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Newest Homes for Rent in Highwood, IL

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  • /8

    Starting at $2,500 Per Month

    • 2 Beds

    318 Walker Ave, Highland Park, IL 60035

    Welcome to this beautifully situated apartment home nestled on a quiet, tree-lined street in one of Highland Park's most desirable neighborhoods. This spacious property offers a bright, comfortable layout with generous living areas, abundant natural light, and timeless character throughout.The location can't be beat just minutes from downtown Highland Park, 1/2 mile to Metra & Lake

    318 Walker Ave, Highland Park, IL 60035
  • /35

    Starting at $1,819 Per Month

    • 1 - 3 Beds

    634 Sheridan Rd, Highwood, IL 60040

    Nestled between affluent Lake Forest and Highland Park, Arrive North Shore® is located in vibrant downtown Highwood and offers a unique opportunity to live on Chicago's scenic North Shore, just minutes away from Downtown Highwood shops and restaurants and Fort Sheridan Metra Stations. Our newly restyled apartment homes are equipped with deluxe kitchens, generous living spaces, and private patios.

    Arrive North Shore

    634 Sheridan Rd, Highwood, IL 60040
  • /9

    $3,800

    Total Monthly Price

    • 3 Beds
    • 3 Baths
    • 800 Sq Ft
    • Condo for Rent

    250 High St Unit 1, Highwood, IL 60040

    Brand new construction - pics to come in the next few weeks. Three beds, three baths with a spaceous kitchen and island. In unit washer/dryer. 1 bathroom with bathtub, other two have stand up showers. 1 garage parking spot included.

    250 High St Unit 1, Highwood, IL 60040
  • /30

    $1,900

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    30 Michigan Ave Unit 2, Highwood, IL 60040

    30 Michigan ave is a two flat house in which the second floor is available for rent. Utilities are $150 additional to rent price. This 2 bedroom 1 bath is 800 square ft with a personal deck that is 300 square ft. This space has been completely renovated with brand new wood floors, new appliances, new cabinets, new bathroom and brand new patio ready for furniture. Parking spot available in

    30 Michigan Ave Unit 2, Highwood, IL 60040
  • /13

    $2,800 Per Month

    • 3 Beds
    • 1 Bath
    • Apartment for Rent

    423 Funston Ave Unit 2F, Highwood, IL 60040

    Lovely rehabbed 3 bedroom apartment ideally located close to all the action in the vibrant village of Highwood. This inviting home features a modern kitchen with granite countertops, gas cooking, and ample storage. Both bedrooms are generously sized and offer flexibility for a variety of needs, while the bonus space is perfect for a dedicated home office.The beautifully updated bathroom features

    Axel Cohen Compass

    423 Funston Ave Unit 2F, Highwood, IL 60040
  • /21

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • Condo for Rent

    2490 Green Bay Rd Unit 1, Highland Park, IL 60035

    Completely remodeled 3 bed/2 bath within walking distance to Schools, metra, shopping and more. Bright and spacious living room with wood burning fire place. Wood floors throughout. Updated kitchen with brand new refrigerator and plenty of storage. New W/D on main level. Dining area with access to side deck. Bedrooms share modern and brand new hallway bath. Back entry area provides access to

    Jacqueline Lotzof Compass

    2490 Green Bay Rd Unit 1, Highland Park, IL 60035
  • /52

    Starting at $2,532 Per Month

    • 1 - 3 Beds

    440 Green Bay Rd, Highwood, IL 60040

    Welcome to Highpoint Highwood Station 440 — modern 1, 2 & 3-bedroom apartments for rent in Highwood, IL. Enjoy updated kitchens, in-unit laundry, and walkable access to downtown Highwood, Green Bay Road, and Fort Sheridan. Our pet-friendly community offers convenient living near Highland Park, boutique dining, and local shops. Schedule your tour today.

    HIGHPOINT Highwood Station 440

    440 Green Bay Rd, Highwood, IL 60040
  • /12

    $2,995

    Total Monthly Price

    • 3 Beds
    • 1.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    111 Pleasant Ave, Highwood, IL 60040

    Another single-family bespoke renovation by Green Dog Homes! Walk to Highwood’s trendy restaurants, coffee shops, and festivals and live your best life!Sunlit renovated chef’s kitchen with quartz countertops, all new appliances, and great storage. Dining room with views of professionally landscaped yard and family room with cozy wood-burning fireplace and built-in bookshelves complete the

    111 Pleasant Ave, Highwood, IL 60040
  • /23

    $2,100

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    113 Burtis Ave Unit A, Highwood, IL 60040

    **PLEASE READ CAREFULLY & THOROUGHLY**We are renting a perfect 2-bedroom 1-bath apartment in a wonderfully quiet neighborhood in Highwood. Just renovated in May 2026. It's also within walking distance to Highwood's bustling business district and train station. Located right off Half Day Rd/Rte 22, making it very close to Highway 41.This first-floor apartment is composed of a large

    113 Burtis Ave Unit A, Highwood, IL 60040
  • /2

    $2,800 Per Month

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Townhouse for Rent

    322 Euclid Ave, Highwood, IL 60040

    Beautifully remodeled 3 bedroom 2 bath duplex is fabulous Highwood location. Lovely updated kitchen, gorgeous hardwood floors throughout much of the home. Parking includes one garage space and one exterior space in the driveway. Close to all the amazing Highwood businesses, train, festivals and schools. Dogs and cats considered at owners discretion. No other pets considered. More photos coming

    Mada Hitchmough Compass

    322 Euclid Ave, Highwood, IL 60040
  • /28

    $4,072 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,791 Sq Ft
    • Townhouse for Rent

    20 Webster Ave Unit C, Highwood, IL 60040

    Rarely available Highwood 3 bedroom, 2.5 bathroom townhome is now available. This listing boasts hardwood floors throughout each floor, central air conditioning and heat, and washer / dryer in the unit. Granite countertops and stainless steel appliances (incl. dishwasher) in massive kitchen. More than ample countertop and cabinet space to enjoy. Large & sunny living area with separate dining

    Daniel Management Group Daniel Management Group Inc

    20 Webster Ave Unit C, Highwood, IL 60040

Frequently Asked Questions

How much does it cost to rent a home in Highwood, IL?
The median rent for a home in Highwood, IL is $2,800 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Highwood, IL?
To comfortably afford the median rent in Highwood, IL, a household needs to earn roughly $112,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,800 per month in Highwood, IL, renters typically need to show $8,400 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Highwood, IL?
In Highwood, IL, the price-to-rent ratio is 19.3, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Highwood, IL are best for renting a home?
The best neighborhood for renting in Highwood, IL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include East Highland Park, West Highland Park, Northeast Buffalo Grove and South Libertyville, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
11
Median Rent
$2,800
Median Single Family Home Rent
$2,973
Median Townhouse Rent
$2,800
Median Condo Rent
$2,705
How to Rent a Home