REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Winter Garden Single Family Homes For Sale - 609 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

Sort:
  • 3167 WINESAP WAY, WINTER GARDEN, FL 34787

    $575,00021 Days on yellowkey   MLS ID: O6400764

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale O6400764 - 3167 WINESAP WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2115
       Built: 2016
    Monthly Fee: $190
       Tax: $5,408 (2025)
    Community: Orchard Pk/Stillwater Xing
    Single Family


    Estimated Monthly Payment: $3,791 (change assumption)
    Mortgage ($3,151) + Fees ($190) + Taxes in 2025 ($451)


    Taxes:$5,408

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,105,00097 Days on yellowkey   MLS ID: O6379346

    REDUCED by $10,000 (0.9%) on 05/06/2026

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 72 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: $7,212 (change assumption)
    Mortgage ($6,055) + 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


  • 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787

    $520,00064 Days on yellowkey   MLS ID: O6388013

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale O6388013 - 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2545
       Built: 2002
    Monthly Fee: $44
       Tax: $6,455 (2024)
    Community: Fullers Crossing Ph 02 49 31
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,431 (change assumption)
    Mortgage ($2,849) + Fees ($44) + Taxes in 2024 ($538)


    Taxes:$6,455

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787

    $820,00047 Days on yellowkey   MLS ID: O6393190

    REDUCED by $3,900 (0.5%) on 05/01/2026

    For Sale O6393190 - 15162 SPINNAKER COVE LN, WINTER GARDEN, FL 34787 82 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3902
       Built: 2005
    Monthly Fee: $243
       Tax: $7,653 (2025)
    Community: Stoneybrook West
    Single Family


    Estimated Monthly Payment: $5,374 (change assumption)
    Mortgage ($4,493) + Fees ($243) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 15828 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $900,00029 Days on yellowkey   MLS ID: O6398059

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale O6398059 - 15828 SHOREBIRD LN, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3058
       Built: 2020
    Monthly Fee: $360
       Tax: $11,042 (2025)
    Community: Lakeshore Preserve Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,212 (change assumption)
    Mortgage ($4,931) + Fees ($360) + Taxes in 2025 ($920)


    Taxes:$11,042

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 398 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $1,498,4408 Days on yellowkey   MLS ID: O6405194

    For Sale O6405194 - 398 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4442
       Built: 2024
    Monthly Fee: $240
       Tax: $14,707 (2025)
    Community: Winter Grove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,676 (change assumption)
    Mortgage ($8,210) + Fees ($240) + Taxes in 2025 ($1,226)


    Taxes:$14,707

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 403 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787

    $999,9618 Days on yellowkey   MLS ID: O6405130

    For Sale O6405130 - 403 WINTER GROVE BOULEVARD, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2681
       Built: 2024
    Monthly Fee: $240
       Tax: $9,118 (2025)
    Community: Winter Grove
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,479 (change assumption)
    Mortgage ($5,479) + Fees ($240) + Taxes in 2025 ($760)


    Taxes:$9,118

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $909,4668 Days on yellowkey   MLS ID: O6405091

    For Sale O6405091 - 11283 HOLLOW BAY DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3225
       Built: 2025
    Monthly Fee: $199
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,348 (change assumption)
    Mortgage ($4,983) + Fees ($199) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $995,0008 Days on yellowkey   MLS ID: O6404827

    For Sale O6404827 - 5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3461
       Built: 2023
    Monthly Fee: $168
       Tax: $12,730 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $6,681 (change assumption)
    Mortgage ($5,452) + Fees ($168) + Taxes in 2025 ($1,061)


    Taxes:$12,730

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787

    $769,00048 Days on yellowkey   MLS ID: O6393857

    1 Days Off yellowkey (back on 5/4/2026)

    REDUCED by $5,000 (0.6%) on 04/24/2026

    For Sale O6393857 - 17326 BAL HARBOUR DR, WINTER GARDEN, FL 34787 81 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3196
       Built: 2018
    Monthly Fee: $215
       Tax: $11,210 (2025)
    Community: Waterside/Johns Lk-Ph 2B
    Single Family


    Estimated Monthly Payment: $5,363 (change assumption)
    Mortgage ($4,214) + Fees ($215) + Taxes in 2025 ($934)


