320 Woodley Road, Winnetka, IL 60093
Local realty services provided by:Better Homes and Gardens Real Estate Star Homes
Listed by: susan maman, mimi maman
Office: @properties christie's international real estate
MLS#:12465682
Source:MLSNI
Price summary
- Price:$5,349,000
- Price per sq. ft.:$411.46
- Monthly HOA dues:$217.08
About this home
Perfectly nestled on one of Winnetka's finest enclaves, this stately 6-bedroom, 5.2-bath Georgian estate offers a rare fusion of architectural elegance, exceptional craftsmanship, and resort-style amenities. Set on nearly an acre of meticulously manicured grounds, the estate is introduced by a sweeping circular drive that highlights the home's classic brick facade, brand-new DaVinci slate roof, columned portico, and timeless symmetry. Together, these elements create a striking first impression and set the stage for interiors that exude sophistication at every turn. Step inside the grand "bookmatched" marble-floored foyer, where a dramatic staircase sets a refined tone for the home. To one side, the formal living room offers an inviting gathering space anchored by a marble fireplace, while the formal dining room is perfectly scaled for both intimate dinners and large-scale entertaining. A massive, richly paneled home office with dramatic coffered ceilings offers an impressive and inspiring workspace. At the heart of the home, the gourmet kitchen boasts professional-grade appliances, an oversized island, full wall of pantry storage, and a sunlit breakfast area all overlooking the magnificent pool and grounds. A butler's pantry ideally placed between the kitchen and dining room provides effortless entertaining. Just beyond, the kitchen opens to a cozy family room with a fireplace and wet bar, while French doors lead to an expansive covered terrace framed by graceful curved archways and cooled by ceiling fans. This spectacular outdoor living space features a brand-new outdoor kitchen fully equipped for grilling and al fresco dining, leading to the sparkling pool, surrounding patio and yard, creating a seamless setting for summer entertaining and secluded relaxation. A convenient first-floor laundry/mud room right off the 3-car heated garage with epoxy flooring and 2 powder rooms adds everyday ease. Upstairs, the elegantly appointed primary suite offers dual walk-in closets, a dedicated vanity area, and a spa-inspired bath with separate vanities and radiant heated floors. Four well-proportioned additional bedrooms, each with generous closets and either en-suite or adjoining baths, provide comfortable accommodations for family and guests. This level is further enhanced by expansive linen closets, abundant storage, and a dedicated luggage room. The impeccably finished lower-level rivals any private club, featuring a state-of-the-art home theatre, richly paneled billiards and game room, fully outfitted bar, expansive fitness studio, wine cellar, guest suite, and a dedicated woodshop for refined hobbyists or craftsmen. Located in one of Winnetka's most prestigious locations and served by its award-winning schools, this remarkable estate perfectly balances classic sophistication with modern luxury. Combining architectural pedigree, unparalleled amenities, and impeccably landscaped grounds, this is a home to be cherished for generations. Furniture available for sale.
Contact an agent
Home facts
- Year built:1973
- Listing ID #:12465682
- Added:59 day(s) ago
- Updated:November 11, 2025 at 12:01 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Living area:13,000 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Forced Air, Natural Gas, Zoned
Structure and exterior
- Roof:Slate
- Year built:1973
- Building area:13,000 sq. ft.
- Lot area:0.95 Acres
Schools
- High school:New Trier Twp H.S. Northfield/Wi
Utilities
- Water:Lake Michigan, Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$5,349,000
- Price per sq. ft.:$411.46
- Tax amount:$29,578 (2023)
New listings near 320 Woodley Road
- New
$2,799,000Active5 beds 5 baths3,748 sq. ft.334 Woodland Avenue, Winnetka, IL 60093
MLS# 12507097Listed by: COMPASS - New
$1,995,000Active4 beds 5 baths3,288 sq. ft.335 Fairview Avenue, Winnetka, IL 60093
MLS# 12513222Listed by: COMPASS
$650,000Pending2 beds 3 baths1,619 sq. ft.943 Westmoor Road, Winnetka, IL 60093
MLS# 12499034Listed by: BAIRD & WARNER
$599,000Pending2 beds 2 baths1,675 sq. ft.630 Winnetka Mews #402, Winnetka, IL 60093
MLS# 12500601Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,649,000Pending4 beds 4 baths611 Ash Street, Winnetka, IL 60093
MLS# 12507234Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,950,000Pending5 beds 5 baths3,800 sq. ft.520 Provident Avenue, Winnetka, IL 60093
MLS# 12499816Listed by: COMPASS- New
$2,850,000Active5 beds 5 baths6,162 sq. ft.205 Scott Avenue, Winnetka, IL 60093
MLS# 12503772Listed by: BAIRD & WARNER - New
$1,595,000Active5 beds 5 baths4,925 sq. ft.1350 Westmoor Trail, Winnetka, IL 60093
MLS# 12502961Listed by: BAIRD & WARNER
$3,295,000Active6 beds 7 baths5,339 sq. ft.889 Cherry Street, Winnetka, IL 60093
MLS# 12505224Listed by: @PROPERTIES CHRISTIE'S INTERNATIONAL REAL ESTATE
$1,250,000Pending3 beds 3 baths3,128 sq. ft.305 Poplar Street, Winnetka, IL 60093
MLS# 12499401Listed by: COMPASS