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When people hear ‘Lakeview Renter,’ a lot comes to mind: recent college grads, young families, inebriated Cubs fans, etc. But not everyone in the neighborhood is looking to find an affably priced rental. We’ve compiled a list of the most expensive rentals currently on the market, ready to accommodate some of Chicago’s wealthiest renters.

1.) 3616 N Wayne – $12,000/month

3616 N Wayne Exterior Lakeview

3616 N Wayne Kitchen

Topping off our list, this massive, 6,750sqft single family includes every perk, from heated sidewalks to its very own wine cellar. Built in 2007, this 5 bedroom 6 bathroom mansion offers a fantastic short-term option for those looking for a world-class home, but without the long-term commitment


2.) 550 W Oakdale – $9,000/month

550 W Oakdale Exterior Lakeview Rental Chicago

550 W Oakdale Spiral Staircase Lakeview Chicago Rental

550 W Oakdale Kitchen Lakeview Chicago Rental

Just a few steps away from Lake Michigan, this relatively new construction includes all the bells and whistles one would expect paying top rental dollars. But what truly makes this property unique, is the grand spiral staircase, extending through three floors, without sacrificing the openness of the overall layout.


3.) 3238 N Racine – $ 9,500/month

3238 N Racine Exterior Chicago Lakeview Rentals

3238 N Racine Kitchen Chicago Lakeview Rental

3238 N Racine Bathroom Chicago Lakeview Rental

Built in 2015, this property marks the only true new-construction option on our list. The bathroom is reminiscent of a 5-star hotel spa, fully equipped with double sinks, separate steam shower, soaking tub and a water closet.


4.) 1513 W Wellington – $9,400/month

1513 W Wellington Chicago Lakeview Rentals

1513 W Wellington Kitchen Chicago Lakeview Rentals

1513 W Wellington Outdoor Area Chicago Lakeview Rentals

Renters will have no trouble entertaining guests in this 4,200sqft single family home, which includes a lower level wet bar, wide open interiors, and a fully landscaped yard.


5.) 3240 N Lake Shore – $5,800/month

3240 N Lake Shore Exterior Chicago Lakeview Rentals

3240 N Lake Shore Lake View 2 Chicago Lakeview Rentals

3240 N Lake Shore View Chicago Lakeview Rentals

The only high-rise to make our list, this 4BR apartment overlooks Belmont Harbor. Coupled with the property’s stunning sundeck, this listing gives new meaning to the “Lakeview” neighborhood.

Christian Peppler
Christian Peppler is a licensed Illinois Real Estate Broker, freelance writer, amateur musician and technology enthusiast. He graduated from Loyola University of Chicago in 2010, and currently resides in Edgewater with his wife and a spoiled-rotten toy poodle, 'Baby.' Learn more about Christian's background by visiting his LinkedIn profile: