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5+ Days Ago

Location

2039 N Winchester Ave, Chicago, IL 60614, USA|Logan Square
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Property Overview

The property at 9: 2039 Winchester receives a strong overall rating of 8.4 from Zumper, highlighting its excellent amenities, competitive pricing, and prime location. With a perfect score of 10 for amenities and a location rating of 9, it offers exceptional standards of living and convenience. Additionally, the property is noted for its suitability for work-from-home lifestyles, thanks to ample natural light and high-speed internet access.

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

Zumper Expert Rating

8.4
Very Good
With a solid 8.4 out of 10 overall, 9: 2039 Winchester is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 9: 2039 Winchester has a number of attractive features—namely its Amenities— so you can be assured your rent will come with a high standard of living.

Things you’ll love

  • Middle school nearby
  • Less expensive
  • More space

Great for

  • Work-from-home

Floor plans

2BR/1.0BA2 bed1 bath800 sqft
3BR/2.0BA3 bed2 bath1,500 sqftA wonderful apartment that is situated in a small, private, and intimate building. -Central Air -Triplex -In-Unit Laundry -Included High Speed Internet -Dishwasher -Hardwood Floors -Pet-Friendly -Fireplace -Master Bath The very best of what this neighborhood offers is right outside your door! Clybourn Metra or the Damen Blue Line stop are only a 10-15 minute walk. Kennedy/I90 is less than 5 minutes away. Target, Fresh Thyme, Marianos, and The Bucktown Entertainment District are in the area or close walking distance. Large COACH HOUSE apartment that features three bedrooms and two baths over three floors of living space. The lower level lays out as a large master bedroom with an ensuite bathroom, plus its own private entrance. The main level has an eat-in kitchen, open living room floor plan with a wood-burning fireplace. On the top level, you will find two KING-SIZED bedrooms with great closet space. Hardwood floors throughout. High ceilings and large windows that let in an amazing amount of natural sunlight. Essential amenities: In-unit laundry, included WiFi, central air, dishwasher, microwave, bike room, and additional storage. The building shares a courtyard, perfect for grilling and entertaining. Easy street parking, no permit required. We are pet-friendly, and a NON-SMOKING building. Please note: We are not a rental agency or a management company. We are the owners of this property, which means you will get the best price, better service, and more honest information. All of our units are Pet-Friendly, with central A/C and Laundry. We have more than 100 other apartments located throughout WestTown neighborhoods: Bucktown, Wicker Park, Ukrainian (UK) Village, & Logan Square (60622, 60647, 60642, 60614, 60618). You can view them all on our website which has pictures, floor plans, and lists of amenities. Hanging Out, LLC: www hangingout net

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2–3 Beds

$4,865–$8,820

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$4,135–$4,460

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$2,850

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$4,895

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$5,100

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Rent trends in Logan Square

Median rents as of Mar 14 2026.
Logan Square
Chicago
A table of studio rental data trends in Chicago
MonthMedian Rent
March 2024$1,987
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$1,473
October 2025$1,495
November 2025$1,520
December 2025$1,495
January 2026$1,496
February 2026$1,516
March 2026$1,655
A table of studio rental data trends in Logan Square
MonthMedian Rent
March 2024$1,350
April 2024$1,348
May 2024$1,350
June 2024$1,350
July 2024$1,395
August 2024$1,337
September 2024$1,322
October 2024$1,395
November 2024$1,377
December 2024$1,395
January 2025$1,383
February 2025$1,402
March 2025$1,460
April 2025$1,469
May 2025$1,459
June 2025$1,461
July 2025$1,450
August 2025$1,411
September 2025$1,395
October 2025$1,407
November 2025$1,469
December 2025$1,531
January 2026$1,502
February 2026$1,495
March 2026$1,495

Schools near 9: 2039 Winchester

Pulaski International School of Chicago

2230 w mclean ave

chicago, IL, 60647

PK, K-8Public
B+

Skinner North Elementary School

640 w scott st

chicago, IL, 60610

K-8Public
A-

Chicago Commons Taylor Center for New Experiences

1633 north hamlin ave

chicago, IL, 60647

PKPublic

Rudolph Elementary Learning Center

1628 w washington blvd

chicago, IL, 60612

PK, K-7Public
C+

Ruben Salazar Bilingual Center

160 w wendell st

chicago, IL, 60610

PK, K-8Public
C+
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Neighborhood

Logan Square | Chicago, IL

NEIGHBORHOOD VIBE
Lively and energetic
You’ll be in the heart of the action in this bustling and vibrant area with plenty of shopping, nightlife, and culture.

Getting around Chicago near 2039 N Winchester Ave

Walking

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

Driving

6/10
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

9/10
Getting around is a breeze; rapid transit and bus lines are a few blocks away.

Points of interest for 2039 N Winchester Ave, Chicago

Groceries

7/10
At least one supermarket within a 15-minute walk

Shopping

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

Cafes

7/10
Several cafés within a few minutes’ walk

Restaurants

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

Primary schools

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

High schools

3/10
At least one high school within a 30-minute walk

Parks

7/10
Large amount of park space nearby

Nightlife

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

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