Chicago Property Management Blog

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...

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...

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...

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...

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 ...

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 ...

Edison Park, located on Chicago’s Far Northwest Side, is known for its suburban atmosphere, family‑friendly vibe, and strong community identity. With tree‑lined streets, single‑family homes, and a small‑town feel, the neighborhood attracts long‑term renters who want the benefits of city living with the quiet of the suburbs. Its proximity to O’Hare and Metra makes it convenient for commuters, while local restau...

If you’ve spent any time on the Straight Up Chicago podcast, you know we’re constantly watching for the next neighborhood that quietly delivers outsized returns before the rest of the market wakes up. And right now, North Park is one of those rare opportunities hiding in plain sight. For Chicago real estate investors, small landlords, and house hackers who want strong fundamentals without paying premium pricing, North Park c...

Jefferson Park, located on Chicago’s Northwest Side, is best known for its transportation hub, affordability, and strong community feel. With the CTA Blue Line, Metra, and multiple bus routes converging here, renters enjoy easy access to downtown and O’Hare. The neighborhood offers a mix of classic bungalows, two‑flats, and mid‑rise apartments, making it attractive to families, commuters, and long‑term residents. For l...

Rogers Park, located on Chicago’s Far North Side, is defined by its lakefront living, cultural diversity, and proximity to Loyola University. The neighborhood offers renters everything from vintage courtyard apartments to high‑rise condos overlooking Lake Michigan. Its appeal lies in affordability compared to downtown, easy access to the Red Line, and a vibrant arts and dining scene along Clark Street and Howard Street. For land...