Highwood, IL Homes for Sale

Exceptional investment opportunity in the heart of downtown ! Perfectly situated on a quiet one-way street within the city's vibrant business district, this beautifully maintained and newly remodeled three-flat has been thoughtfully updated from top to bottom. Each unit showcases stylish new kitchens and baths with modern cabinetry, quartz countertops, updated lighting and fixtures, new tile,

Jim Abbott Baird & Warner

Detached single family with over 2,400 square ft with a once in a lifetime layout. 45 foot backyard that lays out directly from the kitchen. 4 bedrooms or an office. Open layout. Pre-construction pricing. Pictures are architectural renderings of possibilities and potential options to be decided with builder. - $15,000 of free options if under contract by 2/15/2026

Jorge Zea Jorge Zea Managing Broker

Charming Home Steps from Downtown Highwood! Welcome to this inviting 3-bedroom, 1-bath home located just steps from vibrant downtown Highwood. Featuring a large kitchen with an attached dining room, this home offers the perfect blend of comfort and convenience. The partially finished basement provides additional living space or room to grow, while the 2-car garage adds valuable storage and

Carol Santi Coldwell Banker Realty

Great unit for investors, there is already a tenant in there month to month that would like to stay. Walk out unfinished basement with bathroom. PLEASE NOTE MANY PHOTOS ARE VIRTUALLY STAGED. Original is first photo, followed by the staged version of it.

Jim Abbott Baird & Warner

Proposed custom home well below market value for a limited time. First floor owners suites and ranch plans now available. Won't last long.

Jorge Zea Jorge Zea Managing Broker

Great investment property in Highwood. Unit 1 is 6 rooms, 3 bed, 1 bath rented at $2,950. Unit 2 is 6 rooms, 3 bed, 1 bath rented at $2,755. Unit 3 a 3 room 1 bath 1 bath rented at $1,450. Garage houses 4 cars, two spaces double deep. ALL LEASES THROUGH MARCH 2027. Currently tenant only responsible for wifi/internet. Landlord charges $50 a month for all other utilities. PHOTOS ARE VIRTUALLY

Jim Abbott Baird & Warner

Beautiful expansive lot with mature foliage located on the charming Hill Street cul-de-sac. Four levels of living spaces. Stellar location moments to parks, metra and north shore entertainment. The home is ready for updating allowing the buyer to create perfection at this gorgeous location. Room sizes are approximate. Bank Owned. Hold harmless and release of liability document must be signed

Harold Blum @properties Christie's International Real Estate

Situated on a tranquil cul-de-sac just off the shores of Lake Michigan, in Highland Park's prestigious and historically rich Fort Sheridan neighborhood, this architectural masterpiece by renowned architect Samuel G. Footlik seamlessly blends timeless craftsmanship with sophisticated modern updates-just steps from the lakefront, scenic trails, and pristine beaches. A grand foyer with a sweeping

Colby Price Jameson Sotheby's Intl Realty

Discover this stunning 4 bedroom, 2.1 bath multi-level custom-built contemporary home featuring two major additions that offer exceptional flexibility to fit your lifestyle. Whether you envision a private home office, an artist's studio, or a first-floor master suite, the versatile floor plan makes it all possible. Inside, the home is loaded with thoughtful features designed for both comfort and

Pam Saul Realty ONE Group Karmma