Cheap Apartments for Rent in the Highwood Estates Neighborhood of Milwaukee, WI from $300 (80 Rentals)

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Search the lowest-cost Apartments 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.

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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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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.

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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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5302 W Burnham St
1 Bedroom Apartments

5302 W Burnham St

5302 W Burnham StMilwaukee, WI 53219
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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
Furnished
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3130 S 48th St
1 Bedroom Apartments

3130 S 48th St

3130 S 48th StMilwaukee, WI 53219
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PENN ARMS APARTMENTS
1 to 2 Bedroom Apartments

PENN ARMS APARTMENTS

7607 W Waterford AveMilwaukee, WI 53220
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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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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.

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51st and Coldspring
2 Bedroom Apartments

51st and Coldspring

4133 S 51st StMilwaukee, WI 53220
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Terrace Apartments I
1 to 2 Bedroom Apartments

Terrace Apartments I

3218 S Landl LnMilwaukee, WI 53227
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5821 W Lincoln Ave
1 Bedroom Apartments

5821 W Lincoln Ave

5821 W Lincoln AveMilwaukee, WI 53219
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Valley Green Townhomes
3 Bedroom Apartments

Valley Green Townhomes

8024 W Crawford AveMilwaukee, WI 53220
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3759 S 80th St
3 Bedroom Apartments

3759 S 80th St

3759 S 80th StMilwaukee, WI 53220
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3637 S 90th St
3 Bedroom Apartments

3637 S 90th St

3637 S 90th StMilwaukee, WI 53228

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.

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4912 W Oklahoma Ave
2 Bedroom Apartments

4912 W Oklahoma Ave

4912 W Oklahoma AveMilwaukee, WI 53219
Corporate Housing
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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.

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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 Forest Arms Apartments priced from $925. Greenfield Village has the second lowest priced unit, which is a 2 Beds apartment currently listed from $985. Here are the most affordable Highwood Estates apartments for rent in Milwaukee, WI:

Apartment ListingModel NameBed/BathPriced From
Forest Arms ApartmentsOne Bedroom1BR,1BA$925
Greenfield Village2 BD 1 Bathroom2BR,1BA$985
Woodland CourtTurquoise1BR,1BA$1,019
Lincoln CrestBuckingham1BR,1BA$1,050
Toldt Terrace Apartments1bed1BR,1BA$1,050
Prairie Hill Senior ApartmentsA2-502X12BR,1BA$1,073
French QuartersKing Louis1BR,1BA$1,091
Morgan GroveGrafton1BR,1BA$1,098
6522 W Forest Home Ave2 Bed2BR,1BA$1,150
VMP Senior Living ApartmentsStudioStudio,1BA$1,178

Best Value Apartments for Rent in Highwood Estates, WI

As of April 09, 2026 the best value apartment in the Highwood Estates area is the $1.33 price per square foot C Income Restricted Model at Layton Preserve in the in the Alcott Park neighborhood starting from $1,409. The second greatest value Highwood Estates apartment is the Rivershire - 2 Bed, 2 Bath Lower Model at Rivershire Apartments starting at $1,671 with a $1.61 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.
Layton PreserveC Income Restricted2BR,1BA$1.33
Rivershire ApartmentsRivershire - 2 Bed, 2 Bath Lower2BR,2BA$1.61
Bel-Oak Apartments8811A2BR,2BA$1.40
Toldt Terrace Apartments2bed2BR,1BA$1.30
9531 W Beloit Rd2 BD 1 BA2BR,1BA$1.30
Greenfield Village2 BD 1 Bathroom2BR,1BA$1.17
Prairie Hill Senior ApartmentsD4-601X11BR,1BA$1.49
Lincoln CrestBuckingham1BR,1BA$1.56
Forest Arms ApartmentsOne Bedroom1BR,1BA$1.38
Woodland CourtTopaz1BR,1BA$1.57

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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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.

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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.

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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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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 $925 at Forest Arms 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 Morgan Grove and starts from $1,667.

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

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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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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.

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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.