Cheap Homes for Rent in Highwood Estates Neighborhood of Milwaukee, WI from $800 (8 Rentals)

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

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 St. Gregory priced from $915. 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
St. GregoryWarnimont1BR,1BA$915
Forest Arms ApartmentsOne Bedroom1BR,1BA$925
Woodland CourtTopaz1BR,1BA$953

Best Value Apartments for Rent in Highwood Estates, WI

As of September 20, 2025 the best value apartment in the Highwood Estates area is the $1.11 price per square foot 4270 S 68th St Model at 4270 S 68th St, Unit Lower in the in the Alcott Park neighborhood starting from $1,495. The second greatest value Highwood Estates apartment is the 2172 S 66th St Model at 2172 S 66th St, Unit 2174 66th St Upper West starting at $1,450 with a $1.21 price per square foot in the Burnham 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.
4270 S 68th St, Unit Lower4270 S 68th St3BR,1BA$1.11
2172 S 66th St, Unit 2174 66th St Upper West2172 S 66th St2BR,1BA$1.21
Morgan GroveBeacon3BR,2BA$1.30
2326 S 75th St, Unit 23262326 S 75th St2BR,1BA$1.25
Garden Pool ApartmentsTwo Bedroom w/Balcony2BR,1BA$1.24
6326 W Grant St, Unit 414-801-2497 Alex6326 W Grant St1BR,1BA$1.26
Howard Garden Apartments1 Bedroom1BR,1BA$1.29
48 on Cold SpringTwo Bedroom/ One Bath2BR,1BA$1.29
3270 S 49th StOne Bed One Bath1BR,1BA$1.23
51st Street 8 Families2BR/1.0BA2BR,1BA$1.31

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Pet Friendly Lifestyle
Highwood Estates, Milwaukee, WI

Ranked #114

Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Highwood Estates

What type of rentals are currently available in Highwood Estates?

There are currently 316 Apartments for Rent in Highwood Estates, WI with pricing that ranges from $695 to $3,993. There are also 25 Single Family Homes for rent, Condos, and Townhome rentals currently available in Highwood Estates ranging from $800 to $2,298.

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 $800 to $2,298 with an average monthly rent of $1,321.

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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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.