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Winter Garden Single Family Homes For Sale - 628 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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  • 15196 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787

    $1,155,00017 Days on yellowkey   MLS ID: O6397637

    0 Days Off yellowkey (back on 5/14/2026)

    For Sale O6397637 - 15196 LAKE CLAIRE OVERLOOK DR, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3505
       Built: 2017
    Monthly Fee: $235
       Tax: $7,580 (2025)
    Community: Hickory Hammock
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,195 (change assumption)
    Mortgage ($6,329) + Fees ($235) + Taxes in 2025 ($632)


    Taxes:$7,580

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13837 LANYARD WAY, WINTER GARDEN, FL 34787

    $490,00067 Days on yellowkey   MLS ID: O6388993

    REDUCED by $5,000 (1.0%) on 04/22/2026

    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: $3,547 (change assumption)
    Mortgage ($2,685) + Fees ($225) + Taxes in 2024 ($637)


    Taxes:$7,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $495,0008 Days on yellowkey   MLS ID: O6405710

    For Sale O6405710 - 9231 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2060
       Built: 2017
    Monthly Fee: $154
       Tax: $6,732 (2025)
    Community: Lakeside
    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($2,712) + Fees ($154) + Taxes in 2025 ($561)


    Taxes:$6,732

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12362 BRACCO ST, WINTER GARDEN, FL 34787

    $515,00014 Days on yellowkey   MLS ID: O6404125

    For Sale O6404125 - 12362 BRACCO ST, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2094
       Built: 2023
    Monthly Fee: $105
       Tax: $8,231 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,613 (change assumption)
    Mortgage ($2,822) + Fees ($105) + Taxes in 2025 ($686)


    Taxes:$8,231

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787

    $875,00023 Days on yellowkey   MLS ID: O6393138

    For Sale O6393138 - 12513 SCARLETT SAGE CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3570
       Built: 2001
    Monthly Fee: $104
       Tax: $9,264 (2025)
    Community: Cambridge Crossing Ph 01A 45/21
    Single Family


    Estimated Monthly Payment: $5,670 (change assumption)
    Mortgage ($4,794) + Fees ($104) + Taxes in 2025 ($772)


    Taxes:$9,264

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $557,1234 Days on yellowkey   MLS ID: G5112227

    For Sale G5112227 - 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,203 (change assumption)
    Mortgage ($3,053) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15130 TEA TREE DR, WINTER GARDEN, FL 34787

    $926,5824 Days on yellowkey   MLS ID: G5112226

    For Sale G5112226 - 15130 TEA TREE DR, WINTER GARDEN, FL 34787 4 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $150
       Tax: $18,489 (2025)
    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $6,768 (change assumption)
    Mortgage ($5,077) + Fees ($150) + Taxes in 2025 ($1,541)


    Taxes:$18,489

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 5978 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $681,2404 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


  • 9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787

    $468,150104 Days on yellowkey   MLS ID: S5142815

    REDUCED by $1,850 (0.4%) on 05/14/2026

    For Sale S5142815 - 9456 KOMIKA LN W #1, WINTER GARDEN, FL 34787 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1705
       Built: 2020
    Monthly Fee: $262
       Tax: $5,902 (2025)
    Community: Waterleigh Phase 3A
    Single Family


    Estimated Monthly Payment: $3,319 (change assumption)
    Mortgage ($2,565) + Fees ($262) + Taxes in 2025 ($492)


    Taxes:$5,902

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $759,00033 Days on yellowkey   MLS ID: S5147252

    REDUCED by $40,000 (5.0%) on 05/06/2026

    For Sale S5147252 - 10224 ATWATER BAY DR, WINTER GARDEN, FL 34787 34 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3227
       Built: 2018
    Monthly Fee: $245
       Tax: $7,456 (2025)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $5,025 (change assumption)
    Mortgage ($4,159) + Fees ($245) + Taxes in 2025 ($621)


    Taxes:$7,456

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $560,00081 Days on yellowkey   MLS ID: O6384246

