FIRST TIME on the market, this single-owner property has been meticulously maintained and presents an exceptional opportunity in Highwood's most desirable location. Situated on a quiet residential street just steps from vibrant downtown, this property offers the perfect blend of privacy and walkability. This well-maintained single-family home offers exceptional flexibility with a thoughtfully configured layout that includes separate upper and lower living spaces. The main level features 3 bedrooms and 1 full bath, along with a cozy wood-burning fireplace and a bright sunroom. Upstairs, a separate non-conforming 1-bedroom, 1-bath living area provides added versatility, while the lower level includes an additional non-conforming 3-bedroom, 1-bath setup, ideal for extended living, guest space, or other flexible use. Outside, enjoy a professionally landscaped yard, a private backyard deck perfect for entertaining, and a large garage with abundant storage. A rare property offering versatility, location, and long-term value.
Beautiful spacious home for sale in historic Fort Sheridan within easy walking distance to Lake Michigan, lakeshore forest preserve, two Metra stations, and all the incredible restaurants and entertainment of Highwood. Featuring a large open floor plan main floor with vaulted ceiling and large windows allowing plenty of natural light into the living area. The kitchen is a chef's dream with a 60" Wolf stove with grill and griddle, generous cabinetry, large central island with power, and plenty of counter space. The dining room and living room feature elegant mill work and are ideal for entertaining. The family room features a fireplace and large windows to the backyard. Between the first and lower level built in bookcases usher you to a large finished basement that is endlessly adaptable to any use and has abundant storage space including a chest freezer. The second floor features two full bathrooms and four spacious bedrooms including a luxurious master suite with two walk-in closets and a spa-like en suite bathroom. The second floor was remodeled extensively in 2023 including new flooring, crown molding, painting, and a full remodel of both bathrooms. The master bathroom features a standalone tub, "wet room" style shower, and LED mirror with modern lighting. In addition to the remodel of the second floor in 2023, the main floor was fully painted as well as the exterior of the house. New sump pump installed in 2026. Home includes a modern 2 car garage and beautiful backyard including two raised cedar garden beds. Across the street is a charming playground perfect for entertaining children. Enjoy the serenity and natural beauty of this historic neighborhood, excellent school districts, immediate access to nature, and easy access to the city via Metra.
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.
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 parking. Enjoy everything Highwood has to offer-restaurants, bars, festivals, and community events-all just a short walk away. With close proximity to Lake Michigan, parks, and transportation, this is an ideal location for those who want it all. Don't miss your chance to own a piece of Highwood living!
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
Proposed custom home well below market value for a limited time. First floor owners suites and ranch plans now available. Won't last long.

Highwood is located in Illinois. Highwood, Illinois has a population of 5,204. Highwood is more family-centric than the surrounding county with 38.11% of the households containing married families with children. The county average for households married with children is 36.27%.
The median household income in Highwood, Illinois is $88,913. The median household income for the surrounding county is $97,127 compared to the national median of $69,021. The median age of people living in Highwood is 36.1 years.
The average high temperature in July is 83.1 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 36.3 inches per year, with 35.9 inches of snow per year.