    Taxes:$11,210

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15613 PORTER RD, WINTER GARDEN, FL 34787

    $575,00015 Days on yellowkey   MLS ID: O6397283

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

    For Sale O6397283 - 15613 PORTER RD, WINTER GARDEN, FL 34787 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2089
       Built: 2015
    Monthly Fee: $252
       Tax: $8,171 (2025)
    Community: Summerlake Ph 2C 2D 2E
    Single Family


    Estimated Monthly Payment: $4,084 (change assumption)
    Mortgage ($3,151) + Fees ($252) + Taxes in 2025 ($681)


    Taxes:$8,171

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787

    $579,90028 Days on yellowkey   MLS ID: O6396640

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

    For Sale O6396640 - 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2013
    Monthly Fee: $128
       Tax: $6,746 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $3,868 (change assumption)
    Mortgage ($3,177) + Fees ($128) + Taxes in 2025 ($562)


    Taxes:$6,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787

    $750,00033 Days on yellowkey   MLS ID: O6397917

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

    For Sale O6397917 - 9256 GRAND ISLAND WAY, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2507
       Built: 2017
    Monthly Fee: $164
       Tax: $6,475 (2025)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $4,813 (change assumption)
    Mortgage ($4,109) + Fees ($164) + Taxes in 2025 ($540)


    Taxes:$6,475

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $1,190,0009 Days on yellowkey   MLS ID: O6403198

    For Sale O6403198 - 12241 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3693
       Built: 2021
    Monthly Fee: $225
       Tax: $12,882 (2025)
    Community: Encore/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $7,819 (change assumption)
    Mortgage ($6,520) + Fees ($225) + Taxes in 2025 ($1,074)


    Taxes:$12,882

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787

    $975,000135 Days on yellowkey   MLS ID: O6369788

    REDUCED by $25,000 (2.5%) on 05/05/2026

    For Sale O6369788 - 5074 BREEZY ACRES ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 7   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4720
       Built: 2021
    Monthly Fee: $115
       Tax: $11,152 (2023)
    Community: Wincey Groves
    Single Family


    Estimated Monthly Payment: $6,387 (change assumption)
    Mortgage ($5,342) + Fees ($115) + Taxes in 2023 ($929)


    Taxes:$11,152

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Hamlin Middle


  • 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787

    $765,000131 Days on yellowkey   MLS ID: O6370025

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

    For Sale O6370025 - 2015 SANDY GARDEN LN, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3871
       Built: 2015
    Monthly Fee: $113
       Tax: $10,989 (2025)
    Community: Reserve At Carriage Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,220 (change assumption)
    Mortgage ($4,192) + Fees ($113) + Taxes in 2025 ($916)


    Taxes:$10,989

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1836 WINGED ELM PL, WINTER GARDEN, FL 34787

    $435,00059 Days on yellowkey   MLS ID: O6390771

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

    REDUCED by $4,000 (0.9%) on 04/30/2026

    For Sale O6390771 - 1836 WINGED ELM PL, WINTER GARDEN, FL 34787 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2005
    Monthly Fee: $55
       Tax: $6,075 (2025)
    Community: Winter Garden Trls 01-3
    Single Family


    Estimated Monthly Payment: $2,945 (change assumption)
    Mortgage ($2,384) + Fees ($55) + Taxes in 2025 ($506)


    Taxes:$6,075

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8807 SONOMA COAST, WINTER GARDEN, FL 34787

    $799,90062 Days on yellowkey   MLS ID: O6388886

    REDUCED by $19,100 (2.3%) on 04/24/2026

    For Sale O6388886 - 8807 SONOMA COAST, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2840
       Built: 2022
    Monthly Fee: $261
       Tax: $9,520 (2025)
    Community: Waterleigh Ph 3B 3C & 3D
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,437 (change assumption)
    Mortgage ($4,383) + Fees ($261) + Taxes in 2025 ($793)


    Taxes:$9,520

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 10043 SEQUEL ALY, WINTER GARDEN, FL 34787

    $560,00079 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


  • 16229 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $479,00013 Days on yellowkey   MLS ID: O6403777

    For Sale O6403777 - 16229 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1685
       Built: 2018   Tax: $7,243 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($2,625) + Taxes in 2025 ($604)


    Taxes:$7,243

    Elementary School: None

    High School: None

    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.