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Winter Garden Single Family Homes For Sale - 713 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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  • 14531 CEDAR HILL DR, WINTER GARDEN, FL 34787

    $699,00037 Days on yellowkey   MLS ID: O6408070

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $50,000 (6.7%) on 06/03/2026

    For Sale O6408070 - 14531 CEDAR HILL DR, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3510
       Built: 2014
    Monthly Fee: $187
       Tax: $6,330 (2025)
    Community: Orchard Hills Ph 1
    Single Family


    Estimated Monthly Payment: $4,545 (change assumption)
    Mortgage ($3,830) + Fees ($187) + Taxes in 2025 ($528)


    Taxes:$6,330

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $999,00056 Days on yellowkey   MLS ID: O6402434

    REDUCED by $26,000 (2.5%) on 06/18/2026

    For Sale O6402434 - 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2758
       Built: 2020
    Monthly Fee: $250
       Tax: $7,946 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $6,386 (change assumption)
    Mortgage ($5,474) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 811 CIVITAS WAY, WINTER GARDEN, FL 34787

    $2,199,00037 Days on yellowkey   MLS ID: O6403760

    REDUCED by $51,000 (2.3%) on 06/18/2026

    For Sale O6403760 - 811 CIVITAS WAY, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5138
       Built: 2017
    Monthly Fee: $208
       Tax: $24,126 (2025)
    Community: Oakland Park Un # 2A
    Single Family


    Estimated Monthly Payment: $14,268 (change assumption)
    Mortgage ($12,049) + Fees ($208) + Taxes in 2025 ($2,011)


    Taxes:$24,126

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $597,79547 Days on yellowkey   MLS ID: O6405058

    INCREASED by $1,605 (0.3%) on 06/18/2026

    For Sale O6405058 - 12026 SHINE VIEW LN, WINTER GARDEN, FL 34787 7 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,631 (change assumption)
    Mortgage ($3,276) + Fees ($190) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17806 SEDONA ST, WINTER GARDEN, FL 34787

    $672,50911 Days on yellowkey   MLS ID: O6415594

    INCREASED by $34,300 (5.4%) on 06/15/2026

    For Sale O6415594 - 17806 SEDONA ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $3,825 (change assumption)
    Mortgage ($3,685) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 11221 CARDING MILL LN, WINTER GARDEN, FL 34787

    $758,18811 Days on yellowkey   MLS ID: O6415572

    For Sale O6415572 - 11221 CARDING MILL LN, WINTER GARDEN, FL 34787 27 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2085
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $4,294 (change assumption)
    Mortgage ($4,154) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 11192 CARDING MILL LN, WINTER GARDEN, FL 34787

    $761,49712 Days on yellowkey   MLS ID: O6415420

    For Sale O6415420 - 11192 CARDING MILL LN, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $4,312 (change assumption)
    Mortgage ($4,172) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 17350 WILD DAISY DR, WINTER GARDEN, FL 34787

    $910,5104 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


  • 17139 INGRAM BLUFF DR, WINTER GARDEN, FL 34787

    $823,3094 Days on yellowkey   MLS ID: G5113974

    For Sale G5113974 - 17139 INGRAM BLUFF DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,661 (change assumption)
    Mortgage ($4,511) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9929 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787

    $899,9904 Days on yellowkey   MLS ID: O6417889

    For Sale O6417889 - 9929 SUMMERLAKE GROVES ST, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4034
       Built: 2020
    Monthly Fee: $159
       Tax: $8,904 (2025)
    Community: Watermark Ph 4A
    Single Family


    Estimated Monthly Payment: $5,832 (change assumption)
    Mortgage ($4,931) + Fees ($159) + Taxes in 2025 ($742)


    Taxes:$8,904

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $2,350,0004 Days on yellowkey   MLS ID: A4697264

    For Sale A4697264 - 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 61 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4978
       Built: 2015
    Monthly Fee: $195
       Tax: $21,848 (2026)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,892 (change assumption)
    Mortgage ($12,876) + Fees ($195) + Taxes in 2026 ($1,821)


    Taxes:$21,848

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Horizon West Middle School


  • 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $689,0004 Days on yellowkey   MLS ID: O6415990

    For Sale O6415990 - 15174 FIELD DAISY DR, WINTER GARDEN, FL 34787 62 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2686
       Built: 2025
    Monthly Fee: $96
       Tax: $2,290 (2025)
    Community: Osprey Ranch Ph 1
    Single Family


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,775) + Fees ($96) + Taxes in 2025 ($191)


    Taxes:$2,290

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17798 ADRIFT RD, WINTER GARDEN, FL 34787

    $807,00024 Days on yellowkey   MLS ID: O6409173

    REDUCED by $28,000 (3.4%) on 06/17/2026

    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: $5,560 (change assumption)
    Mortgage ($4,422) + 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


  • 13706 WERRINGTON DR, WINTER GARDEN, FL 34787

    $715,000227 Days on yellowkey   MLS ID: S5138020

    For Sale S5138020 - 13706 WERRINGTON DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2022
    Monthly Fee: $192
       Tax: $8,345 (2023)
    Community: Encore At Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,805 (change assumption)
    Mortgage ($3,918) + Fees ($192) + Taxes in 2023 ($695)


    Taxes:$8,345

    Elementary School: Water Spring Elementary

    High School: None

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $695,000149 Days on yellowkey   MLS ID: O6376219

    For Sale O6376219 - 5966 CYPRESS HILL RD, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2839
       Built: 2017
    Monthly Fee: $195
       Tax: $9,648 (2025)
    Community: Signature Lakes Ph 3B-4, 3B-5 & 3B-7 83/27 Lot 184
    Single Family


    Estimated Monthly Payment: $4,807 (change assumption)
    Mortgage ($3,808) + Fees ($195) + Taxes in 2025 ($804)


    Taxes:$9,648

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15231 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $885,385275 Days on yellowkey   MLS ID: G5102315

    0 Days Off yellowkey (back on 10/6/2025)

    For Sale G5102315 - 15231 MARITIME PINE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3675
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,001 (change assumption)
    Mortgage ($4,851) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16175 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787

    $920,308227 Days on yellowkey   MLS ID: G5104189

    0 Days Off yellowkey (back on 11/6/2025)

    For Sale G5104189 - 16175 LEYLAND CYPRESS LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3108
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,193 (change assumption)
    Mortgage ($5,043) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6529 SHORE JUNIPER ST, WINTER GARDEN, FL 34787

    $970,460227 Days on yellowkey   MLS ID: G5104187

    0 Days Off yellowkey (back on 11/6/2025)

    For Sale G5104187 - 6529 SHORE JUNIPER ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3108
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,467 (change assumption)
    Mortgage ($5,317) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15166 TEA TREE DR, WINTER GARDEN, FL 34787

    $943,160227 Days on yellowkey   MLS ID: G5104190

    0 Days Off yellowkey (back on 11/6/2025)

    For Sale G5104190 - 15166 TEA TREE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3108
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,318 (change assumption)
    Mortgage ($5,168) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13392 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787

    $764,9908 Days on yellowkey   MLS ID: G5113739

    0 Days Off yellowkey (back on 6/17/2026)

    For Sale G5113739 - 13392 PEACEFUL MELODY DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3076
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,352 (change assumption)
    Mortgage ($4,192) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    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.