500 Maple Street, Winnetka, IL 60093
Local realty services provided by:Better Homes and Gardens Real Estate Connections
500 Maple Street,Winnetka, IL 60093
$2,395,000
- 5 Beds
- 5 Baths
- 5,646 sq. ft.
- Single family
- Active
Listed by: paige dooley, caroline keehn
Office: compass
MLS#:12631320
Source:MLSNI
Price summary
- Price:$2,395,000
- Price per sq. ft.:$424.19
About this home
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!...
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Home facts
- Year built:1920
- Listing ID #:12631320
- Updated:May 22, 2026 at 10:55 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Full bathrooms:3
- Half bathrooms:2
- Rooms Total:12
- Dining Description:Breakfast Room, Separate Dining Room
- Kitchen Description:Dishwasher, Disposal, Double Oven, Freezer, Gas Cooktop, Microwave, Refrigerator
- Basement Description:Full, Partially Finished
- Living area:5,646 sq. ft.
Heating and cooling
- Heating:Radiator(s)
Structure and exterior
- Roof:Shake
- Year built:1920
- Building area:5,646 sq. ft.
- Lot area:0.4 Acres
- Lot Features:Corner Lot, Landscaped, Mature Trees
- Architectural Style:Colonial
- Levels:3 Story
Schools
- High school:New Trier Twp H.S. Northfield/Wi
- Middle school:Carleton W Washburne School
- Elementary school:Greeley Elementary School
Utilities
- Water:Lake Michigan
- Sewer:Public Sewer
Finances and disclosures
- Price:$2,395,000
- Price per sq. ft.:$424.19
- Tax amount:$40,527 (2024)
Parking
- Total parking spaces:2
- Parking description:Brick Driveway, Detached Garage, Garage
- Garage:Yes
- Garage spaces:2
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