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!
Est. $4,198 per month, based on comparable rentals
Sale and tax history for 500 Maple St
Sale History
Tax History
Date
Event
Price
MRED as Distributed by MLS Grid #12631320
Jun 18, 2026
Sold (MLS) (Closed)
$2,550,000
$452/sq ft
Public Records
Sep 28, 1989
Sold
$670,000
$119/sq ft
Public Records
Sep 1, 1983
Sold
$312,000
$55/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$38,955 (+6.3%)
$42,101 + $197,899
$240,000
2022
$36,632 (−10.3%)
$51,456 + $122,543
$173,999
2021
$40,853 (−0.2%)
$35,084 + $128,327
$163,411
2020
$40,941 (+0.8%)
$35,084 + $128,327
$163,411
2019
$40,620 (+15.7%)
$35,084 + $142,537
$177,621
2018
$35,102 (−3.7%)
$30,406 + $119,375
$149,781
2017
$36,448 (+4.4%)
$30,406 + $129,767
$160,173
2016
$34,909 (+2.8%)
$30,406 + $129,767
$160,173
2015
$33,962 (+2.2%)
$25,338 + $115,325
$140,663
2014
$33,246 (+4.9%)
$25,338 + $115,325
$140,663
2013
$31,697 (+13.0%)
$25,338 + $115,325
$140,663
2012
$28,051 (+4.6%)
$28,067 + $102,744
$130,811
2011
$26,808 (+6.5%)
$28,067 + $102,744
$130,811
2010
$25,178 (−4.5%)
$28,067 + $102,744
$130,811
2009
$26,369 (−4.8%)
$28,457 + $128,618
$157,075
2008
$27,689 (+5.5%)
$45,531 + $137,149
$182,680
2007
$26,258
$45,531 + $137,149
$182,680
Public record
Public record
Zoning
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.36 Acres
Year renovated
—
Sq. Ft.
5,170
Year built
1920
Style
Single Family Residential
County
Cook County
APN
05211090100000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 16, 2026.
R4
Single-Family Residential District
The requirements set forth in this chapter, together with other provisions set forth in the Building Code of the Village, have been adopted in order to provide for a single-family residential environment of relatively intense suburban character, where the degree of improvements upon an individual parcel of land is in approximate balance with the landscape area of such parcel of land. Due to the mature character of development within this district, such requirements are also intended to assure that future modifications to existing structures, or the replacement of existing structures with new structures, will not alter the scale and general character of established neighborhoods. In this regard, the requirements set forth in this chapter are further intended to foster development which is compatible, in general, with the character of existing single-family development within the immediate neighborhood with respect to external architectural scale, landscaping and other site improvements.