Winnetka, simplified.
With clarity, transparency, and a balanced point of view.
Survey #2 closes July 31. Six concepts for the post office site, six price tags — and a set of cost dials that do not quite say what the renderings imply. Here is the whole decision, and how it got this late.
The Village bought 512 Chestnut Street in 1982. The 1986 comprehensive plan identified the parcel as a redevelopment opportunity. And in 2008, Ed Woodbury — then the village president — told Better Magazine that the Village had bought the land intending it to become a commercial development. Fast forward: it has been home to a post office and a parking lot ever since, and today it is a lawn.
What follows is a record of blue sky ideas, commissioned plans, proposals, debates and studies. An ad-hoc committee formed around 2005 to plan for the end of the postal lease. A push to move the library there gathered momentum in 2007. The Village adopted a Downtown Master Plan in November 2016 after a year-long community process, and the Winnetka Futures 2040 comprehensive plan in April 2023. In 2022, then-Village President Chris Rintz proposed a public plaza with gathering space and room for small concerts and markets, invoking the village’s 1921 comprehensive plan by architect Edward Bennett; all eight residents who spoke that night supported it. In 2024, staff commissioned conceptual plaza designs — and then, per the Council’s own October 2025 packet, no further discussion or action occurred.
The Village survey is open until Friday, July 31. Take the Post Office Survey →
Read the full article →Every year, stalled development on key Village parcels costs each Winnetka household an estimated $3,000–$5,000 in lost property tax revenue — revenue that would offset your levy. Plus $440 in new fees in 2026, and $20K per household if the $100M stormwater plan moves forward as proposed.
Explore Your Money →Days the Post Office site has been idle since 2007 — nearly 18 years. Plus 5+ years with Tower Road Pier closed and five straight Capital Improvement Plan deadlines missed. Plus the years Elder Lane Beach remained contaminated while the Village delayed testing.
Explore Your Time →Just 65 residents decide who governs all 12,750 of us — that's how many attended the last Winnetka Caucus Council meeting, the body that sets the slate for every Village board. Reforms like online voting access and published candidate criteria are long overdue.
Explore Your Investment →A light-but-strategic agenda: the Council reviews the Village's Annual Comprehensive Financial Report (a $28.17M General Fund balance and a reaffirmed Aaa bond rating), weighs a proposed short-term rental ban (Ordinance MC-03-2026), and takes an early look at the 455 Linden planned development. OTW's executive summary breaks down what's at stake — and why a strong balance sheet should now translate into measurable, multi-year commitments.