1266 Winwood Drive, Lake Forest, Illinois 60045


$1,850,000

Sold
Status: Closed
Sqft: 4,993
Cost/Sqft: $355
Beds: 5
Baths: 7
Year Built: 1965
Property Taxes: $24,822
Days On Market: 187
Lot Size: 4,00
Map
Street View

Description

Midcentury Modern Estate sitting in a secluded and serene setting next to the Middlefork Savanna Forest Preserve, one of the most beautiful nature preserves on Chicago's North Shore. This custom built 5-bedroom, 4.5 bath residence offers an unparalleled blend of architectural sophistication with curated views of nature from every window. Designed by renowned local architect Arnold Shaffner, this residence is a masterclass in design, seamlessly integrating clean lines, warm wood tones, and expansive glass walls that invite the forest inside. At the heart of this estate lies a stunning open-air courtyard-a peaceful retreat perfect for morning coffee or evening gatherings under the stars. The home flows effortlessly from indoor to outdoor living, culminating in a resort-style backyard with a sparkling pool, sleek lounge areas, and a fully appointed pool house with kitchen, great room and 2 baths, ideal for entertaining. Upon entering the home, enjoy stunning interior views starting with the floor to ceiling 20-foot windows, Italian terrazzo marble entryway and vaulted two-story living room with hand-built stone fireplace and multiple skylights. Gorgeous views of the courtyard and private lane from the dining room. Spacious, bright, eat in kitchen with tons of storage and counter space, including a large island and highest end stainless steel appliances, including brand new sub-zero refrigerator is the perfect place to cook while also enjoying views of the pool and east courtyard. Adjacent family room has sliders to pool area. The open second floor has a balcony that brings all the bedrooms together with a seating area in the middle. Primary bedroom suite is just shy of 700 ft.2 with a 14ft by 11ft walk-in closet with skylight and separate, floor-to-ceiling shoe closet that will hold up to 180 pairs of shoes. Lofted den with incredible views of the courtyard and grounds makes a perfect office or relaxation area. Three additional spacious bedrooms with two full baths and guest bedroom with ensuite bath complete the second floor. The finished basement contains an additional en-suite bedroom and large recreational area perfect for your home gym and wonderful family room space with fireplace. Current owner installed around $400,000 worth of improvements including major landscaping and beautification project of the 4-acre setting, designed by renowned Lake Forest Landscape Artist, Craig Bergmann, a brand new driveway, creation of fenced courtyard with beautiful southeast facing patio and fire pit, new roof on main house and pool house as well, two new HVAC systems and one new hot water heater, as well as new walnut hardwood flooring throughout the entire 2nd floor. This rare property is a private sanctuary where modern luxury meets the timeless beauty of nature. (Chandelier in kitchen eat-in area is excluded from the sale)

Property Specifics

Single Family
1965
No
4
Lake
— / Not Applicable
12364818
12301030010000

Nearby Schools

NAME: DISTRICT: DISTANCE:
Grade School
Everett Elementary School
67
Middle School
Deer Path Middle School
67 Not in DB
High School
Lake Forest High School
115 Not in DB

Property History

DATE: EVENT: PRICE: SOURCE:
21 Aug, 2020 Sold $1,055,000 MRED MLS
7 Jun, 2020 Under contract $1,049,000 MRED MLS
21 Feb, 2020 Listed for sale $1,049,000 MRED MLS
27 Jun, 2025 Sold $1,850,000 MRED MLS
30 May, 2025 Under contract $1,775,000 MRED MLS
14 May, 2025 Listed for sale $1,775,000 MRED MLS

Room Specifics

All Bedroom Info:
Total Bedrooms: 5
Bedrooms Above Ground: 5
Bedrooms Below Ground: 0
Second Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Third Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fourth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Fifth Bedroom Info:
Dimensions: —
Location: —
Floor Type: —
Bathroom Info:
Full Bathrooms: 7
Partial Bathrooms: 1
Bathroom Amenities: —
Bathroom in Basement: 1
Additional Rooms Info:
Rooms: —
Basement: —
Basement Description: —

Other Specifics

4
327 X 319 X 230 X 49 X 557
Not in DB

Tax History

Year Property Taxes
2020 $20,145
2025 $24,822

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Listing Provided By

Baird & Warner