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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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  • 13837 LANYARD WAY, WINTER GARDEN, FL 34787

    $485,000138 Days on yellowkey   MLS ID: O6388993

    0 Days Off yellowkey (back on 6/29/2026)

    REDUCED by $5,000 (1.0%) on 06/03/2026

    For Sale O6388993 - 13837 LANYARD WAY, WINTER GARDEN, FL 34787 38 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2023
    Monthly Fee: $225
       Tax: $7,647 (2024)
    Community: Encore/Ovation Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,520 (change assumption)
    Mortgage ($2,657) + Fees ($225) + Taxes in 2024 ($637)


    Taxes:$7,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 205 SURPRISE DR, WINTER GARDEN, FL 34787

    $1,200,000233 Days on yellowkey   MLS ID: O6365188

    For Sale O6365188 - 205 SURPRISE DR, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2171
       Built: 1950   Tax: $3,406 (2024)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $6,859 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($284)


    Taxes:$3,406

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 231 DOE RUN DR, WINTER GARDEN, FL 34787

    $498,99556 Days on yellowkey   MLS ID: O6412284

    REDUCED by $1,005 (0.2%) on 06/30/2026

    For Sale O6412284 - 231 DOE RUN DR, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 2006
    Monthly Fee: $57
       Tax: $3,202 (2025)
    Community: Deerfield Place A-G
    Single Family


    Estimated Monthly Payment: $3,058 (change assumption)
    Mortgage ($2,734) + Fees ($57) + Taxes in 2025 ($267)


    Taxes:$3,202

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15852 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $799,000248 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


  • 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787

    $784,90092 Days on yellowkey   MLS ID: O6401215

    0 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $5,000 (0.6%) on 05/31/2026

    For Sale O6401215 - 2640 GROVE VIEW DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3738
       Built: 2001
    Monthly Fee: $90
       Tax: $10,261 (2025)
    Community: Wintermere Pointe Ph 02 46/141
    Single Family


    Estimated Monthly Payment: $5,246 (change assumption)
    Mortgage ($4,301) + Fees ($90) + Taxes in 2025 ($855)


    Taxes:$10,261

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13332 SUBURBAN TER, WINTER GARDEN, FL 34787

    $699,50085 Days on yellowkey   MLS ID: O6402778

    REDUCED by $15,400 (2.2%) on 05/29/2026

    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: $4,070 (change assumption)
    Mortgage ($3,833) + Taxes in 2024 ($237)


    Taxes:$2,841

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787

    $618,00069 Days on yellowkey   MLS ID: O6408574

    REDUCED by $10,000 (1.6%) on 06/29/2026

    For Sale O6408574 - 15111 DRIFTWOOD BEND ST, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2573
       Built: 2017
    Monthly Fee: $195
       Tax: $9,620 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5
    Single Family


    Estimated Monthly Payment: $4,383 (change assumption)
    Mortgage ($3,386) + Fees ($195) + Taxes in 2025 ($802)


    Taxes:$9,620

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787

    $723,00083 Days on yellowkey   MLS ID: O6403837

    0 Days Off yellowkey (back on 6/29/2026)

    For Sale O6403837 - 7187 WILD STRAWBERRY RUN, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3602
       Built: 2007
    Monthly Fee: $200
       Tax: $11,214 (2025)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,096 (change assumption)
    Mortgage ($3,962) + Fees ($200) + Taxes in 2025 ($935)


    Taxes:$11,214

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 16893 BROADWATER AVE, WINTER GARDEN, FL 34787

    $2,795,90044 Days on yellowkey   MLS ID: O6415972

    2 Days Off yellowkey (back on 6/29/2026)

    For Sale O6415972 - 16893 BROADWATER AVE, WINTER GARDEN, FL 34787 76 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 6289
       Built: 2019
    Monthly Fee: $383
       Tax: $25,448 (2025)
    Community: Waterside 90'S
    Single Family


    Estimated Monthly Payment: $17,823 (change assumption)
    Mortgage ($15,320) + Fees ($383) + Taxes in 2025 ($2,121)


    Taxes:$25,448

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 17667 LAKE STAR RD, WINTER GARDEN, FL 34787

