Anne Rossley Real Estate Team

Anne Rossley is a distinguished top producer-her longevity and success in is a reflection of her clients’ loyalty and a robust referral network.

Anne’s clients’ expectations are consistently surpassed because she focuses on the “transition” and not the “transaction”. It’s not about how many closings she can churn through each year. Instead, she’s passionate about providing clients with the highest level of service, taking time to ensure they’re thoroughly educated about the process; she personally oversees every detail, making sure clients achieve their financial and personal objectives. This energetic empathy results in life-long relationships- both personally and professionally.

Anne has sold luxury residential real estate for over 25 years, and today her business is equally divided between sellers and buyers (51/49%).  She’s sold in 22 different Chicago neighborhoods, primarily the Near North and lakefront areas, and her sales are predominantly condos/townhomes (57%) and single family homes (30%).  

She has a keen interest in history and architecture; Anne’s a strong advocate for preserving landmark and historic homes. Anne has expertise to support clients who are looking for renovation resources and how to save money via historic renovation tax savings programs.

As a member of the Sandwich Generation, Anne helps contemporaries launch their young adult children with first time home purchases.  She helps their parents who are “right-sizing” (she’s a Senior Real Estate Specialist), and she especially loves welcoming empty nesters back to the city! While her children are almost out of the nest, her 17 years of hands-on private/public Chicago school parent-volunteer leadership experience is a trove of knowledge for families relocating to Chicago and young parents making the decision between city and suburbs.


Anne’s Professional Designations and Certifications:

  • CRB (Council of Real Estate Brokerage Managers)
  • CRS (Certified Real Estate Specialist)
  • GREEN Designee
  • SRES (Senior Real Estate Specialist)
  • Leading RE Relocation Specialist
  • CIPS Network (International Property Specialist)
  • Luxury Homes Specialist

Awards and Honors


  • Founder’s Club – Baird & Warner (2017, 2016, 2014)
  • President’s Club  - Baird & Warner (2015)
  • Top Producer (Chicago Association of Realtors)
  • Leading Edge Society
  • Chicago Association of Realtors, Board of Directors (Past member)


  • B&W Chairman's Club
  • B&W President's Club
  • CRB - Certified Real Estate Brokerage Manager
  • CRS - Certified Residential Specialist
  • Founder's Club
  • GRI - Graduate Realtor Institute
  • LTG - Leadership Training Graduate
  • LeadingRE Relocation Specialist
  • Managing Broker
  • Military on the Move Certified
  • QSC - Quality Service Certified
  • SRES - Seniors Real Estate Specialist

Reviews on Zillow

Average Rating

View All 10 Reviews

"You can't go wrong with Ann Rossley. She knows the markets, the neighborhoods and has the vast depth and experience of her firm behind her. My wife and I plan to use again in the future"


by ceddiefriedmann

"Anne immediately pointed out the selling points and got me in gear to stage accordingly. She's does not waste time in getting any prep done and knows what we were up against regarding competition in the area. Plus, Anne is fun to work with and always upbeat. I have referred Anne to friends who were looking on the buy side. They also had great experiences and happily living in their new homes."


by Deb Otlewis

"Anne is extremely knowledgeable of the market and has the ability to expertly match your needs with available properties. Her help throughout the process made for an easy and pleasant experience"


by nancyeshields

"Anne is a terrific Real Estate Agent. She is there to help you in whatever way she can, from tips on how to make your property show better, to recommendations of services and craftspeople to make fixes in your home. She promptly returns call, and she is a tough, but fair, negotiator. She knows her business and is an extremely hard worker who will get the sale of your home done, quickly and efficiently. We highly recommend her!"


by chimotts

"Every now and then you find a great professional that you can add to your permanent roster: "my" mechanic, "my" dentist, etc. Anne is "my" real estate agent and I'm lucky to have her. She knows her stuff, is easy to work with, and is incredibly patient with persnickety home buyers like myself."


by Alex Webb