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Highwood, IL Homes for Rent

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    $1,750 - $3,449 per month

    Arrive North Shore

    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.

    634 Sheridan Rd, Highwood, IL 60040
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    $2,250 per month

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

    246 Green Bay Rd Unit 308, Highwood, IL 60040

    Luxurious apartments feature high-end kitchens with 42-inch cabinets, stone countertops, breakfast bars, over-the-stove microwaves, and dishwashers. They also offer nine-foot ceilings, outdoor spaces, spacious closets, and in-unit washer and dryers. This modern rental community is situated in the heart of Highwood's historic downtown entertainment center, providing easy access to shopping, fine

    Christopher Dumitru Crosstown Realtors, Inc.

    246 Green Bay Rd Unit 308, Highwood, IL 60040
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    $2,468 per month

    • 2 Beds
    • 2 Baths
    • 975 Sq Ft
    • Condo for Rent

    542 Green Bay Rd Unit 209, Highwood, IL 60040

    542 Green Bay Rd Unit 209, Highwood, IL 60040
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    $3,050 per month

    • 2 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Apartment for Rent

    246 Green Bay Rd Unit 211, Highwood, IL 60040

    Luxurious apartments feature high-end kitchens with 42-inch cabinets, stone countertops, breakfast bars, over-the-stove microwaves, and dishwashers. They also offer nine-foot ceilings, outdoor spaces, spacious closets, and in-unit washer and dryers. This modern rental community is situated in the heart of Highwood's historic downtown entertainment center, providing easy access to shopping, fine

    Christopher Dumitru Crosstown Realtors, Inc.

    246 Green Bay Rd Unit 211, Highwood, IL 60040
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    $5,500 - $5,600 per month

    Bloom Street Townhomes

    3 Beds

    425 Bloom St, Highland Park, IL 60035

    Welcome to Bloom Street Townhomes at 425 Bloom St — luxury, new-construction townhomes in east Highland Park. Each home spans over 2,000 sq ft and features 3 bedrooms plus office/flex space, 2.5 baths, private entrance, and an attached 2-car garage. Interiors showcase designer finishes, vaulted ceilings, large windows, smart Nest thermostats, and in-unit laundry. The community includes a

    425 Bloom St, Highland Park, IL 60035
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    $2,900 per month

    • 3 Beds
    • 1.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    327 Euclid Ave, Highwood, IL 60040

    Fantastic Highwood rental! Amazing yard with stone patio, fully fenced yard, 1 car attached garage, high ceilings, lots of storage, full basement. 3 bedrooms plus office. Updated kitchen appliances, hardwood floors throughout. Walk to town, Highwood restaurants, easy train access, convenient location to school and lake/beach. Move-in ready!

    Alison Wertheimer @properties Christie's International Real Estate

    327 Euclid Ave, Highwood, IL 60040
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    $2,395 per month

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

    232 S Central Ave Unit 2, Highwood, IL 60040

    UNBELIEVABLE location in Highwood, across from Oak Terrace school. SECOND floor apt in 2-flat with private entry. Hardwood floors. Three bedrooms, living room, dining room & kitchen, one bath (tub/shower combo). Walk to everything in bustling Highwood, train, shopping, dining, Lake, library. No smoking apt/non-smoking building. No vaping. Gas heat bill shared between 2 units (cozy hot water

    Robin Wilson @properties Christie's International Real Estate

    232 S Central Ave Unit 2, Highwood, IL 60040

Why Live in Highwood

Named for its status as the tallest point between Chicago and Milwaukee, Highwood is a North Shore suburb known for its established downtown district. “It’s a community, with bars, restaurants and entertainment,” says Mike Del Monte, a broker with ...

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