Cadey O'Leary Collection

Cadey O'Leary Collection

Share

Cadey O’Leary has honed her knowledge and passion for quality new construction and design into a successful residential real estate business where she serves a range of clients from real estate developers to buyers and sellers of fine homes and condominiums on the city’s north side. With over ten years of upper-market real estate experience, extensive background as a successful entrepreneur and ma

06/23/2026

A new chapter. Closed last week.

A close colleague introduced us to clients relocating from Seattle in search of a home with character. We found them at 1721 Fern Court, a historic horse stable beautifully reimagined and tucked quietly into Old Town.

Years later, a growing desire to be near their grandchildren called them eastward. And so Fern’s story began again, this time as a sale.

One that took shape long before any contract was signed. Photography timed to late summer, when the gardens were in fullest bloom. Thoughtful improvements, carefully coordinated. Knowing Fern would resonate with a very particular buyer, we introduced it quietly through personal calls to a select group of agents, polished marketing and private showings.

The result: multiple offers and a winning bid from a family who saw in Fern what our clients had loved for years.

Our clients move on happily, anticipating their next chapter in a home that feels a bit like Father of the Bride, discovered, as it should be, through a personal referral we hand-selected ourselves.

For us, this was never just about a historic Old Town home. It’s about the trust that begins with a referral and the relationships that endure long after closing.

Photos from Cadey O'Leary Collection's post 06/03/2026

Over the past month, we have hosted client gatherings, attended charity events, enjoyed musical performances and a serendipitous connection.

Last week, I had the pleasure of meeting the author of 𝑨 𝑳𝒊𝒕𝒕𝒍𝒆 𝑴𝒐𝒓𝒆 𝑺𝒐𝒄𝒊𝒂𝒍, a new book that explores the unexpected benefits of leaning in more and engaging with others. Nicholas Epley is a professor at Chicago Booth and researcher who integrates empirical data with anecdotal discoveries in this fascinating book. The black and white photo of the two of us was taken shortly after we discovered that my brother interviewed him the week prior on his podcast, John O'Leary - Live Inspired.

A wonderful, memorable moment that reinforces his book’s premise. Something I am working to expand upon.

Want your business to be the top-listed Realtor/realty Service in Chicago?
Click here to claim your Sponsored Listing.

Telephone

Address


548 W Webster Avenue
Chicago, IL
60614

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 9am - 5pm
Sunday 9am - 5pm