Cheap Apartments for Rent in the Oakland Heights Neighborhood of Waukesha, WI from $800 (47 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Oakland Heights area of Waukesha.

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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

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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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Delafield Courtyard
1 to 2 Bedroom Apartments

Delafield Courtyard

1012-1022 Delafield StWaukesha, WI 53188
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800-820 Delafield St
1 to 2 Bedroom Apartments

800-820 Delafield St

800-820 Delafield StWaukesha, WI 53188
  • Utilities Included

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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101 W Main St
Studio to 3 Bedroom Apartments

101 W Main St

101 W Main StWaukesha, WI 53186
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Center City Plaza
1 to 2 Bedroom Apartments

Center City Plaza

707 N Grand AveWaukesha, WI 53186
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Ridge View Apartments
Studio to 2 Bedroom Apartments

Ridge View Apartments

212 W North StWaukesha, WI 53188
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East Terrace Apartments
1 Bedroom Apartments

East Terrace Apartments

801 N East AveWaukesha, WI 53186
Senior Living
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Fleetfoot Apartments
2 Bedroom Apartments

Fleetfoot Apartments

1303-1307 Fleetfoot DrWaukesha, WI 53186
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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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Showing Results 1-47, Page 1 of 1

Oakland Heights, Waukesha, WI Local Guide

Cheapest Available Oakland Heights Apartments for Rent

 

The cheapest available apartment rental in the Oakland Heights area of Milwaukee, WI is a 1 Bed unit found at 700 E North St. (10 Unit) priced from $895. 405 N East Ave. (16 Unit) has the second lowest priced unit, which is a 1 Bed apartment currently listed from $945. Here are the most affordable Oakland Heights apartments for rent in Milwaukee, WI:

Apartment ListingModel NameBed/BathPriced From
700 E North St. (10 Unit)1BR/1.0BA1BR,1BA$895
405 N East Ave. (16 Unit)1BR/1.0BA1BR,1BA$945
Main Street Plaza ApartmentsStudioStudio,1BA$1,000
Berkshire Sunset1 Bed, 1 bath1BR,1BA$1,062
316 Maple Ave 6 Unit2BR/1.0BA2BR,1BA$1,095
Pine Pointe Apartments2bd2BR,1BA$1,095
417 N Washington Ave 8 family2BR/1.0BA2BR,1BA$1,150
Hillside Village Apartments1 Bed/1 Bath1BR,1BA$1,205
The Meadows ApartmentsWillow1BR,1BA$1,235

Best Value Apartments for Rent in Oakland Heights, WI

As of November 07, 2025 the best value apartment in the Oakland Heights area is the $0.87 price per square foot 926 Blackstone Ave Model at 926 Blackstone Ave, Unit #3 in the in the Spring Hills neighborhood starting from $1,090. The second greatest value Oakland Heights apartment is the 421 N Greenfield Ave Model at 421 N Greenfield Ave, Unit 1003 Pearl Street starting at $1,400 with a $1.17 price per square foot in the Spring Hills neighborhood. Here is today’s list of the best values for Oakland Heights apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
926 Blackstone Ave, Unit #3926 Blackstone Ave2BR,1BA$0.87
421 N Greenfield Ave, Unit 1003 Pearl Street421 N Greenfield Ave2BR,1BA$1.17
816 Aurora Ave, Unit 816 lower816 Aurora Ave2BR,1BA$1.60
Hartwell Place ApartmentsTwo Bedroom2BR,1BA$1.37
Mountain Villageeverest22BR,1BA$1.65
Pine Pointe Apartments2bd2BR,1BA$1.37
700 E North St. (10 Unit)1BR/1.0BA1BR,1BA$1.19
Berkshire Sunset1 Bed, 1 bath1BR,1BA$1.47
316 Maple Ave 6 Unit2BR/1.0BA2BR,1BA$1.56
417 N Washington Ave 8 family2BR/1.0BA2BR,1BA$1.64

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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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
Oakland Heights, Waukesha, WI

Ranked #5

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
Oakland Heights, Waukesha, WI

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in cities across the United States including Oakland Heights, Waukesha, 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 easy access to the parks, luxury amenities, kid and pet-friendly communities, availability of transit options, and other valuable search options. These search options are in the site filters at the top of this page.

Getting Around the Oakland Heights Neighborhood in Waukesha, WI

Walk Score®

51 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

39 / 100

Somewhat Bikeable

Minimal bike infrastructure

Transit Score®

33 / 100

Some Transit

A few 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 Oakland Heights Apartments

How much is rent for a Cheap One Bedroom Oakland Heights Apartment?

The lowest price for a Cheap One Bedroom Oakland Heights Apartment is $895 at 700 E North St. (10 Unit).

What is the lowest price for a Cheap Two Bedroom Oakland Heights Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Oakland Heights is starting from $1,095 at 316 Maple Ave 6 Unit.

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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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.