
2 Bedroom Apartments for Rent in Highwood, IL (45 Rentals)


Arrive North Shore

104 Michigan Ave

546 Green Bay Rd

8 Walker Ave

20 Webster Ave

740 Sheridan Rd

13-15 Webster Ave

245 Washington 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.

235 North Ave

HIGHPOINT Highwood Station 246

HIGHPOINT Highwood Station 546

548-552 Sheridan Rd

Total Monthly Price
Albion Highland Park

Park Townhomes

McGovern House

318 Walker Ave

1990 Sheridan Rd
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

4 S June Terrace

2818 Dundee Rd

1506 Glencoe Ave

1121 Waukegan Rd

555 Roger Williams Ave

770 Skokie Blvd

331 Granby Rd

1800 Amberley Ct

Les Maisons Condominium Association
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

324 Leonard Wood S

1700 2nd St

367-375 Central Ave

Spanish Courts

Sheridan Square

Highland Park Apartments

1675 Green Bay Rd

213 Leonard Wood

1560 Oakwood Ave
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.

3556 Western Ave

Laurel Apartments

Albion Highland Park East

1646-1658 2nd St

Sunset Woods

2121 Saint Johns Ave

376 Park Ave

Zion Woods

Walnut Place
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.
Highwood, IL Local Guide

How much does it cost to rent an apartment in Highwood?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Highwood Studio Apartments | $2,090 | $1,695 | $2,480 |
| Highwood 1 Bedroom Apartments | $2,426 | $1,759 | $3,595 |
Highwood 2 Bedroom Apartments | $3,445 | $2,019 | $6,195 |
| Highwood 3 Bedroom Apartments | $4,217 | $2,500 | $7,460 |
Browse Top Apartments in Highwood
See all Apartments in HighwoodExplore Highwood
Highwood, IL Local Guide
- Highwood Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Highwood 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Highwood, IL is found at Albion Highland Park in the Briergate Station neighborhood and is 1,611 square feet priced from $6,195. HIGHPOINT Highwood Station 440 in the Fort Sheridan neighborhood has the second largest 2 Bedroom, which is sized at 1,064 square feet and currently listed start at $2,995. Here is today’s list of the largest available 2 Bedroom units in Highwood:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Albion Highland Park | C23 - East | 1,611 Sq Ft | $6,195 |
| HIGHPOINT Highwood Station 440 | 2 Bed 2 Bath | 1,064 Sq Ft | $2,995 |
| Arrive North Shore | Sheridan | 881 Sq Ft | $2,029 |
Cheapest Available Highwood 2 Bedroom Apartments
As of April 12, 2026 the lowest priced 2 Bedroom apartment unit in Highwood, IL is the Michigan Model starting from $2,019 at Arrive North Shore in the Fort Sheridan neighborhood. The second most affordable Highwood 2 Bedroom is the 2 Bed 2 Bath Model at HIGHPOINT Highwood Station 440 starting at $2,995 . The average price for all 2 Bedroom apartments in Highwood is currently $3,445. Here is today’s list of the cheapest available 2 Bedroom options in Highwood:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Arrive North Shore | Michigan | $2,019 |
| HIGHPOINT Highwood Station 440 | 2 Bed 2 Bath | $2,995 |
| Albion Highland Park | C12 - East | $3,725 |
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.
Read ArticleDon'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 ArticleBest Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
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 ArticleCash 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.
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Highwood, IL Rentals by Map
See the most popular apartments and homes in Highwood, IL
Frequently Asked Questions about 2 Bedroom Highwood Apartments
What is the Cheapest apartment in Highwood with 2 Bedroom?
Currently the most affordable 2 Bedroom in Highwood is at Arrive North Shore listed at $2,019.
How much is the average rent for a 2 Bedroom Highwood Apartment?
The average rent for a 2 Bedroom Apartment in Highwood is $3,445.
What is the largest available 2 Bedroom Highwood Apartment for rent?
Today's apartment with the most square footage in Highwood is a 1,611 square feet unit starting from $6,195 at Albion Highland Park.
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.
Helpful Local Expert Guides

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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.

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.

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.