53

Highwood, IL Homes for Rent under $2,500

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  • /49

    Starting at $2,248 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

    (224) 258-0628

    440 Green Bay Rd, Highwood, IL 60040
  • /35

    Starting at $1,739 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

    (224) 328-2900

    634 Sheridan Rd, Highwood, IL 60040
  • /8

    Starting at $2,300 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

    (224) 765-9516

    318 Walker Ave, Highland Park, IL 60035
  • /15

    $1,650

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Condo for Rent

    124 S Central Ave Unit First Floor Apartment, Highwood, IL 60040

    Beautiful 1 Bedroom 1 Bath apartment in a quiet neighborhood in Highwood. 1st floor of 2 unit building. Walking distance to Highwood's business district, train station and the Preserve of Highland Park. Located right off Half Day Rd/Rte 22 making it very close to Highway 41.Large, eat-in updated kitchen with new refrigerator and gas range. Newly renovated bathroom with a full shower

    124 S Central Ave Unit First Floor Apartment, Highwood, IL 60040
  • /19

    $2,100

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    350 Prairie Ave Unit A, Highwood, IL 60040

    Spacious and charming 3-bedroom apartment available in Highwood, IL, located in a brick duplex (upstairs unit in a 2-unit building). Just a short stroll to downtown Highwood and the Highwood Train Station, with easy access to Highway 41 right around the corner. This unit features a generous kitchen and dining area, along with a large living room ideal for relaxation. The apartment includes one

    350 Prairie Ave Unit A, Highwood, IL 60040
  • /13

    $2,035 Per Month

    • 1 Bed
    • 1 Bath
    • 699 Sq Ft
    • Apartment for Rent

    546 Green Bay Rd Unit 408, Highwood, IL 60040

    Luxury Living in the Heart of Highwood! This stunning 1-bedroom, 1-bathroom apartment offers modern elegance with a private terrace and generous closet space. Nestled in Highwood's vibrant historic downtown, you're just steps from premier shopping, fine dining, and the Metra station for effortless commuting. The building features a selection of 1, 2, and 3-bedroom residences, each thoughtfully

    Christopher Dumitru Crosstown Realtors, Inc.

    546 Green Bay Rd Unit 408, Highwood, IL 60040
  • /13

    $2,409 Per Month

    • 1 Bed
    • 1 Bath
    • 862 Sq Ft
    • Apartment for Rent

    440 Green Bay Rd Unit 401, Highwood, IL 60040

    This one-bedroom apartment boasts high ceilings, a balcony, and spacious closets. It is situated in the vibrant heart of Highwood's historic downtown entertainment center, with easy access to shopping, fine dining, and a Metra station just steps away. The building offers a variety of one, two, and three-bedroom options, all featuring luxurious kitchens and bathrooms, balconies, central heating,

    Christopher Dumitru Crosstown Realtors, Inc.

    440 Green Bay Rd Unit 401, Highwood, IL 60040

Rental Home Trends in Highwood, IL

Rental Home Trends

Number of Homes for Rent
7
Median Rent
$2,100
Median Single Family Home Rent
$2,675
Median Townhouse Rent
$3,938
Median Condo Rent
$2,434
How to Rent a Home