Highwood, IL homes for sale & real estate

Highwood, IL Homes for Sale

Where generations come together - and memories are made. Discover the perfect blend of space, comfort and connection in this stunning multi-generational home in Fort Sheridan of Highland Park Illinois. 3507 Bradley Court sits high overlooking the bluff with seasonal views of Lake Michigan and Openlands Lakeshore Preserve. Enjoy coveted privacy on 1/2 acre with easy trail access to Lake Michigan. This charming home features both front and back staircases, offering convenient flow and added character throughout. The formal front staircase welcomes guests in the main entryway, showcasing classic craftsmanship and making a beautiful first impression. Tucked toward the rear of the home, a second

Highwood, IL Homes for Sale

One-of-a-Kind, Top-of-the-Line Renovation in Historic Fort Sheridan Mess Hall. Experience luxury living in this completely renovated, maintenance-free condo, housed in the original Mess Hall at Fort Sheridan. This unique residence offers approx 3,900 sq. ft. of single-level living plus a lofted office, accessibility via a semi-private elevator from the heated, attached garage. Step into a sun-drenched, open-concept floor plan with soaring ceilings, skylights, and rich hardwood floors throughout. The chef's kitchen and spa-inspired bathrooms have been meticulously designed with top-of-the-line finishes and fixtures. A cozy family room with private balcony adds the perfect touch for entertain

Highwood, IL Homes for Sale

Contemporary 4 bedroom, 3.5 bath ranch home located in desirable Legacy Club. Formal entry has a vaulted ceiling with floating glass contemporary fixture that opens to a spacious great room. Sunlit great room with soaring ceiling and sliders that open to a large composite deck that takes in the picturesque setting. Separate dining room, large kitchen and formal powder room. Cook's kitchen with custom wood cabinetry, stainless steel appliances, prep island, granite counters, breakfast bar and sunny eat-in area. Laundry/mud room with built-in cabinetry opens to a large 2 car garage. Private primary bedroom suite with built-in closets and bath with jacuzzi tub, large shower and double sinks. T

Highwood, IL Homes for Sale

Unique Masonry Commercial mixed use, Retail, Office buildings in Highland Park, Extremely rare offering here, 3 Buildings at 2666,2652,2648 Waukegan, in Highland park IL B1-A Zoning, One Auto and Truck repair facility at 2666 Waukegan, Ceiling height of approx. 16FT 4 DID's, Triple catch basins, 4959 SQ FT. One Story office Flex warehouse auto body repair building at 2652, Ceiling height 13 FT, 2 DID's, 3, 000 SQ FT and the 2 story mixed use building at 2648 Waukegan 2 DID's, 4608 SQ FT , Upstairs unit is a 3 Bedroom 1 Bath Apartment, and the rear storage yard, - 16,782 SQ FT Prime Location, excellent Exposure Right at the Entrance to the Highwood shopping and entertainment district, T

Highwood, IL Homes for Sale

Experience the perfect blend of historic charm and modern comfort in this exceptional 2-bedroom, 1-bath condo with a loft, located in Fort Sheridan's Tower Barracks West. With views of the parade grounds to the north and a sunlit, south-facing balcony at the back, this home offers both beauty and community connection. Step inside to be wowed by the architectural details: 25-foot peaked ceilings, exposed wooden trusses and beams, and striking exposed brick walls. The spacious living area features a gas log fireplace with an elegant marble surround, perfect for cozy evenings. A versatile loft space provides endless possibilities-a home office, guest area, or reading nook. Start your mornings

Highwood, IL Homes for Sale

Proud to introduce an opportunity to develop a 36,438 SF mixed-use development site. Currently consisting of 4 parcels, the site has not been offered for sale in generations. This is a prime opportunity to develop an iconic property next to downtown Highwood IL. Currently in Highland Park, the property borders Highwood. 2 parcels on Temple Ave consisting of 21,902 SF, have favorable zoning in the B1A Waukegan-Bloom Neighborhood District and have 100' of frontage on Temple. The additional 2 parcels which connect in the rear of the lot and have frontage on Walker Ave are zoned RM1 Medium to High Density Multi-family and adds an additional 14,626 SF bringing the total for all 4 parcels to 36,4