For more information regarding the value of a property, please contact us for a free consultation.
45 Woodley RD Winnetka, IL 60093
Want to know what your home might be worth? Contact us for a FREE valuation!

Our team is ready to help you sell your home for the highest possible price ASAP
Key Details
Sold Price $5,065,000
Property Type Single Family Home
Sub Type Detached Single
Listing Status Sold
Purchase Type For Sale
Square Footage 8,195 sqft
Price per Sqft $618
Subdivision Woodley Road
MLS Listing ID 11921710
Style Cape Cod,Ranch
Bedrooms 5
Full Baths 5
Half Baths 3
HOA Fees $291/ann
Year Built 1952
Annual Tax Amount $43,816
Tax Year 2022
Lot Size 2.940 Acres
Property Sub-Type Detached Single
Property Description
If the cherished Christmas movie "The Holiday" had a Winnetka location, Cameron Diaz would be running up to this picturesque 3 acre Cape Cod "compound" in high heels and all! Majestically set off premier Woodley Road with a natural canopy of beautifully matured trees accented with the perfect white planked fence entrance, this exceptional designer showcase luxury property has it all! Opening the front double wide door, Cameron would instantly feel like she walked into the ultimate ranch with no expense spared! She would head first in excitement to find the most luxurious first floor primary wing painted in calming Farrow & Ball hues: hotel level spa white marble bath w/deep soaking tub and heated floors set the mood with Holly Hunt fixtures, Ann Sacks tile work & oversized steam shower. This wing also has its own laundry space with a customized wardrobe room featuring a twirling showcase cabinet for a shoe & purse lovers dream and leads the way to the soothing bedroom with sensational floor to ceilings windows which allows nature to be viewed so peacefully as the fire crackles in the background. Head back down off the reception hallway to the magnificent hub of this home.. custom gourmet kitchen gorgeously highlighted by skylights, equipped in extra thick Iceberg Quantize countertops with the best of the best in Viking ( double DWs) and Waterworks. This opens to the family room with FP flanked by handsome built-in cabinetry, restaurant inspired glass display wine cellar, an intimate dining room perfectly illuminated w/ an Urban Electric fixture and a step down massive Billiards room that takes home first in class! Separate living room showcases the breadth of the background & grounds through the oversized bay windows making that nod to quintessential Cape cod architecture. Two Ralph Lauren inspired cozy offices on main floor with fireplaces and lannon stone surround create the best comforting vibe. 2nd floor is like it's own private destination with 4 full beds, 4 baths and own laundry room. Incredible details throughout this entirely rehabbed space ..even down to perfected Chicago common brick accent wall in an en-suite bath! LL with rec space, exercise room & bath, 2nd wine room and ample storage make a great bonus with extra multi purpose. Just when you thought Cameron had no more place to run... well it's not over yet as she could be poolside on her phone or taking a breather in the cabana house before she heads out for a game of tennis with Jude Law all in his white game outfit. Regardless if this is Hollywood or the North Shore only 18 miles from the city of Chicago.. this compound would makes anyone feel like a true celebrity living in this beautifully refined curated space! Dreamy and easy living is finally here for you all set in an incredible coveted location with the finest schools, restaurants and communities at your finger tips. 5 star reviews!!
Location
State IL
County Cook
Area Winnetka
Interior
Heating Natural Gas, Forced Air, Radiant Floor
Cooling Central Air, Zoned
Flooring Hardwood
Fireplaces Number 5
Fireplaces Type Gas Log
Equipment Security System, Sump Pump, Sprinkler-Lawn, Backup Sump Pump;
Laundry Main Level, Upper Level, Gas Dryer Hookup, Sink
Exterior
Exterior Feature Dog Run, Lighting
Garage Spaces 3.0
Community Features Pool, Tennis Court(s)
Roof Type Shake
Building
Lot Description Irregular Lot, Landscaped, Wooded, Mature Trees
Building Description Brick, No
Sewer Public Sewer
Water Lake Michigan
Structure Type Brick
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 List Broker Must Accompany
Read Less

© 2025 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Bought with Michelle Hasten • @properties Christie's International Real Estate
GET MORE INFORMATION
- Homes For Sale in Monee, IL
- Homes For Sale in Berwyn, IL
- Homes For Sale in Bellwood, IL
- Homes For Sale in Romeoville, IL
- Homes For Sale in Palos Hills, IL
- Homes For Sale in Joliet, IL
- Homes For Sale in West Chicago, IL
- Homes For Sale in Bolingbrook, IL
- Homes For Sale in Glenwood, IL
- Homes For Sale in Blue Island, IL
- Homes For Sale in Hanover Park, IL
- Homes For Sale in Frankfort, IL
- Homes For Sale in Hazel Crest, IL
- Homes For Sale in Chicago Heights, IL
- Homes For Sale in Evergreen Park, IL
- Homes For Sale in Country Club Hills, IL
- Homes For Sale in Crete, IL
- Homes For Sale in Chicago, IL
- Homes For Sale in Homewood, IL
- Homes For Sale in Calumet City, IL
- Homes For Sale in Plainfield, IL
- Homes For Sale in Matteson, IL
- Homes For Sale in Westchester, IL