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Five great Uptown three-bedrooms for under $350K

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Uptown is a great value for growing families or those who need the extra space

There’s a lot to like about Uptown, but one of its biggest selling points is its affordability. Being one of Chicago’s most dense communities, there are condos available in all sizes and at all price points. But one of its other great attributes is its inventory of units in vintage buildings. It’s common to find three-bedroom apartments in this North Side neighborhood. While today’s developers aren’t delivering as many large residences as they used to—instead focusing on more profitable efficiency units—there are still many available for sale or rent around the greater Uptown area.

Here’s a quick snapshot of what is currently available in the area for $350,000 and less.


↑ 4162 N. Clarendon #2S

For $269,000, you can claim this three-bedroom condo on Clarendon Avenue. Located in the historic Buena Park pocket community, this one is just steps from the lakefront and shopping on Broadway. Filled with heaps of woodwork, this 1,300-square-foot residence blends historic finishes with contemporary touches. The monthly assessment comes in at $361.

↑ 4517 N. Magnolia #2S

This spacious 1,600-square-foot three-bedroom unit on Magnolia is listed just under the $300K threshold. Being a classic Chicago apartment in a historic multiunit building, there’s a lot of room though. This one could use some simple updating and refreshing, but otherwise, you’re getting a lot of value for $299,000. The assessment adds $398 to the monthly payment.

↑ 4746 N. Kenmore #2S

The get into a three-bedroom with two full baths in the area, you’re going to be looking at listings asking just over $300K. Like the others, this one is quite roomy at 1,400 square feet and it’s also centrally located near some popular Uptown attractions like the classic Green Mill jazz club and Aragon Ballroom. No updating is required here and the monthly assessment is $320.

↑ 823 W. Lakeside #3W

Those who prefer vintage materials and finishes will certainly want to talk a walk through this three-bedroom, two-bathroom unit. It appears in a near time capsule quality condition with original doors, hardware, windows, and dining room millwork. These are getting harder to come across as developers continue flipping existing housing stock. Perhaps it’s not for everyone, but fans of Chicago vernacular architecture will get a kick out of it. It’s asking $315,000 and has a monthly assessment of $329.

↑ 4419 N. Beacon #1N

Here’s a very open and airy one with tons of room to spread out and entertain. With three-bedrooms and two full bathrooms spanning 1,600 square feet, this one is about the size of a single family home. The kitchen and bathroom are a bit dated, but that won’t matter when you see how big the private outdoor deck is. It’s certainly a bit unusual to find a deck that large in this price range. This one can be had for $349,900 and the assessment is a reasonable $200 per month.