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

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Property Description

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.

Features & Information

Key Details

  • List Price $2,450,000
  • Property Taxes $29,752
  • Square Feet 4698
  • Price/ Sq. Ft. $521.50
  • Year Built 2000
  • Parking Type Garage
  • Status Contingent

Rooms

  • Total Rooms 13
  • Basement F
  • Master Bedroom

  • Master Bath F
  • Room Size 16X25
  • Bedroom 2

  • Room Size 14X13
  • Floor Level 2nd Level
  • Flooring Carpet
  • Bedroom 3

  • Room Size 14X17
  • Floor Level 2nd Level
  • Flooring Carpet
  • Bedroom 4

  • Room Size 14X14
  • Floor Level 2nd Level
  • Flooring Carpet
  • Living Room

  • Room Size 14X21
  • Floor Level Main Level
  • Flooring Hardwood
  • Family Room

  • Room Size 22X13
  • Floor Level Main Level
  • Dining Room

  • Room Size 14X16
  • Floor Level Main Level
  • Flooring Hardwood
  • Kitchen

  • Room Size 14X18
  • Kitchen Type Eating Area-Table Space,Island
  • Floor Level Main Level
  • Flooring Hardwood
  • Basement

  • Basement Description Finished
  • Bathroom(s) in Basement Y

Additional Rooms

  • Additional Room 1

  • Additional Room 1 Name 5th Bdrm
  • Additional Room Size 22X21
  • Additional Room Level Lower
  • Additional Room Flooring Carpet
  • Additional Room 2

  • Additional Room 2 Name 6th Bdrm
  • Additional Room Size 12X16
  • Additional Room Level Lower
  • Additional Room Flooring Other

Interior Features

  • Appliances

  • Appliances Included Oven-Double, Oven/Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal
  • Heating & Cooling

  • Heating Type Gas
  • Air Conditioning Central Air
  • Fireplace

  • # of Fireplaces 2

Exterior Features

  • Building Information

  • Age of Building 21-25 Years
  • Exterior Construction Brick
  • Parking

  • Parking Garage
  • # of Cars 2

Location

  • County Cook
  • Township New Trier
  • Corporate Limits Winnetka
  • Directions to Property Sheridan To Willow Road, West 1/2 Block To Woodland, South To 321 Woodland
  • Schools

  • Elementary School District 36
  • School Name Greeley Elementary School
  • Junior High District 36
  • School Name The Skokie School
  • High School District: 203
  • School Name New Trier Twp H.S. Northf
  • Property Taxes

  • Tax 29752
  • Tax Year 2023
  • Parcel Identification Number 05214020130000
  • Lot Information

  • Dimensions 50 x 180

Utilities

  • Sewer Sewer-Publ

Listed by Carrie McCormick for @properties Christie's International Real Estate | Source: MRED as distributed by MLS GRID

Based on information submitted to the MLS GRID as of 8/27/2025 3:32 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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