Winnetka, IL 60093 321 Woodland Avenue
$2,450,000



60 more





























































Presented By: @properties Christie's International Real Estate
Home Details
On the market for the first time ever, this 6 bedroom, 5 bath, 4698 SQFT Winnetka home is not to be missed! Custom-built 25 years ago by Dennis McKenna, this charming brick home is set on beautifully landscaped grounds with mature trees and a bluestone inlaid path that divides the front yard, leading right to the front door. The entry foyer welcomes you home and separates the space evenly between the formal living and dining rooms. The formal living room features a gas fireplace and large windows allowing in natural light from two exposures, including a bay window overlooking the front yard. The living room opens to a den that could easily serve as a home office. The spacious formal dining room, elegantly outfitted with a chandelier and bay window, is the perfect setting for entertaining large or small dinner parties. For more informal dining, an open kitchen / family room is lined with walls of windows ushering in an abundance of natural light and overlooking the backyard. The kitchen features quartz counters, 42-inch cabinets, stainless steel appliances, a butler's pantry, a separate walk-in pantry, a built-in desk, an island with breakfast bar, and a cozy breakfast nook. The kitchen opens to a fantastic family room space complete with gas fireplace, Sonos surround system, and two sets of sliding glass doors opening onto the back deck. The entire main level is covered in hardwood flooring. A mud room is located off the side entrance to the home and includes a built-in bench and storage, laundry hook-ups, and sink. A full bath with a shower completes this level. Four bedrooms are conveniently located on the second floor. At the top of the staircase, a skylight floods the space with natural light. The graciously sized primary suite has a vaulted ceiling, a bay window with ample space for a sitting room, two custom walk-in closets, and a luxurious, spa-like ensuite bath with an oversized shower, separate soaking tub, double sink, and water closet. The second and third bedrooms are connected by a Jack-and-Jill bathroom with two sinks and a tub/shower. The fourth bedroom has a walk-in closet and is conveniently located across the hall from a full bathroom. A laundry room with oversized appliances, a sink, and cabinet and counter space completes this level. The lower level features a recreation room, two additional bedrooms (one currently set up as a gym), a full bath with tub/shower, and a workshop/hobby room. The backyard is a true oasis and features two levels of deck space updated in 2022 with Aztec decking. A bluestone patio has a fire pit surrounded by a low, rounded brick wall, which provides additional seating near the fire. Copious green lawn space is whimsically separated by a curved stone pathway leading to the two-car garage (complete with 220V Tesla charger) and a 3-car parking pad. The exterior comes complete with an irrigation system, outdoor lighting, and a gas line for grills. The Sonos surround system, Nest, and AV system will stay with the home.
Presented By: @properties Christie's International Real Estate
Interior Features for 321 Woodland Avenue
Bedrooms
Bedrooms Possible6
Total Bedrooms6
Bathrooms
BathroomSeparate Shower, Double Sink, Soaking Tub
Half Baths
Total Baths5
Other Interior Features
LivingAreaSourcePlans
BasementFinished, Full, Daylight
FlooringHardwood, Carpet
Interior Amenities1st Floor Full Bath, Built-in Features, Walk-In Closet(s)
Laundry FeaturesUpper Level, In Unit
Total Fireplaces2
Other Rooms
Room TypeBedroom 5, Bedroom 6, Breakfast Room, Den, Foyer, Mud Room, Deck, Workshop
General for 321 Woodland Avenue
AppliancesDouble Oven, Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal
Assoc Fee Paid PerNot Applicable
Association Fee IncludesNone
CityWinnetka
Community FeaturesPark, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved
Construction MaterialsBrick
ContingencyAttorney/Inspection
CoolingCentral Air
CountyCook
DirectionsSheridan to Willow Road, West 1/2 block to Woodland, south to 321 Woodland
Elementary SchoolGreeley Elementary School
Elementary School District36
Full Baths5
Garage Spaces2
HeatingNatural Gas
High SchoolNew Trier Twp H.S. Northfield/Wi
High School District203
MLS AreaWinnetka
Middle/Junior High SchoolThe Skokie School
Middle/Junior School District36
ModificationTimestamp2025-08-20T21:35:02.360Z
New ConstructionNo
OwnershipFee Simple
PossessionClosing
Property TypeResidential
Property TypeDetached Single
SewerPublic Sewer
Standard StatusActive Under Contract
StatusContingent
Tax Annual Amount29752
Tax Year2023
Total Rooms13
TownshipNew Trier
Virtual TourClick here
Year Built2000
Exterior for 321 Woodland Avenue
Lot Dimensions50 x 180
Parking FeaturesOn Site, Garage Owned, Detached, Garage
Total Parking2
Water SourcePublic
Waterfront Y/NNo
Additional Details
Price History
Schools
Elementary School
Greeley Elementary School
Middle School
The Skokie School Middle School
High School
New Trier Twp H.S. Northfield/Wi
