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Isabella Webb - Compass Chicago

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Isabella Webb - Compass Chicago

I’m Isabella Webb, Chicago licensed broker, dedicated to helping buyers and sellers navigate the market.

With a client-first approach, expert guidance, market insights, and strategic marketing to make every transaction smooth, successful, and stress-free.

04/10/2026

Closed and celebrated. 🥂
So thrilled to share this one — my client just closed on a beautiful home at 5455 N Sheridan Rd in Edgewater Beach, and I couldn't be more excited for them.
Edgewater Beach is one of those Chicago neighborhoods that truly has it all — stunning lakefront access, a tight-knit community feel, and a location that makes everyday life feel a little more special. My client saw that, and we worked hard to make it theirs.
This is exactly why I love what I do. Every closing is a new chapter for someone, and being trusted to help write it is something I never take for granted.
If you or someone you know is thinking about buying or selling in Chicago, I'd love to be the person in your corner. Feel free to reach out anytime. 🏡

03/20/2026

Under contract wasn’t enough… we had to win it.

📍21 W Chestnut

My client was ready to stop renting and start building something of their own. In a multiple offer situation, strategy mattered and we came out on top.

There’s a big difference between looking and winning in this market.

This one is extra special because it marks the end of the rent cycle and the beginning of long-term equity, stability, and ownership.

If you’ve been renting and wondering when it makes sense to make a move, this is your sign.

DM me “OWN” and I’ll walk you through what it could look like for you.

03/12/2026

Inside Fulton Bond.

Crema marble floors and walls.
Custom skirted marble vanities.
Fluted glass shower and WC enclosures.
Freestanding spa soaking tub.

Design at a level Fulton Market buyers have been waiting for.

Pre-sales are already underway.

Listing represented by and

If you’re considering luxury new construction in Chicago, send me a message and I would love to show you what is in store.

01/27/2026

A lot of buyers assume the lowest price means the best deal.
In Chicago’s downtown condo market, that’s rarely the full picture.
Building health, reserves, and rental rules often matter more than a small price difference — especially long-term.

The goal isn’t to rush or “win.”
It’s to make a decision you feel good about years from now.

If you’re navigating this and want clarity, I’m always happy to talk it through.

12/15/2025

Just Closed | 3660 N Lake Shore Drive #4003 🏙️

Helping a first-time buyer step into homeownership never gets old—especially when it’s a high-floor lakefront condo that checks both lifestyle and investment boxes. This 1 bed / 1 bath home with parking is located in a well-run high-rise with low HOA dues and no rental cap, making it an ideal option for buyers thinking beyond their first chapter.

For many first-time buyers, the biggest win is finding a home that offers flexibility: live in it now, rent it out later, and build equity along the way. Buildings like this—on Lake Shore Drive with strong fundamentals—create long-term value while still feeling like home from day one.

If buying your first place is on your radar for 2026, the best time to start is earlier than you think. From planning and education to strategy and negotiations, I guide buyers through every step so the process feels clear and confident.

Thinking about taking your first step into homeownership? Let’s start the conversation.

11/28/2025

Just sold at The Fordham — $720,000, including parking! Represented the seller and closed right before the holiday season.
Your next move deserves a strategy that works.

11/25/2025

JUST SOLD 🏡✨
Represented my sellers in an off-market townhome sale that checked every box — including a lease-back agreement that gave them the flexibility and breathing room to find their next home on their timeline.

These strategic, relationship-driven transactions are where expertise matters most. From pricing to negotiations to structuring creative terms, my goal is always simple: protect your priorities and maximize your outcome.

If you're thinking about selling in 2026 — even quietly — an off-market strategy may be the perfect fit.

Chicago real estate • Off-market selling strategies • Seller representation • Townhome sales • Compass Chicago

09/23/2025

✨ Just Sold in Lincoln Park! ✨
Congratulations to my clients on the sale of their stunning 2 bed / 2 bath corner residence at Sono West. This home featured floor-to-ceiling windows, a private terrace with skyline views, and modern finishes that perfectly captured city living.

If you’re considering buying or selling in Lincoln Park, or downtown Chicago, let’s connect. I specialize in helping buyers and sellers achieve success in today’s market with proven strategies and expert neighborhood knowledge.

📍 Downtown Chicago • Lincoln Park •

08/14/2025

✨ Luxury Living in the Sky – Marina Towers ✨
Now available: a fully furnished 1 bed, 1 bath on the 58th floor with breathtaking skyline & river views. This highly upgraded home features:
🏙 Open-concept chef’s kitchen
🛁 Marble bath
🌿 Private balcony
🌟 Hardwood floors throughout
Live steps from the Riverwalk, dining, shopping & nightlife — in one of Chicago’s most iconic buildings.
📍 Marina Towers – Available Now
📩 DM for details or to schedule a private tour.

06/02/2025

Thrilled to share a special win for my first-time buyers in Lincoln Park West! 🎉
We were able to secure their dream home off market through Compass Private Exclusives—an incredible resource that gave them the advantage they needed in today’s fast-moving market.

Helping them take this step toward homeownership has been an honor. Here's to new beginnings and lifelong memories in their beautiful new home! 🏡💫

If you're thinking about buying but feeling overwhelmed by the competition, let's chat about how off-market access can help.

05/21/2025

Luxury penthouse’s in Old Town really do exist! And they come with private hot tubs, 15ft ceilings, and walk in closets the size of my first studio apartment… 😅🌇☀️

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2350 N Lincoln Avenue 3rd Floor
Chicago, IL
60614

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