Cheap Apartments for Rent in the Highwood Estates Neighborhood of Milwaukee, WI from $300 (82 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Highwood Estates 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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3229 S 99th St
2 Bedroom Apartments

3229 S 99th St

3229 S 99th StMilwaukee, WI 53227
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RES Apartments
1 to 2 Bedroom Apartments

RES Apartments

3301 S 100th StMilwaukee, WI 53227
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3235 S 48th St
1 Bedroom Apartments

3235 S 48th St

3235 S 48th StMilwaukee, WI 53219
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Hamilton Manor
1 to 2 Bedroom Apartments

Hamilton Manor

3700 S 61st StMilwaukee, WI 53220
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WestGlen
Studio to 1 Bedroom Apartments

WestGlen

7902 W National AveMilwaukee, WI 53214
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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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5302 W Burnham St
1 Bedroom Apartments

5302 W Burnham St

5302 W Burnham StMilwaukee, WI 53219
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4138 S 51st St
1 to 2 Bedroom Apartments

4138 S 51st St

4138 S 51st StMilwaukee, WI 53220
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Becher Apartments
2 Bedroom Apartments

Becher Apartments

7726 W Becher StMilwaukee, WI 53219
Furnished
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3130 S 48th St
1 Bedroom Apartments

3130 S 48th St

3130 S 48th StMilwaukee, WI 53219
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PENN ARMS APARTMENTS
1 to 2 Bedroom Apartments

PENN ARMS APARTMENTS

7607 W Waterford AveMilwaukee, WI 53220
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Forrest Park
2 Bedroom Apartments

Forrest Park

3741 S 61st StMilwaukee, WI 53220
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9641-9651 W Beloit Rd
2 Bedroom Apartments

9641-9651 W Beloit Rd

9641-9651 W Beloit RdMilwaukee, WI 53227
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6500 W Howard Avenue
2 Bedroom Apartments

6500 W Howard Avenue

6500 W Howard AveMilwaukee, WI 53220
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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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Terrace Apartments I
1 to 2 Bedroom Apartments

Terrace Apartments I

3218 S Landl LnMilwaukee, WI 53227
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5821 W Lincoln Ave
1 Bedroom Apartments

5821 W Lincoln Ave

5821 W Lincoln AveMilwaukee, WI 53219
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Valley Green Townhomes
3 Bedroom Apartments

Valley Green Townhomes

8024 W Crawford AveMilwaukee, WI 53220
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3759 S 80th St
3 Bedroom Apartments

3759 S 80th St

3759 S 80th StMilwaukee, WI 53220
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6522 W Forest Home Ave
2 Bedroom Apartments

6522 W Forest Home Ave

6522 W Forest Home AveMilwaukee, WI 53220
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3637 S 90th St
3 Bedroom Apartments

3637 S 90th St

3637 S 90th StMilwaukee, WI 53228
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4912 W Oklahoma Ave
2 Bedroom Apartments

4912 W Oklahoma Ave

4912 W Oklahoma AveMilwaukee, WI 53219
Corporate Housing
  • Utilities Included

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.

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

Uncover Milwaukee's affordable, vibrant neighborhoods and down-to-earth charm. Get a local expert's take on the city's renaissance, favorite traditions, and famous Gemütlichkeit (cozy spirit).

Highwood Estates, Milwaukee, WI Local Guide

Cheapest Available Highwood Estates Apartments for Rent

 

The cheapest available apartment rental in the Highwood Estates area of Milwaukee, WI is a 1 Bed unit found at 1601 S 84th St priced from $800. 9641-9651 W Beloit Rd has the second lowest priced unit, which is a 2 Beds apartment currently listed from $950. Here are the most affordable Highwood Estates apartments for rent in Milwaukee, WI:

Apartment ListingModel NameBed/BathPriced From
1601 S 84th St1 Bedroom1BR,1BA$800
9641-9651 W Beloit Rd2 Bedroom2BR,1BA$950
Greenfield Village2 BD 1 Bathroom2BR,1BA$985
Quail Hollow Apartments1 Bedroom1BR,1BA$1,000
Water Tower View ApartmentsB 1x11BR,1BA$1,030
Woodland CourtTopaz1BR,1BA$1,041
Toldt Terrace Apartments1bed1BR,1BA$1,050
51st Street 8 Families2BR/1.0BA2BR,1BA$1,095
Oklahoma ManorDakota1BR,1BA$1,114
St. GregoryWarnimont1BR,1BA$1,118

Best Value Apartments for Rent in Highwood Estates, WI

As of May 27, 2026 the best value apartment in the Highwood Estates area is the $1.38 price per square foot 2710 S 68th St Model at 2710 S 68th St, Unit 2710-12 in the in the Southwest Side neighborhood starting from $1,650. The second greatest value Highwood Estates apartment is the 5214 W Forest Home Ave Model at 5214 W Forest Home Ave, Unit 101 starting at $1,250 with a $1.09 price per square foot in the Southwest Side neighborhood. Here is today’s list of the best values for Highwood Estates apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
2710 S 68th St, Unit 2710-122710 S 68th St3BR,1.5BA$1.38
5214 W Forest Home Ave, Unit 1015214 W Forest Home Ave2BR,1.5BA$1.09
Layton PreserveC Income Restricted2BR,1BA$1.33
9641-9651 W Beloit Rd2 Bedroom2BR,1BA$0.95
Toldt Terrace Apartments2bed2BR,1BA$1.30
9531 W Beloit Rd2 BD 1 BA2BR,1BA$1.30
Greenfield Village2 BD 1 Bathroom2BR,1BA$1.17
51st Street 8 Families2BR/1.0BA2BR,1BA$1.37
Water Tower View ApartmentsB 1x11BR,1BA$1.40
1601 S 84th St1 Bedroom1BR,1BA$1.33

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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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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Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental analysis called 'Lifestyle Ratings' - a comparison of rentals and neighborhoods across the USA, including Milwaukee. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including rankings of the best places for proximity to parks, luxury amenities, pet-friendly features, places that make kids happy, proximity to transit, in addition to floorplans, availablity, and pricing. Find Lifestyle Search in the filter options (above). Happy Searching!

Frequently Asked Questions about Cheap Highwood Estates Apartments

What is the price of a cheap apartment in Highwood Estates?

The cheapest apartment in Highwood Estates is 1601 S 84th St which is listed at $800, while the average apartment in Highwood Estates costs $1,769.

What types of apartments are the cheapest in Highwood Estates?

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 16 regular apartments in Highwood Estates 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 Highwood Estates?

Cheap apartments in Highwood Estates have an average cost of $111 which is $1,658 cheaper than the average rent for all rentals in Highwood Estates.

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.

decorative image for A Local Experts Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit article

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.

Articles, How-To's, and Tips

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

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

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.