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1106 Winwood Drive

Lake Forest, IL 60045

4 beds
6 baths
5,893 sqft
~1 acre lot
$403 per sqft
1961 build
– on site

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.

Listing courtesy of MRED / Jameson Sotheby's International Realty as distributed by MLS GRID

Last checked: Checking… • Last updated Apr 28, 2025 •

MLS# 12331054 —

The Building

Year Built:

1961
Rebuilt:

No
New Construction:

false
Construction Materials:

Brick, Cedar
Architectural Style:

Colonial
Roof:

Asphalt
Basement:

Finished, Full
Foundation Details:

Concrete Perimeter
Exterior Features:

Hot Tub, Outdoor Grill, Fire Pit
Patio And Porch Features:

Patio
Disability Access:

No
Other Equipment:

CO Detectors, Sump Pump, Sprinkler-Lawn, Backup Sump Pump;, Generator
Living Area Source:

Assessor

Interior

Room Type:

Bedroom 5, Eating Area, Exercise Room, Loft, Mud Room, Office, Recreation Room, Heated Sun Room
Rooms Total:

14
Interior 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
Fireplaces Total:

2
Fireplace Features:

Wood Burning, Gas Log
Fireplace Location:

Family Room,Living Room
Laundry Features:

Main Level, Sink
Flooring:

Hardwood

Room Dimensions

Living Area:

5893

Location

Directions:

Waukegan Rd North of Deerpath to Winwood. NO SIGN
Location:

6868

The Property

Parcel Number:

12302020060000
Property Type:

Residential
Lot Size Dimensions:

188 X 334 X 189 X 328
Lot Size Acres:

1.38
Waterfront:

false
Additional Parcels:

false
Pool Features:

In Ground

Listing Agent

Contact info:

Taxes

Tax Year:

2023
Tax Annual Amount:

24449

Beds

Bedrooms Total:

4
Bedrooms Possible:

5

Baths

Baths:

6
Full Baths:

5
Half Baths:

1

The Listing

Virtual Tour Unbranded:

Virtual Tour
Special Listing Conditions:

List Broker Must Accompany

Heating & Cooling

Heating:

Natural Gas, Forced Air, Zoned, Radiant Floor
Cooling:

Central Air

Utilities

Sewer:

Septic Tank
Electric:

Service - 400 Amp or Greater
Water Source:

Public

Appliances

Appliances:

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

Schools

Elementary School:

Everett Elementary School
Elementary School District:

67
Middle Or Junior School:

Deer Path Middle School
Middle Or Junior School District:

67
High School:

Lake Forest High School
High School District:

115

The Community

Community Features:

Street Lights, Street Paved
Association Fee Includes:

None
Association Fee Frequency:

Not Applicable
Master Assoc Fee Frequency:

Not Required

Parking

Parking Total:

4.5
Parking Features:

Asphalt, Garage Door Opener, Garage, Garage Owned, Attached
Garage Spaces:

4.5

Monthly cost estimate

Asking price

$2,380,000

Expense	Monthly cost
Mortgage	$12,744
Taxes	$2,037
Insurance	$654
Utilities	$295 See report
Total	$15,730/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
4/28/25 Apr 28, 2025	Listed / Active	MRED	$2,380,000

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This house located in North Shore, Lake Forest, IL 60045 is currently for sale for $2,380,000. 1106 Winwood Drive is a 5,893 square foot house with 4 beds and 6 baths that has been on Estately for 0 days. 1106 Winwood Drive is in the North Shore neighborhood of Lake Forest and has a WalkScore® of 4, making it car-dependent. This house is in the attendance area of Lake Forest High School, Everett Elementary School, Deer Path Middle School West, and Deer Path Middle School East.

Listing courtesy of MRED, Jameson Sotheby's International Realty, and Kimberly Shortsle as distributed by MLS GRID.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Signal Real Estate are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
© 2025 Midwest Real Estate Data LLC
Information deemed reliable but not guaranteed by MLS GRID. Use of MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant's applicable MLS if any and as amended from time to time.

Based on information submitted to MLS GRID as of Apr 28, 2025, 05:15 pm. 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.