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!!
Single-familyProperty Type
1952Year Built
2.94 acresLot Size
$726Est. Price/Sq.Ft.
3 garage spacesParking
Listed by Jena Radnay• @properties Christie's International Real Estate
Bought with Michelle Hasten• @properties Christie's International Real Estate
An exceptional oasis situated on a magnificent, private 2.5 acre setting featuring amazing gardens & landscaping. The ultimate in outdoor living & entertaining w blue stone patios, tennis court, gorgeous pool, pool house w/ bar, kitchen & shower bath. Floor to ceiling windows, in virtually all major rooms provides light and endless views of the gardens & grounds & comfort of this unique & gracious home. This home has it all, a privately located first floor master suite w/ fireplace & his & hers baths; a large skylight kitchen open to the family room w/ fireplace & large informal dining area; a beautiful cherry paneled library, a study w/ stone fireplace & built in desk in the master wing, a very large scale media room where you can watch the game, play pool or open the doors to the patio. On the 2nd floor are 4 additional bedrooms, 3 additional baths, a laundry room & huge walk in attic.
Public Records
Nov 23, 1993
Sold
$1,201,000
$147/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$41,888 (+5.3%)
$161,493 + $196,588
$358,081
2022
$39,775 (+3.0%)
$114,999 + $115,000
$229,999
2021
$38,625 (+2.5%)
$161,302 + $33,039
$194,341
2020
$37,674 (+2.2%)
$161,302 + $33,039
$194,341
2019
$36,860 (−29.1%)
$161,302 + $52,260
$213,562
2018
$51,980 (+2.4%)
$132,837 + $154,486
$287,323
2017
$50,769 (+5.8%)
$132,837 + $154,486
$287,323
2016
$47,963 (−4.8%)
$132,837 + $154,486
$287,323
2015
$50,399 (+3.1%)
$109,116 + $163,576
$272,692
2014
$48,903 (+5.2%)
$109,116 + $163,576
$272,692
2013
$46,500 (+3.3%)
$109,116 + $163,576
$272,692
2012
$45,032 (+5.4%)
$120,977 + $163,900
$284,877
2011
$42,744 (+4.0%)
$120,977 + $163,900
$284,877
2010
$41,091 (−18.5%)
$120,977 + $163,900
$284,877
2009
$50,398 (−1.5%)
$123,349 + $271,009
$394,358
2008
$51,170 (+8.0%)
$197,358 + $245,849
$443,207
2007
$47,367
$197,358 + $245,849
$443,207
Tax history for 45 Woodley Rd
Year
Property tax
Land + Additions
Assessment*
2023
$41,888 (+5.3%)
$161,493 + $196,588
$358,081
2022
$39,775 (+3.0%)
$114,999 + $115,000
$229,999
2021
$38,625 (+2.5%)
$161,302 + $33,039
$194,341
2020
$37,674 (+2.2%)
$161,302 + $33,039
$194,341
2019
$36,860 (−29.1%)
$161,302 + $52,260
$213,562
2018
$51,980 (+2.4%)
$132,837 + $154,486
$287,323
2017
$50,769 (+5.8%)
$132,837 + $154,486
$287,323
2016
$47,963 (−4.8%)
$132,837 + $154,486
$287,323
2015
$50,399 (+3.1%)
$109,116 + $163,576
$272,692
2014
$48,903 (+5.2%)
$109,116 + $163,576
$272,692
2013
$46,500 (+3.3%)
$109,116 + $163,576
$272,692
2012
$45,032 (+5.4%)
$120,977 + $163,900
$284,877
2011
$42,744 (+4.0%)
$120,977 + $163,900
$284,877
2010
$41,091 (−18.5%)
$120,977 + $163,900
$284,877
2009
$50,398 (−1.5%)
$123,349 + $271,009
$394,358
2008
$51,170 (+8.0%)
$197,358 + $245,849
$443,207
2007
$47,367
$197,358 + $245,849
$443,207
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Zoning
Beds
7
Baths
5.5
Stories
1.5
Lot width
—
Lot depth
—
Lot size
2.18 Acres
Year renovated
—
Sq. Ft.
8,195
Year built
1951
Style
Single Family Residential
County
Cook County
APN
05291000500000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Oct 2, 2026.
R3
Single-Family Residence District
The R-3 Single-Family Residence District is intended to provide a semi-urban environment of single-family homes on relatively large lots. This district creates for lot sizes adequate to accommodate individual wells and sewage disposal systems. Schools, recreation and social facilities, religious facilities and public facilities which serve the residents living in the district are allowed. All commercial activities are prohibited, except for selected recreation and sanitary uses.
Permitted uses
Include but are not limited to:
Greenhouse / nursery
Religious facility
Housing-Group
Housing-Single unit
Educational/school
Library
Museum / gallery
Golf related
Cemetery
Park & open space
Property details
Parking
Parking Information
# of Garage Spaces: 3
# of Parking (Total): 6
Parking On-Site: Yes
Parking Features: Circular Driveway
Parking: Garage,Space/s
Parking Ownership: Owned
Garage Ownership: Owned
Garage On-Site: Yes
Garage Type: Attached
Garage Details: Garage Door Opener(s)
Driveway: Asphalt,Circular
Interior
Bathroom Information
# of Baths (Full): 5
# of Baths (1/2): 3
Bath Amenities: Separate Shower,Steam Shower,Double Sink,Soaking Tub