Insights & guidance

Straight talk on Northside real estate.

Four decades of buying, selling, and investing on Chicago's Northside — written down so you can make smarter decisions, whichever side of the table you're on.

For Buyers & Sellers · October 2026

How Old Is the Roof? What It Means When You Buy or Sell

The inspection, the insurer, the lender and the condo association: how an aging roof actually gets handled in a Northside sale, and how it gets negotiated.

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Market Update · September 2026

Demand Has Cooled Since July. Your Comps Don't Know That Yet.

Lincoln Square closed prices are up 19.7% — but buyer demand has been falling since July and unsold listings are aging. Why your comps describe a market that has already moved.

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Market Update · August 2026

Chicago Leads the Nation in Prices. Price Yours Conservatively Anyway.

Chicago tops all twenty Case-Shiller metros in price growth — yet demand has been cooling since July. Why the sellers pricing on last month's headlines are the ones still sitting.

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Market Update · July 2026

What "the Chicago Market" Actually Means on Your Block

The headline says one market. Two Northside ZIP codes — and a look below them to Lincoln Square itself — say four different ones. Why a citywide average can't price your home.

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For Buyers · July 2026

The First-Time Home Buyer's Guide to Chicago's Northside

What a first purchase really costs, how to choose between Lincoln Square, Ravenswood, Andersonville, and their neighbors, and the mistakes that cost buyers the most.

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For Sellers · July 2026

How to Prepare Your Northside Home to Sell

The prep work that actually moves the sale price, what to skip, and how pricing in the first two weeks decides your outcome.

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