Cheap Apartments for Rent in the Highwood Estates Neighborhood of Milwaukee, WI from $300 (50 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Search the lowest-cost Apartments available for rent right now in the Highwood Estates area of Milwaukee.

close
View Me
3229 S 99th St
2 Bedroom Apartments

3229 S 99th St

3229 S 99th StMilwaukee, WI 53227
  • Utilities Included
close
View Me
RES Apartments
1 to 2 Bedroom Apartments

RES Apartments

3301 S 100th StMilwaukee, WI 53227
  • Utilities Included
close
View Me
3235 S 48th St
1 Bedroom Apartments

3235 S 48th St

3235 S 48th StMilwaukee, WI 53219
  • Utilities Included

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.

Read Article
close
View Me
Hamilton Manor
1 to 2 Bedroom Apartments

Hamilton Manor

3700 S 61st StMilwaukee, WI 53220
  • Utilities Included
close
View Me
WestGlen
Studio to 1 Bedroom Apartments

WestGlen

7902 W National AveMilwaukee, WI 53214
  • Utilities Included
close
View Me
4138 S 51st St
1 to 2 Bedroom Apartments

4138 S 51st St

4138 S 51st StMilwaukee, WI 53220
  • Utilities Included
close
View Me
Becher Apartments
2 Bedroom Apartments

Becher Apartments

7726 W Becher StMilwaukee, WI 53219
Furnished
  • Utilities Included
close
View Me
PENN ARMS APARTMENTS
1 to 2 Bedroom Apartments

PENN ARMS APARTMENTS

7607 W Waterford AveMilwaukee, WI 53220
  • Utilities Included
close
View Me
9641-9651 W Beloit Rd
2 Bedroom Apartments

9641-9651 W Beloit Rd

9641-9651 W Beloit RdMilwaukee, WI 53227
  • Utilities Included
close
View Me
Forrest Park
2 Bedroom Apartments

Forrest Park

3741 S 61st StMilwaukee, WI 53220
  • 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.

Read Article
close
View Me
6500 W Howard Avenue
2 Bedroom Apartments

6500 W Howard Avenue

6500 W Howard AveMilwaukee, WI 53220
  • 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.

Read Article
close
View Me
2628 S 84th St
1 Bedroom Apartments

2628 S 84th St

2628 S 84th StWest Allis, WI 53227
  • Utilities Included
close
View Me
3046 S 99th St
2 Bedroom Apartments

3046 S 99th St

3046 S 99th StWest Allis, WI 53227
  • Utilities Included
  • Smoke Free
close
View Me
9805 W Manitoba St
2 Bedroom Apartments

9805 W Manitoba St

9805 W Manitoba StWest Allis, WI 53227
  • Utilities Included
close
View Me
WestGlen
1 Bedroom Apartments

WestGlen

1624 S 75th StWest Allis, WI 53214
  • Utilities Included
close
View Me
1601 S 84th St
1 Bedroom Apartments

1601 S 84th St

1601 S 84th StWest Allis, WI 53214
  • Utilities Included
close
View Me
2232 S. 96th St.
1 Bedroom Apartments

2232 S. 96th St.

2232 S 96th StWest Allis, WI 53227

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.

Read Article
close
View Me
Cold Spring Apartments
1 to 2 Bedroom Apartments

Cold Spring Apartments

7135 W Cold Spring RdGreenfield, WI 53220
  • Utilities Included
close
View Me
Tara Hill Apartments
1 to 2 Bedroom Apartments

Tara Hill Apartments

3946 S Tara Hill DrGreenfield, WI 53220
  • Utilities Included
close
View Me
The Grant Apartments
Studio Apartments

The Grant Apartments

11027 W Grant StWest Allis, WI 53227
  • Utilities Included
close
View Me
6709-6710 W Barnard Ave
2 Bedroom Apartments

6709-6710 W Barnard Ave

6709-6710 W Barnard AveGreenfield, WI 53220
  • Utilities Included
close
View Me
Cleveland Apartments
1 to 2 Bedroom Apartments

Cleveland Apartments

9102 W Cleveland AveWest Allis, WI 53227
  • Utilities Included
close
View Me
10253 W Cleveland Ave
1 Bedroom Apartments

10253 W Cleveland Ave

10253 W Cleveland AveWest Allis, WI 53227
  • Utilities Included

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.

Read Article
Showing Results 1-50, Page 1 of 1

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 Garden Pool Apartments priced from $855. Forest Arms Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $925. Here are the most affordable Highwood Estates apartments for rent in Milwaukee, WI:

Apartment ListingModel NameBed/BathPriced From
Garden Pool ApartmentsOne Bedroom1BR,1BA$855
Forest Arms ApartmentsOne Bedroom1BR,1BA$925
St. GregoryWarnimont1BR,1BA$980
Greenfield Village2 BD 1 Bathroom2BR,1BA$985
Woodland CourtTurquoise1BR,1BA$995
Toldt Terrace Apartments1bed1BR,1BA$1,050
7875 W Oklahoma Ave2BR/1.0BA2BR,1BA$1,050
English Meadows Apartment Homes, Greenfield WI1 Bedroom Large - 810 Sq Ft1BR,1BA$1,064
Howard Garden Apartments1 Bedroom1BR,1BA$1,095

Best Value Apartments for Rent in Highwood Estates, WI

As of February 23, 2026 the best value apartment in the Highwood Estates area is the $0.97 price per square foot 3 Bedroom, 2.5 Bathroom Loft Model at Greenfield Park Apartments in the in the Alcott Park neighborhood starting from $1,850. The second greatest value Highwood Estates apartment is the Falls Model at Morgan Grove starting at $1,096 with a $1.00 price per square foot in the Alcott Park 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.
Greenfield Park Apartments3 Bedroom, 2.5 Bathroom Loft3BR,2.5BA$0.97
Morgan GroveFalls2BR,1BA$1.00
Layton PreserveC1 Income Restricted2BR,1BA$1.33
Toldt Terrace Apartments2bed2BR,1BA$1.25
9531 W Beloit Rd2 BD 1 BA2BR,1BA$1.30
2459 S 99th St2459 S 99th St1BR,1BA$1.03
7875 W Oklahoma Ave2BR/1.0BA2BR,1BA$1.20
Howard Garden Apartments1 Bedroom1BR,1BA$1.29
Greenfield Village2 BD 1 Bathroom2BR,1BA$1.17
English Meadows Apartment Homes, Greenfield WI1 Bedroom Large - 810 Sq Ft1BR,1BA$1.31

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 Article
Decorative image

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.

Read Article
Decorative image

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.

Read Article
Decorative image

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.

decorative image of people with a giant lease agreement

Best Local Schools in
Highwood Estates, Milwaukee, WI

School data provided by Great Schools

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 Cheapest Studio apartment in Highwood Estates?

Currently the most affordable Cheap Studio Apartment in Highwood Estates is at VMP Senior Living Apartments listed at $1,178.

How much is rent for a Cheap One Bedroom Highwood Estates Apartment?

The lowest price for a Cheap One Bedroom Highwood Estates Apartment is $855 at Garden Pool Apartments.

What is the lowest price for a Cheap Two Bedroom Highwood Estates Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Highwood Estates is starting from $985 at Greenfield Village.

What is the most affordable Highwood Estates Three Bedroom Apartment?

The best deal on a cheap Highwood Estates Three Bedroom Apartment rental is at 8900-8916 W Howard Ave and starts from $1,695.

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

decorative image for Finding The Best Affordable Milwaukee Neighborhoods to Rent article

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.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

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.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

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.

decorative image for A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment article

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.