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145 Woodley RD Winnetka, IL 60093
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Key Details
Sold Price $3,750,000
Property Type Single Family Home
Sub Type Detached Single
Listing Status Sold
Purchase Type For Sale
Square Footage 7,548 sqft
Price per Sqft $496
MLS Listing ID 12542155
Style Colonial
Bedrooms 5
Full Baths 5
Half Baths 2
Year Built 1957
Annual Tax Amount $37,614
Tax Year 2024
Lot Size 1.462 Acres
Property Sub-Type Detached Single
Property Description
If My Best Friend's Wedding had a sequel...it would be filmed right here. This coastal Colonial estate set on 1.4 acres of lush, manicured grounds on premier Woodley Road offers the ultimate backdrop for timeless North Shore living. Elegant, welcoming, and effortlessly cinematic, it's the kind of home where every day feels like a scene straight out of a movie. A rare generational opportunity, this pristinely cared-for home features over 7,500 square feet of finished space & a floor plan that flows effortlessly from one sunlit room to the next. Wonderful features include a Chef's kitchen that opens to a great room, endless bluestone patios, vibrant gardens, and a sparkling pool oasis, creating an entertainer's dream. Step inside the gracious, light-filled foyer, where your eye is immediately drawn through the elegant living room picture window to the breathtaking private grounds creating instant tranquility. Formal dining room flows gracefully into the heart of the home: an inviting Chef's kitchen where classic design meets casual comfort w/quality custom cabinetry, massive island with seating for 5 and separate breakfast area. Great room accented with skylights and oversized windows naturally brings the outside in. Get cozy around the FP framed by fine built-ins creating the perfect place to unwind as this space is so inviting. To the other end of large first floor is the formal office, the ultimate private retreat with rich wood paneling & built-ins and opens to a cozy sitting room. Best yet, a spectacular sunroom with a full bath and hot tub solarium overlooking the beautiful outdoors. Expansive 2nd floor with five bedrooms including a luxury primary suite with a spacious bedroom, massive walk-in closet & crisp, sunlit white spa bath with dual vanities, soaking tub, and separate shower. 2 family size beds with ensuite neutral baths and the other 2 beds share a hall bath. Full 2nd floor laundry and awesome large play/rec space allows for many other options. Lofted finished space on 3rd level is now storage but can be studio/ 2nd office. The back staircase leads to spacious lower level with second rec room. Completing this exceptional home is a rare 4-car attached garage and an oversized mudroom/utility space waiting for your design touch. Surrounded by enchanted private gardens, sun-drenched interiors, and expansive bluestone patios, 145 Woodley Road captures the essence of quintessential North Shore living-so cinematic, it feels like a movie set... yet it's real, and waiting for you.
Location
State IL
County Cook
Area Winnetka
Interior
Heating Natural Gas
Cooling Central Air, Zoned
Flooring Hardwood, Carpet
Fireplaces Number 4
Fireplaces Type Wood Burning, Gas Starter
Equipment Security System, Sump Pump, Backup Sump Pump;
Laundry Upper Level, Gas Dryer Hookup, Sink
Exterior
Exterior Feature Hot Tub, Lighting
Garage Spaces 4.0
Community Features Curbs, Street Paved
Roof Type Shake
Building
Lot Description Landscaped, Mature Trees, Garden
Building Description Cedar,Shake Siding,Stone,Wood Siding, No
Sewer Public Sewer
Water Lake Michigan
Structure Type Cedar,Shake Siding,Stone,Wood Siding
New Construction false
Schools
Elementary Schools Avoca West Elementary School
Middle Schools Marie Murphy School
High Schools New Trier Twp H.S. Northfield/Wi
School District 37 , 37, 203
Others
Special Listing Condition None
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© 2026 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Bought with Margie Brooks of Baird & Warner
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