Is Now a Good Time to Buy in Chicago? What the 2025 Data Says

If you’re asking yourself whether it’s a good time to buy in Chicago, you’re not alone—and you’re not wrong to wonder. 2025 hasn’t exactly been calm, but the real estate market here has a rhythm of its own, and Chicago often moves a little differently than the coasts.

Here’s what the current numbers—and the local vibe—are telling us.

The Data (as of Summer 2025)

  • Median Sale Price (Citywide): $360,000 (⬆️ up 2.2% YoY)

  • Active Inventory: Up 5% from spring, mostly driven by condo listings

  • Interest Rates: Hovering around 6.75%

  • Days on Market (Median): 27

  • Most Competitive Markets: Logan Square, West Loop, Lincoln Square, Jefferson Park

Despite national headlines, Chicago prices remain relatively stable—with far less volatility than cities like Austin or San Francisco. That stability makes Chicago one of the most livable big cities in the country, especially for buyers playing a longer game.

What Type of Buyer Wins Right Now?

  • First-time buyers willing to expand their search radius

  • Upsizers trading condos for single-family homes

  • Out-of-state buyers coming from higher-priced markets (hello, Californians)

  • Buyers focused on 5–10 year timelines, not 2–3 year flips

This is not a market for quick wins. It’s a market for people who value good bones, a smart location, and some breathing room.

What About Condos?

Condos are having a moment—especially in neighborhoods where new construction has slowed. West Loop, South Loop, and Bronzeville are seeing increased demand for well-located 2- and 3-bed units with parking and outdoor space.

But remember: not all HOA buildings are created equal. It pays to work with an agent who can spot red flags before you fall in love with the layout.

The Bottom Line

Buying in Chicago right now isn’t about timing the market—it’s about knowing the market. And if you’re looking to plant roots in a city where culture, parks, and restaurants come standard, Chicago still gives you more for your money than almost anywhere else.

Let’s be real: You don’t have to buy right now. But if you’re ready, there’s a home (or loft or greystone) that’s worth saying yes to—and a strategy that makes it make sense.

What You Can Buy in Logan Square, Wicker Park, and the West Loop Right Now (2025 Edition)

Chicago’s housing market has always had its own rhythm—equal parts historic charm and city grit with just enough skyline sparkle. And if you're home-hunting in Logan Square, Wicker Park, or the West Loop, you’re looking at three of the city’s most sought-after neighborhoods for different reasons: style, lifestyle, and location.

Here’s a quick snapshot of what you can buy in each area this summer.

Logan Square: Character & Community Vibes

This neighborhood is all about tree-lined boulevards, porch parties, and a serious love for original details. You’ll find everything from classic greystones to freshly converted two-flats and architecturally significant new builds.

Current market snapshot (June 2025):

  • 3-bed, 2-bath single-family homes: $675K–$825K

  • Renovated 2-bed condos in vintage buildings: $425K–$525K

  • Modern townhomes and newer construction: $850K–$1.2M

What sells fast: Anything walkable to the Blue Line or with a dedicated outdoor space.

Wicker Park: Historic Cool With a Designer Edge

This one’s for buyers who want a little edge with their elegance. Classic brick walk-ups and designer-renovated lofts rule the listings, but there's also a mix of boutique buildings and newly built homes.

Current market snapshot (June 2025):

  • 3-bed walk-ups or duplex downs: $725K–$950K

  • Industrial-style lofts: $575K–$775K

  • New construction single-family homes: $1.4M+

What sells fast: Anything with private rooftop space or a sleek, open kitchen for entertaining.

West Loop: Modern, Luxe, and Lofty

If you're looking for a turn-key loft, a luxury condo, or a spot near Restaurant Row, the West Loop delivers. It’s the most upscale of the three and trending younger, techier, and taller.

Current market snapshot (June 2025):

  • 1-bed condos with luxe finishes: $450K–$600K

  • 2- to 3-bed modern condos: $800K–$1.2M

  • Penthouse-level or boutique new developments: $1.5M+

What sells fast: Corner units, skyline views, or anything with a sleek modern build and parking.

Final Takeaway

Each of these neighborhoods offers something distinct—whether it’s the bungalow charm of Logan Square, the historic-meets-modern personality of Wicker Park, or the high-rise luxury of the West Loop. If you’re relocating, upsizing, or investing, now is a good time to start exploring options while inventory is relatively balanced.

Looking for off-market options in any of these neighborhoods? [Contact us] to get access before they hit Zillow.

Want the inside track on off-market listings in these neighborhoods? We can connect you with trusted local agents who know exactly what’s about to hit the market.