Cheap Apartments for Rent in the Highwood Estates Neighborhood of Milwaukee, WI from $300 (46 Rentals)

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

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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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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
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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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Forrest Park
2 Bedroom Apartments

Forrest Park

3741 S 61st StMilwaukee, WI 53220
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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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2628 S 84th St
1 Bedroom Apartments

2628 S 84th St

2628 S 84th StWest Allis, WI 53227
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3046 S 99th St
2 Bedroom Apartments

3046 S 99th St

3046 S 99th StWest Allis, WI 53227
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9805 W Manitoba St
2 Bedroom Apartments

9805 W Manitoba St

9805 W Manitoba StWest Allis, WI 53227
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WestGlen
1 Bedroom Apartments

WestGlen

1624 S 75th StWest Allis, WI 53214
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1601 S 84th St
1 Bedroom Apartments

1601 S 84th St

1601 S 84th StWest Allis, WI 53214
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2232 S. 96th St.
1 Bedroom Apartments

2232 S. 96th St.

2232 S 96th StWest Allis, WI 53227
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Tara Hill Apartments
1 to 2 Bedroom Apartments

Tara Hill Apartments

3946 S Tara Hill DrGreenfield, WI 53220
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6709-6710 W Barnard Ave
2 Bedroom Apartments

6709-6710 W Barnard Ave

6709-6710 W Barnard AveGreenfield, WI 53220
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10253 W Cleveland Ave
1 Bedroom Apartments

10253 W Cleveland Ave

10253 W Cleveland AveWest Allis, WI 53227
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Showing Results 1-46, 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 5302 W Burnham St. 6 Unit priced from $850. 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 ListingModel NameBed/BathPriced From
5302 W Burnham St. 6 Unit1BR/1.0BA1BR,1BA$850
Garden Pool ApartmentsOne Bedroom1BR,1BA$855
3130 S 48th St. - 8 Family1BR/1.0BA1BR,1BA$875
Forest Arms ApartmentsOne Bedroom1BR,1BA$925
3270 S 49th StOne Bed One Bath1BR,1BA$995
Colonial Manor Apartments1 Bed 1 Bath - Large1BR,1BA$999
Morgan GroveGrafton1BR,1BA$1,027
Lincoln CrestBuckingham1BR,1BA$1,035
51st Street 8 Families2BR/1.0BA2BR,1BA$1,050

Best Value Apartments for Rent in Highwood Estates, WI

As of November 13, 2025 the best value apartment in the Highwood Estates area is the $0.94 price per square foot 3 Bedroom, 2.5 Bathroom Loft Model at Greenfield Park Apartments in the in the Alcott Park neighborhood starting from $1,795. The second greatest value Highwood Estates apartment is the 2710 S 68th St Model at 2710 S 68th St, Unit 2712 upper starting at $1,500 with a $1.25 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.
Greenfield Park Apartments3 Bedroom, 2.5 Bathroom Loft3BR,2.5BA$0.94
2710 S 68th St, Unit 2712 upper2710 S 68th St3BR,1.5BA$1.25
Westfield Apartments2 Bed, 1 Bath Upper2BR,1BA$1.24
English Meadows Apartment Homes2 Bedroom 1 Bath - 1093 Sq Ft2BR,1BA$1.19
2123 S 108th St, Unit Apt 32123 S 108th St3BR,1.5BA$1.40
2040 S 74th St, Unit Upper2040 S 74th St2BR,1BA$1.00
2390 S 92nd St, Unit 2390 S. 92nd St.2390 S 92nd St2BR,1BA$1.24
3270 S 49th StOne Bed One Bath1BR,1BA$1.23
51st Street 8 Families2BR/1.0BA2BR,1BA$1.31
Forest Arms ApartmentsOne Bedroom1BR,1BA$1.38

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
Highwood Estates, Milwaukee, WI

Ranked #160

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
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!

Getting Around the Highwood Estates Neighborhood in Milwaukee, WI

Walk Score®

62 / 100

Somewhat Walkable

Some errands can be accomplished on foot

Bike Score®

55 / 100

Bikeable

Some bike infrastructure

Transit Score®

41 / 100

Some Transit

A few nearby public transportation options

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 $850 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 $1,050 at 51st Street 8 Families.

What is the most affordable Highwood Estates Three Bedroom Apartment?

The best deal on a cheap Highwood Estates Three Bedroom Apartment rental is at Morgan Grove and starts from $1,490.

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.

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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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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.