19 Hours Ago
Location
2039 N Winchester Ave, Chicago, IL 60614, USA|Logan Square
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Property Overview
9: 2039 Winchester has received a solid Zumper Expert Rating, indicating its appeal to potential renters. Key pros include its desirable location, contemporary amenities, and spacious layouts that enhance living comfort. Notable features further emphasize the property’s charm, making it a compelling option in the market.
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.
Things you’ll love
Middle school nearby- Fireplace
- Outdoor space
Great for
Work-from-home
Floor plans
| 3BR/2.0BA | 3 bed | 2 bath | 1,500 sqft | $2,800 /mo | 1 unit available | A 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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Amenities for 9: 2039 Winchester
Apartment Amenities
| Air Conditioning | Central Air |
| Duplex | Fireplace |
| Hardwood Floor | High Ceiling |
| High Ceilings | Master Bath |
| Private Entrance |
Appliances
| Dishwasher | In-Unit Laundry |
| Microwave |
Building
| Bike Room | Onsite Laundry |
Grounds
| Outdoor Courtyard | Outdoor Space |
Units, floor plans, amenities, dimensions, details, availability, and prices may be approximate and subject to change. Please contact a community representative for more information.
Policies and fees
Applicants
Applicants
One-time.
Contact Property
REQUIRED FEES
Security Deposit
One-time. Refundable.
Contact Property
Building details
Property details
| Units | 6 |
|---|
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About 9: 2039 Winchester
A 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
Zumper Expert Rating
Our expert rating is based on a weighted average score of property attributes that renters care about most: price, amenities, location, quality, and trust.
8.4
/10
Very GoodWith 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.
Price·8A score that weighs the cost and location of the property, which we calculate by comparing rent prices of recent units to the median price of nearby rentals, adjusting for overall quality and features.
Scoring a 8/10, 9: 2039 Winchester is a great option for renters looking for apartments in Logan Square. The rent is significantly lower than the median rent for the area, therefore this property is competitively priced for its location and its features. Residents here will find a home that meets their needs with few trade-offs.
Amenities·10A score based on the amenities offered at this property compared to other rentals in the area. We consider the quantity, quality, and popularity of features both on site and within the units.
9: 2039 Winchester stands out as a premier property with an impressive array of amenities and an excellent standard of living. Residents here have access to many of the most popular and desired perks—in-unit laundry—making this one of the top choices for renters seeking unparalleled comfort and convenience.
Location·9A score based on proximity and ease of access to shops, restaurants, schools, and public transportation while considering the desirability of the area.
9: 2039 Winchester is exceptional when it comes to location and conveniences. Communication with management or leasing staff is usually quick and easy and they often use advanced scheduling and communication tools to streamline the process. The location of this property offers easy access to popular points of interest in the area and options for getting around.
Quality·7A score based on what makes the property stand out, such as luxury features, unique offerings, age of the building, and our ability to verify the accuracy of these details.
While it may not have as many distinctive features as similar properties in the surrounding area, renters can trust 9: 2039 Winchester to provide reasonable accomodations and accurate details about its community.
Trustworthiness·8A score based on the accuracy, completeness, recency, and usefulness of the information provided by this property, so you can trust that what you see is what you get.
The level of transparency this property provides distinguishes it as a great rental. With a high attention to detail and desirable features, renters can be sure they will get an accurate picture of their potential new home.
9: 2039 Winchester is great for:
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 9: 2039 Winchester compares to other nearby properties.
Positives
- Middle school nearby
- There is a middle school 3 miles away
- Fireplace
- Upgraded in-unit features
- Outdoor space
- Easy access to the outdoors
Considerations
- Lacks images
- Fewer than 10 photos available for this location
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Rent trends in Logan Square
3-bedroom apartments at 9: 2039 Winchester cost about 3% less than the average rent price for 3-bedroom apartments in Logan Square.
Median rents as of Feb 21 2026.
Logan Square
Chicago
| Month | Median Rent |
|---|---|
| March 2024 | $1,968 |
| 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 | $1,495 |
| Month | Median Rent |
|---|---|
| March 2024 | $1,391 |
| 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 |
Affordability calculator
Can I afford to live at 2039 N Winchester Ave?
Bedrooms
3 bedroomsRent-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
$112,000/yr
With your selected rent-to-income ratio, you'd ideally want to make $112,000 annually to afford this 3-bedrooms monthly rent price of $2,800.
For more information on rent affordability, visit our rent calculator.
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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Internet available near 9: 2039 Winchester
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
6/10
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
8/10
At least one grocery store within a 15-minute walk
Shopping
9/10
Wide variety of shops within a few minutes' walk
Cafes
7/10
Variety of cafés within walking distance
Restaurants
9/10
Variety of restaurants within a few minutes' walk
Primary schools
10/10
At least one elementary school within a 5-minute walk
High schools
3/10
No high schools within a 30-minute walk
Parks
7/10
Moderate amount of park space nearby
Nightlife
9/10
Variety of bars within a few minutes' walk
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