Old Town is Chicago’s historic neighborhood with a modern edge, known for its Victorian architecture, boutique shopping, and vibrant Wells Street corridor. Renters are drawn to the area for its unique blend of charm and convenience, quiet residential streets sit just steps away from nightlife, dining, and easy access to downtown. Unlike purely luxury districts, Old Town’s rental demand is concentrated in normal condos, oneâ€...
Chicago Property Management Blog
Safer Homes and Smarter Leases: A Conversation About Illinois’ New Lease Disclosure
Pull up a chair, pour yourself a coffee, and let’s talk landlord to landlord (or future landlord) about something that’s about to shake up the way we write leases in Illinois. If you follow our discussions here at GC Realty & Development, you know we’re big on staying ahead of the curve. We’ve dug into the Cook County Residential Tenant Landlord Ordinance (RTLO), explored the Chicago Just Housing Amendment, a...
Renting Your Property in South Loop: Rental Market Guide
If you’ve ever asked yourself “Is now a good time to rent out my South Loop condo?” or “How much could I get for my condo or apartment in South Loop?”, you’re not alone. As a partner at GC Realty & Development and co-host of the Straight Up Chicago Investor Podcast, I field questions like these every day. After two decades of leasing homes in all of Chicago’s 77 neighborhoods(soon to be 78),...
Renting Your Property in West Loop: Rental Market Guide
The West Loop has transformed from a warehouse district into a thriving residential neighborhood, with modern condos and loft conversions lining its streets. Renters are drawn here for the walkability to Fulton Market restaurants, Randolph Street nightlife, and proximity to downtown offices. Unlike luxury-only markets, the West Loop’s rental demand spans condos, one- and two-bedroom units in mid-rise buildings or converted lofts, ...
Renting Your Property in River North: Rental Market Guide
River North is Chicago’s luxury condo hub, known for its towering high‑rises, vibrant nightlife, and proximity to the Loop. The neighborhood attracts professionals, executives, and creatives who want walkability, amenities, and access to restaurants, galleries, and Michigan Avenue shopping. Unlike more residential areas, River North’s rental demand is concentrated in condos — from sleek studios to premium three‑bed...
Renting Your Property in Streeterville: Rental Market Guide
If you’ve ever asked yourself “Is now a good time to rent out my Streeterville condo?” or “How much could I get for my condo or apartment in Streeterville?”, you’re not alone. As a partner at GC Realty & Development and co-host of the Straight Up Chicago Investor Podcast, I field questions like these every day. After two decades of leasing homes in all of Chicago’s 77 neighborhoods(soon to b...
What Chicago Investors Really Love About Uptown: A Property Manager’s Perspective
When people search for Uptown property management or want to understand what makes this neighborhood such a compelling place to invest, they’re often looking for more than statistics, they want real, on-the-ground insight. As someone who manages more than 100 residents in the area through GC Realty and regularly interviews investors on the Straight Up Chicago Investor podcast, I’ve had a front-row seat to what renters and pr...
Renting Your Property in Belmont Craigan: Rental Market Guide
Belmont Cragin, located on Chicago’s Northwest Side, is known for its working‑class roots, affordability, and diverse housing stock. The neighborhood offers renters a mix of brick two‑flats, courtyard apartments, and single‑family homes, making it attractive to families and long‑term tenants seeking value. Its proximity to schools, shopping along Diversey and Cicero, and access to bus routes keeps demand steady. For landlo...
Edgewater Continues to Win With Investors: A Property Manager’s Inside Look at One of Chicago’s ...
As someone who has spent years managing rental properties across Chicago, and more than 80 units currently in Edgewater through our management company GC Realty & Development, I’ve had a front-row seat to what makes this neighborhood such a compelling place to live and invest. Between my day-to-day work in managing properties and residents in Edgewater, and the countless conversations I’ve had with investors on the ...
Renting Your Property in Dunning: Rental Market Guide
I love this pocket of the city and this is where my Co-host for our podcast Straight Up Chicago Investor grew up so I hear how great it is all the time directly from Tom ShallcrossDunning, located on Chicago’s Far Northwest Side, is known for its quiet residential streets, bungalow housing stock, and affordability compared to nearby suburbs. The neighborhood attracts families, retirees, and long‑term renters who value stability ...
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