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Anne Rossley

Broker Associate

For Everything Chicago - Ask Anne

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About Anne Rossley

With over 25 years of distinguished real estate experience working in more than 25 Chicago neighborhoods from the South Loop to the Gold Coast, River North, West Town and Andersonville, it’s no wonder Anne Rossley is frequently asked by the press to comment on market conditions. She is also the go-to advisor for corporate executives moving in and out of the city, empty-nesters transitioning to the city and anyone just trying to find their perfect fit in Chicago. While successfully selling each of Chicago’s vast housing options, Anne understands the nuances of historic properties, luxury single-family homes, and lakefront condos/co-ops.



She has a distinct philosophy among brokers - a commitment to professionalism and an easier one-stop-shop experience providing reasoned perspective and client advice through every step of the real estate journey from negotiations to financing. Anne is an industry gem with her sharp sense of humor and low-pressure approach that is always coupled with a splash of sophistication and a little spunk.



Beyond real estate, Anne Rossley is a wife, mother, dog lover, history buff, avid reader and self-professed social media geek. In the warmer weather, you’ll find her enjoying a glass of red wine at a Grant Park concert, and all year round she power walks along Monroe Harbor with her dogs and loves exploring restaurants on the Bib Gourmand list. “Ask Anne” when it comes to anything Chicago related - she is always happy to help.





Latest Blog Posts

Why Good Photos Are Important in Selling Your Home - The Good, Bad and Ugly Photos in Real Estate

This week on Monday Morning Coffee with Kyle and Anne - see market stats, then see real-world examples of the do's and don'ts of real estate photography.*** If you are thinking of selling in the

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Are We in a Housing Bubble? Ask Anne!

Ask Anne Episode 27: Are We in a Housing Bubble?Is the housing market a bubble about to burst? I know there are plenty of headlines out there about whether potential crashes are in the cards, but

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Should I Rent or Buy? Ask Anne!

Ask Anne Episode 26: Should I RENT or BUY?With inflation rising, you may be wondering if you should put your plans to buy on pause. Here are some information that may help you decide which move to

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All About Open Houses - Monday Morning Coffee with Kyle and Anne

Monday Morning Coffee with Kyle and Anne - this week we discuss Open Houses - who goes to them, why sellers should have an open house, the benefit for buyers to go, tips for hosting open houses, and

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