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 Homes For Sale & Real Estate - 799 homes

Winter Garden homes for sale are located in Orange County, Florida. Find homes in Winter Garden for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden houses.

Location: Winter Garden

Sort:
  • 18029 CIDER MILL LN, WINTER GARDEN, FL 34787

    $724,99085 Days on yellowkey   MLS ID: O6382363

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

    REDUCED by $6,876 (0.9%) on 04/22/2026

    For Sale O6382363 - 18029 CIDER MILL LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,388 (change assumption)
    Mortgage ($3,972) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $525,00014 Days on yellowkey   MLS ID: O6400695

    For Sale O6400695 - 9354 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2079
       Built: 2017
    Monthly Fee: $164
       Tax: $4,974 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $3,455 (change assumption)
    Mortgage ($2,877) + Fees ($164) + Taxes in 2025 ($415)


    Taxes:$4,974

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787

    $1,274,500299 Days on yellowkey   MLS ID: O6326819

    REDUCED by $25,000 (1.9%) on 04/01/2026

    For Sale O6326819 - 10291 ATWATER BAY DR, WINTER GARDEN, FL 34787 63 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2019
    Monthly Fee: $250
       Tax: $15,141 (2024)
    Community: Waterleigh Ph 2B
    Single Family


    Estimated Monthly Payment: $8,495 (change assumption)
    Mortgage ($6,983) + Fees ($250) + Taxes in 2024 ($1,262)


    Taxes:$15,141

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15419 UGLIS ALY, WINTER GARDEN, FL 34787

    $595,0009 Days on yellowkey   MLS ID: O6403047

    For Sale O6403047 - 15419 UGLIS ALY, WINTER GARDEN, FL 34787 51 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: $3,997 (change assumption)
    Mortgage ($3,260) + 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


  • 407 DOUGLAS WAY #66, WINTER GARDEN, FL 34787

    $205,0009 Days on yellowkey   MLS ID: G5111695

    For Sale G5111695 - 407 DOUGLAS WAY #66, WINTER GARDEN, FL 34787 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 930
       Built: 1988
    Monthly Fee: $424
       Tax: $2,482 (2025)
    Community: Townhomes Winter Garden
    Condo


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,123) + Fees ($424) + Taxes in 2025 ($207)


    Taxes:$2,482

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12790 BRODLOVE LN, WINTER GARDEN, FL 34787

    $574,9009 Days on yellowkey   MLS ID: O6403539

    For Sale O6403539 - 12790 BRODLOVE LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,775 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,150) + Fees ($225) + Taxes in 2025 ($731)


    Taxes:$8,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 650 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,152,1909 Days on yellowkey   MLS ID: O6403543

    For Sale O6403543 - 650 MEDORA WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2902
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,551 (change assumption)
    Mortgage ($6,313) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 642 MEDORA WAY, WINTER GARDEN, FL 34787

    $1,140,1509 Days on yellowkey   MLS ID: O6403542

    For Sale O6403542 - 642 MEDORA WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3109
       Built: 2026
    Monthly Fee: $155
       Tax: $993 (2025)
    Community: Lakeview Village Estates
    Single Family


    Estimated Monthly Payment: $6,485 (change assumption)
    Mortgage ($6,247) + Fees ($155) + Taxes in 2025 ($83)


    Taxes:$993

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $745,13014 Days on yellowkey   MLS ID: G5111538

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale G5111538 - 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($4,083) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $749,36015 Days on yellowkey   MLS ID: G5111523

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale G5111523 - 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($4,106) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8012 BLUEJACK OAK DR, WINTER GARDEN, FL 34787

    $549,00017 Days on yellowkey   MLS ID: FC317938

    For Sale FC317938 - 8012 BLUEJACK OAK DR, WINTER GARDEN, FL 34787 78 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2222
       Built: 2018
    Monthly Fee: $315
       Tax: $8,103 (2025)
    Community: Summerlake Pd Ph 2C 2D 2E
    Townhouse


    Estimated Monthly Payment: $3,998 (change assumption)
    Mortgage ($3,008) + Fees ($315) + Taxes in 2025 ($675)


    Taxes:$8,103

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 3430 TURNINGWIND LN, WINTER GARDEN, FL 34787

    $825,00016 Days on yellowkey   MLS ID: G5111151

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale G5111151 - 3430 TURNINGWIND LN, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3358
       Built: 2002
    Monthly Fee: $115
       Tax: $6,001 (2024)
    Community: Windward Cay 48 125
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,135 (change assumption)
    Mortgage ($4,520) + Fees ($115) + Taxes in 2024 ($500)


    Taxes:$6,001

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $778,53121 Days on yellowkey   MLS ID: G5111211

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale G5111211 - 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,426 (change assumption)
    Mortgage ($4,266) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $784,49053 Days on yellowkey   MLS ID: G5109744

    0 Days Off yellowkey (back on 3/17/2026)

    For Sale G5109744 - 17416 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,448 (change assumption)
    Mortgage ($4,298) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $599,000117 Days on yellowkey   MLS ID: O6367311

    For Sale O6367311 - 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2024
    Monthly Fee: $96
       Tax: $2,239 (2024)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $619,990172 Days on yellowkey   MLS ID: O6361583

    1 Days Off yellowkey (back on 4/15/2026)

    For Sale O6361583 - 11864 SHINE VIEW LN, WINTER GARDEN, FL 34787 18 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2489
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,753 (change assumption)
    Mortgage ($3,397) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15825 GEM VIEW ST, WINTER GARDEN, FL 34787

    $397,580178 Days on yellowkey   MLS ID: O6360246

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

    For Sale O6360246 - 15825 GEM VIEW ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1579
       Built: 2026
    Monthly Fee: $596
       Tax: $1,614 (2025)
    Community: Del Webb Oasis
    Spa: No

    Villa


    Estimated Monthly Payment: $2,909 (change assumption)
    Mortgage ($2,178) + Fees ($596) + Taxes in 2025 ($134)


    Taxes:$1,614

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13158 BOUNTY AVE, WINTER GARDEN, FL 34787

    $395,000274 Days on yellowkey   MLS ID: O6334532

    For Sale O6334532 - 13158 BOUNTY AVE, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1567
       Built: 2022
    Monthly Fee: $257
       Tax: $6,198 (2024)
    Community: Waterleigh
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,938 (change assumption)
    Mortgage ($2,164) + Fees ($257) + Taxes in 2024 ($516)


    Taxes:$6,198

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787

    $748,000401 Days on yellowkey   MLS ID: O6280496

    For Sale O6280496 - 18339 OLIVER TWIST WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2931
       Built: 2023
    Monthly Fee: $250
       Tax: $9,777 (2024)
    Community: Waterleigh Ph 4B & 4C
    Single Family


    Estimated Monthly Payment: $5,163 (change assumption)
    Mortgage ($4,099) + Fees ($250) + Taxes in 2024 ($815)


    Taxes:$9,777

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16197 WIND VIEW LN, WINTER GARDEN, FL 34787

    $527,00030 Days on yellowkey   MLS ID: O6397229

    REDUCED by $8,000 (1.5%) on 05/01/2026

    For Sale O6397229 - 16197 WIND VIEW LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2016
    Monthly Fee: $332
       Tax: $7,677 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,859 (change assumption)
    Mortgage ($2,888) + Fees ($332) + Taxes in 2025 ($640)


    Taxes:$7,677

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




Why Bother Searching Elsewhere for Winter Garden Homes for Sale and Other Real Estate?

Winter Garden home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden Real Estate. 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 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.