Downsizing in Chicago? The One Rule That Makes It Easy (Sell vs Keep)

Downsizing in Chicago? 🏙️

Start with the simplest rule: “Would I pay to move this?” If not, let it go.

Sell first: duplicates, bulky furniture, and “someday” stuff.
Keep smart: your Core Collection and only the sentimental items you can display. Digitize memories, make photo books, or turn them into keepsakes—keep the memories, not the clutter.

Want my Downsizing Guide? Comment GUIDE below and tell me what’s hardest for you: photos, furniture, or keepsakes. 💌

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📩 anne.rossley@bairdwarner.com
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With 25+ years of real estate experience selling in downtown Chicago, Anne Rossley is 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. 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 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. NOTE: Anne focuses on city business and will happily refer you to the best resource in collar counties/suburbs if this isn't a perfect fit. Make Anne your first call!

Anne (and Baird & Warner) is a member of Leading Real Estate Companies of the World and Luxury Portfolio.

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