Apartments for Rent in the Oakland Heights Neighborhood of Waukesha, WI (115 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 1428 Josephine St

$2,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,250
Total Monthly Price
$2,250

3 Bedroom, 1.5 Bath Townhome for Rent

Available Oct 1

1428 Josephine St

WaukeshaWI53186
property at 700 E College Ave

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900

3 Bedroom, 1.5 Bath Townhome for Rent

Available Now

700 E College Ave

WaukeshaWI53186
property at 208 Wright St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000

5 Bedroom, 2 Bath Home for Rent

Available Aug 22

208 Wright St

WaukeshaWI53186

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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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
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633 E North St
Studio to 1 Bedroom Apartments

633 E North St

633 E North StWaukesha, WI 53188
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220 E Park Ave
1 Bedroom Apartments

220 E Park Ave

220 E Park AveWaukesha, WI 53186
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319 South St
1 Bedroom Apartments

319 South St

319 South StWaukesha, WI 53186

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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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
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 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 3.5 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, July 26, 2026, there are currently 115 available Oakland Heights apartments priced from $850 to $3,708, with an average monthly rent of $1,579.

How much are Studio apartments in Oakland Heights?

There are currently 21 Studio Apartments in Oakland Heights with rent ranges from $850 to $2,069 with an average price of $1,251.

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 $3,083 with an average monthly rent of $1,369.

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 $1,185 to $3,708. Today's average rental price for Two Bedrooms here is $1,669.

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

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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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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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Articles, How-To's, and Tips

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

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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.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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

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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.