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Winter Garden Single Family Homes For Sale - 534 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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  • 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787

    $564,990129 Days on yellowkey   MLS ID: O6367156

    REDUCED by $5,960 (1.0%) on 04/08/2026

    For Sale O6367156 - 16821 HOBE SOUND CT, WINTER GARDEN, FL 34787 7 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: $3,452 (change assumption)
    Mortgage ($3,096) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787

    $644,90075 Days on yellowkey   MLS ID: O6379203

    For Sale O6379203 - 12731 GROVEHURST AVE, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3474
       Built: 2006
    Monthly Fee: $111
       Tax: $8,378 (2025)
    Community: Grovehurst A-D
    Single Family


    Estimated Monthly Payment: $4,343 (change assumption)
    Mortgage ($3,534) + Fees ($111) + Taxes in 2025 ($698)


    Taxes:$8,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 18185 CIDER MILL LN, WINTER GARDEN, FL 34787

    $464,99040 Days on yellowkey   MLS ID: O6389891

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6389891 - 18185 CIDER MILL LN, WINTER GARDEN, FL 34787 15 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1817
       Built: 2025
    Monthly Fee: $204
       Tax: $1,424 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,870 (change assumption)
    Mortgage ($2,548) + Fees ($204) + Taxes in 2025 ($119)


    Taxes:$1,424

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14645 SCOTT KEY DR, WINTER GARDEN, FL 34787

    $890,00094 Days on yellowkey   MLS ID: G5106818

    For Sale G5106818 - 14645 SCOTT KEY DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3427
       Built: 2016   Tax: $10,465 (2024)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $5,749 (change assumption)
    Mortgage ($4,877) + Taxes in 2024 ($872)


    Taxes:$10,465

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787

    $480,000159 Days on yellowkey   MLS ID: O6359877

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale O6359877 - 14342 BREDA CENTER LOOP, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1796
       Built: 2017
    Monthly Fee: $192
       Tax: $4,046 (2024)
    Community: Lake Hancock Preserve
    Single Family


    Estimated Monthly Payment: $3,159 (change assumption)
    Mortgage ($2,630) + Fees ($192) + Taxes in 2024 ($337)


    Taxes:$4,046

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13169 CALMING BREEZE WAY, WINTER GARDEN, FL 34787

    $545,990118 Days on yellowkey   MLS ID: G5105866

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale G5105866 - 13169 CALMING BREEZE WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $415 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,186 (change assumption)
    Mortgage ($2,992) + Fees ($160) + Taxes in 2025 ($35)


    Taxes:$415

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 18219 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $599,000137 Days on yellowkey   MLS ID: O6365155

    0 Days Off yellowkey (back on 2/27/2026)

    For Sale O6365155 - 18219 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2683
       Built: 2021
    Monthly Fee: $200
       Tax: $9,012 (2024)
    Community: Storey Grove Ph 3
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($3,282) + Fees ($200) + Taxes in 2024 ($751)


    Taxes:$9,012

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $550,00034 Days on yellowkey   MLS ID: O6391435

    For Sale O6391435 - 14736 FIELD DAISY DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2149
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,243 (change assumption)
    Mortgage ($3,014) + 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


  • 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787

    $536,000305 Days on yellowkey   MLS ID: O6318887

    For Sale O6318887 - 5963 GLORY BOWER DR, WINTER GARDEN, FL 34787 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2020
    Monthly Fee: $87
       Tax: $5,092 (2024)
    Community: Hamilton Gardens Ph 2A & 2B
    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($2,937) + Fees ($87) + Taxes in 2024 ($424)


    Taxes:$5,092

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787

    $529,00025 Days on yellowkey   MLS ID: O6394112

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6394112 - 4878 CORAL BEAN ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2024
    Monthly Fee: $165
       Tax: $8,244 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $3,751 (change assumption)
    Mortgage ($2,899) + Fees ($165) + Taxes in 2025 ($687)


    Taxes:$8,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000220 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $558,000111 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 59 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2455
       Built: 2015
    Monthly Fee: $242
       Tax: $8,271 (2024)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,989 (change assumption)
    Mortgage ($3,057) + Fees ($242) + Taxes in 2024 ($689)


    Taxes:$8,271

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 16125 AZURE KEY ST, WINTER GARDEN, FL 34787

    $480,000137 Days on yellowkey   MLS ID: O6364171

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale O6364171 - 16125 AZURE KEY ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2018
    Monthly Fee: $245
       Tax: $6,415 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $3,410 (change assumption)
    Mortgage ($2,630) + Fees ($245) + Taxes in 2024 ($535)


    Taxes:$6,415

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,300,00017 Days on yellowkey   MLS ID: O6395612

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $8,294 (change assumption)
    Mortgage ($7,123) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15372 GILLIGAN CT, WINTER GARDEN, FL 34787

    $870,000126 Days on yellowkey   MLS ID: O6367059

    3 Days Off yellowkey (back on 4/7/2026)

    For Sale O6367059 - 15372 GILLIGAN CT, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2781
       Built: 2020
    Monthly Fee: $102
       Tax: $8,004 (2023)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $5,536 (change assumption)
    Mortgage ($4,767) + Fees ($102) + Taxes in 2023 ($667)


    Taxes:$8,004

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 15060 BRODIE LN, WINTER GARDEN, FL 34787

    $925,000395 Days on yellowkey   MLS ID: O6292102

    3 Days Off yellowkey (back on 2/23/2026)

    For Sale O6292102 - 15060 BRODIE LN, WINTER GARDEN, FL 34787 79 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3256
       Built: 2024
    Monthly Fee: $110
       Tax: $2,642 (2024)
    Community: Westhaven/Ovation
    Single Family


    Estimated Monthly Payment: $5,399 (change assumption)
    Mortgage ($5,068) + Fees ($110) + Taxes in 2024 ($220)


    Taxes:$2,642

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $585,00095 Days on yellowkey   MLS ID: O6373125

    For Sale O6373125 - 16098 MANGROVE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $5,612 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,930 (change assumption)
    Mortgage ($3,205) + Fees ($257) + Taxes in 2025 ($468)


    Taxes:$5,612

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787

    $594,00071 Days on yellowkey   MLS ID: S5143009

    For Sale S5143009 - 15043 PIGEON PLUM LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2695
       Built: 2016
    Monthly Fee: $241
       Tax: $8,470 (2024)
    Community: Summerlake Pd Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,202 (change assumption)
    Mortgage ($3,255) + Fees ($241) + Taxes in 2024 ($706)


    Taxes:$8,470

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 173 DONNER DR, WINTER GARDEN, FL 34787

    $605,000198 Days on yellowkey   MLS ID: O6344303

    1 Days Off yellowkey (back on 3/12/2026)

    For Sale O6344303 - 173 DONNER DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3439
       Built: 2005
    Monthly Fee: $57
       Tax: $7,336 (2024)
    Community: Deerfield Place
    Single Family


    Estimated Monthly Payment: $3,983 (change assumption)
    Mortgage ($3,315) + Fees ($57) + Taxes in 2024 ($611)


    Taxes:$7,336

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 312 SILVERDALE AVE, WINTER GARDEN, FL 34787

    $559,90014 Days on yellowkey   MLS ID: O6396680

    For Sale O6396680 - 312 SILVERDALE AVE, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1950
       Built: 2007
    Monthly Fee: $72
       Tax: $2,473 (2025)
    Community: Covington Park A B D E F G & J
    Single Family


    Estimated Monthly Payment: $3,346 (change assumption)
    Mortgage ($3,068) + Fees ($72) + Taxes in 2025 ($206)


    Taxes:$2,473

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview 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.