
Cheap Homes for Rent in Upper East Side Neighborhood of Milwaukee, WI from $1,000 (29 Rentals)
Search the lowest-cost Homes available for rent right now in the Upper East Side area of Milwaukee.


1927 N Prospect Ave

717 Pearson Street, Unit upstairs

1925 N Prospect Ave

2351 N Holton St

4442 N Oakland Ave

2545 N Cramer St
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.

902 E Chambers St

1028 E Juneau Ave

3721 N 2nd St

2867 N Fratney St

705 E Center St

3429 N 1st St

2545 N Cramer St
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.

2545 N Cramer St

812 E Burleigh St

919 E Brady St

1693 N Cass St

2131 N Summit Ave

823 E Clarke St, Unit Lower

2454 N Pierce St
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.

3575 N Oakland Ave

2863 N Downer Ave

1822 N Warren Ave

4035 N Stowell Ave

2934 N Cramer St

207 E Burleigh St

1529 N Jefferson St
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.

2853 N Booth St
Upper East Side, Milwaukee, WI Local Guide

How much does it cost to rent a home in Upper East Side?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Upper East Side 2 Bedroom Homes for Rent | $1,673 | $1,050 | $3,300 |
| Upper East Side 3 Bedroom Homes for Rent | $2,139 | $1,350 | $4,500 |
| Upper East Side 4 Bedroom Homes for Rent | $2,630 | $1,600 | $4,000 |
| Upper East Side 5 Bedroom Homes for Rent | $3,052 | $2,600 | $3,500 |
| Upper East Side 6 Bedroom Homes for Rent | $3,461 | $3,000 | $4,295 |
Browse Homes for Rent in this Neighborhood
There are currently 29 rentals with your search options within a 2 mile radius of the Upper East Side Neighborhood of Milwaukee, WI.
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Upper East Side, Milwaukee, WI Local Guide
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Cheapest Available Upper East Side Apartments for Rent
 The cheapest available apartment rental in the Upper East Side area of Milwaukee, WI is a 3 Beds unit found at The Park at 1824 Student Apartments priced from $615. Edgewater East has the second lowest priced unit, which is a 1 Bed apartment currently listed from $680. Here are the most affordable Upper East Side apartments for rent in Milwaukee, WI:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Park at 1824 Student Apartments | Renovated 3 Bedroom Apartment | 3BR,2BA | $615 |
| Edgewater East | One Bedroom | 1BR,1BA | $680 |
| Buckingham Apartments | Small Studio | Studio,1BA | $695 |
| Fairmount Apartments | Efficiency | Studio,1BA | $695 |
| Lakeside Apartments | Studio | Studio,1BA | $695 |
| The Astor Hotel Apartments | Efficiency Studio | Studio,1BA | $700 |
| Colonial Apartments | Studio *Standard | Studio,1BA | $725 |
| Belleview Park Apartments | Efficiency | Studio,1BA | $750 |
| Water Street Apartments | Studio | Studio,1BA | $750 |
| Marshall Hall Apartments | Studio | Studio,1BA | $795 |
Best Value Apartments for Rent in Upper East Side, WI
As of February 03, 2026 the best value apartment in the Upper East Side area is the $0.99 price per square foot 1203 E Brady St Model at 1203 E Brady St, Unit A in the in the Haymarket neighborhood starting from $1,500. The second greatest value Upper East Side apartment is the 1726 N Arlington Pl Model at 1726 N Arlington Pl, Unit LowerUnit starting at $1,495 with a $1.00 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 1203 E Brady St, Unit A | 1203 E Brady St | 3BR,1.5BA | $0.99 |
| 1726 N Arlington Pl, Unit LowerUnit | 1726 N Arlington Pl | 3BR,1BA | $1.00 |
| 2018 Oakland | 2BR/1.0BA | 2BR,1BA | $1.05 |
| 1708 N Farwell Ave | Upper | 2BR,1BA | $1.16 |
| Century Building | 2x2 | 2BR,2BA | $0.87 |
| Villager Apartments | Two Bedroom | 2BR,1.5BA | $1.01 |
| 2350 N Holton St, Unit 2352 | 2350 N Holton St | 2BR,1BA | $0.89 |
| Oakland Avenue Apartments | 2 Bedroom - 1 1/2 bath | 2BR,1.5BA | $1.10 |
| Edgeview Apartments | Two Bedroom | 2BR,1BA | $0.88 |
| 3210 N Richards St, Unit 3210 N Richards St | 3210 N Richards St | 2BR,1BA | $1.06 |
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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleQuick 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.
Pet Friendly LifestyleUpper East Side, Milwaukee, WI
Ranked #16
Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Upper East Side, Milwaukee, WI
Riverside University High School
Maryland Avenue Montessori School
School data provided by Great Schools
Frequently Asked Questions about Upper East Side
What type of rentals are currently available in Upper East Side?
There are currently 949 Apartments for Rent in Upper East Side, WI with pricing that ranges from $474 to $15,000. There are also 108 Single Family Homes for rent, Condos, and Townhome rentals currently available in Upper East Side ranging from $1,000 to $4,500.
What is the current price range for Rental Homes in Upper East Side?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Upper East Side ranges from $1,000 to $4,500 with an average monthly rent of $2,228.
How much are larger Three and Four Bedroom Rentals in Upper East Side?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Upper East Side range from $570 to $15,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,350 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,600 and Four Bedroom Apartments start at $1,795.
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.
Articles, How-To's, and Tips

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.

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.