Apartments for Rent in the Oakland Heights Neighborhood of Waukesha, WI (118 Rentals)

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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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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property at 700 E College Ave
$2,200

Total Monthly Price

Base Rent$2,200
Total Monthly Price$2,200
3 Bedroom, 1.5 Bath Townhome for Rent
Available Nov 1
Active Lifestyle

700 E College Ave

WaukeshaWI53186
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Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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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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James Place
1 to 2 Bedroom Apartments

James Place

131 W BroadwayWaukesha, WI 53186
  • Utilities Included
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817 E Main St
2 Bedroom Apartments

817 E Main St

817 E Main StWaukesha, WI 53186
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1316 Arcadian Ave
2 Bedroom Apartments

1316 Arcadian Ave

1316 Arcadian AveWaukesha, WI 53186
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101 W Main St
Studio to 3 Bedroom Apartments

101 W Main St

101 W Main StWaukesha, WI 53186
  • Utilities Included

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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Oakland Heights, Waukesha, WI Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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Navigating the Rental Market: Tips for First-Time Renters

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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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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Pet Friendly Lifestyle
Oakland Heights, Waukesha, WI

Ranked #7

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 Lifestyle Ratings of rentals and neighborhoods across the USA, including Oakland Heights, Waukesha, and the greater Milwaukee area. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including searching for the best amenities, and proximity to parks, transit availability, pet-friendly communities, family-friendliness, and much more. These search options are in the site filters at the top of this page.

Family-Friendly Rating

When renting for a family with young children, location matters. Amongst all of the communities in Waukesha, this residential area has come to be one of our favorite neighborhoods for families, with a score of 4.0 out of 4. Family Friendly ratings are based on community features and environments that help parents and children to thrive. These features include things like green spaces, and more.

Outdoors Rating

For some, access to parks and outdoor amenities is a must-have. Oakland Heights is known as providing great access to the great outdoors, with a score of 3.0 out of 4.

Luxury Living Rating

This section of town is one of the finest higher-end communities in town, with a score of 3.5 out of 4. Luxury Lifestyle Scoring is based on having high-end community amenities like shared social spaces, lounges, pools, maid services, views, access to parks, and nice home amenities like granite or quartz countertops and stainless steel appliances. Other luxury items often include hardwood floors and fireplaces, raquetball courts, and for some communities, even a doorman to greet residents.

Pet Friendly Rating

Are there dogs or cats in your life? this area ranks highly for raising pets (dogs and cats), with a score of 4.0 out of 4.

Frequently Asked Questions about Oakland Heights

What is the current pricing and availability for apartments for rent in the Oakland Heights area of Waukesha, WI?

As of today, September 10, 2026, there are currently 118 available Oakland Heights apartments priced from $885 to $3,931, with an average monthly rent of $1,540.

How much are Studio apartments in Oakland Heights?

There are currently 18 Studio Apartments in Oakland Heights with rent ranges from $1,000 to $2,043 with an average price of $1,301.

What is the current price range for One Bedroom Oakland Heights Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Oakland Heights ranges from $885 to $3,112 with an average monthly rent of $1,335.

What does renting a Two Bedroom Apartment in Oakland Heights cost?

The monthly rent prices of Two Bedroom Apartments currently available in Oakland Heights range from $1,164 to $3,332. Today's average rental price for Two Bedrooms here is $1,625.

How expensive are Oakland Heights Three Bedroom Apartments?

There are currently 9 Three Bedroom Apartments listings available in Oakland Heights on ApartmentHomeLiving.com. The pricing ranges from $1,495 to $3,931 - averaging $2,351 for the location.

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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An Insider's 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.

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

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

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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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Finding The Best Affordable Milwaukee Neighborhoods to Rent

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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.

Articles, How-To's, and Tips

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.