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  • $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

    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.

    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#: 12331054MLS Logo

    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

    Get a free Zillow Showcase℠ listing and you could sell for .

    $2,395,900
    2% more+ $47,918
    With Zillow Showcase(estimated)
    $2,443,818