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$2,380,000
12 Days On Site

1106 Winwood Drive
Lake Forest, IL 60045

For Sale|Single Family Residence|Active Under Contract
4
Beds
5
Full Baths
1
Partial Bath
5,893
SqFt
$404
/SqFt
1961
Built
County:
Lake
Listing Courtesy of MRED as distributed by MLS Grid of Jameson Sotheby's International Realty

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1106 Winwood Drive1106 Winwood Drive1106 Winwood Drive1106 Winwood Drive
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A home you cannot miss seeing! Ideally situated on a picturesque, tree-lined street, this stately home sits on a private 1.38-acre lot and has been completely reimagined-inside and out-by its current owners. Every inch of this exceptional residence has been thoughtfully transformed to blend timeless elegance with modern luxury. From the striking curb appeal to the beautifully redesigned open-concept layout, the home offers spacious, sun-drenched interiors and an effortless flow that's perfect for both everyday living and elegant entertaining. The main floor features a stunning primary suite adorned with exquisite stone finishes, a second bedroom, a private office/library, and a generous mudroom with laundry. At the heart of the home lies a fully renovated gourmet kitchen-complete with a secondary prep kitchen-seamlessly connected to a breathtaking family room with soaring ceilings and expansive views of the patios and landscaped backyard. A cozy, light-filled sunroom adds charm and warmth. Upstairs, a flexible loft area leads to two oversized en suite bedrooms, each designed for comfort and privacy. The fully finished lower level expands your living space with a spacious recreation room, an additional bedroom, an exercise room, a full bath, and abundant storage. Completing this exceptional property is a 4.5-car garage-offering ample space for vehicles, storage, and hobbies. Located just minutes from Lake Forest Open Lands, scenic bike trails, vibrant downtown Lake Forest, and top-rated LF schools, this home offers the perfect blend of luxury, location, and lifestyle.

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Listing Snapshot
Price 
$2,380,000
Days On Site 
12 Days
Bedrooms 
4
Inside Area (SqFt) 
5,893 sqft
Total Baths 
6
Full Baths 
5
Partial Baths 
1
Lot Size 
1.38 Acres
Year Built 
1961
MLS® Number 
12331054
Status 
Active Under Contract
Property Tax 
$24,449
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
5 days agoStatus changed to Active Under Contract
2 weeks agoListing first seen on site
General Features
Acres 
1.38
Direction Faces 
South
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
4.5
Parking 
AsphaltGarage Door OpenerGarageOn SiteAttached
Parking Spaces 
4.5
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
Style 
Colonial
Water Source 
Public
Interior Features
Appliances 
Double OvenRangeMicrowaveDishwasherBar FridgeWasherDryerDisposalWine RefrigeratorOvenRange Hood
Basement 
Sump PumpFinishedFull
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Family RoomLiving RoomWood BurningGas Log
Fireplaces 
2
Flooring 
Hardwood
Heating 
Natural GasForced AirZonedRadiant Floor
Interior 
Cathedral Ceiling(s)Wet BarIn-Law FloorplanBuilt-in FeaturesWalk-In Closet(s)BookcasesOpen FloorplanPantry
Laundry Features 
Main LevelSink
Spa 
Yes
Bedroom 2 
Dimensions - 15X12Level - Main
Bedroom 3 
Dimensions - 18X15Level - Second
Bedroom 4 
Dimensions - 16X15Level - Second
Bedroom 5 
Dimensions - 13X13Level - Basement
Dining Room 
Dimensions - 15X26Level - Main
Eating Area 
Dimensions - 26X12Level - Main
Exercise Room 
Dimensions - 13X11Level - Basement
Family Room 
Dimensions - 26X19Level - Main
Heated Sun Room 
Dimensions - 14X13Level - Main
Kitchen 
Dimensions - 26X11Level - MainDescription - Eating Area-Breakfast Bar,Eating Area-Table Space,Island,Pantry-Butler,Pantry-Closet,Pantry-Walk-in,Updated Kitchen
Laundry 
Dimensions - 19X9Level - Main
Living Room 
Loft 
Dimensions - 18X9Level - Second
Master Bedroom 
Dimensions - 25X15Level - Main
Mud Room 
Dimensions - 17X9Level - Main
Office 
Dimensions - 20X11Level - Main
Recreation Room 
Dimensions - 34X26Level - Basement
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Exterior Features
Construction Details 
BrickCedar
Exterior 
BarbecueOutdoor GrillFire Pit
Patio And Porch 
Patio
Pool Features 
In Ground
Roof 
Asphalt
Spa 
Yes
Community Features
Community Features 
Street Lights
MLS Area 
Lake Forest
School District 
Lake Forest High School
Township 
Shields
Schools
School District
Lake Forest High School
Elementary School
Everett Elementary School
Middle School
Deer Path Middle School
High School
Lake Forest High School
Listing Courtesy of MRED as distributed by MLS Grid of Jameson Sotheby's International Realty



Based on information submitted to the MLS GRID as of 2025-05-10 10:12 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2025-05-10 10:12 PM UTC
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