Zumper

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

Apartment for rent
Cat friendly
Monthly rent
$1,900
Beds1
Baths1
Sqft800–850
modified
Updated 6 Hours Ago

Property Overview

Featuring hardwood floors, a separate dining room, and a private deck, this property offers a comfortable living environment on a tree-lined street. It is conveniently located near top-rated schools and various pet-friendly amenities, including multiple pet hospitals and grooming services. Additionally, with 96 detailed photos and included heat, potential renters can appreciate the value per square foot, which ranks in the 95.69 percentile compared to neighboring properties.

This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.

Things you’ll love

  • Middle school nearby
  • More space
  • Elementary school nearby

Great for

  • Pet owners

Units

5023 N Winchester Ave Chicago, IL

Available

3

Our team has verified this company

1 Bed

1 Bath

$1,900

Listed on 08/04/2026
Listed by Berthene Christos
Days on market: 44
Huge one bedroom, one bathroom corner unit in the heart of Lincoln Square! Unit features newer kitchen and bathroom, laundry room in building, spacious deck, hardwood floors throughout, large living and dining rooms, heat included, large bedroom, great closet space, pet OK, and amazing views! Walking distance to transportation, shopping, nightlife, and more! Won't Last Long!

Available

1

Our team has verified this company

1 Bed

1 Bath

$1,900

Listed on 07/28/2026
Listed by Berthene Christos
Days on market: 51
Spacious one bedroom, one bathroom brownstone in Lincoln Square features heat included, updated kitchen, large living and dining rooms,tall ceilings, bright and sunny, bedroom has good closet space, hardwood floors throughout, lceramci tiled bath, laundry in building, deck, close to the EL, close to transportation and much more! Won't Last Long!

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
  • Air Conditioning
  • Balcony
  • Hardwood Floor
  • Deck
  • On-Site Laundry
  • In-Unit Laundry
  • High Ceilings
  • Oven
  • Microwave

Policies at 5023 N Winchester Ave

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Cat Policy

Allowed

Large Dog Policy

Allowed

Small Dog Policy

Allowed

Questions about this property’s policies and fees?

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About 5023 N Winchester Ave

HomeApartments in ChicagoLincoln Square 5023 N Winchester Ave #3, Chicago, IL 60640, USA

Interested in leasing 5023 N Winchester Ave, Chicago, IL 60640, USA? Currently, 5023 N Winchester Ave, Chicago, IL 60640, USA is available to rent or lease. It is a 1-bedroom apartment with 1 bathroom. Below, you can compare the rent price at 5023 N Winchester Ave, Chicago, IL 60640, USA vs overall rent prices in Lincoln Square, IL. We have compiled nearby businesses and things to do close to 5023 N Winchester Ave, Chicago, IL 60640, USA.

Address details

Units11
Units available2
Neighborhood
City
Zip code60640

5023 N Winchester Ave #3 is great for:

Pet owners

  • Outdoor spaces are available at this property
  • 12 pet grooming services nearby
  • 31 pet supply stores near the property
  • 10 pet hospitals in the area

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

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 150 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
Outdoor space
One or more rentals here have easy access to the outdoors

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 2% lower than 1-bedrooms in Lincoln Square.

Median rents as of Sep 12 2026.
Lincoln Square
Chicago
A table of studio rental data trends in Chicago
MonthMedian Rent
September 2024$1,700
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$1,473
October 2025$1,495
November 2025$1,520
December 2025$1,495
January 2026$1,496
February 2026$1,516
March 2026$1,657
April 2026$1,637
May 2026$1,684
June 2026$1,691
July 2026$1,658
August 2026$1,650
September 2026$1,650
A table of studio rental data trends in Lincoln Square
MonthMedian Rent
September 2024$1,295
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$1,362
October 2025$1,395
November 2025$1,372
December 2025$1,308
January 2026$1,299
February 2026$1,342
March 2026$1,395
April 2026$1,416
May 2026$1,422
June 2026$1,448
July 2026$1,450
August 2026$1,457
September 2026$1,472

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

$76,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $76,000 annually to afford this 1-bedroom median monthly rent price of $1,900.
For more information on rent affordability, visit our rent calculator.

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 5023 N Winchester Ave, Chicago, IL.
9 months ago$2,2001 bed1 bath
9 months ago$1,8001 bed1 bath
1 year ago$1,7951 bed1 bath
1 year ago$1,8001 bed1 bath
1 year ago$1,7001 bed1 bath
1 year ago$1,7001 bed1 bath
1 year ago$1,7001 bed1 bath
1 year ago$1,7001 bed1 bath
1 year ago$1,7001 bed1 bath

Schools near 5023 N Winchester Ave #3

McPherson Elementary School

4728 n wolcott ave

chicago, IL, 60640

PK, K-8Public
B-

North River Elementary School

4416 n troy st

chicago, IL, 60625

PK, K-8Public
C+

Albany Park Community Center

5101 n kimball ave 1

chicago, IL, 60625

PKPublic

East Prairie Elementary School

7616 e prairie rd

skokie, IL, 60076

PK, K-8Public
A

Baby Toddler Nursery

2200 main st

evanston, IL, 60202

PKPublic
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Neighborhood

Lincoln Square | Chicago, IL

NEIGHBORHOOD VIBE
Peaceful and quiet
Noise-canceling headphones not required in this mostly noise free area.

Getting around Chicago near 5023 N Winchester Ave

Walking

10/10
No car? No problem. Everything you need is within a few blocks.

Driving

5/10
This area is accessible to thoroughfares and has ample parking options.

Cycling

7/10
Peddling isn’t a problem with cyclist-friendly streets and bikeable destinations.

Transit

8/10
Popular public transit options are just a short walk from this location.

Points of interest for 5023 N Winchester Ave, Chicago

Groceries

9/10
Exceptional variety of groceries within a few minutes' walk

Shopping

9/10
Wide variety of shops within a few minutes' walk

Cafes

9/10
Exceptional variety of cafés within a few minutes’ walk

Restaurants

9/10
Wide variety of restaurants within a few minutes’ walk

Primary schools

9/10
At least one elementary school within a 5-minute walk

High schools

9/10
At least one high school within a 5-minute walk

Parks

9/10
Very large amount of park space within a few minutes' walk

Nightlife

9/10
Exceptional variety of bars right within a few minutes’ walk

Explore the area around 5023 N Winchester Ave

Diala Grocery & Liquor
1935 W Foster Ave
Mariano's
1800 W Lawrence Ave
Middle East Bakery & Grocery
1512 W Foster Ave
Best Buy Food & Liquors
1832 W Montrose Ave
Jewel-Osco
5516 N Clark St

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