IL
Cook
Winnetka
60093
500 Maple Street, Winnetka, IL 60093
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Listing Type
Single Family
Listing Status
Active
12
$2,395,000

Home Details for 500 Maple Street

Price
$2,395,000
Type
Residential
Bedrooms
5
Total Bathrooms
5
Full Bathrooms
3
Half Bathrooms
2
Square feet
5170
Year built
1920
Lot size acres
0.36
County
Cook
Total rooms
8
Garage
2
Basement
Partially Finished, Full
MLS Listing#
12631320
Property Description

COMING SOON ON MAY 19! Exceptional East Winnetka Georgian on serene and lush 0.4-acre grounds (96x160) with sweeping views of the Village Green. Architecturally significant and award-winning classic home 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 (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 Village Green, 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 recreation room that was dug out (2007) for optimal ceiling height, 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 1988 and updated meticulously over the years, including an award-winning 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!

Property Features
  • House Interior
    • Vaulted Ceiling(s)
    • Built-in Features
    • Walk-In Closet(s)
    • Bookcases
  • Parking
    • Garage Door Opener
    • Detached
    • Garage
    • Driveway
  • Fire Place
    • Family Room
    • Living Room
    • Wood Burning
    • Gas Log
  • Basement
    • Partially Finished
    • Full
  • Waterfront and Water Access
    • Pond
School Information
School Information for 500 Maple Street, Winnetka, IL 60093
Elementary School
Greeley Elementary School
Middle School
Carleton W Washburne School
High School
New Trier Twp H.S. Northfield/Wi
Listing Courtesy: Compass - 847-446-9600
Midwest Real Estate Data logo Based on information submitted to the MLS GRID as of 2026-05-01 14:51:28. 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.
Last Updated: 2026-05-01 14:51:28
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