Downsizing Your Home

Downsizing is more than just moving into a smaller space—it’s about simplifying your lifestyle, maximizing your home’s equity, and making a strategic financial decision for your next chapter. Whether you’re an empty nester, relocating, or looking to reduce maintenance and expenses, the right plan can make the transition smooth and stress-free.

This guide is designed to help sellers navigate the downsizing process with confidence. Inside, you’ll learn how to determine the right timing, prepare your home for sale, prioritize what to keep or let go of, and explore your next housing options with clarity and ease.

Get Your Free Guide

Anne Rossley

Anne Rossley guides discerning buyers and sellers in Chicago’s real estate market with high-conviction advocacy and a tightly managed, low-friction experience. A Managing Broker at Baird & Warner (licensed since 1987), she has closed $432M+ in residential sales across 540+ transactions and is consistently recognized as a Top Producer—including ranking in the top 2% of Chicago-area agents by closed volume (MRED) and among the top 1.5% of Baird & Warner agents. Her specialty is historic and architecturally significant properties, luxury condos/co-ops, executive relocations, and downsizing transitions—where positioning, timing, and leverage determine outcomes. Known for sharp strategy, disciplined execution, and results-focused negotiation, Anne is frequently sought out by relocating executives who need fast, nuanced guidance on neighborhoods, buildings, and lifestyle fit—and by downsizers who want a seamless transition with expert coordination from preparation to closing. She holds advanced designations including CRS, SRES, GREEN, and RSPS, and her client experience is reinforced by 50+ five-star Google reviews, additional third-party reviews, and a verified Zillow transaction history. Anne also serves as a Tom Ferry Business Coach, bringing elite standards and systems-driven thinking that elevate every client experience.

Learn More