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Winter Garden Single Family Homes For Sale - 711 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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  • 231 DOE RUN DR, WINTER GARDEN, FL 34787

    $500,00019 Days on yellowkey   MLS ID: O6412284

    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: $3,063 (change assumption)
    Mortgage ($2,740) + Fees ($57) + Taxes in 2025 ($267)


    Taxes:$3,202

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787

    $755,000163 Days on yellowkey   MLS ID: O6371378

    REDUCED by $4,990 (0.7%) on 06/01/2026

    For Sale O6371378 - 13722 FOX GLOVE ST, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3082
       Built: 2004
    Monthly Fee: $247
       Tax: $10,614 (2024)
    Community: Stoneybrook West Ut 04 48 48
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,268 (change assumption)
    Mortgage ($4,137) + Fees ($247) + Taxes in 2024 ($885)


    Taxes:$10,614

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $535,000115 Days on yellowkey   MLS ID: O6384246

    REDUCED by $25,000 (4.5%) on 06/10/2026

    For Sale O6384246 - 10043 SEQUEL ALY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 2018
    Monthly Fee: $100
       Tax: $8,237 (2024)
    Community: Storey Grove Ph 1B-2
    Single Family


    Estimated Monthly Payment: $3,718 (change assumption)
    Mortgage ($2,931) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15419 UGLIS ALY, WINTER GARDEN, FL 34787

    $555,00049 Days on yellowkey   MLS ID: O6403047

    REDUCED by $10,000 (1.8%) on 06/12/2026

    For Sale O6403047 - 15419 UGLIS ALY, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2270
       Built: 2018
    Monthly Fee: $60
       Tax: $8,121 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $3,778 (change assumption)
    Mortgage ($3,041) + Fees ($60) + Taxes in 2025 ($677)


    Taxes:$8,121

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787

    $610,00021 Days on yellowkey   MLS ID: O6411495

    REDUCED by $20,000 (3.2%) on 06/12/2026

    For Sale O6411495 - 16186 HONEY HARVEST ST, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2445
       Built: 2025
    Monthly Fee: $229
       Tax: $1,614 (2025)
    Community: Harvest/Ovation Ph 2
    Single Family


    Estimated Monthly Payment: $3,706 (change assumption)
    Mortgage ($3,342) + Fees ($229) + Taxes in 2025 ($134)


    Taxes:$1,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 729 MEADOW GLADE DR, WINTER GARDEN, FL 34787

    $515,00035 Days on yellowkey   MLS ID: O6407943

    REDUCED by $14,000 (2.6%) on 06/16/2026

    For Sale O6407943 - 729 MEADOW GLADE DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2011
    Monthly Fee: $72
       Tax: $3,138 (2025)
    Community: Covington Park A B D E F G & J
    Single Family


    Estimated Monthly Payment: $3,155 (change assumption)
    Mortgage ($2,822) + Fees ($72) + Taxes in 2025 ($262)


    Taxes:$3,138

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787

    $691,990141 Days on yellowkey   MLS ID: S5142710

    INCREASED by $2,000 (0.3%) on 06/16/2026

    For Sale S5142710 - 15026 SUMMER HARVEST ST, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2908
       Built: 2024
    Monthly Fee: $202
       Tax: $9,669 (2025)
    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,799 (change assumption)
    Mortgage ($3,792) + Fees ($202) + Taxes in 2025 ($806)


    Taxes:$9,669

    Elementary School: Whispering Oak Elem

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $650,00056 Days on yellowkey   MLS ID: O6401397

    REDUCED by $19,000 (2.8%) on 05/14/2026

    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: $4,447 (change assumption)
    Mortgage ($3,562) + 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


  • 13822 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,000,00020 Days on yellowkey   MLS ID: O6411926

    For Sale O6411926 - 13822 JOMATT LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2016
    Monthly Fee: $75
       Tax: $12,039 (2025)
    Community: Cypress Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,558 (change assumption)
    Mortgage ($5,479) + Fees ($75) + Taxes in 2025 ($1,003)


    Taxes:$12,039

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787

    $639,00020 Days on yellowkey   MLS ID: O6411387

    For Sale O6411387 - 8266 PURPLE SANDPIPER AVE, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2018
    Monthly Fee: $252
       Tax: $5,852 (2025)
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $4,241 (change assumption)
    Mortgage ($3,501) + Fees ($252) + Taxes in 2025 ($488)


