Apartment for rent

Cat friendly

5+ Days Ago

5023 N Winchester Ave
5023 N Winchester Ave, Chicago, IL 60640, USA

Monthly rent	$1,750–$1,800
Beds	1
Baths	1
Sqft	850–950

Apartment for rent

Cat friendly

5+ Days Ago

5023 N Winchester Ave
5023 N Winchester Ave, Chicago, IL 60640, USA

Apartment for rent

Cat friendly

Monthly rent	$1,750–$1,800
Beds	1
Baths	1
Sqft	850–950

5023 N Winchester Ave
5023 N Winchester Ave, Chicago, IL 60640, USA

Apartment for rent

Cat friendly

Monthly rent	$1,750–$1,800
Beds	1
Baths	1
Sqft	850–950

5+ Days Ago

1 Bed 1 bath unit

Address details

Units	11
Units available	2
Neighborhood
City
Zip code	60640

Property Overview

Featuring hardwood floors and a spacious living area, this residence offers a serene environment on a quiet street, enhanced by included heating and a separate dining room. Its proximity to top-rated schools and numerous pet services, along with ample outdoor spaces, makes it an appealing option for various lifestyles. With 72 photos available for review, potential renters can easily appreciate the property's layout and features.

Things you’ll love

Middle school nearby
More space
Elementary school nearby

Great for

Pet owners

Highlights

hardwood floors
heat included
separate dining room
quiet street
large living area

Units

5023 N Winchester Ave, Chicago, IL

5023 N Winchester Ave Chicago, IL

Show occupied

Available

2

1 Bed

1 Bath

950 sqft

$1,750

Hardwood Floor • Air Conditioning • Balcony • In-Unit Laundry

Available

3

1 Bed

1 Bath

850 sqft

$1,800

Hardwood Floor • Air Conditioning • Balcony • In-Unit Laundry

Amenities for 5023 N Winchester Ave

Some units at this address have these amenities. View unit details for more information.

Building

Dogs Ok
Cats Ok
On-Site Laundry

Unit Amenities

Hardwood Floor
Air Conditioning
Balcony
In-Unit Laundry
Deck
Fireplace
On-Site Laundry
Oven
Microwave

Policies at 5023 N Winchester Ave

Cat policy

Allowed

Large dog policy

Allowed

Small dog policy

Allowed

$25-$100 A MONTH RENT

About 5023 N Winchester Ave

Home

Apartments in Chicago

Lincoln Square

5023 N Winchester Ave #2, Chicago, IL 60640, USA

Explore the charm of Lincoln Square at 5023 N Winchester Ave, Chicago, IL 60640. This intimate 11-unit property offers a spacious 1-bedroom floorplan, ranging from 850 to 950 square feet. Residents enjoy a range of amenities, including a balcony patio, high-speed internet, walk-in closet, hardwood floors throughout, and outdoor space. Additional highlights include heat included, a separate dining room, quiet street, large living area, and great closet space. Plus, take in the amazing views from the comfort of your own home. As a pet-friendly property with a laundry room in the building, this is the perfect spot for those seeking a convenient and comfortable lifestyle. With top-rated schools nearby, this property offers the best of both worlds.

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Address details

Units	11
Units available	2
Neighborhood
City
Zip code	60640

5023 N Winchester Ave #2 is great for:

Pet owners

Outdoor spaces are available at this property
12 pet grooming services nearby
26 pet supply stores near the property
7 pet hospitals in the area

Property highlights

How 5023 N Winchester Ave, Chicago, IL 60640, USA compares to other nearby properties.

Positives

Middle school nearby: There is a middle school 2 miles away
More space: The 1-bedroom is 293 sqft larger than other listings nearby
Elementary school nearby: There is an elementary school 0.1 mile away
Images available: There are at least 10 photos of this address
Walk-in closet: Rentals here may include more closet space than average

Considerations

Greater distance from high schools: The nearest high school is farther than 1 mile away
No in-unit dishwasher: Dishwashers aren't available

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Rent trends in Chicago

1-bedroom apartments here are priced 1% lower than 1-bedrooms in Lincoln Square.

Median rents as of Sep 20 2025.

Lincoln Square

Chicago

A table of studio rental data trends in Chicago
Month	Median Rent
October 2023	$1,502
November 2023	$1,507
December 2023	$1,565
January 2024	$1,595
February 2024	$1,627
March 2024	$1,926
April 2024	$1,745
May 2024	$1,751
June 2024	$1,764
July 2024	$1,931
August 2024	$1,691
September 2024	$1,682
October 2024	$1,630
November 2024	$1,568
December 2024	$1,501
January 2025	$1,483
February 2025	$1,495
March 2025	$1,520
April 2025	$1,512
May 2025	$1,502
June 2025	$1,531
July 2025	$1,580
August 2025	$1,516
September 2025	$1,463

A table of studio rental data trends in Lincoln Square
Month	Median Rent
October 2023	$1,250
November 2023	$1,230
December 2023	$1,203
January 2024	$1,225
February 2024	$1,287
March 2024	$1,287
April 2024	$1,285
May 2024	$1,250
June 2024	$1,277
July 2024	$1,330
August 2024	$1,378
September 2024	$1,338
October 2024	$1,296
November 2024	$1,295
December 2024	$1,295
January 2025	$1,335
February 2025	$1,390
March 2025	$1,369
April 2025	$1,343
May 2025	$1,350
June 2025	$1,350
July 2025	$1,357
August 2025	$1,355
September 2025	$1,360

Affordability calculator

Can I afford to live at 5023 N Winchester Ave?

Bedrooms

1 bedroom

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.

The general rule of thumb is to spend around 30% or less of your income on rent.

Recommended income

$71,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $71,000 annually to afford this 1-bedroom median monthly rent price of $1,775.

For more information on rent affordability, visit our rent calculator.

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Rent history

Check out the past listing prices for monthly rent at 5023 N Winchester Ave, Chicago, IL.
			Bath
4 months ago	$1,795	1 bed	1 bath
5 months ago	$1,800	1 bed	1 bath
6 months ago	$1,700	1 bed	1 bath
8 months ago	$1,700	1 bed	1 bath
8 months ago	$1,700	1 bed	1 bath
8 months ago	$1,700	1 bed	1 bath
8 months ago	$1,700	1 bed	1 bath
8 months ago	$1,700	1 bed	1 bath
8 months ago	$1,700	1 bed	1 bath
9 months ago	$1,700	1 bed	1 bath