The advertised rate of $8,732/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 10, 2027.
Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be higher if billed in multiple payments.
Feel at home in this stylish 3-bedroom, 3-bathroom duplex penthouse located in the vibrant heart of Wicker Park. This architecturally beautiful home features soaring 12-foot ceilings and abundant natural light, offering a perfect retreat for those seeking the best of city living.
This penthouse is designed for comfort and style, featuring two spacious living rooms, a wet bar for entertaining, and curated local artwork throughout. The fully equipped kitchen includes utensils and cookware, with spacious dining areas perfect for family meals or entertaining guests. For restful nights, there are three bedrooms, including two master suites with private baths, and a third spacious bedroom with a king bed and full bath across the hall. All bedrooms feature king-size pillow-top beds, with additional sleeping options including double bunk beds adjacent to each master suite and a queen-size loft bed on the second floor, accommodating up to 14 guests.
Enjoy exclusive discounts with local vendors for services like limo services, private yacht charters, helicopter rides, kayak rentals, outdoor sauna experiences, and private chefs.
Situated in the heart of Wicker Park, one of Chicago's most vibrant destinations, this neighborhood offers trendy cafes, acclaimed restaurants, craft breweries, boutique shopping, and a thriving arts and music scene. It's just a 2-minute walk to the Damen Blue Line, top restaurants, bars, boutiques, and live music venues. Explore Milwaukee Avenue, the 606 Trail, and nearby Bucktown and Ukrainian Village for endless opportunities to experience local culture, nightlife, and dining.
Quiet hours are observed from 10:00 PM to 8:00 AM. This is a non-smoking property, and pets are not allowed. Parties and events are not permitted. Guests are liable for any damage to the property. To abide by legal requirements and building security rules, guests will be asked to provide a copy of their official government-issued photo ID, confirm contact information, provide a valid credit card matching the ID, and pass through a verification portal. Check-in instructions may be withheld until the verification portal is successfully completed.
The second floor features a large living area with a wet bar, ideal for reading, working, or simply relaxing.
1539 N Milwaukee Ave
Chicago, IL 60622
Apartment building
3 beds
Available units
This building may have units for rent. Select a unit to contact.
What's special
Curated local artwork throughoutAbundant natural lightWet bar for entertaining
Facts, features & policies
Unit features
Appliances
- Dishwasher
- Microwave oven
- Refrigerator
Other
- Fireplace
Neighborhood: Wicker Park
Areas of interest
Use our interactive map to explore the neighborhood and see how it matches your interests.
Travel times
Walk, Transit & Bike Scores
Walk Score®
/ 100
Walker's ParadiseTransit Score®
/ 100
Excellent TransitBike Score®
/ 100
Biker's ParadiseNearby schools in Chicago
GreatSchools rating
- 8/10Burr Elementary SchoolGrades: K-8Distance: 0.5 mi
- 1/10Wells Community Academy High SchoolGrades: 9-12Distance: 0.9 mi
Nearby apartments for rent
Listing order may reflect relevance, quality, and paid promotion.
Frequently asked questions
Based on the latest Zillow data, the average rent across all unit types in Chicago is currently $2,795 per month. Prices vary by neighborhood, floor plan, and building amenities.
Rent in Chicago has increased by $100 month-over-month, according to the latest Zillow rental data.
The schools assigned to 1539 N Milwaukee Ave include Burr Elementary School and Wells Community Academy High School.








