Living in Old Town, Chicago Old Town Real Estate for sale, Old Town condos, Old Town Apartments

Old Town Real Estate Guide

Welcome, here you’ll find the latest Chicago Old Town real estate for sale including Old Town homes for sale and information you need if you’re considering living in Old Town.

Chicago Old Town real estate is mostly vintage. However, there is also a nice mix of cottages, row houses, condos, and two-flats.

Not to be missed is the historic Old Town Triangle. It’s a section of row houses on cobblestone streets that gives people a flavor of old Chicago.

Best Chicago Properties has provided clients with Chicago Old Town real estate expertise since 2007. We’re here to help you.

Have a question? Ask us!

Chicago Old Town Real Estate For Sale

Here’s the latest Chicago Old Town real estate for sale including homes, townhouses, condos, lofts and apartments.

$529,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,550
SQFT
1515 N Cleveland Avenue #2N
Chicago, IL 60610
 
New Listing - yesterday
$1,200,000
Single Family Home For Sale
Active
3
BEDS
3
TOTAL BATHS
218 W St Paul Avenue
Chicago, IL 60614
 
New Listing - yesterday
$475,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1560 N Sandburg Terrace #2001
Chicago, IL 60601
 
New Listing - yesterday
$233,000
Condo For Sale
Active
1
BED
1
TOTAL BATH
1,224
SQFT
1407 N Mohawk Street #G
Chicago, IL 60610
 
New Listing - 2 days online
$525,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1660 N Lasalle Drive #1901
Chicago, IL 60614
 
New Listing - 4 days online
$1,040,000
Condo For Sale
Active
4
BEDS
3
TOTAL BATHS
2,400
SQFT
1660 N Lasalle Drive #4101-03-05
Chicago, IL 60614
 
Open House Sat, Jul 31, 4 PM UTC
Please verify times due to COVID-19
$515,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,650
SQFT
1527 N Hudson Avenue #3N
Chicago, IL 60610
 
New Listing - 4 days online
$455,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
1,300
SQFT
1340 N North Park Avenue #3
Chicago, IL 60610
 

What’s Best About Living In Old Town?

When talking about making a life in Chicago’s urban center, the topic of Old Town usually comes up.

A storied neighborhood and historic district, living in Old Town is a unique experience. Moreover, Old Town practically encapsulates the entire city in a very small area.

The area itself traces its roots to Chicago’s earliest denizens. But today Old Town boasts trendy eateries that rub their big shoulders up against classic Victorian architecture.

So where exactly is Old Town? Old Town is located in zip code 60610. It’s bordered by Armitage Avenue on the north and Division Street on the south. Plus Clybourn Avenue on the southwest, Larrabee Street on the west and Clark Street on the east. Nearby neighborhoods include Chicago’s Gold Coast which sits just to the east.

Old Town History

Before the arrival of European immigrants, Old Town was home to the Potawatomi, Miami, and Illinois tribes.

St Michael - Chicago Old Town Real Estate

St Michael’s Survived The Great Chicago Fire.

A precursor to Chicago’s role as a hub of trade and commerce, these tribes were recorded to have been using the area as a trading post.

Then, shortly after the turn of the 19th century, the Treaty of Chicago forcibly removed them.

Next, the Old Town area was settled by German immigrants. Moreover, St. Michael’s church stands as a monument to these early European colonizers.

Originally built by Bavarian immigrants, St. Michael’s was one of only a handful of structures to survive the Great Chicago Fire.

Old Streets

You’ll need to become accustomed to the unique pattern of Old Town streets.

For instance, Old Town’s streets are among the few in the city that do not adhere to Chicago’s famous grid pattern.

You might wonder why Clark Street follows a somewhat irregular line. It’s because it runs along one of the area’s earliest roads that followed a ridge alongside Lake Michigan.

Original El Station

Old Town’s only El stop, servicing the Brown & Purple Lines, is on North Sedgwick. Sitting in the heart of Old Town, this El stop is among the oldest in the city and one of the few original stops still standing. It was built in 1900.

Civil progress

Living in Old Town means being a neighbor to the Henry Gerber house. Named in honor of its owner, this piece of Old Town real estate was the home of the Society for Human Rights: the first gay rights organization in American history.

This fabulous bit of trivia is all the more incredible when one understand it was founded in 1924.

The Henry Gerber House was named a Chicago Landmark in June 2001. Then a National Historic Landmark 14 years later. And it still stands today at 1701 N Crilly Ct.

Dramatic change

Following the white flight of the 1950s, many of Old Town real estate’s gorgeous Victorian homes and storefronts were left vacant.

Consequently, the area became home to three unique groups searching for a place in the Second City.

First, Old Town became the unofficial basecamp for hippie culture in the Midwest.

Next, a sizable community of Puerto Ricans put down roots along the north and west corners of the neighborhood.

Finally, Old Town’s real estate was the chosen home of the newly out homosexual culture.

Cultural explosion

So when such a variety of people who called Old Town real estate home came together, many of Chicago’s most famous institutions came into existence.

For example, ubiquitous city names like The Second City, Old Town Ale House and the Up Down Tobacco Shop all emerged during this period.

Most of these icons still call Old Town home today, even if they’re not exactly in the same spot where they started.

Similarly, the Old Town School of Folk Music first opened its doors during Chicagos revival of the genre. It saw singer-songwriters such as Bonnie Koloc, Bob Gibson, John Prine, and more grace its halls and the surrounding venues.

From the Old Town School of Folk Music came other venues for artists to ply their trades.

Notably, the now-famous Mother Blues club. It boasted greats ranging from Brazil ’66 and Jefferson Airplane to the legendary comedian George Carlin.

An exciting place to live

Perhaps the best way to conclude a write up of Old Town real estate is with a description of living in Old Town from 1967. Penned by Richard Atcheson for a write-up in Holiday Magazine, the colorful biography still rings true today:

“There is a little piece of Chicago Real Estate, west of Lincoln Park, that is the pride of urban conservationists and the despair of bulldozers. It is a community widely known as Old Town… full of conflict, full of life; a sometimes maddening but always exciting place to live.”

Just let us know if you’re interested in living in Old Town, or have questions about buying or renting Old Town real estate!

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