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5042 N Winchester Ave

- 4BR, 3BA Home
- $5,500 Pricing
- 2,260 Square Feet
- 08-01-2026 Availability
Unit Rent and Fees
Unit Price
- $5,500
Deposit
- $5,200 deposit
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About 5042 N Winchester Ave
Pictures Coming Soon – Spacious Ravenswood Duplex-Up Near Winnemac Park 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 from 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.
5042 N Winchester Ave is located in the Ravenswood Neighborhood and 60640 Zip code of Chicago, IL.
Property Contact Info
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Lease Terms
- 12 Month Lease
Features and Amenities
On-Site Services
- Garden Style
Recreation and Fitness
- Walking/Biking Trails
Outdoor Features
- Porch

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- Shopping
- Colleges
- Schools
- Grocery
- Medical
- Parks
- Transportation

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Frequently Asked Questions about 5042 N Winchester Ave
What type of rentals are available at 5042 N Winchester Ave?
There is currently a 4 Bed 3 Bath Home for rent with 2,260 listed at 5042 N Winchester Ave. It is Available August 1, 2026.
How much is the rent at 5042 N Winchester Ave?
5042 N Winchester Ave is currently listed at $5,500.
What area of town is 5042 N Winchester Ave located in?
Located in the Ravenswood Neighborhood, 5042 N Winchester Ave is in the 60640 Zip Code of Chicago, IL.
Points of Interest
Time and distance from 5042 N Winchester Ave.
Arts Museums and Landmarks
Big Box and Retail
Staples
Aldi
Walgreens
Colleges and Universities
City College of Chicago, Harry S. Truman - Harry S. Truman Campus
Groceries
Aldi
Jewel-Osco
Mariano's Fresh Market
Hospitals
Methodist Hospital Of Chicago
Swedish Covenant Hospital
Aurora Chicago Lakeshore Hospital
Hotspots
Parks and Recreation
5042 N Winchester Ave has 5 parks within 6.7 miles, including Oak Street Beach, Garfield Park Conservatory, Wendella Boats, Millennium Park, and Funhouse Maze.
Restaurants and Dining
Shopping Centers
5042 N Winchester Ave has 5 shopping centers within 0.6 miles.
Transit Stations
Nearby Neighborhoods
Nearby Apartments
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago Studio Apartments | $2,024 | $595 | $4,856 |
| Chicago 1 Bedroom Apartments | $2,466 | $640 | $9,987 |
| Chicago 2 Bedroom Apartments | $3,015 | $762 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,678 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,571 | $924 | $10,000+ |
| Chicago 5 Bedroom Apartments | $6,391 | $1,995 | $10,000+ |
| Chicago 6 Bedroom Apartments | $7,670 | $6,700 | $10,000+ |
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