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  • $2,550,000

    500 Maple St, Winnetka, IL 60093

    5beds
    5,646sqft
    Single Family Residence
    Built in 1920
    0.4 Acres Lot
    $-- Zestimate®
    $452/sqft
    $7,791 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $7,791/mo

    Zestimate® history
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    What's special

    Private backyard garden oasisGracious front hall staircaseUpdated marvin windows
    Exceptional East Winnetka Georgian on serene and lush . 4-acre grounds (96x160) with sweeping views of the Village Green. Architecturally significant and award-winning William Aiken classic restored and preserved to the modern standard, including a 2007 addition. Just a short walk to everything - town, train, beaches, school, and more - with your own private backyard garden oasis, this home offers a unique blend of timeless charm and contemporary luxury overlooking the iconic Village Green vistas. This classic architectural gem has been meticulously renovated and lovingly maintained to showcase architectural details, with every graciously scaled room beautifully appointed with breathtaking panoramic views. From the moment you enter the classic foyer with detailed millwork and soaring ceilings, the seamless flow of the home provides an ideal layout for everyday living and formal entertaining. The expansive living room features gorgeous built-in bookshelves, a beautiful wood-burning fireplace (overmantle designed by the homeowner), and glass French doors along every wall, offering incredible natural light and floor-to-ceiling Village Green views. Enjoy stunning vistas at any time of the year from either of the two 4-exposure sunrooms (one off LR and one off DR). A separate formal dining room, conveniently located with access to the kitchen, offers enough space for all of your entertaining needs, and opens to the second sunroom. The family room (2007) is a showstopper with vaulted ceilings and skylights, a handsome stone fireplace (gas), detailed built-in bookshelves, and oversized windows highlighting breathtaking views of the award-winning backyard. The bright kitchen with center island and wall-to-wall built-ins is perfectly positioned between the dining room, family room, and back hall mudroom. The gracious front hall staircase invites you upstairs to find the primary suite with bay window overlooking the gorgeous grounds, private bath, and walk-in closet. Two additional well-sized bedrooms share a Jack-and-Jill bath, as well as a hall bath with washer/dryer offering potential for a full second floor laundry room. Retreat up to the third floor with two bedrooms and a full bath - the ultimate treetop suite! The lower level offers a large finished recreation room that was dug out in 2007 while the expansive unfinished area has unlimited potential and endless possibilities. The backyard is a true private oasis - a sanctuary from the hustle and bustle of everyday life - offering serene tranquility and peaceful moments. Featuring bluestone terraces and limestone pathways, the backyard reveals a true secret garden with lush plantings, 3 waterfalls, a koi pond, and a bridge to the Japanese teahouse / gazebo. This home was thoughtfully renovated in 1989 and updated meticulously over the years, including an award-winning 2007 addition, 2003 detached garage, and updated Marvin windows. Experience elegance and comfort in an A+ location, just steps from town, train, schools, and Maple Beach!

    Zillow last checked:

    Listing courtesy of:

    Paige Dooley 847-446-9600,

    Compass

    Bought with:

    Brenda Mauldin

    Baird & Warner

    Source: MRED as distributed by MLS GRID,MLS#: 12631320MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 5
    • Full bathrooms: 3
    • 1/2 bathrooms: 2
    Primary bedroom
    • Features: Bathroom (Full, Double Sink, Tub & Separate Shwr)
    • Level: Second
    • Area: 240 Square Feet
    • Dimensions: 16X15
    Bedroom 2
    • Level: Second
    • Area: 195 Square Feet
    • Dimensions: 15X13
    Bedroom 3
    • Level: Second
    • Area: 195 Square Feet
    • Dimensions: 15X13
    Bedroom 4
    • Level: Third
    • Area: 256 Square Feet
    • Dimensions: 16X16
    Bedroom 5
    • Level: Third
    • Area: 195 Square Feet
    • Dimensions: 15X13
    Breakfast room
    • Level: Main
    • Area: 100 Square Feet
    • Dimensions: 10X10
    Dining room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 225 Square Feet
    • Dimensions: 15X15
    Family room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 476 Square Feet
    • Dimensions: 28X17
    Foyer
    • Level: Main
    • Area: 108 Square Feet
    • Dimensions: 12X9
    Kitchen
    • Features: Kitchen (Eating Area-Breakfast Bar, Island), Flooring (Hardwood)
    • Level: Main
    • Area: 256 Square Feet
    • Dimensions: 16X16
    Laundry
    • Level: Second
    • Area: 35 Square Feet
    • Dimensions: 7X5
    Living room
    • Features: Flooring (Hardwood)
    • Level: Main
    • Area: 390 Square Feet
    • Dimensions: 26X15
    Mud room
    • Level: Main
    • Area: 70 Square Feet
    • Dimensions: 14X5
    Office
    • Level: Main
    • Area: 288 Square Feet
    • Dimensions: 18X16
    Sitting room
    • Level: Main
    • Area: 288 Square Feet
    • Dimensions: 18X16
    Heating
    • Radiator(s)
    Cooling
    • Small Duct High Velocity
    Appliances
    • Included: Double Oven, Microwave, Dishwasher, Refrigerator, Freezer, Disposal, Gas Cooktop
    • Laundry: In Bathroom
    Features
    • Vaulted Ceiling(s), Built-in Features, Walk-In Closet(s), Bookcases, Historic/Period Mlwk, Special Millwork, Separate Dining Room
    • Flooring: Hardwood, Carpet
    • Windows: Bay Window(s), Display Window(s), Plantation Shutters, Screens, Skylight(s)
    • Basement: Partially Finished,Full
    • Attic: Finished
    • Number of fireplaces: 2
    • Fireplace features: Wood Burning, Gas Log, Family Room, Living Room
    Interior area
    • Total structure area: 5,646
    • Total interior livable area: 5,646 sqft
    • Finished area below ground: 645

