Cheap Homes for Rent in Hillside Neighborhood of Milwaukee, WI from $500 (19 Rentals)

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Search the lowest-cost Homes available for rent right now in the Hillside area of Milwaukee.

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Check Out Milwaukee’s Best Affordable Neighborhoods

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Hillside, Milwaukee, WI Local Guide

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 ListingModel NameBed/BathPriced From
The Residences at ThriveOn KingOne Bedroom Loft1BR,1BA$525
Clarke Square Terrace (55+)One Bedroom - Income Restricted1BR,1BA$576
Lakeside ApartmentsStudioStudio,1BA$675
Fairmount ApartmentsEfficiencyStudio,1BA$695
Buckingham ApartmentsSmall StudioStudio,1BA$695

Best Value Apartments for Rent in Hillside, WI

As of May 17, 2025 the best value apartment in the Hillside area is the $0.67 price per square foot 709 E Brady St Model at 709 E Brady St, Unit 1 in the in the Haymarket neighborhood starting from $1,200. The second greatest value Hillside apartment is the 2457 N 1st St Model at 2457 N 1st St, Unit front back starting at $900 with a $0.60 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 ListingModel NameBed/BathPrice Per Sq.Ft.
709 E Brady St, Unit 1709 E Brady St3BR,1BA$0.67
2457 N 1st St, Unit front back2457 N 1st St1BR,1BA$0.60
The GermaniaTwo Bedroom2BR,1.5BA$0.94
2723 N 36th St, Unit Lower2723 N 36th St2BR,1BA$0.91
2970 N 37th St, Unit 2970 N 37th Street2970 N 37th St3BR,1BA$0.92
Columbia Square1 Bed, 1 bath1BR,1BA$0.77
Oakland Manor2 Bedroom 1 Bath2BR,1BA$1.04
2944 N 7th St, Unit 2944A N 7th St. Upper2944 N 7th St2BR,1BA$0.90
1727 W Wright St, Unit 1727A1727 W Wright St3BR,1BA$1.00
Clarke Square Terrace (55+)Two Bedroom - Income Eligible2BR,1BA$0.80

Quick Rent Budget Calculator

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Frequently Asked Questions about Hillside

What type of rentals are currently available in Hillside?

There are currently 1260 Apartments for Rent in Hillside, WI with pricing that ranges from $460 to $15,000. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside ranging from $595 to $4,750.

What is the current price range for Rental Homes in Hillside?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Hillside ranges from $595 to $4,750 with an average monthly rent of $1,756.

How much are larger Three and Four Bedroom Rentals in Hillside?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Hillside range from $549 to $15,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $3,750. Four Bedroom Single-Family rentals are also available starting from $1,295 and Four Bedroom Apartments start at $676.

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.

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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.

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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.

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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.

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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.