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$1,775,000
New Listing
1266 Winwood Drive
Lake Forest, IL 60045
For Sale|Single Family Residence|Active
5
Beds
6
Full Baths
1
Partial Bath
4,993
SqFt
$355
/SqFt
1965
Built
County:
Lake
Listing Courtesy of MRED as distributed by MLS Grid of Baird & Warner
Call Now: 708-990-2762
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708-990-2762
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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)
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Listing Snapshot
Price
$1,775,000
Days On Site
0 Days
Bedrooms
5
Inside Area (SqFt)
4,993 sqft
Total Baths
7
Full Baths
6
Partial Baths
1
Lot Size
4 Acres
Year Built
1965
MLS® Number
12364818
Status
Active
Property Tax
$24,822
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Assessor
Friends & Family
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What's This?
Private
Recent Activity
23 hours ago Listing updated with changes from the MLS®
23 hours ago Listing first seen on site
General Features
Acres
4
Direction Faces
East
Foundation
Concrete Perimeter
Garage
Yes
Garage Spaces
4
Parking
GravelCircular DrivewayGarage Door OpenerOn SiteAttachedDetachedGarage
Parking Spaces
4
Property Sub Type
Single Family Residence
Sewer
Septic Tank
Style
Contemporary
Water Source
Public
Interior Features
Basement
FinishedFull
Cooling
Central AirZoned
Electric
200+ Amp Service
Fireplace
Yes
Fireplace Features
Family RoomLiving RoomWood BurningGas Starter
Fireplaces
2
Flooring
Hardwood
Heating
Natural GasForced Air
Interior
Walk-In Closet(s)Entrance FoyerCathedral Ceiling(s)Built-in FeaturesOpen Floorplan
Laundry Features
Main LevelGas Dryer HookupElectric Dryer HookupSink
Window Features
Skylight(s)
Bedroom 2
Dimensions - 19X11Level - Second
Bedroom 3
Dimensions - 19X11Level - Second
Bedroom 4
Dimensions - 15X10Level - Second
Bedroom 5
Dimensions - 19X8Level - Main
Breakfast Room
Dimensions - 18X8Level - Main
Dining Room
Dimensions - 22X12Level - Main
Family Room
Dimensions - 22X16Level - Main
Foyer
Dimensions - 19X9Level - Main
Kitchen
Dimensions - 23X16Level - MainDescription - Eating Area-Breakfast Bar,Eating Area-Table Space,Island,Pantry-Closet,Breakfast Room,SolidSurfaceCounter,Updated Kitchen
Laundry
Dimensions - 14X12Level - Main
Living Room
Dimensions - 26X22Level - Main
Loft
Dimensions - 22X13Level - Second
Master Bedroom
Dimensions - 19X15Level - Second
Other Room
Dimensions - 21X19Level - Main
Recreation Room
Dimensions - 37X22Level - Basement
Storage
Dimensions - 16X15Level - Basement
Terrace
Dimensions - 22X17Level - Main
Utility Room-Lower Level
Dimensions - 12X6Level - Basement
Walk In Closet
Dimensions - 15X11Level - Second
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Exterior Features
Construction Details
GlassStoneWood Siding
Exterior
Fire Pit
Fencing
Fenced
Lot Features
Cul-De-SacLandscapedWooded
Other Structures
Pool HouseGarage(s)
Patio And Porch
DeckPatio
Pool Features
In Ground
Roof
AsphaltRubber
Waterfront Features
Pond
Windows/Doors
Skylight(s)
Community Features
Community Features
ParkPool
MLS Area
Lake Forest
School District
Lake Forest High School
Township
Shields
Schools
School District
Lake Forest High School
Elementary School
Everett Elementary School
Middle School
Deer Path Middle School
High School
Lake Forest High School
Listing Courtesy of MRED as distributed by MLS Grid of Baird & Warner

Based on information submitted to the MLS GRID as of 2025-05-15 12:12 PM UTC. 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.
Last checked: 2025-05-15 12:12 PM UTC
MRED DMCA Copyright Information Copyright © 2025 Midwest Real Estate Data LLC. All rights reserved.
Neighborhood & Commute
Source: Walkscore
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