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How Much Is My Chicago Condo Worth? Anne Rossley’s Expert Valuation Process

Wondering what your downtown Chicago condo is worth in today’s market? You’re not alone. Whether you’re preparing to sell or simply exploring your options, understanding the true market value of your condo is essential—and not something that can be determined by a quick online estimate alone.

As a top-producing Chicago Realtor specializing in luxury and historic condominiums, I use a multi-layered, data-informed process to deliver a valuation you can trust.

Here’s how it works.


1. Why Online Estimates Fall Short

Let’s start with the elephant in the room: Zestimates, RealEstimates, and other automated tools.

While these platforms can offer a rough snapshot, they often rely on incomplete or outdated data. For example:

  • They may not account for renovations, views, layout efficiency, or premium-tier finishes.

  • They overlook building-specific nuances (a high-floor south-facing unit is valued very differently than a first-floor courtyard-facing one).

  • They may compare your unit to properties in completely different neighborhoods or even unrelated property types.

In downtown Chicago’s diverse condo market, accuracy requires a human touch and deep local expertise.


2. My Expert Condo Valuation Process

When I evaluate your condo, I take into account several layers of analysis:

Building-Specific Sales Trends

I analyze recent closings in your building and adjacent buildings with similar amenities, condition, and assessments.

  • What is the average price per square foot?

  • Are units selling above or below list price?

  • How many days on market is typical?

Micro-Neighborhood Insights

Each downtown neighborhood has its own pricing trends and buyer pool. I consider:

  • Cultural Mile vs. South Loop loft conversions

  • New Eastside views vs. Streeterville riverfront

  • West Loop boutique buildings vs. full-service high-rises

Chicago’s Loop, River North, Streeterville, South Loop, Gold Coast, and West Loop all behave differently—so hyper-local data matters.

Unit Condition and Upgrades

I carefully review your condo’s features:

  • Renovated kitchen and baths

  • Private balconies or terraces

  • Hardwood flooring, smart systems, fireplaces

  • Parking (deeded, leased, or none)

Even floor plan flow and natural light make a difference. I factor in every element buyers will weigh.

MLS Market Activity + Buyer Demand

Looking at under-contract and recently sold listings, I compare:

  • Active competition

  • Pending sales trends

  • Price reductions and inventory saturation

This allows us to price strategically—not just competitively, but to optimize for buyer psychology and market momentum.


3. Valuation That Goes Beyond the Numbers

Great pricing isn’t just about market data—it’s about strategy and story.

As part of my pricing process, I also consider:

  • Buyer objections and how to overcome them

  • Unique selling points that we can highlight in marketing

  • Timing: Should we price to create urgency or to anchor a specific comp level?

A strategic price opens the door to maximum buyer interest, more showings, and stronger offers.


4. What’s Next? Your Free Chicago Condo Valuation

Whether you’re six weeks or six months from listing, getting a real valuation now gives you time to prepare and position your condo properly.

When you request your complimentary condo valuation, you’ll receive:

  • A custom report on your condo’s value
  • Market comps for your building and neighborhood
  • Suggestions to increase appeal and price
  • A marketing strategy overview, should you decide to sell

Serving Downtown Chicago Condo Owners in:


Let’s Find Out What Your Condo Is Worth

Anne Rossley has helped hundreds of downtown condo owners maximize their value—with fewer days on market and smoother sales experiences.

Ready to see what your home is worth? Click here to request your personalized condo valuation or schedule a brief consultation.


Anne Rossley, Realtor
Top Chicago Real Estate Agent
Luxury • Historic • Relocation Specialist
Serving Downtown Lakefront Neighborhoods

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