Rare opportunity to rent a beautifully maintained 2,260 sq. ft. duplex-up residence in the heart of Chicago's desirable Ravenswood neighborhood. Spanning two full levels, this expansive home offers the space and feel of a single-family residence, featuring bright living areas, generous bedrooms, and excellent natural light throughout. Enjoy outdoor living with two private rear porches, including a walkout porch off the primary suite, perfect for morning coffee or relaxing evenings. Located on a quiet, tree-lined street just a short walk to Andersonville and the Damen Brown Line Station, commuting is effortless while neighborhood favorites, restaurants, and shops are close at hand. Nature lovers will appreciate being just blocks from Winnemac Park, one of Chicago's most beloved green spaces, offering walking paths, sports fields, and year-round community events. This unique home combines space, convenience, and neighborhood charm in one of the North Side's most sought-after locations.
Free mounted 75 inch smart TV
In-unit washer dryer
2 separate back porches
Hot water
Instaheat water for tea / coffee
12 and 24 month options. No smoking in unit. Renter is responsible for Utilities. Owner covers water and trash pick-up.
5042 N Winchester Ave
Chicago, IL 60640
Apartment building
2-8 beds
Available units
This building may have units for rent or for sale. Select a unit to contact.
What's special
Excellent natural light throughoutSpanning two full levelsTwo private rear porchesIn-unit washer dryerQuiet tree-lined streetGenerous bedrooms
Facts, features & policies
Unit features
Appliances
- Dishwasher
- Freezer
- Microwave oven
- Oven
- Refrigerator
Flooring
- Hardwood
Neighborhood: Ravenswood
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
Very WalkableTransit Score®
/ 100
Excellent TransitBike Score®
/ 100
Very BikeableNearby schools in Chicago
GreatSchools rating
- 6/10McPherson Elementary SchoolGrades: PK-8Distance: 0.4 mi
- 3/10Amundsen High SchoolGrades: 9-12Distance: 0.2 mi
Nearby apartments for rent
Listing order may reflect relevance, quality, and paid promotion.
Frequently asked questions
What is the walk score of 5042 N Winchester Ave?
5042 N Winchester Ave has a walk score of 90, it's very walkable.
What is the transit score of 5042 N Winchester Ave?
5042 N Winchester Ave has a transit score of 72, it has excellent transit.
What schools are assigned to 5042 N Winchester Ave?
The schools assigned to 5042 N Winchester Ave include McPherson Elementary School and Amundsen High School.
What neighborhood is 5042 N Winchester Ave in?
5042 N Winchester Ave is in the Ravenswood neighborhood in Chicago, IL.








