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$2,100,000
Highland Park, IL 60035
Built in 1893 and designed by the celebrated Chicago firm Holabird & Roche, this landmark building in the heart of Fort Sheridan began its life as the Infantry Drill Hall and later served as the post gymnasium. Today it holds just 11 distinctive condominiums, and this end unit is one of its most special.With exposures to the east, north, and south, the home is filled with light throughout the day. The building's original wide, arched entrance on the east facade has been reimagined as a dramatic wall of windows, a striking reminder of the building's history. The kitchen pairs clean, contemporary design with serious function, including a Sub-Zero refrigerator and freezer, a Bosch dishwasher, and a six-burner FiveStar range with two ovens. A large marble island with a breakfast bar is the natural gathering spot, and the eating area beside it is surrounded by floor-to-ceiling windows. The kitchen opens to the family room, where 16-foot ceilings and walls of glass lead out to a 38-foot balcony overlooking the meadow and stream, a lovely place to start the morning or unwind at the end of the day. The primary suite has 13-foot ceilings, floor-to-ceiling windows, and its own balcony facing the historic water tower. The primary bath includes a walk-in shower, whirlpool tub, separate Toto toilet room, makeup vanity, and walk-in closet. The lower level offers remarkable flexibility, with a family room lit by 25 feet of windows, two more bedrooms, two baths, an exercise area, a bonus room and workshop, ideal for guests, a home office, or extended family. Everyday living is easy here, with an elevator just outside the front door, all primary living spaces on the main level, and four assigned spaces in the attached heated garage. Step outside to gravel walking paths and head east for views of Lake Michigan, plus you're just a short walk from Highwood's restaurants, festivals, and food trucks in the park. A rare chance to own a piece of North Shore history, beautifully suited to how we live today.
Estimated monthly cost for this home
$17,335/mo
Estimate only, not a quote or offer of credit. Rate starts from today's market rate (7.4%, 2026-10-15). Taxes from the listing's MRED record. Talk to a lender for real numbers; a Subdiview agent can introduce you to a good one.
| 2025 property taxes | $35,476/yr |
From the listing's MRED record. MRED does not publish per-change dates through IDX, so price changes are shown without one rather than guessed.
Assigned schools per the listing's MRED record. Always verify with the district before you buy.
Elementary
Wayne Thomas Elementary School
112
Middle
Northwood Junior High School
112
High school
Highland Park High School113
See programs, enrollment & homes near this school →
MRED Broker ReciprocityThis listing is part of the MRED data exchange program provided courtesy of @properties Christie's International Real Estate, listed by Lyn Wise.
Information last updated Oct 22, 2026, 8:53 PM.
240 Whistler Road
Highland Park, IL 60035

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Call 224-385-8779Sourced from the MRED MLS feed. Last updated when the listing was modified.