Jessica Coulson
Chicago to the North Shore, the move I made myself. Homes priced by analysis, not by hunch.
Search listings on CompassTrusted Partner in Your Real Estate Journey
- $80M+Bought and sold for clients since 2018
- 4× Top AgentTop Producer, Chicago Association of REALTORS®
- Top 2%Real Estate Agent in Chicagoland, in Sales Volume
- Team Leadat Coulson Collective at Compass
- 400+Clients Served
- 250+Lifetime Transactions

Meet Jessica
Jessica prices a home with the discipline she brought to ten years in management consulting and real estate private equity: the numbers first, then the story. Two Cornell degrees, ten moves in a decade, and since 2018, buyers and sellers across Chicago and the North Shore.
While she thrived in the consulting environment, her passion for working with people and her desire to be the master of her destiny prevailed, and in 2018, she made a seamless transition into residential real estate. Having moved ten times in a decade, she empathizes with clients who are looking to sell their homes or make the most important purchase of their life.
One move, both markets
Most of our clients are selling in the city and buying on the North Shore in the same season, or the reverse. We run it as one transaction: one timeline, one negotiation strategy, one person answering the phone.

Selling in Chicago
Pricing starts from the block-by-block comps, then staging and timing so the sale funds the move without a gap.

Buying on the North Shore
Glenview, Northbrook, Winnetka, Wilmette and the villages between them: schools, Metra lines and what each street actually trades at.
Selling in the city or the suburbs?
Start with what your home is worth, from someone who prices both markets.
Tell us where you are and where you are headed
Client Reviews
“Everyone in my family works in real estate (a realtor, a broker, and a builder) so it hurts a little to admit that Jess is the best out there. Jess should be making millions of dollars at a hedge fund, VC firm, or some other job reserved for people that are way too smart and work way too hard. Instead she decided to be a ridiculously good realtor. I met her randomly at an open home and it was so obvious that she was the best realtor I would come across that I started working with her immediately. Since then I've bought and sold a million dollar plus home with her and there is absolutely no room for improvement in her work. She does tons of research, has a very realistic and logical approach, and is perfectly organized and professional. I've never worried that she is splitting her focus or letting things fall through the cracks, and I've always known she'll keep me in check if I get frustrated with a buyer or seller, or think my home is worth more than it is. If you've never bought or sold a home before, she'll walk you through every step and make sure you understand exactly what's going on. And if you've bought and sold dozens of homes, she'll keep everything organized and on track, make sure all goes smoothly, and when the inevitable hick-up occurs she will calmly facilitate solutions. I can't recommend her highly enough.”
Jordan M.Seller in Bucktown, Chicago“Jessica was everything you could hope for in an agent and more! We live on the other side of the country and were going through a bunch of very difficult life transitions. Jessica made the process of selling a house totally stress-free from start to finish. She helped communicate with the tenants we had living in our condo throughout the process and was able to negotiate a deal that was significantly better than the identical (and maybe even more polished) condo right next door. She even made it so that the gap between closing and our tenants leaving was non-existent which meant no lost income! She also went above and beyond by personally (with help from her husband) removing furniture and other stuff the previous tenants had left behind. She is amazing.”
AlexBuyer“I wanted to sell my condo in Chicago and I live on the west coast. I’ve tried to sell it before and had to delist due to lack of interest. Jessica went over and above what most agents do. She got my place fixed up and ready to show, meticulously determining what needed to be done, getting multiple quotes and managing the entire process. I could not have done this being remote. Then, she hosted many open houses and generated quite a lot of traffic. She landed an offer in less than 2 months with a close a month later. She also completely managed the close. I’ve worked with multiple agents before and Jessica is by far the best. I highly recommend Jessica to everyone in Chicago. I don’t think you can find a better agent.”
SamirSeller“Jessica Coulson was referred to us by a friend as someone who would be able to walk us through the home buying process as first time buyers, and we are beyond thrilled to have now completed the entire process with her guiding us. She was available at all time throughout the day and night, weekdays and weekends, and was extremely accommodating to our busy schedules. Her down to earth personality and personal touch on everything she does is beyond what we could have hoped. We will without a doubt recommend her to anyone who is asking for help, and will again come to her for help with out next move, sale, or purchase when the time comes.”
TomBuyer
Featured Sales
Bought1617 N Wolcott Avenue
$2,150,0005 bd · 5 ba · 6,900 sq ft
Bought & Sold2501 N Sawyer Avenue
$1,865,0005 bd · 4 ba
Bought2965 Walters Avenue
$1,845,0006 bd · 7 ba · 9,085 sq ft
Bought180 Harbor Street
$1,800,0003 bd · 3 ba
Sold1733 N Hoyne Avenue
$1,675,0005 bd · 3 ba · 3,400 sq ft
Bought650 Walden Rd
$1,600,0006 bd · 5.5 ba · 3,744 sq ft
Questions People Ask
Who is Jessica Coulson?
Jessica Coulson is a Principal Real Estate Broker at Compass and the team lead of the Coulson Collective, working with buyers and sellers across Chicago and the North Shore since 2018. She holds two Cornell degrees and spent ten years in management consulting and real estate private equity before residential sales. She grew up in Glenview and lives there today.
Where does the Coulson Collective work?
Chicago's North Side and near-west neighborhoods, from the Gold Coast and Lincoln Park to Bucktown, Logan Square and the West Loop, and the North Shore suburbs from Evanston and Wilmette to Winnetka, Glenview and Northbrook. The team has offices in Lincoln Park and Glenview, one in each market.
Which brokerage is Jessica Coulson with?
Compass. The Coulson Collective is a team of real estate brokers affiliated with Compass, and Jessica Coulson holds Illinois broker license 475182273. The team's listings are on Compass, and Compass Concierge is available to sellers preparing a home for market.
How do I contact the Coulson Collective?
Call (847) 334-3356, email jessica.coulson@compass.com, or send a note through any form on this site and Jessica replies personally. The offices are at 2350 North Lincoln Ave, 3rd Fl, Chicago and 1494 Waukegan Rd, Glenview, and the team meets clients across Chicago and the North Shore.