Dan Loves HousesCompass · Chicago

Neighborhoods · Northwest Side

Montclare

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Why people love it

One square mile of brick bungalows and Tudors tucked between Harlem Avenue and the rail tracks, with its own Metra stop at Grand and Sayre. Montclare is the Northwest Side at its most compact and most overlooked.

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What's drawing people

Of the Northwest Side neighborhoods I track, nothing has climbed faster: the house median is up 111 percent since the window ending 2013, from $175,000 to $370,000, without a single down window.

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The value

Montclare is where the entry price and the trend line cross. You are buying Elmwood Park's twin on the city side of Harlem, with a median that has more than doubled in twelve years and rents around $1,990 backstopping it.

What people say about Montclare

  • Median single family sale hit $370,000 in the 2023 to 2025 window, up 111 percent from $175,000 in 2011 to 2013 (Cook County Assessor warranty deed sales).
  • 113 house sales in the current window, down from 172 at the 2021 peak. A one square mile neighborhood does not carry much inventory.
  • Average two bedroom rent is about $1,990 a month (Zumper, July 2026 data).

One square mile of brick bungalows and Tudors tucked between Harlem Avenue and the rail tracks, with its own Metra stop at Grand and Sayre.

Montclare is one of the smallest community areas in the city, 0.99 square miles bordered by Harlem on the west, Belmont on the north, and rail lines on the south and east. It was named for Montclair, New Jersey, annexed in 1889 as farmland, and built out after the Grand Avenue streetcar arrived in 1912. Today it is a majority Hispanic, working neighborhood with Rutherford Sayre Park and its library as the shared front yard.

The stock is the reason people cross Harlem for it: brick bungalows and 1920s Tudors on tight, well-kept lots, the same housing Elmwood Park sells one block west. The Assessor counts 164 house sales in the last three years against only 21 small apartment buildings, so this is an owners' market through and through. The Mont Clare Metra stop on the Milwaukee District West Line at Grand and Sayre is the transit card most people forget it holds.

The trajectory is the headline. From $175,000 at the bottom of the foreclosure era to $370,000 now, the rolling median has climbed in every one of the twelve windows I measured, the strongest percentage run of any Northwest Side area I cover. Recent sales at the top of the market, including new and expanded houses closing at $800,000 and $908,000, show what builders think of the land.

Montclare fits first-time buyers who want a real brick house under $400,000, families with roots on the Grand Avenue corridor, and small investors who understand that scarce inventory in a one square mile market does the appreciation work for you. This is the definition of buying the block.

Last updated August 2026.

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