    Property

    Parking
    • Total spaces: 2
    • Parking features: Brick Driveway, Garage Door Opener, Yes, Garage Owned, Detached, Garage
    • Garage spaces: 2
    • Has uncovered spaces: Yes
    Accessibility
    • Accessibility features: No Disability Access
    Features
    • Stories: 3
    • Patio & porch: Patio
    • Exterior features: Lighting
    • Waterfront features: Pond
    Lot
    • Size: 0.40 Acres
    • Dimensions: 97x160
    • Features: Corner Lot, Landscaped, Mature Trees, Garden
    Details
    • Additional structures: Pergola
    • Parcel number: 05211090100000
    • Special conditions: List Broker Must Accompany

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Colonial
    • Property subtype: Single Family Residence
    Materials
    • Brick
    • Roof: Shake
    Condition
    • New construction: No
    • Year built: 1920
    • Major remodel year: 1990

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Lake Michigan

    Community & neighborhood

    Community
    • Community features: Park, Curbs, Sidewalks, Street Lights, Street Paved
    Location
    • Region: Winnetka

    HOA & financial

    HOA
    • Services included: None

    Other

    Other facts
    • Listing terms: Conventional
    • Ownership: Fee Simple

    Price history

    DateEventPrice
    6/18/2026Sold$2,550,000+6.5%$452/sqft
    Source: MRED as distributed by MLS GRID #12631320 Report a problem
    6/1/2026Pending sale$2,395,000$424/sqft
    Source: MRED as distributed by MLS GRID #12631320 Report a problem
    5/23/2026Contingent$2,395,000$424/sqft
    Source: MRED as distributed by MLS GRID #12631320 Report a problem
    5/18/2026Listed for sale$2,395,000$424/sqft
    Source: MRED as distributed by MLS GRID #12631320 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2024-- $174,000 +0%
    2023$38,955 +6.3%$173,999
    2022$36,632 -10.3%$173,999 +6.5%
    2021$40,853 -0.2%$163,411
    2020$40,941 +0.8%$163,411 -8%
    2019$40,620 +15.7%$177,621 +18.6%
    2018$35,102 -3.7%$149,781 -6.5%
    2017$36,448 +4.4%$160,173
    2016$34,909 +2.8%$160,173 +13.9%
    2015$33,963 +2.2%$140,663
    2014$33,247 +4.9%$140,663
    2013$31,697 +13%$140,663 +7.5%
    2012$28,051 +4.6%$130,811
    2011$26,808 +6.5%$130,811
    2010$25,178 -4.5%$130,811 -16.7%
    2009$26,370 -4.8%$157,075 -14%
    2008$27,689 +5.5%$182,680
    2007$26,258 +14.1%$182,680 +36.7%
    2006$23,011 +1.8%$133,627
    2005$22,606 +3.5%$133,627
    2004$21,844 +6.4%$133,627 +26.1%
    2003$20,522 +7.9%$106,011
    2002$19,022 +14.2%$106,011
    2001$16,662 +3%$106,011 +20.4%
    2000$16,174 +7.4%$88,080
    1999$15,053 $88,080

    Find assessor info on the county website

    Neighborhood: 60093

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Greeley Elementary School
    • Middle: Carleton W Washburne 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.