Where to Buy Your First Home in Chicago

A mortgage can cost half as much as rent in Chicago. Are you ready to take the plunge and buy your first place?

Photo: VHT/courtesy of Karp Real Estate

$193,000: List price for 2-bedroom house in Des Plaines

It’s the right time to buy.

After seven long years of falling prices in the Chicago area—with median house values down a gut-wrenching 38 percent at the end of 2012, according to real-estate research firm Zillow—"we think Chicago has hit bottom,” says the company’s chief economist, Stan Humphries.

If you’re renting an apartment in the city, this could be the best time to switch to a mortgage. In Chicago, over seven years, you can pay 50% less to buy a place than to rent it, according to the real-estate website Trulia. Go here to precisely calculate your potential savings.

Ready to invest in your first home in Chicago?

If you have the typical first-timer’s budget—say, less than $200,000—and you want to stay in the city, you will be looking mainly at condos. Three Northwest Side communities are your best bet because (a) prices there have dropped significantly, (b) the housing stock is solid, and © they are near trendier neighborhoods, which should help boost property values as the housing market revives.

Heart set on a house? You may be better off leaving Chicago—but you need not go far. Take a look at these three suburbs in Cook County. They all have good public transportation into the city, and offer median prices below $200,000.

In the City

A condo building in Avondale
$127,000: List price for 2-bedroom condo in Avondale Photograph: Courtesy of Loyda Paredes with Procasa Realty


Median condo price: $118,000 (down 56 percent from the peak)

This historically Polish neighborhood is more diverse and vibrant these days. Granted, nearby Logan Square has more dining, shopping, and nightlife—but it also has pricier homes. Buy in Avondale and you get easy access to those perks while spending about half as much. To get even more for your money, stay away from new construction. And since the housing stock here can vary widely from block to block, spend time walking the streets where you’re thinking of buying, advises Chris Chesne, a Redfin agent on the Northwest Side. “Remember you’re not only buying a home, you’re buying a neighborhood,” he says. Chesne also notes a rising trend in Avondale: folks buying two- or three-flats and renting out the additional units (often to other family members) until they become financially able to convert the building into a single-family home.

Edison Park

Median condo price: $91,000 (down 57 percent from the peak)

With Park Ridge next door, this hidden gem on Chicago’s northwestern tip offers the best of both urban and suburban worlds. “This is a very dynamic community,” says Chesne, “close to the train and with lots of [restaurants and retail] on Northwest Highway. And it’s less expensive than getting into Edgebrook or Sauganash.” (On the city charts, those two areas are parts of Forest Glen, where condo prices are double those in Edison Park). Focus on the midcentury buildings—distinguished by their unusual brick patterns and cinder-block cutouts—for deals on two-bedroom condos with balconies.

Portage Park

Median condo price: $62,000 (down 68 percent from the peak)

Once-sleepy Portage Park is heating up, courtesy of places like the Portage, an upscale three-year-old restaurant on Central Avenue. Condos sell for less than in Avondale and Edison Park—and you can actually swing a bungalow for under $200,000. (Look west of Central and south of Irving Park Road.) At that price it will likely need updating, but, Chesne says, there can be significant savings through the state’s property-tax assessment freeze program. Go to chicagobungalow.org.

In the Suburbs

Madison Street in Forest Park
$127,000: Madison Street in Forest Park Photo: Chris Guillen


Median house price: $162,000 (down 41 percent from the peak)

Like nature? You’ll love this western suburb, which is home to Brookfield Zoo and a stretch of the Salt Creek forest preserve. You can easily find a brick bungalow or a postwar Georgian for under $200,000, though the best deals are short sales or foreclosures that may require fixing up.

Des Plaines

Median house price: $190,000 (down 43 percent from the peak)

This northwestern suburb boasts an excellent public library, good schools, a thicket of restaurants and stores, and a Metra stop (39 minutes to Chicago). Check out the recently built townhouses near downtown, which have been priced to move. “I’ve handled lots of short sales and foreclosures [in Des Plaines] recently,” says Jason Schram, a real-estate lawyer with an office there. Older ranch houses and split-levels are also a good value.

Forest Park

Median house price: $160,000 (down 47 percent from the peak)

A lower-cost alternative to neighboring Oak Park, this village holds its own, thanks in large part to funky Madison Street, which is loaded with boutiques, galleries, and restaurants—and there’s a CTA Blue LIne connection to Chicago. For about $160,000, you can find charming older brick houses and newer raised ranches.



1 year ago
Posted by staceyb

Your link to the Trulia calculator is off.Should be http://www.trulia.com/mortgage-calculators/06/rent-or-buy/

1 year ago
Posted by J.T.

Thanks, StaceyB. Fixed!

1 year ago
Posted by villageofhomewoodil

We are so thrilled that Homewood (IL) was mentioned in the Windy City Live interview with Dennis Rodkin. Thank you so much for getting the word out about our fab town. One thing, we noticed that in this article, Homewood isn't mentioned; however, it appears to be transcribed from Dennis' interview on Windy City Live: http://windycitylive.com/episodes/RULES-FOR-1ST-TIME-BUYERS/9119766. We would love to experience the full impact of his "endorsement" and hope to see Homewood accompanied in this article too. Thanks, again Chicago Magazine!

9 months ago
Posted by sovietfrance

I have to agree with the statement above. Homewood-Flossmoor is a great place to live and is over looked simply because it is in the south suburbs. Northside people wrinkle their noses when I mention I live here. Part of this is racism. Part is, they really have no idea where we are or what we have here. I have been in my home since 1988 and have lived here since 1970. I would not live anywhere else. i work in the city. I know the city better then most who live there. I hear about the break ins and parking issues. Traffic and all the other wonderful attributes of city living. For people looking to leave and ready for a home in the suburbs and work in the loop you cannot beat what we have. Easy train ride. Great police force and schools. We have been very successful with a mixed race population. I pity people who live in an all white suburb. I find them stale and creepy.

9 months ago
Posted by jnglrllr

Didn't take long to blame racism. (shakes head and leaves)

2 months ago
Posted by Bopper

Homewood is a really great area, lots of great forest preserves not far for nature lovers, awesome schools, 294 and 80 and 94 easy access, beautiful tree lined streets. And best of all Aurelio's pizza. Can't be beat

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