    Taxes:$5,852

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787

    $700,00018 Days on yellowkey   MLS ID: O6412179

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale O6412179 - 5973 CYPRESS HILL RD, WINTER GARDEN, FL 34787 44 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3532
       Built: 2017
    Monthly Fee: $195
       Tax: $9,630 (2025)
    Community: Independnece
    Single Family


    Estimated Monthly Payment: $4,833 (change assumption)
    Mortgage ($3,836) + Fees ($195) + Taxes in 2025 ($803)


    Taxes:$9,630

    Elementary School: Independence Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $579,99966 Days on yellowkey   MLS ID: O6398754

    REDUCED by $37,501 (6.1%) on 06/16/2026

    For Sale O6398754 - 14788 FIELD DAISY DR, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,407 (change assumption)
    Mortgage ($3,178) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8289 TOPSAIL PL, WINTER GARDEN, FL 34787

    $890,00015 Days on yellowkey   MLS ID: S5151179

    REDUCED by $30,000 (3.3%) on 06/16/2026

    For Sale S5151179 - 8289 TOPSAIL PL, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2755
       Built: 2020
    Monthly Fee: $350
       Tax: $11,564 (2024)
    Community: Lakeshore Preserve Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,190 (change assumption)
    Mortgage ($4,877) + Fees ($350) + Taxes in 2024 ($964)


    Taxes:$11,564

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15149 CANOE PL, WINTER GARDEN, FL 34787

    $798,89216 Days on yellowkey   MLS ID: O6412776

    REDUCED by $108 (0.0%) on 06/16/2026

    For Sale O6412776 - 15149 CANOE PL, WINTER GARDEN, FL 34787 65 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3081
       Built: 2019
    Monthly Fee: $385
       Tax: $9,388 (2025)
    Community: Lakeshore Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,545 (change assumption)
    Mortgage ($4,377) + Fees ($385) + Taxes in 2025 ($782)


    Taxes:$9,388

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7841 ICELAND GULL ST, WINTER GARDEN, FL 34787

    $730,00015 Days on yellowkey   MLS ID: O6413079

    REDUCED by $15,000 (2.0%) on 06/14/2026

    For Sale O6413079 - 7841 ICELAND GULL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2765
       Built: 2013
    Monthly Fee: $252
       Tax: $4,898 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $4,660 (change assumption)
    Mortgage ($4,000) + Fees ($252) + Taxes in 2025 ($408)


    Taxes:$4,898

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 113 W DIVISION ST, WINTER GARDEN, FL 34787

    $525,99051 Days on yellowkey   MLS ID: S5148787

    REDUCED by $13,910 (2.6%) on 06/16/2026

    For Sale S5148787 - 113 W DIVISION ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1487
       Built: 1951   Tax: $4,920 (2025)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,882) + Taxes in 2025 ($410)


    Taxes:$4,920

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13780 FRESH IVY ST, WINTER GARDEN, FL 34787

    $865,00043 Days on yellowkey   MLS ID: O6403387

    REDUCED by $30,000 (3.4%) on 06/06/2026

    For Sale O6403387 - 13780 FRESH IVY ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2862
       Built: 2025
    Monthly Fee: $642
       Tax: $2,578 (2025)
    Community: Del Webb Oasis Ph 3
    Single Family


    Estimated Monthly Payment: $5,596 (change assumption)
    Mortgage ($4,740) + Fees ($642) + Taxes in 2025 ($215)


    Taxes:$2,578

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787

    $556,00093 Days on yellowkey   MLS ID: O6381166

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale O6381166 - 503 FIRST CAPE CORAL DR, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2006
    Monthly Fee: $123
       Tax: $3,974 (2024)
    Community: Black Lake Park Ph 01
    Single Family


    Estimated Monthly Payment: $3,501 (change assumption)
    Mortgage ($3,046) + Fees ($123) + Taxes in 2024 ($331)


    Taxes:$3,974

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787

    $764,99080 Days on yellowkey   MLS ID: O6394850

    REDUCED by $5,000 (0.6%) on 06/16/2026

    For Sale O6394850 - 12390 CLEAR SAPPHIRE, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2552
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,288 (change assumption)
    Mortgage ($4,192) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787

    $919,99015 Days on yellowkey   MLS ID: O6413409

    REDUCED by $5,000 (0.5%) on 06/16/2026

    For Sale O6413409 - 12547 GOLD HONEYSUCKLE ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3291
       Built: 2026
    Monthly Fee: $96
       Tax: $13,460 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $6,259 (change assumption)
    Mortgage ($5,041) + Fees ($96) + Taxes in 2026 ($1,122)


    Taxes:$13,460

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    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.