$2,380,000

beds

baths

half bath

5,893

square ft

1106 Winwood Drive

Lake Forest, Illinois 60045

Closed / MLS #12331054 / Single Family / Lake Forest

Listing information updated 6/11/2025 at 6:03am

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.

Full Features

Architecture Style:

Colonial

Exterior Type:

Brick,Cedar

Basement:

Finished,Full

Beds Above Grade:

Beds Below Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air, Zoned, Radiant Floor

Appliances:

Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Wine Refrigerator, Oven, Range Hood

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Yes

Age:

61-70 Years

Roof Type:

Asphalt

Parking Type:

Garage - Asphalt,Garage Door Opener,Garage,On Site,Garage Owned,Attached

Parking Spaces:

4.5

Garage:

Attached

Room Count:

Water Front:

Square Feet:

5,893

Lot Size:

1.0-1.99 Acres

Acreage:

1.38

Internal Features:

Cathedral Ceiling(s), Wet Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s), Bookcases, Open Floorplan, Special Millwork, Pantry

External Features:

Hot Tub, Outdoor Grill, Fire Pit, Patio/Porch

Room Information

Living Room:

N/A

Dining Room:

15x26 - Main

Kitchen:

26x11 - Main

Family Room:

26x19 - Main

Primary Bedroom:

25x15 - Main Level

2nd Bedroom:

15x12 - Main

3rd Bedroom:

18x15 - Second

4th Bedroom:

16x15 - Second

Eating Area:

26x12 - Main Level

Office:

20x11 - Main Level

Loft:

18x9 - Second Level

Recreation Room:

34x26 - Basement Level

Bedroom 5:

13x13 - Basement Level

Taxes & Assessments

Tax Amount:

$24,449

Tax Year:

2023

Location

Zip Code:

60045

City:

Lake Forest

County:

Lake

Schools

School District(s):

67, 115

Elementary School:

Everett Elementary School

Middle School:

Deer Path Middle School

High School:

Lake Forest High School

Architecture Style:

Colonial

Exterior Type:

Brick,Cedar

Basement:

Finished,Full

Beds Above Grade:

Beds Below Grade:

Cooling System:

Central Air

Heating System:

Natural Gas, Forced Air, Zoned, Radiant Floor

Appliances:

Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Wine Refrigerator, Oven, Range Hood

Main Level Primary Bedroom:

Yes

Fireplace:

Yes

Pool:

Yes

Age:

61-70 Years

Roof Type:

Asphalt

Parking Type:

Garage - Asphalt,Garage Door Opener,Garage,On Site,Garage Owned,Attached

Parking Spaces:

4.5

Garage:

Attached

Room Count:

Water Front:

Square Feet:

5,893

Lot Size:

1.0-1.99 Acres

Acreage:

1.38

Internal Features:

Cathedral Ceiling(s), Wet Bar, 1st Floor Bedroom, In-Law Floorplan, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s), Bookcases, Open Floorplan, Special Millwork, Pantry

External Features:

Hot Tub, Outdoor Grill, Fire Pit, Patio/Porch

Living Room:

N/A

Dining Room:

15x26 - Main

Kitchen:

26x11 - Main

Family Room:

26x19 - Main

Primary Bedroom:

25x15 - Main Level

2nd Bedroom:

15x12 - Main

3rd Bedroom:

18x15 - Second

4th Bedroom:

16x15 - Second

Eating Area:

26x12 - Main Level

Office:

20x11 - Main Level

Loft:

18x9 - Second Level

Recreation Room:

34x26 - Basement Level

Bedroom 5:

13x13 - Basement Level

Tax Amount:

$24,449

Tax Year:

2023

Zip Code:

60045

City:

Lake Forest

County:

Lake

School District(s):

67, 115

Elementary School:

Everett Elementary School

Middle School:

Deer Path Middle School

High School:

Lake Forest High School

Listing Office: Jameson Sotheby's International Realty

Listing Office Phone: 312.751.0300

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 6/11/2025 at 6:03am. 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. Some listings have been excluded from this website.