Zumper
modified
Updated 16 Hours Ago

Highlights

  • Zero Deposit
  • Closet space
  • In-unit washer and dryer
  • Pet friendly
  • Central air

Location

1421 N Milwaukee Ave, Chicago, IL 60622, USA|West Town
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Contact

Management

Sleeping Bear Management LLC

Leasing office

(708) 637-0112 ext. 2

Property Overview

1421-1427 N. Milwaukee Avenue stands out for its strong overall rating, excellent value, and top-tier amenities, paired with a highly convenient location and solid trustworthiness. It offers notable features like closet space, in-unit washer and dryer, pet-friendly living, and central air, and it is also recognized for its standout value per square foot, walkability, transit access, nearby parks, and vibrant dining options.

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

8.5
Very Good
With a solid 8.5 out of 10 overall, 1421-1427 N. Milwaukee Avenue is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 1421-1427 N. Milwaukee Avenue 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

  • More space
  • Elevator

Great for

  • Social life
  • Eco living

Floor plans

1BR/1.5BA1 bed1.5 bath846 sqft$2,749 /mo1 unit availableWelcome to your dream loft-style abode in one of Chicago’s most vibrant neighborhoods! This stunning 1 bed, 1.5 bath condo-quality unit blends modern luxury with industrial charm. Soaring ceilings and an open floor plan create an expansive, airy feel, with great natural lighting, while recent updates throughout ensure stylish, move-in ready comfort. Enjoy the convenience of a full kitchen, in-unit washer and dryer, central air, and tons of closet space for all your storage needs. The generously sized bedroom features an en-suite bath, plus there's an additional half bath for guests. Located in a secure, elevator building in the heart of Wicker Park, you're truly steps from the city's best dining, shopping, nightlife, and public transit. No security deposit! Pet Friendly! This is urban living at its finest—don’t miss your chance to call it home.

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Amenities for 1421-1427 N. Milwaukee Avenue

Apartment Amenities

Air ConditioningAmple Storage
Central AirCentral Heat
Elevated CeilingGranite Countertops
Stainles Steel Fridge

Appliances

DishwasherIn-Unit Laundry
Stainless Steel AppliancesStainless Steel Dishwasher
Stainless Steel Microwave

Building

ElevatorElevator Building
Onsite LaundrySecurity Cameras

Grounds

Storage

Other

Great Natural LightingStainless Sleel Stove
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
Building details

Property details

Units8
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About 1421-1427 N. Milwaukee Avenue

HomeApartments in ChicagoWest Town 1421-1427 N. Milwaukee Avenue

Welcome to your dream loft-style abode in one of Chicago’s most vibrant neighborhoods! This stunning 1 bed, 1.5 bath condo-quality unit blends modern luxury with industrial charm. Soaring ceilings and an open floor plan create an expansive, airy feel, with great natural lighting, while recent updates throughout ensure stylish, move-in ready comfort. Enjoy the convenience of a full kitchen, in-unit washer and dryer, central air, and tons of closet space for all your storage needs. The generously sized bedroom features an en-suite bath, plus there's an additional half bath for guests. Located in a secure, elevator building in the heart of Wicker Park, you're truly steps from the city's best dining, shopping, nightlife, and public transit. No security deposit! Pet Friendly! This is urban living at its finest—don’t miss your chance to call it home.


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.
8.5
/10
Very Good
With a solid 8.5 out of 10 overall, 1421-1427 N. Milwaukee Avenue is a great option for renters. While some aspects, like Quality, might not be as distinguished as other properties nearby, 1421-1427 N. Milwaukee Avenue has a number of attractive features—namely its Amenities— so you can be assured your rent will come with a high standard of living.
How we rated 1421-1427 N. Milwaukee Avenue
Price·9A 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.
1421-1427 N. Milwaukee Avenue stands out with a remarkable rating of 9/10 for its cost per bedroom compared to other rentals in the area. Considering the excellent balance between price, convenience, and comfort that it provides, residents enjoy a high-quality living experience.
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.
1421-1427 N. Milwaukee Avenue 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.
1421-1427 N. Milwaukee Avenue 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·6A 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 1421-1427 N. Milwaukee Avenue does not have many hallmark characteristics to highlight, it has some qualities and features that will resonate with a broad range of renters.
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.

1421-1427 N. Milwaukee Avenue is great for:

Social life

  • Areas nearby are accessible by walking
  • The area has transit options
  • Diverse age groups live in this area
  • 583 restaurants within 1 mile of this property

Eco living

  • You can get around by foot in this area
  • Public transit available nearby
  • 52 parks within a mile

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 1421-1427 N. Milwaukee Avenue compares to other nearby properties.

Positives

More space
The 1-bedroom is 196 sqft larger than other listings nearby
Elevator
Improved accessibility features

Considerations

Greater distance from middle schools
The nearest middle school is farther than 2 miles away
Greater distance from high schools
The nearest high school is farther than 1 mile away
Lacks images
Fewer than 10 photos available for this location

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Rent trends in West Town

1-bedroom apartments at 1421-1427 N. Milwaukee Avenue cost about 15% more than the average rent price for 1-bedroom apartments in West Town.

Median rents as of Sep 12 2026.
West Town
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 West Town
MonthMedian Rent
September 2024$1,841
October 2024$1,901
November 2024$2,039
December 2024$1,888
January 2025$1,838
February 2025$1,826
March 2025$1,881
April 2025$1,931
May 2025$1,988
June 2025$2,039
July 2025$2,019
August 2025$2,011
September 2025$2,016
October 2025$1,990
November 2025$2,028
December 2025$2,028
January 2026$2,028
February 2026$2,026
March 2026$2,139
April 2026$2,194
May 2026$2,252
June 2026$2,208
July 2026$2,098
August 2026$2,191
September 2026$2,200

Affordability calculator

Can I afford to live at 1421 N Milwaukee 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

$109,960/yr

With your selected rent-to-income ratio, you'd ideally want to make $109,960 annually to afford this 1-bedroom monthly rent price of $2,749.
For more information on rent affordability, visit our rent calculator.

Schools near 1421-1427 N. Milwaukee Avenue

Burr Elementary School

1621 w wabansia ave

chicago, IL, 60622

K-8Public
B+

Skinner North Elementary School

640 w scott st

chicago, IL, 60610

K-8Public
A-

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+

Chicago Commons Nia Family Center

744 n monticello ave

chicago, IL, 60624

PKPublic
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Neighborhood

West Town | 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 1421 N Milwaukee Ave

Walking

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

Driving

6/10
This area is close to freeways and has adequate parking options.

Cycling

8/10
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 1421 N Milwaukee Ave, Chicago

Groceries

10/10
Several grocery stores nearby

Shopping

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

Cafes

8/10
Variety of cafés within a few minutes' walk

Restaurants

9/10
Variety of restaurants within a few minutes' walk

Primary schools

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

High schools

8/10
At least one high school within a 20-minute walk

Parks

8/10
Large amount of park space nearby

Nightlife

10/10
Variety of bars right on the street

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