Ashley Gilday
Real Estate Broker | Residential • Commercial • Investment Properties | Chicago Local Expert
Born and raised in Chicago, Ashley Gilday offers a true local’s perspective on the city’s dynamic neighborhoods, evolving market trends, and hidden gems. As both a luxury homeowner and condo owner, she understands the emotional and financial significance of finding the right property—whether it’s a primary residence, a second home, or an investment.
Before launching her real estate career, Ashley Gilday spent over 20 years excelling in both B2B and B2C sales, where she built a reputation for being a warm, attentive professional who listens closely to her clients’ needs and delivers results. She also previously owned and operated a small business in Chicago, giving her a deep appreciation for the challenges and opportunities
that come with entrepreneurship and commercial real estate.
In addition to her sales background, she brings hands-on experience leasing apartments throughout the city and has a growing focus on investment properties. Backed by a respected Chicago-based development and property investment firm with over 40 years of combined experience, she has access to expert guidance and a strong network that supports her clients in making smart, strategic decisions.
Known for her attention to detail, strong communication skills, and genuine care for her clients, Ashley Gilday makes every transaction as smooth and stress-free as possible. Whether you're buying, selling, leasing, or investing, she brings the local knowledge, business savvy, and personal touch that make all the difference.
