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.
Closed
$2,380,000
1106 Winwood Dr, Lake Forest, IL 60045
5beds
5,893sqft
Single Family Residence
Built in 1961
1.38 Acres Lot
$2,395,900 Zestimate®
$404/sqft
$11,279 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: June 11, 2025 at 01:08am
Listing courtesy of:
Kimberly Shortsle 847-987-5702,
Jameson Sotheby's International Realty,
Carleigh Mia Goldsberry 224-558-1993,
Jameson Sotheby's International Realty
Bought with:
Anne Jacobs
Baird & Warner
Source: MRED as distributed by MLS GRID,MLS#: 12331054

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Flooring (Carpet), Window Treatments (Blinds, Curtains/Drapes), Bathroom (Full, Double Sink, Tub & Separate Shwr)
- Level: Main
- Area: 375 Square Feet
- Dimensions: 25X15
Bedroom 2
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 180 Square Feet
- Dimensions: 15X12
Bedroom 3
- Features: Flooring (Carpet), Window Treatments (Blinds)
- Level: Second
- Area: 270 Square Feet
- Dimensions: 18X15
Bedroom 4
- Features: Flooring (Carpet), Window Treatments (Blinds)
- Level: Second
- Area: 240 Square Feet
- Dimensions: 16X15
Bedroom 5
- Features: Flooring (Carpet)
- Level: Basement
- Area: 169 Square Feet
- Dimensions: 13X13
Dining room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 390 Square Feet
- Dimensions: 15X26
Eating area
- Features: Flooring (Hardwood)
- Level: Main
- Area: 312 Square Feet
- Dimensions: 26X12
Exercise room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 143 Square Feet
- Dimensions: 13X11
Family room
- Features: Flooring (Hardwood)
- Level: Main
- Area: 494 Square Feet
- Dimensions: 26X19
Other
- Features: Flooring (Hardwood)
- Level: Main
- Area: 182 Square Feet
- Dimensions: 14X13
Kitchen
- Features: Kitchen (Eating Area-Breakfast Bar, Eating Area-Table Space, Island, Pantry-Butler, Pantry-Closet, Pantry-Walk-in, Updated Kitchen), Flooring (Hardwood)
- Level: Main
- Area: 286 Square Feet
- Dimensions: 26X11
Laundry
- Level: Main
- Area: 171 Square Feet
- Dimensions: 19X9
Loft
- Features: Flooring (Carpet)
- Level: Second
- Area: 162 Square Feet
- Dimensions: 18X9
Mud room
- Level: Main
- Area: 153 Square Feet
- Dimensions: 17X9
Office
- Features: Flooring (Hardwood), Window Treatments (Blinds)
- Level: Main
- Area: 220 Square Feet
- Dimensions: 20X11
Recreation room
- Features: Flooring (Carpet)
- Level: Basement
- Area: 884 Square Feet
- Dimensions: 34X26
Heating
- Natural Gas, Forced Air, Zoned, Radiant Floor
Cooling
- Central Air
Appliances
- Included: Double Oven, Range, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Wine Refrigerator, Oven, Range Hood
- Laundry: Main Level, Sink
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
- Flooring: Hardwood
- Basement: Finished,Full
- Number of fireplaces: 2
- Fireplace features: Wood Burning, Gas Log, Family Room, Living Room
Interior area
- Total structure area: 0
- Total interior livable area: 5,893 sqft
Property
Parking
- Total spaces: 4.5
- Parking features: Asphalt, Garage Door Opener, Garage, On Site, Garage Owned, Attached
- Attached garage spaces: 4.5
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: No Disability Access
Features
- Stories: 2
- Patio & porch: Patio
- Exterior features: Outdoor Grill, Fire Pit
- Pool features: In Ground
- Has spa: Yes
- Spa features: Outdoor Hot Tub
Lot
- Size: 1.38 Acres
- Dimensions: 188 X 334 X 189 X 328
Details
- Parcel number: 12302020060000
- Special conditions: List Broker Must Accompany
- Other equipment: Sump Pump, Sprinkler-Lawn, Backup Sump Pump;, Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1961
- Major remodel year: 2020
Utilities & green energy
- Electric: Service - 400 Amp or Greater
- Sewer: Septic Tank
- Water: Public
Community & neighborhood
Security
- Security features: Carbon Monoxide Detector(s)
Community
- Community features: Street Lights, Street Paved
Location
- Region: Lake Forest
HOA & financial
HOA
- Services included: None
Other
Other facts
- Listing terms: Conventional
- Ownership: Fee Simple
Services availability
Sell for more on Zillow
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$2,395,900
2% more+ $47,918
With Zillow Showcase(estimated)
$2,443,818