    REDUCED by $9,000 (1.6%) on 05/05/2026

    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: $3,855 (change assumption)
    Mortgage ($3,068) + Fees ($100) + Taxes in 2024 ($686)


    Taxes:$8,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15401 PORTER RD, WINTER GARDEN, FL 34787

    $549,900136 Days on yellowkey   MLS ID: S5140743

    For Sale S5140743 - 15401 PORTER RD, WINTER GARDEN, FL 34787 50 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: $3,944 (change assumption)
    Mortgage ($3,013) + 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


  • 17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $539,90016 Days on yellowkey   MLS ID: G5111718

    For Sale G5111718 - 17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2019
    Monthly Fee: $215
       Tax: $7,499 (2025)
    Community: Waterside/Johns Lk-Ph 2A
    Single Family


    Estimated Monthly Payment: $3,798 (change assumption)
    Mortgage ($2,958) + Fees ($215) + Taxes in 2025 ($625)


    Taxes:$7,499

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14005 ALDFORD DR, WINTER GARDEN, FL 34787

    $650,00022 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


  • 7808 WINTER WREN ST, WINTER GARDEN, FL 34787

    $588,00022 Days on yellowkey   MLS ID: O6400269

    REDUCED by $10,000 (1.7%) on 05/13/2026

    For Sale O6400269 - 7808 WINTER WREN ST, WINTER GARDEN, FL 34787 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2015
    Monthly Fee: $252
       Tax: $8,119 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($3,222) + Fees ($252) + Taxes in 2025 ($677)


    Taxes:$8,119

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,625,000148 Days on yellowkey   MLS ID: O6367956

    REDUCED by $74,000 (4.4%) on 05/14/2026

    For Sale O6367956 - 15606 SHOREBIRD LN, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4300
       Built: 2020
    Monthly Fee: $360
       Tax: $21,186 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,029 (change assumption)
    Mortgage ($8,904) + Fees ($360) + Taxes in 2025 ($1,766)


    Taxes:$21,186

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787

    $840,000239 Days on yellowkey   MLS ID: O6345400

    REDUCED by $10,000 (1.2%) on 04/21/2026

    For Sale O6345400 - 8124 RED CROSSBILL ST, WINTER GARDEN, FL 34787 67 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3708
       Built: 2013
    Monthly Fee: $246
       Tax: $7,515 (2024)
    Community: Summerlake Pd Ph 1A
    Single Family


    Estimated Monthly Payment: $5,475 (change assumption)
    Mortgage ($4,603) + Fees ($246) + Taxes in 2024 ($626)


    Taxes:$7,515

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1005 CHASE DR, WINTER GARDEN, FL 34787

    $629,000161 Days on yellowkey   MLS ID: A4674195

    REDUCED by $10,000 (1.6%) on 05/07/2026

    For Sale A4674195 - 1005 CHASE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2319
       Built: 2005
    Monthly Fee: $68
       Tax: $7,086 (2024)
    Community: Island Pointe Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,105 (change assumption)
    Mortgage ($3,446) + Fees ($68) + Taxes in 2024 ($591)


    Taxes:$7,086

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3276 SAILING PIER AVE, WINTER GARDEN, FL 34787

    $525,00023 Days on yellowkey   MLS ID: O6401195

    1 Days Off yellowkey (back on 5/14/2026)

    For Sale O6401195 - 3276 SAILING PIER AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1990
       Built: 2020
    Monthly Fee: $152
       Tax: $7,081 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $3,619 (change assumption)
    Mortgage ($2,877) + Fees ($152) + Taxes in 2025 ($590)


    Taxes:$7,081

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 16760 HARPER COVE DR, WINTER GARDEN, FL 34787

    $700,00016 Days on yellowkey   MLS ID: O6403109

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6403109 - 16760 HARPER COVE DR, WINTER GARDEN, FL 34787 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2909
       Built: 2019
    Monthly Fee: $255
       Tax: $3,627 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $4,393 (change assumption)
    Mortgage ($3,836) + Fees ($255) + Taxes in 2025 ($302)


    Taxes:$3,627

    Elementary School: None

    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.