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About Isabella

Isabella Webb Chicago, IL Real Estate Agent Headshot

Isabella Webb

Get to Know Me

With nearly a decade of experience, I’m a Chicago real estate broker known for my strategic approach, market knowledge, and hands-on client service. I work with sellers, buyers, and investors across the city, helping clients make confident, well-timed decisions in an ever-changing market.

I bring particular depth of experience in neighborhoods like Gold Coast, River North, Lincoln Park, and West Loop, while maintaining a citywide perspective that allows me to advise clients wherever opportunity and lifestyle lead them.

Seller representation is at the core of my practice. I partner closely with homeowners to develop thoughtful pricing, positioning, and marketing strategies designed to maximize value and attract qualified buyers. With a strong focus on preparation and presentation, I ensure each property is introduced to the market with intention and clarity.

As a buyer’s agent, I serve as both advocate and guide. I help clients navigate inventory, evaluate value, and negotiate effectively in competitive conditions. I’m known for offering candid advice and a steady presence, helping buyers make informed decisions whether they’re purchasing a primary residence, relocating within Chicago, or planning their next move.

Investors work with me for my analytical approach and understanding of Chicago’s rental and resale markets. I evaluate opportunities with a long-term lens and advise on building fundamentals, cash flow potential, appreciation trends, and market timing. My experience working with both individual and portfolio investors allows me to tailor a strategy to each client’s goals.

Beyond the numbers, I bring a calm, approachable presence to every transaction. Clients often describe me as knowledgeable, responsive, and genuinely invested in their success. I value long-term relationships and believe the best real estate outcomes are built on trust, transparency, and thoughtful strategy.

Proud to call Chicago’s Gold Coast home, I serve as a trusted resource for clients at every stage of ownership, offering insight, advocacy, and support well beyond the closing table.

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