Cheap Apartments for Rent in the Upper East Side Neighborhood of Milwaukee, WI from $500 (367 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Upper East Side 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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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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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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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Upper East Side, Milwaukee, WI Local Guide

Cheapest Available Upper East Side Apartments for Rent

 

The cheapest available apartment rental in the Upper East Side area of Milwaukee, WI is a 1 Bed unit found at RW Apartments I and II priced from $559. Fairmount Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $695. Here are the most affordable Upper East Side apartments for rent in Milwaukee, WI:

Apartment ListingModel NameBed/BathPriced From
RW Apartments I and II1x1 683sf1BR,1BA$559
Fairmount ApartmentsEfficiencyStudio,1BA$695
Lakeside ApartmentsStudioStudio,1BA$695
The Astor Hotel ApartmentsEfficiency StudioStudio,1BA$700
Buckingham ApartmentsSmall StudioStudio,1BA$725
Colonial ApartmentsStudio *StandardStudio,1BA$725
St. ClairStudioStudio,1BA$725
The Park at 1824 Student ApartmentsRenovated 3 Bedroom Apartment3BR,2BA$750
Marshall Hall ApartmentsStudioStudio,1BA$750
1417 N. Prospect Avenue1417 StudiosStudio,1BA$795

Best Value Apartments for Rent in Upper East Side, WI

As of June 23, 2026 the best value apartment in the Upper East Side area is the $0.80 price per square foot Two Bedroom Model at Windsor Court Apartments in the in the Haymarket neighborhood starting from $1,600. The second greatest value Upper East Side apartment is the 3 Bedroom Model at 2611-2613 N Stowell Ave starting at $2,100 with a $1.31 price per square foot in the Haymarket neighborhood. Here is today’s list of the best values for Upper East Side apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Windsor Court ApartmentsTwo Bedroom2BR,1BA$0.80
2611-2613 N Stowell Ave3 Bedroom3BR,1.5BA$1.31
2457 N 1st St, Unit front rear unit2457 N 1st St2BR,1BA$0.60
2018 Oakland2BR/1.0BA2BR,1BA$1.19
The Residences at ThriveOn KingThree Bedroom3BR,2BA$1.34
3245 N Oakland2 Bed / 1 Bath2BR,1BA$1.39
Royall Villas2 Bed / 1 Bath2BR,1BA$1.40
Belleview Terrace Apartments2BD/1BA2BR,1BA$1.11
The Park at 1824 Student ApartmentsStandard 2 Bedroom Apartment2BR,1BA$1.21
1851 N Pulaski St, Unit B1851 N Pulaski St1BR,1BA$1.30

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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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
Upper East Side, Milwaukee, WI

Ranked #11

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
Upper East Side, Milwaukee, WI

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving.com is happy to bring you our detailed rental analysis called 'Lifestyle Ratings' - a comparison of rentals in metropolitan areas across the United States including Upper East Side, Milwaukee, and the greater Milwaukee area. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including filtering automatically for proximity to parks, luxury housing options, transit availability, pet-friendly communities, features that make it easier to raise kids, and more. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Frequently Asked Questions about Cheap Upper East Side Apartments

What is a cheap apartment in Upper East Side?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Upper East Side is under $795.

What is the price of a cheap apartment in Upper East Side?

The cheapest apartment in Upper East Side is RW Apartments I and II which is listed at $559, while the average apartment in Upper East Side costs $2,750.

What types of apartments are the cheapest in Upper East Side?

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 10 regular apartments in Upper East Side 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 Upper East Side?

Cheap apartments in Upper East Side have an average cost of $190 which is $2,560 cheaper than the average rent for all rentals in Upper East Side.

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.

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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.

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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.

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An Insiders Guide to Apartment Living Near Milwaukee's Four Employer Clusters

Written by: Tim Brown

Having grown up in Milwaukee and lived in Waukesha for several years, I have come to realize that the Milwaukee metro area offers diverse employment and housing opportunities.

Articles, How-To's, and Tips

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.