Cheap Apartments for Rent in the Highwood Estates Neighborhood of Milwaukee, WI from $300 (48 Rentals)
Search the lowest-cost Apartments available for rent right now in the Highwood Estates area of Milwaukee.

Forest Arms Apartments

St. Gregory

Oklahoma Manor

6522 W Forest Home Ave
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Garden Pool Apartments

Cold Spring Apartments

Lincoln Park Apartments

10621 W Lincoln Ave

4055 S 65th St

Colonial Manor Apartments
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48 on Cold Spring

Honey Creek Apartments

2155 S 102nd St

1728 S 88th St

Quail Hollow Apartments

2370 S 107th St, Unit Apt. 6

6179 W Cold Spring Rd
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Highwood Estates, Milwaukee, WI Local Guide

How much does it cost to rent an apartment in Highwood Estates?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Highwood Estates Studio Apartments | $1,257 | $750 | $1,339 |
| Highwood Estates 1 Bedroom Apartments | $1,428 | $795 | $2,544 |
| Highwood Estates 2 Bedroom Apartments | $1,594 | $950 | $2,632 |
| Highwood Estates 3 Bedroom Apartments | $1,972 | $1,400 | $2,865 |
Browse Apartments in this Neighborhood
There are currently 48 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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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 5302 W Burnham St. 6 Unit priced from $795. Garden Pool Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $855. Here are the most affordable Highwood Estates apartments for rent in Milwaukee, WI:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 5302 W Burnham St. 6 Unit | 1BR/1.0BA | 1BR,1BA | $795 |
| Garden Pool Apartments | One Bedroom | 1BR,1BA | $855 |
| 3130 S 48th St. - 8 Family | 1BR/1.0BA | 1BR,1BA | $875 |
| Forest Arms Apartments | One Bedroom | 1BR,1BA | $925 |
| Colonial Manor Apartments | 1 Bed 1 Bath | 1BR,1BA | $949 |
| St. Gregory | Warnimont | 1BR,1BA | $960 |
| 3270 S 49th St | One Bed One Bath | 1BR,1BA | $995 |
| Morgan Grove | Grafton | 1BR,1BA | $999 |
| Woodland Court | Turquoise | 1BR,1BA | $1,045 |
Best Value Apartments for Rent in Highwood Estates, WI
As of December 28, 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 2370 S 107th St Model at 2370 S 107th St, Unit Apt. 6 starting at $990 with a $0.99 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 |
| 2370 S 107th St, Unit Apt. 6 | 2370 S 107th St | 1BR,1BA | $0.99 |
| 4912 W Oklahoma Ave | 4912 W. Oklahoma Ave. #1 | 2BR,1BA | $1.23 |
| Toldt Terrace Apartments | 2bed | 2BR,1BA | $1.25 |
| 9531 W Beloit Rd | 2 BD 1 BA | 2BR,1BA | $1.30 |
| 7319 W Tripoli Ave, Unit 2 | 7319 W Tripoli Ave | 2BR,1BA | $1.20 |
| 3061 S 72nd St, Unit # 3 | 3061 S 72nd St | 2BR,1BA | $1.35 |
| Willowick Apartments | 2 Bed 1 Bath Upper | 2BR,1BA | $1.36 |
| English Meadows Apartment Homes, Greenfield WI | 1 Bedroom Large - 810 Sq Ft | 1BR,1BA | $1.31 |
| 3270 S 49th St | One Bed One Bath | 1BR,1BA | $1.23 |
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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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 #156
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
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 $1,133.
How much is rent for a Cheap One Bedroom Highwood Estates Apartment?
The lowest price for a Cheap One Bedroom Highwood Estates Apartment is $795 at 5302 W Burnham St. 6 Unit.
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 $1,086 at Morgan Grove.
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

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.

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