Old Town Homes for Sale

Located near the heart of the city, the Chicago neighborhood of Old Town is a historic community with a young and hip vibe. The tree-lined streets of this district are edged by a fantastic selection of boutiques, restaurants, comedy clubs, and theaters. This popular neighborhood is home to people of every walk of life: industrious nine-to-fivers, creative souls, immigrants from many cultures, and young families. When it comes to investing in an Old Town home for sale, buyers will find that the market is composed of historic luxury properties, handsome brick houses, and high-rise apartment buildings.

Continue down the page to browse a broad selection of Old Town homes for sale, or learn more about this dynamic Chicago community.

Browse Old Town Real Estate Listings

All Listings Under $100,000 $100,000 - $200,000
$200,000 - $300,000 $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000 $900,000 - $1,000,000 Over $1,000,000

Browse Old Town Real Estate Listings

254 Properties Found. Page 1 of 22.
Photo of Listing #09401800

1932 North Burling Street, CHICAGO

$50,000,000 - 6 Beds, 9 Baths, 25,000 Sf

MLS® # 09401800

Photo of Listing #09825313

1909 North Orchard Street, CHICAGO

$15,500,000 - 6 Beds, 7 Baths, 15,500 Sf

MLS® # 09825313

Photo of Listing #09825329

1903 North Orchard Street, CHICAGO

$9,500,000 - 6 Beds, 7 Baths, 14,500 Sf

MLS® # 09825329

Photo of Listing #09848770

1970 North Burling Street, CHICAGO

$8,950,000 - 5 Beds, 7 Baths, 7,800 Sf

MLS® # 09848770

Photo of Listing #09825304

1905 North Orchard Street, CHICAGO


MLS® # 09825304

Photo of Listing #09737091

1939 North Howe Street, CHICAGO

$7,800,000 - 8 Beds, 9 Baths, 11,000 Sf

MLS® # 09737091

Photo of Listing #09828765

1821 North Howe Street, CHICAGO

$7,500,000 - 7 Beds, 9 Baths, 9,300 Sf

MLS® # 09828765

Photo of Listing #09781607

1911 North Burling Street, CHICAGO

$5,000,000 - 6 Beds, 5 Baths, 6,000 Sf

MLS® # 09781607

Photo of Listing #09775581

1848 North Howe Street, CHICAGO

$4,350,000 - 5 Beds, 6 Baths, 6,450 Sf

MLS® # 09775581

Photo of Listing #09597227

1913 North Howe Street, CHICAGO

$3,900,000 - 4 Beds, 4 Baths, 5,500 Sf

MLS® # 09597227

Photo of Listing #09847607

1874 North Burling Street, CHICAGO

$3,700,000 - 5 Beds, 6 Baths, 7,500 Sf

MLS® # 09847607

Photo of Listing #09827190

1804 North Cleveland Avenue, CHICAGO

$3,299,000 - 5 Beds, 6 Baths

MLS® # 09827190

Make the most of your home search, and register with Magellan Realty today! You’ll have 24/7 access to our complete collection of Old Town real estate listings. Additionally, you’ll be able to enjoy the convenience of creating your own custom searches to quickly narrow results down to the properties that best accommodate your budget and lifestyle.

Explore Old Town Homes for Sale

Those who are looking to invest in an Old Town home for sale will find that the market is predominantly composed of luxury homes, although there are opportunities for buyers on a budget to invest in an affordable apartment or townhome.

The most prestigious properties on this market are lavish luxury estates. With handsome stone exteriors and private lawns lined by wrought iron fences, these impressive abodes can fetch several million dollars on the local real estate market. With several thousand square feet of interior living space, these homes offer an unparalleled level of luxury.

Old Town real estate is often characterized by white stone or red brick exteriors. Brownstone apartment complexes are common throughout the area, although some of the residences in this community reflect more modern tastes. Low-rise and high-rise apartments can be found, and buyers will discover that prices for a suite can be as low as $100,000 or a much as a million dollars depending on the size, luxury, date of construction, and location. As such, Old Town is open to buyers of any budget. So, if you’re searching for an apartment close to the heart of the action, start your search in Old Town.

Life in Old Town

There is no official neighborhood that is called Old Town. Technically, the region fits within the historic district of North Side. For many years, the boundaries of Old Town were defined as the radius around St Michael’s Church where the bells could be heard ringing. Today, the Old Town Merchants & Residents Association defines the boundaries as Clark Street to the east, Division Street to the south, Halsted Street to the west, and Eugenie Street to the north.

This community is popular among residents who want to be a part of a vibrant community with character. Old Town is often recognized as Chicago’s comedy center because of the many comedy clubs in the area. Zanies Comedy Club was established in 1978, and it is the third longest continually operating comedy club in the United States. Over the years, many comedians have performed on Zanies’ stage, including Roseanne Barr, Tim Allen, and Jerry Seinfeld. The Second City is another popular comedy club in the area. The improvisational comedy enterprise has consistently presented some of the finest acts in comedy and has also been involved in the production of television programs like SCTV and Saturday Night Live.

Those who love to shop will find that Old Town is a community composed of a diverse series of independently owned and operated boutiques, giving this community a one-of-a-kind atmosphere. Cafés and restaurants in the area fill the street with scents from all over the world. Delight in a slice of deep-dish pizza in the city where it was invented. Taste the complex spice blends of the Middle East, and relish the fresh flavors of Mexican food. There is no shortage of flavors to explore in this neighborhood. For a fun night on the town, there is also a great selection of bars and nightclubs in the area.

When it comes to outdoor recreation, residents of Old Town homes will find that their community is adjacent to the famous Lincoln Park. Over the past few years this 1,000-acre park has been expanding as the city works to dedicate a larger space to outdoor recreation. Visitors will find that the grounds are crisscrossed by a network of trails perfect for dog walking, cycling, and jogging. The park is also home to a famous zoo that offers free admission year round and an impressive nature conservatory.

If you’re interested in purchasing an Old Town home for sale, connect with the experts at Magellan Realty. They’ll be happy to lend you the full benefit of their expertise on the Chicago real estate market.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Magellan Realty LLC are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on February 21st, 2018 at 12:50am CST.

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