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  • $2,600,000

    321 Woodland Ave, Winnetka, IL 60093

    6beds
    4,698sqft
    Single Family Residence
    Built in 2000
    9,000 Square Feet Lot
    $2,717,400 Zestimate®
    $553/sqft
    $7,162 Estimated rent

    Home value

    $2,717,400

    $2.45M - $3.02M

    $7,162/mo

    Zestimate® history
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    What's special

    Gas fireplaceBeautifully landscaped groundsGreen lawn spaceIsland with breakfast barJack-and-jill bathroomMature treesWalk-in pantry
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Carrie McCormick 312-961-4612,

    @properties Christie's International Real Estate

    Bought with:

    Michael Maggio

    @properties Christie's International Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12434894MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 6
    • Bathrooms: 5
    • Full bathrooms: 5
    Rooms
    • Room types: Bedroom 5, Bedroom 6, Breakfast Room, Den, Foyer, Mud Room, Deck, Workshop
    Primary bedroom
    • Features: Flooring (Carpet), Bathroom (Full)
    • Level: Second
    • Area: 400 Square Feet
    • Dimensions: 16X25
    Bedroom 2
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 182 Square Feet
    • Dimensions: 14X13
    Bedroom 3
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 238 Square Feet
    • Dimensions: 14X17
    Bedroom 4
    • Features: Flooring (Carpet)
    • Level: Second
    • Area: 196 Square Feet
    • Dimensions: 14X14
    Bedroom 5
    • Features: Flooring (Carpet)
    • Level: Lower
    • Area: 462 Square Feet
    • Dimensions: 22X21
    Bedroom 6
    • Features: Flooring (Other)
    • Level: Lower
    • Area: 192 Square Feet
    • Dimensions: 12X16
    Breakfast room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 130 Square Feet
    • Dimensions: 13X10
    Deck
    • Level: Main
    • Area: 345 Square Feet
    • Dimensions: 23X15
    Den
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 140 Square Feet
    • Dimensions: 14X10
    Dining room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 224 Square Feet
    • Dimensions: 14X16
    Family room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 286 Square Feet
    • Dimensions: 22X13
    Foyer
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 224 Square Feet
    • Dimensions: 28X8
    Kitchen
    • Features: Kitchen (Eating Area-Table Space, Island), Flooring (Hardwood)
    • Level: Main
    • Area: 252 Square Feet
    • Dimensions: 14X18
    Laundry
    • Features: Flooring (Other)
    • Level: Main
    • Area: 35 Square Feet
    • Dimensions: 5X7
    Living room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 294 Square Feet
    • Dimensions: 14X21
    Mud room
    • Features: Flooring (Other)
    • Level: Main
    • Area: 40 Square Feet
    • Dimensions: 5X8
    Other
    • Features: Flooring (Other)
    • Level: Lower
    • Area: 182 Square Feet
    • Dimensions: 14X13
    Heating
    • Natural Gas
    Cooling
    • Central Air
    Appliances
    • Included: Double Oven, Range, Microwave, Dishwasher, Refrigerator, Freezer, Washer, Dryer, Disposal
    • Laundry: Upper Level, In Unit
    Features
    • 1st Floor Full Bath, Built-in Features, Walk-In Closet(s)
    • Flooring: Hardwood, Carpet
    • Basement: Finished,Full,Daylight
    • Number of fireplaces: 2
    • Fireplace features: Family Room, Living Room
    Interior area
    • Total structure area: 4,698
    • Total interior livable area: 4,698 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: On Site, Garage Owned, Detached, Garage
    • Garage spaces: 2
    Accessibility
    • Accessibility features: No Disability Access
    Features
    • Stories: 2
    • Patio & porch: Deck, Patio
    Lot
    • Size: 9,000 Square Feet
    • Dimensions: 50 x 180
    Details
    • Parcel number: 05214020130000
    • Special conditions: List Broker Must Accompany

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Brick
    Condition
    • New construction: No
    • Year built: 2000

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public

    Community & HOA

    Community
    • Features: Park, Tennis Court(s), Curbs, Sidewalks, Street Lights, Street Paved
    HOA
    • Services included: None
    Location
    • Region: Winnetka

    Financial & listing details

    • Price per square foot: $553/sqft
    • Tax assessed value: $1,316,490
    • Annual tax amount: $29,752
    • Date on market: 8/13/2025
    • Listing terms: Conventional
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    9/18/2025Sold$2,600,000+6.1%$553/sqft
    Source: MRED as distributed by MLS GRID #12434894 Report a problem
    9/6/2025Pending sale$2,450,000$521/sqft
    Source: MRED as distributed by MLS GRID #12434894 Report a problem
    8/20/2025Contingent$2,450,000$521/sqft
    Source: MRED as distributed by MLS GRID #12434894 Report a problem
    8/13/2025Listed for sale$2,450,000+497.6%$521/sqft
    Source: MRED as distributed by MLS GRID #12434894 Report a problem
    12/4/1998Sold$410,000$87/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $131,649
    2023$29,752 +6.3%$131,649
    2022$27,986 -6.1%$131,649 +11.4%
    2021$29,814 +1.4%$118,211
    2020$29,398 +0.8%$118,211 -8%
    2019$29,163 +33.1%$128,491 -3.3%
    2018$21,905 -27.2%$132,828
    2017$30,092 +4.3%$132,828
    2016$28,855 +8.1%$132,828 +19.5%
    2015$26,700 +2.1%$111,143
    2014$26,140 +4.9%$111,143
    2013$24,918 -5.3%$111,143 -10.8%
    2012$26,305 +120.6%$124,606
    2011$11,926 -50.2%$124,606
    2010$23,926 +210.9%$124,606 -14%
    2009$7,696 -66.4%$144,956 -5%
    2008$22,899 +5.8%$152,586
    2007$21,639 +20.6%$152,586 +44.2%
    2006$17,940 +1.8%$105,811
    2005$17,627 +3.6%$105,811
    2004$17,016 +120.5%$105,811 +158.1%
    2003$7,716 +7.9%$41,000
    2002$7,153 -1.8%$41,000
    2001$7,287 -3.4%$41,000 +6.5%
    2000$7,546 +16.7%$38,487 -4.2%
    1999$6,466 $40,159
    Find assessor info on the county website

    Neighborhood: 60093

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Greeley Elementary School
    • Middle: The Skokie School
    • High: New Trier Twp H.S. Northfield/Wi
    • District: 36

    Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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    Estimated market value
    $2,717,400
    Get a cash offer in 3 minutes
    Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
    Estimated market value
    $2,717,400