
       Tax: $11,249 (2025)
    Community: Tilden Place/Winter Garden
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,282 (change assumption)
    Mortgage ($5,145) + Fees ($200) + Taxes in 2025 ($937)


    Taxes:$11,249

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $693,23053 Days on yellowkey   MLS ID: G5111519

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale G5111519 - 7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,920 (change assumption)
    Mortgage ($3,798) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 402 EGRET PLACE DR, WINTER GARDEN, FL 34787

    $675,00049 Days on yellowkey   MLS ID: O6402689

    REDUCED by $14,000 (2.0%) on 05/21/2026

    For Sale O6402689 - 402 EGRET PLACE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2711
       Built: 2013
    Monthly Fee: $128
       Tax: $4,659 (2025)
    Community: Johns Lake Pointe
    Single Family


    Estimated Monthly Payment: $4,215 (change assumption)
    Mortgage ($3,699) + Fees ($128) + Taxes in 2025 ($388)


    Taxes:$4,659

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $1,100,00061 Days on yellowkey   MLS ID: O6399227

    REDUCED by $50,000 (4.3%) on 05/26/2026

    For Sale O6399227 - 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3389
       Built: 1998
    Monthly Fee: $69
       Tax: $10,940 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,008 (change assumption)
    Mortgage ($6,027) + Fees ($69) + Taxes in 2025 ($912)


    Taxes:$10,940

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $410,00049 Days on yellowkey   MLS ID: O6403033

    0 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $15,000 (3.5%) on 05/14/2026

    For Sale O6403033 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1995
    Monthly Fee: $50
       Tax: $1,352 (2025)
    Community: Crown Point Springs Ut 2
    Single Family


    Estimated Monthly Payment: $2,409 (change assumption)
    Mortgage ($2,247) + Fees ($50) + Taxes in 2025 ($113)


    Taxes:$1,352

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 912 LANDRUM DR, WINTER GARDEN, FL 34787

    $1,300,00034 Days on yellowkey   MLS ID: O6407616

    0 Days Off yellowkey (back on 5/26/2026)

    For Sale O6407616 - 912 LANDRUM DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2024
    Monthly Fee: $208
       Tax: $13,517 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $8,458 (change assumption)
    Mortgage ($7,123) + Fees ($208) + Taxes in 2025 ($1,126)


    Taxes:$13,517

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,99082 Days on yellowkey   MLS ID: O6393877

    4 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 11858 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $534,990256 Days on yellowkey   MLS ID: O6349514

    4 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $5,000 (0.9%) on 04/22/2026

    For Sale O6349514 - 11858 SHINE VIEW LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,287 (change assumption)
    Mortgage ($2,931) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787

    $579,90062 Days on yellowkey   MLS ID: O6396640

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

    For Sale O6396640 - 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2013
    Monthly Fee: $128
       Tax: $6,746 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $3,868 (change assumption)
    Mortgage ($3,177) + Fees ($128) + Taxes in 2025 ($562)


    Taxes:$6,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1157 VINSETTA CIR, WINTER GARDEN, FL 34787

    $800,00032 Days on yellowkey   MLS ID: O6403597

    0 Days Off yellowkey (back on 5/24/2026)

    For Sale O6403597 - 1157 VINSETTA CIR, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3598
       Built: 2014
    Monthly Fee: $112
       Tax: $6,599 (2025)
    Community: Avalon Reserve Village 1
    Single Family


    Estimated Monthly Payment: $5,045 (change assumption)
    Mortgage ($4,383) + Fees ($112) + Taxes in 2025 ($550)


    Taxes:$6,599

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12529 DALLINGTON TER, WINTER GARDEN, FL 34787

    $869,99057 Days on yellowkey   MLS ID: O6400678

    0 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $15,000 (1.7%) on 05/12/2026

    For Sale O6400678 - 12529 DALLINGTON TER, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2006
    Monthly Fee: $130
       Tax: $6,735 (2025)
    Community: Foxcrest A-N & P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,458 (change assumption)
    Mortgage ($4,767) + Fees ($130) + Taxes in 2025 ($561)


    Taxes:$6,735

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,219,00071 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 84 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


  • 16197 WIND VIEW LN, WINTER GARDEN, FL 34787

    $517,00068 Days on yellowkey   MLS ID: O6397229

    REDUCED by $3,000 (0.6%) on 05/24/2026

    For Sale O6397229 - 16197 WIND VIEW LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2016
    Monthly Fee: $332
       Tax: $7,677 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,805 (change assumption)
    Mortgage ($2,833) + Fees ($332) + Taxes in 2025 ($640)


    Taxes:$7,677

    Elementary School: Panther Lake 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.