
Cheap Apartments for Rent in the Hillside Neighborhood of Milwaukee, WI from $300 (390 Rentals)
Search the lowest-cost Apartments available for rent right now in the Hillside area of Milwaukee.


The Residences at ThriveOn King

3500 W Kilbourn Ave

Clarke Square Terrace (55+)

Paper Box Lofts

Colonial Apartments

Tioga Apartments

Gorman Homes
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The Ardmore Apartments

CWC — Community Within the Corridor

Marquee Communities

Golden Eagle Flats

Fairmount Apartments

Buckingham Apartments

The Astor Hotel Apartments

Humboldt Apartments

1503-15 E Kane Pl
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Royal Plaza Apartments

Johnson Legacy Apartments

Maryland Arms Apartments

616 W Chambers St

Legacy Lofts at the Blommer Ice Cream Factory

East Park Apartments
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2651-51A N 24th Pl

The Shorecrest

Harborside Apartments

852 N 15th St

Edgewater Apartments

Prospect Downs
Check Out Milwaukee’s Best Affordable Neighborhoods
Learn about Milwaukee and the best places to live with original content written by our Local Expert Tim Brown

2484 W Chambers St

McKinley School Apartments, LLC

2911 N 9th St, Unit 2911-A

3244 N 1st St

3158 N 39th St

Cumberland Apartments

London House

1653 N Prospect Ave

2457 N 1st St, Unit front back
Hillside, Milwaukee, WI Local Guide

How much does it cost to rent an apartment in Hillside?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Hillside Studio Apartments | $1,232 | $460 | $2,673 |
Hillside 1 Bedroom Apartments | $1,791 | $525 | $4,010 |
Hillside 2 Bedroom Apartments | $2,549 | $577 | $10,000+ |
Hillside 3 Bedroom Apartments | $3,418 | $569 | $10,000+ |
Hillside 4 Bedroom Apartments | $2,267 | $676 | $6,000 |
Browse Apartments in this Neighborhood
There are currently 390 rentals with your search options within a 2 mile radius of the Hillside Neighborhood of Milwaukee, WI.
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Hillside, Milwaukee, WI Local Guide
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Cheapest Available Hillside Apartments for Rent
 The cheapest available apartment rental in the Hillside area of Milwaukee, WI is a 1 Bed unit found at The Residences at ThriveOn King priced from $525. Clarke Square Terrace (55+) has the second lowest priced unit, which is a 1 Bed apartment currently listed from $576. Here are the most affordable Hillside apartments for rent in Milwaukee, WI:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
The Residences at ThriveOn King | One Bedroom Loft | 1BR,1BA | $525 |
Clarke Square Terrace (55+) | One Bedroom - Income Restricted | 1BR,1BA | $576 |
CWC — Community Within the Corridor | Center | 4BR,2BA | $676 |
Buckingham Apartments | Small Studio | Studio,1BA | $695 |
Lakeside Apartments | Studio | Studio,1BA | $695 |
Fairmount Apartments | Efficiency | Studio,1BA | $695 |
The Astor Hotel Apartments | Efficiency Studio | Studio,1BA | $700 |
Johnson Legacy Apartments | Studio | Studio,1BA | $725 |
University Crossing II | Studio | Studio,1BA | $755 |
Gorman Homes | 1 Bedroom | 1BR,1BA | $774 |
Best Value Apartments for Rent in Hillside, WI
As of May 31, 2025 the best value apartment in the Hillside area is the $0.96 price per square foot 600 E Ogden Ave Model at 600 E Ogden Ave, Unit UW in the in the Haymarket neighborhood starting from $2,700. The second greatest value Hillside apartment is the 709 E Brady St Model at 709 E Brady St, Unit 1 starting at $1,200 with a $0.67 price per square foot in the Haymarket neighborhood. Here is today’s list of the best values for Hillside apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
600 E Ogden Ave, Unit UW | 600 E Ogden Ave | 3BR,2BA | $0.96 |
709 E Brady St, Unit 1 | 709 E Brady St | 3BR,1BA | $0.67 |
2457 N 1st St, Unit front back | 2457 N 1st St | 1BR,1BA | $0.60 |
McKinley School Apartments, LLC | 2Bd/1Bth | 2BR,1BA | $0.63 |
1638 N 15th St, Unit 1638 | 1638 N 15th St | 3BR,1BA | $1.07 |
2970 N 37th St, Unit 2970 N 37th Street | 2970 N 37th St | 3BR,1BA | $0.92 |
The Germania | Two Bedroom | 2BR,1.5BA | $0.94 |
Columbia Square | 1 Bed, 1 bath | 1BR,1BA | $0.77 |
2944 N 7th St, Unit 2944A N 7th St. Upper | 2944 N 7th St | 2BR,1BA | $0.90 |
Clarke Square Terrace (55+) | Two Bedroom - Income Eligible | 2BR,1BA | $0.80 |
Quick Rent Budget Calculator
How much rent can you afford?
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Pet Friendly LifestyleHillside, Milwaukee, WI
Ranked #5
Among neighborhoods in Milwaukee, WI for Apartment listings with Pet Friendly Amenities
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Hillside, Milwaukee, WI
Roosevelt Middle School of the Arts
School data provided by Great Schools
Lifestyle Ratings
Our team of engineers and researchers works hard to bring you our detailed rental search system called 'Lifestyle ratings', composed of rentals in cities and towns across the United States including Hillside, Milwaukee, and the greater Milwaukee area. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including our Star Ratings to compare for convenient access to the outdoors, luxury amenities, kid and pet-friendly communities, availability of transit options, walking, and biking. These search options are in the site filters at the top of this page.
Getting Around the Hillside Neighborhood in Milwaukee, WI
Walk Score®
82 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
63 / 100
Good Transit
Many nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Hillside Apartments
What is a cheap apartment in Hillside?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Hillside is under $774.
What is the price of a cheap apartment in Hillside?
The cheapest apartment in Hillside is The Residences at ThriveOn King which is listed at $525, while the average apartment in Hillside costs $2,268.
What types of apartments are the cheapest in Hillside?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 34 regular apartments in Hillside that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Hillside?
Cheap apartments in Hillside have an average cost of $252 which is $2,016 cheaper than the average rent for all rentals in Hillside.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Finding The Best Affordable Milwaukee Neighborhoods to Rent
Written by: Tim Brown
I'm Tim, your ApartmentHomeLiving.com Local Expert for Milwaukee, Wisconsin. Growing up in the city and then just blocks outside the border, many Milwaukee neighborhoods have been home to friends and family for many years.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.