Old Town Triangle

Old Town Triangle

Chicago, Illinois Homes for Sale

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About Old Town Triangle

Home to many historic properties and several storied Chicago institutions, the Old Town Triangle is a well-established pocket of Old Town perfect for homebuyers looking to settle down close to the lake and the Loop. Once bordered to the west by Ogden Avenue, the neighborhood has since conformed to the grid and no longer forms an obvious triangle. The landmark district’s impressive architecture remains intact, however, as does the area’s legendary comedy club, The Second City.

Quick Facts

Current Prices: $139,900 to $3,700,000

Closed Prices: $132,000 to $4,075,000

Median Sale Price: $425,000

Average $ per sq ft: $385

Association Fee Ranges: $0, $0 to $1530/mo

Type: Attached Home (Condo, Townhouse, Loft, etc.), Single-Family Home

Age: 1870 to 2021

Sq. Ft.: 375 to 8500 Sq. Ft.

Bedrooms: 0 to 6 Bedrooms

Bathrooms: 1 to 8 Bathrooms

Around Old Town Triangle

Condominium towers and smaller multi-unit buildings, both modern and vintage, make up the bulk of housing options in the Old Town Triangle. The neighborhood’s taller structures are located on the eastern border, overlooking Lincoln Park and the lake. Residents near the triangle’s southern edge will have an easier walk to the Sedgwick train station and better access to the city’s downtown attractions.

A number of restaurants dot Clark Street and North Avenue, providing plentiful options for delicious comfort food for any time of day. Twin Anchors has been a staple in the neighborhood for tender baby-back ribs and other BBQ favorites. R.J. Grunts and Chicago Pizza and Oven Grinder Company, just north of the triangle, have also kept customers satisfied for decades. International cuisine is easier to find just south of the neighborhood — enjoy a lunch of tacos on the patio at Adobo Grill or take a seat at the sushi bar at Kamehachi.

Many of the Old Town Triangle's inhabitants are working professionals who have settled down in a home after completing a few rental stints around the city. The neighborhood's bars and restaurants also attract a younger crowd, creating a diverse population of residents all sharing a passion for the Old Town Triangle's history and culture. Improv and standup comics frequent the comedy clubs on the south end of the neighborhood.

Enjoy a quick dinner at a casual eatery before heading to one of the bars on Lincoln or North Avenue, which range from intimate dives to chic rooftop bars. Fans of comedy and theater will want to head down to North Avenue and check out a show at The Second City, the most prominent pillar of Chicago's rich comedy scene.

Stop by Kanela Breakfast Club for a Greek-inspired brunch before exploring the area’s boutique shops. In the afternoon, pay a visit to the Chicago History Museum for a glimpse into the city's past or soak up some sun in the neighboring parks and fields next to the beach.

Locals Love

  • Easygoing neighborhood near the heart of Chicago
  • Great dining and nightlife options
  • Relatively easy parking

Locals Don't Love

  • Heavy traffic
  • Limited CTA access
  • High cost of living

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