Cheap Homes for Rent in Hillside Neighborhood of Milwaukee, WI from $600 (50 Rentals)

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

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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property at 2438 N 1st St

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000
Total Monthly Price
$1,000

1 Bedroom, 1 Bath Townhome for Rent

Available Now

2438 N 1st St

MilwaukeeWI53212
property at 2436 N 1st St

$1,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,000
Total Monthly Price
$1,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

2436 N 1st St, Unit A, Unit A

2436 N 1st St
MilwaukeeWI53212

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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property at 3062 N Oakland Ave

$1,200 - $1,650

Total Monthly Price

Total Monthly Price

Base Rent
$1,200 - $1,650
Total Monthly Price
$1,200 - $1,650

2 To 3 Bedroom Townhomes for Rent

Available Aug 1

3062 N Oakland Ave

MilwaukeeWI53211

A Local Expert's Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit

Uncover Milwaukee's affordable, vibrant neighborhoods and down-to-earth charm. Get a local expert's take on the city's renaissance, favorite traditions, and famous Gemütlichkeit (cozy spirit).

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property at 705 E Center St

$1,200 - $1,250

1 To 2 Bedroom Rentals

Available Now

705 E Center St

MilwaukeeWI53212

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Showing Results 1-50, Page 1 of 1

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 3 Beds unit found at The Park at 1824 Student Apartments priced from $615. Westown Green has the second lowest priced unit, which is a 4 Beds apartment currently listed from $678. Here are the most affordable Hillside apartments for rent in Milwaukee, WI:

Apartment ListingModel NameBed/BathPriced From
The Park at 1824 Student ApartmentsRenovated 3 Bedroom Apartment3BR,2BA$615
Westown Green4BR 2BA The Stormer4BR,2BA$678
University Crossing IStudioStudio,1BA$685
Fairmount ApartmentsEfficiencyStudio,1BA$695
2214-2220 W Hopkins St. (8 Unit)1BR/1.0BA1BR,1BA$695
Lakeside ApartmentsStudioStudio,1BA$695
McGuire FlatsStudioStudio,1BA$695
The Astor Hotel ApartmentsEfficiency StudioStudio,1BA$700
Colonial ApartmentsStudio *StandardStudio,1BA$725
St. ClairStudioStudio,1BA$725

Best Value Apartments for Rent in Hillside, WI

As of April 24, 2026 the best value apartment in the Hillside area is the $0.68 price per square foot 2769 N 27th St Model at 2769 N 27th St in the in the Haymarket neighborhood starting from $1,300. The second greatest value Hillside apartment is the Unit 1 Model at 1700 - 1702 N Farwell Ave starting at $1,950 with a $1.03 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.
2769 N 27th St2769 N 27th St3BR,1BA$0.68
1700 - 1702 N Farwell AveUnit 12BR,1.5BA$1.03
University Row3 Bed 1 Bath3BR,1BA$0.87
1773 N Astor St, Unit lower flat1773 N Astor St3BR,1BA$1.16
1534 N 39th St, Unit 2nd Floor Unit1534 N 39th St3BR,1BA$1.15
522 N 33rd St, Unit 522522 N 33rd St3BR,1BA$1.15
Columbia Square1 Bed, 1 bath1BR,1BA$0.77
3261-3263 N 26th St, Unit Upper3261-3263 N 26th St2BR,1BA$1.15
Edgeview ApartmentsTwo Bedroom2BR,1BA$0.88
3368-3374 N Booth St 6 unit2BR/1.0BA2BR,1BA$1.06

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Hillside, Milwaukee, WI

Ranked #6

Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Hillside, Milwaukee, WI

School data provided by Great Schools

Frequently Asked Questions about Hillside

What type of rentals are currently available in Hillside?

There are currently 1253 Apartments for Rent in Hillside, WI with pricing that ranges from $474 to $10,873. There are also 168 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside ranging from $600 to $4,500.

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 $600 to $4,500 with an average monthly rent of $2,054.

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 $570 to $10,873, while Three Bedroom Homes, Condos, and Townhomes for rent range from $895 to $4,500. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $1,425.

Expert Rental Resources

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.

Helpful Local Expert Guides

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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.

decorative image for The Top Neighborhoods for Off-Campus Housing for Milwaukee-Area College Students article

The Top Neighborhoods for Off-Campus Housing for Milwaukee-Area College Students

Written by: Tim Brown

I'm Tim, your ApartmentHomeLiving.com Local Expert for Milwaukee, Wisconsin. Growing up in the city and then blocks outside the border, many of the Milwaukee neighborhoods profiled here have been home to friends and family.

decorative image for A Local Experts Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit article

A Local Experts Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit

Written by: Tim Brown

I'm Tim, your ApartmentHomeLiving.com Local Expert for Milwaukee, Wisconsin. Growing up in the city and then blocks outside the border, Milwaukee's neighborhoods have been home to friends and family for years.

Articles, How-To's, and Tips

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts article

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.