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    • $4,949,000

    320 Woodley Rd, Winnetka, IL 60093

    6beds
    13,000sqft
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    Single Family Residence
    Built in 1973
    0.95 Acres Lot
    $-- Zestimate®
    $381/sqft
    $217/mo HOA

    What's special

    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.
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    Listed by:

    Susan Maman, ABR 847-881-0200,

    @properties Christie's International Real Estate,

    Mimi Maman,

    @properties Christie's International Real Estate

    Source: MRED as distributed by MLS GRID,MLS#: 12698685MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 6
      • Bathrooms: 7
      • Full bathrooms: 5
      • 1/2 bathrooms: 2
      Rooms
      • Room types: Office, Bedroom 5, Bedroom 6, Exercise Room, Eating Area, Recreation Room, Game Room, Foyer, Terrace
      Primary bedroom
      • Features: Flooring (Carpet), Bathroom (Full, Double Sink, Whirlpool & Sep Shwr)
      • Level: Second
      • Area: 320 Square Feet
      • Dimensions: 16X20
      Bedroom 2
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 192 Square Feet
      • Dimensions: 12X16
      Bedroom 3
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 204 Square Feet
      • Dimensions: 17X12
      Bedroom 4
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 221 Square Feet
      • Dimensions: 13X17
      Bedroom 5
      • Features: Flooring (Hardwood)
      • Level: Second
      • Area: 156 Square Feet
      • Dimensions: 13X12
      Bedroom 6
      • Features: Flooring (Carpet)
      • Level: Basement
      • Area: 196 Square Feet
      • Dimensions: 14X14
      Dining room
      • Features: Flooring (Marble)
      • Level: Main
      • Area: 247 Square Feet
      • Dimensions: 19X13
      Eating area
      • Features: Flooring (Stone)
      • Level: Main
      • Area: 160 Square Feet
      • Dimensions: 10X16
      Exercise room
      • Level: Basement
      • Area: 648 Square Feet
      • Dimensions: 24X27
      Family room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 408 Square Feet
      • Dimensions: 24X17
      Foyer
      • Features: Flooring (Marble)
      • Level: Main
      • Area: 400 Square Feet
      • Dimensions: 20X20
      Game room
      • Features: Flooring (Carpet)
      • Level: Basement
      • Area: 378 Square Feet
      • Dimensions: 18X21
      Kitchen
      • Features: Kitchen (Eating Area-Table Space, Island, Breakfast Room, Granite Counters), Flooring (Stone)
      • Level: Main
      • Area: 378 Square Feet
      • Dimensions: 21X18
      Laundry
      • Features: Flooring (Stone)
      • Level: Main
      • Area: 180 Square Feet
      • Dimensions: 9X20
      Living room
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 425 Square Feet
      • Dimensions: 17X25
      Office
      • Features: Flooring (Hardwood)
      • Level: Main
      • Area: 675 Square Feet
      • Dimensions: 25X27
      Office
      • Features: Flooring (Carpet)
      • Level: Basement
      • Area: 182 Square Feet
      • Dimensions: 14X13
      Recreation room
      • Features: Flooring (Carpet)
      • Level: Basement
      • Area: 442 Square Feet
      • Dimensions: 26X17
      Other
      • Features: Flooring (Stone)
      • Level: Main
      • Area: 444 Square Feet
      • Dimensions: 37X12
      Heating
      • Natural Gas, Forced Air, Zoned
      Cooling
      • Central Air
      Appliances
      • Included: Range, Microwave, Dishwasher, High End Refrigerator, Freezer, Washer, Dryer, Disposal, Range Hood
      • Laundry: Main Level, Gas Dryer Hookup, Sink
      Features
      • Wet Bar, Built-in Features, Walk-In Closet(s), Bookcases, Special Millwork, Separate Dining Room, Workshop
      • Flooring: Hardwood
      • Windows: Screens, Drapes
      • Basement: Finished,Full
      • Attic: Unfinished
      • Number of fireplaces: 2
      • Fireplace features: Gas Log, Gas Starter, Family Room, Living Room
      Interior area
      • Total structure area: 13,288
      • Total interior livable area: 13,000 sqft

      Property

      Parking
      • Total spaces: 3
      • Parking features: Asphalt, Circular Driveway, Garage Door Opener, Heated Garage, Yes, Garage Owned, Attached, Garage
      • Attached garage spaces: 3
      • Has uncovered spaces: Yes
      Accessibility
      • Accessibility features: No Disability Access
      Features
      • Stories: 3
      • Patio & porch: Patio, Porch
      • Exterior features: Outdoor Grill
      • Pool features: In Ground
      • Fencing: Fenced
      Lot
      • Size: 0.95 Acres
      • Dimensions: 394x193x275
      • Features: Landscaped, Mature Trees
      Details
      • Parcel number: 05291030410000
      • Special conditions: List Broker Must Accompany

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Georgian
      • Property subtype: Single Family Residence
      Materials
      • Brick
      • Foundation: Concrete Perimeter
      • Roof: Slate
      Condition
      • New construction: No
      • Year built: 1973

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Lake Michigan, Public

      Community & HOA

      HOA
      • Has HOA: Yes
      • Services included: None
      • HOA fee: $2,605 annually
      Location
      • Region: Winnetka

      Financial & listing details

      • Price per square foot: $381/sqft
      • Tax assessed value: $1,683,750
      • Annual tax amount: $29,578
      • Ownership: Fee Simple

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/8/2026Listing removed$5,149,000$396/sqft
        Source: MRED as distributed by MLS GRID #12465682 Report a problem
        2/17/2026Price change$5,149,000-3.7%$396/sqft
        Source: MRED as distributed by MLS GRID #12465682 Report a problem
        9/12/2025Listed for sale$5,349,000+123.8%$411/sqft
        Source: MRED as distributed by MLS GRID #12465682 Report a problem
        1/25/2002Sold$2,390,000$184/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024-- $168,375
        2023$29,578 -2.4%$168,375 -7.2%
        2022$30,316 -7.3%$181,456 +6.4%
        2021$32,711 +0.8%$170,580
        2020$32,466 -6%$170,580 -16.2%
        2019$34,549 -3.8%$203,601 +0.8%
        2018$35,915 -3.1%$201,954 -5.2%
        2017$37,064 +5.4%$213,136
        2016$35,162 -9.2%$213,136 +0.5%
        2015$38,726 +2.1%$212,156
        2014$37,944 +0.8%$212,156 -4.1%
        2013$37,650 +4.2%$221,293 -3.4%
        2012$36,122 -9.9%$229,009 -15.4%
        2011$40,086 +2.8%$270,657
        2010$38,996 +14%$270,657 +0.4%
        2009$34,219 +5.6%$269,664 -5%
        2008$32,403 -4.4%$283,856 -11.4%
        2007$33,878 +20.2%$320,298 +41.2%
        2006$28,196 +1%$226,850
        2005$27,913 +2.4%$226,850
        2004$27,267 +39.9%$226,850 +55.5%
        2003$19,486 -2.1%$145,862
        2002$19,908 +2.9%$145,862
        2001$19,339 -0.6%$145,862 +3%
        2000$19,461 +1.2%$141,622
        1999$19,227 $141,622
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: 60093

        Getting around

        12 / 100
        Car-Dependent
        32 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: New Trier Twp H.S. Northfield/Wi
        • District: 37

        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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