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Highwood, IL Houses for Rent

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  • /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
  • /46

    $8,500 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,666 Sq Ft
    • House for Rent

    29 Pralls Loop, Highwood, IL 60040

    Completely renovated from top to bottom, this exceptional home blends luxury finishes with thoughtful design and everyday functionality. Filled with natural light and featuring soaring ceilings, every detail has been carefully upgraded. The second level offers three spacious bedrooms and two beautifully appointed full bathrooms, all with custom-built closet systems, new carpeting, LED recessed

    Alison Wertheimer @properties Christie's International Real Estate

    29 Pralls Loop, Highwood, IL 60040

Frequently Asked Questions

How much does it cost to rent a single-family home in Highwood, IL?
The median rent for a single-family home in Highwood, IL is $2,973 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while single-family homes and townhouses 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 $119,800 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 $2,995 per month in Highwood, IL, renters typically need to show $8,985 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 12.8, 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 single-family 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 single-family home include East Highland Park and South Libertyville, each with its own character and price range.

Rental Home Trends

Number of Houses for Rent
2
Median Single Family Home Rent
$2,973
Median 3 Bedroom Single Family Home Rent
$2,950
Median 4 Bedroom Single Family Home Rent
$8,500
Median 5 Bedroom Single Family Home Rent
$6,000
How to Rent a Home