
Cheap Homes for Rent in Highwood Estates Neighborhood of Milwaukee, WI from $700 (3 Rentals)
Search the lowest-cost Homes available for rent right now in the Highwood Estates area of Milwaukee.

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.

6406 W Lincoln Ave
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.

6521 Beloit Rd
Highwood Estates, Milwaukee, WI Local Guide

How much does it cost to rent a home in Highwood Estates?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Highwood Estates 2 Bedroom Homes for Rent | $1,406 | $1,300 | $1,495 |
| Highwood Estates 3 Bedroom Homes for Rent | $1,872 | $1,695 | $2,095 |
| Highwood Estates 4 Bedroom Homes for Rent | $2,175 | $2,175 | $2,175 |
Browse Homes for Rent in this Neighborhood
There are currently 3 rentals with your search options within a 2 mile radius of the Highwood Estates Neighborhood of Milwaukee, WI.
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Highwood Estates, Milwaukee, WI Local Guide
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Best Value Apartments for Rent in Highwood Estates, WI
As of November 29, 2025 the best value apartment in the Highwood Estates area is the $1.25 price per square foot 2710 S 68th St Model at 2710 S 68th St, Unit 2712 upper in the in the Southwest Side neighborhood starting from $1,500. The second greatest value Highwood Estates apartment is the 8821A Model at Bel-Oak Apartments starting at $1,440 with a $1.40 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 2710 S 68th St, Unit 2712 upper | 2710 S 68th St | 3BR,1.5BA | $1.25 |
| Bel-Oak Apartments | 8821A | 2BR,2BA | $1.40 |
| 2123 S 108th St, Unit Apt 3 | 2123 S 108th St | 3BR,1.5BA | $1.40 |
| 1944 S 92nd St, Unit 2 Upper | 1944 S 92nd St | 2BR,1BA | $1.40 |
| 2370 S 107th St, Unit Apt.8 | 2370 S 107th St | 1BR,1BA | $1.15 |
| Toldt Terrace Apartments | 2bed | 2BR,1BA | $1.25 |
| 2040 S 74th St, Unit Upper | 2040 S 74th St | 2BR,1BA | $1.00 |
| Prairie Hill Senior Apartments | A-602X1 | 2BR,1BA | $1.41 |
| 3270 S 49th St | One Bed One Bath | 1BR,1BA | $1.23 |
| Forest Arms Apartments | One Bedroom | 1BR,1BA | $1.38 |
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 ArticleThe 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 ArticleQuick 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.
Pet Friendly LifestyleHighwood Estates, Milwaukee, WI
Ranked #206
Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Highwood Estates, Milwaukee, WI
Academy of Accelerated Learning
Wedgewood Park International School
School data provided by Great Schools
Frequently Asked Questions about Highwood Estates
What type of rentals are currently available in Highwood Estates?
There are currently 324 Apartments for Rent in Highwood Estates, WI with pricing that ranges from $750 to $2,865. There are also 18 Single Family Homes for rent, Condos, and Townhome rentals currently available in Highwood Estates ranging from $795 to $2,175.
What is the current price range for Rental Homes in Highwood Estates?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Highwood Estates ranges from $795 to $2,175 with an average monthly rent of $1,442.
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.

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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.