About Us

Chicago’s Vertical Living Specialists

How it Works


Is there a listing you’ve got your eye on? Or maybe you’d like some help sorting through the apartments for rent in downtown Chicago. Contact us with your timeline, budget and must-have list.


Next, we’ll match you up with one of our neighborhood experts who will listen to your needs and then arrange 3-5 viewings within 24-48 hours of our first chat.


We’ll take you out and about in different neighborhoods, show you a bunch of different options and help you find your perfect place.

Get moving with SQUARE 1

Want to be walking distance to the best taco or hottest sake bar in town? Need a bigger space for you and your bulldog Winston? Or maybe you’re finally ready to drop some coin on a for real adult living situation. If you are looking for an apartment for rent in downtown Chicago, or perhaps buying or selling a home, our Chicago real estate team is here to assist you in the process. No hidden fees, no slimy salespeople and no wasted time. In fact, we’re not trying to “sell” you anything. We simply help you cut through the noise and confusion of online listings and match all the must-haves on your list, so you can find the perfect place to Netflix and chill.

We’re neighborhood experts

Our full-service agents are experienced, excessively trained, and slightly obsessed about downtown Chicago real estate. We have a vast network of apartments for rent in downtown Chicago and we have an in-depth knowledge of each neighborhood, including apartment buildings, neighbors, and local attractions. In short, we’re neighborhood experts. We’ll help you narrow down your options, take you on a tour of the area and find the hidden gems that you just can’t find by searching online. Whether you’re relocating to Chicago or just ready for a change, we’re ready to show you the Chicago we know and love.

Rayford Dillon

Sales and Leasing Agent


  • Architecture
  • Cars
  • Museums
  • Exploration
I love exploring all of what Chicago has to offer. I believe I've been to all 77 Chicago neighborhoods and still looking to explore more - all of the new things that seem to appear every day.

Kelsey Caja

Sales and Leasing Agent


  • Traveling
  • Cooking
  • Learning New Languages
  • Camping
From the first time I walked down the streets of Chicago I knew I belonged here. It's such a welcoming city. Chicago, like it's people, is original and genuine. 

Matt Merz

Marketing Manager


  • Photography
  • Food & food writing
  • The CTA
  • Classical music & jazz
When I first started visiting Chicago, we'd always hang out in Lakeview. It's the best intersection of big city-meets-neighborhood; sure, you can find Michelin-starred food, but there's always killer wing specials around the corner somewhere—and, some of the best transportation access in the city. As a cyclist, there's nothing better in the summer than being close to the lake.

Edgar Diaz

Marketing Associate


  • Baseball
  • Local Breweries
  • All Things Pizza
  • Art Shows/Museums
The West Loop continues to blow my mind. With my love for delicious food, thrilling entertainment, and beautiful city scenery, I'm in constant awe as I continue to explore the countless amount of restaurants and bars that flood this neighborhood while enjoying its quick ascent into one of Chicago's most desirable locations.

Anthony Pawlik

Operations and Talent Lead


  • Hiking
  • Wine
  • Traveling
  • Craft Beers
I truly believe this city has something for everybody. Shopping, the beaches, architecture, history, art and culture – you name it, and I can guarantee you can find it in Chicago.

Jason Dalka

Managing Broker/Director


  • Old Buildings
  • Mountain Biking
  • Dogs
  • Bourbon
Hog Butcher for the World, Tool Maker, Stacker of Wheat, Player with Railroads and the Nation's Freight Handler; Stormy, husky, brawling, City of the Big Shoulders

Find Your Dream Home Today


420 W. Huron

Chicago IL 60654