    $899,74133 Days on yellowkey   MLS ID: TB8521869

    1 Days Off yellowkey (back on 6/29/2026)

    For Sale TB8521869 - 17667 LAKE STAR RD, WINTER GARDEN, FL 34787 9 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3545
       Built: 2026
    Monthly Fee: $84
       Tax: $12,000 (2025)
    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $6,014 (change assumption)
    Mortgage ($4,930) + Fees ($84) + Taxes in 2025 ($1,000)


    Taxes:$12,000

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $681,24075 Days on yellowkey   MLS ID: G5112233

    For Sale G5112233 - 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2802
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,883 (change assumption)
    Mortgage ($3,733) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 402 E MAPLE ST, WINTER GARDEN, FL 34787

    $900,00044 Days on yellowkey   MLS ID: O6412747

    For Sale O6412747 - 402 E MAPLE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 6   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 2876
       Built: 2021   Tax: $7,658 (2025)
    Community: East Garden Manor Add 03 Rep
    Single Family


    Estimated Monthly Payment: $5,570 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($638)


    Taxes:$7,658

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 17350 WILD DAISY DR, WINTER GARDEN, FL 34787

    $910,51038 Days on yellowkey   MLS ID: G5113976

    For Sale G5113976 - 17350 WILD DAISY DR, WINTER GARDEN, FL 34787 3 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4236
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $5,139 (change assumption)
    Mortgage ($4,989) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,093,000170 Days on yellowkey   MLS ID: O6379346

    REDUCED by $12,000 (1.1%) on 06/08/2026

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,146 (change assumption)
    Mortgage ($5,989) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00039 Days on yellowkey   MLS ID: O6417449

    1 Days Off yellowkey (back on 6/28/2026)

    For Sale O6417449 - 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + 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


  • 17056 RED BIRD RD, WINTER GARDEN, FL 34787

    $795,00033 Days on yellowkey   MLS ID: G5113999

    0 Days Off yellowkey (back on 6/27/2026)

    For Sale G5113999 - 17056 RED BIRD RD, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1709
       Built: 1981   Tax: $1,474 (2025)
    Community: N/A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,479 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($123)


    Taxes:$1,474

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $639,00093 Days on yellowkey   MLS ID: O6401397

    REDUCED by $11,000 (1.7%) on 06/26/2026

    For Sale O6401397 - 14005 ALDFORD DR, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2334
       Built: 2017
    Monthly Fee: $115
       Tax: $9,241 (2025)
    Community: Latham Park North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,386 (change assumption)
    Mortgage ($3,501) + Fees ($115) + Taxes in 2025 ($770)


    Taxes:$9,241

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8216 TOPSAIL PL, WINTER GARDEN, FL 34787

    $949,900130 Days on yellowkey   MLS ID: O6391155

    REDUCED by $25,000 (2.6%) on 06/24/2026

    For Sale O6391155 - 8216 TOPSAIL PL, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3055
       Built: 2022
    Monthly Fee: $360
       Tax: $12,728 (2025)
    Community: Lakeshore Preserve Ph 5
    Single Family


    Estimated Monthly Payment: $6,625 (change assumption)
    Mortgage ($5,205) + Fees ($360) + Taxes in 2025 ($1,061)


    Taxes:$12,728

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1156 CIVITAS WAY, WINTER GARDEN, FL 34787

    $1,225,000150 Days on yellowkey   MLS ID: O6385496

    REDUCED by $24,000 (1.9%) on 06/23/2026

    For Sale O6385496 - 1156 CIVITAS WAY, WINTER GARDEN, FL 34787 76 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2710
       Built: 2022
    Monthly Fee: $208
       Tax: $11,208 (2024)
    Community: Oakland Parkb-1
    Single Family


    Estimated Monthly Payment: $7,854 (change assumption)
    Mortgage ($6,712) + Fees ($208) + Taxes in 2024 ($934)


    Taxes:$11,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $525,00091 Days on yellowkey   MLS ID: O6400695

    For Sale O6400695 - 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 2017
    Monthly Fee: $164
       Tax: $4,974 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($415)


    Taxes:$4,974

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin 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.