$2,600,000 SOLD Sep 2025
Listed at $2,450,000

321 Woodland Avenue, Winnetka, IL 60093

Closed
6 beds 5 baths 4,698 sqft (plans) Built 2000 Residential MLS #MRD12434894 6 days on market
Listing courtesy of @properties Christie's International Real Estate · 773-472-0200 · MLS #MRD12434894 · Status: Closed
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.

Property details

Interior

Appliances
Double Oven, Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal
Interior features
1st Floor Full Bath, Built-in Features, Walk-In Closet(s)
Flooring
Hardwood, Carpet
Fireplaces
2
Basement
Finished, Full, Daylight
Laundry
Upper Level, In Unit
Additional rooms
Bedroom 5, Bedroom 6, Breakfast Room, Den, Foyer, Mud Room, Deck, Workshop
Total rooms
13

Building & exterior

Age
21-25 Years
Exterior
Brick
Patio & porch
Deck, Patio

Parking

Garage spaces
2
Total spaces
2
Parking details
On Site, Garage Owned, Detached, Garage

Lot & location

Lot dimensions
50 x 180
Township
New Trier
County
Cook

Utilities

Heating
Natural Gas
Cooling
Central Air
Water
Public
Sewer
Public Sewer

HOA & community

Assessment includes
None
Community features
Park, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved

Schools

Elementary
Greeley Elementary School (36)
Junior high
The Skokie School (36)
High school
New Trier Twp H.S. Northfield/Wi (203)

Taxes & terms

Annual taxes
$29,752 (2023)
Parcel number (PIN)
05214020130000
PIN
05214020130000
Ownership
Fee Simple
Possession
Closing
Special conditions
List Broker Must Accompany
Listed
8/13/2025
Sold
9/18/2025
Sold price
$2,600,000
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