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Step inside this distinctive home through an immersive virtual 3D tour. Located at 186 South Deer Park Drive in Highland Park. Just steps from Glencoe and Lake Michigan. This 4-bedroom, 3 full bath, and 2 half bath residence offers a rare chance to own in a sought-after East-of-Sheridan Road location. Built in 1917, the home retains many original features, including historic glass windows, doorknobs, and hardware imported from England, giving it a one-of-a-kind character. Part of the Deer Park Homeowners Association, the property offers private walkway access to Lake Michigan for residents to enjoy the beach and lakefront setting. The spacious layout includes a living room, dining room, and DeGuilio-designed kitchen with Sub-Zero refrigerator, as well as heated floors in the family room. A new steam furnace adds comfort, while the heated two-car garage offers convenience. This home is located in the highly regarded North Shore School District 112, near Braeside Elementary, and within walking distance of local attractions like the Chicago Botanic Garden, Rosewood Beach, the Braeside Metra Station, and downtown Glencoe. With its prime location, historic charm, and generous floor plan, this property presents an excellent opportunity for those ready to bring their vision and updates to a classic North Shore residence. Schedule a private tour today.
DAYS ON MARKET | 140 | LAST UPDATED | 8/22/2025 |
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YEAR BUILT | 1928 | COMMUNITY | Highland Park |
GARAGE SPACES | 2.0 | COUNTY | Lake |
STATUS | Conditional | PROPERTY TYPE(S) | Single Family |
School District | Highland Park High School |
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Elementary School | Braeside Elementary School |
Jr. High School | Edgewood Middle School |
High School | Highland Park High School |
ADDITIONAL DETAILS | |
AIR | Central Air |
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AIR CONDITIONING | Yes |
APPLIANCES | Double Oven, Dryer, Gas Cooktop, Range, Refrigerator, Washer |
AREA | Highland Park |
BASEMENT | Full, Partially Finished, Yes |
CONSTRUCTION | Brick |
EXTERIOR | Balcony |
FIREPLACE | Yes |
GARAGE | Yes |
HEAT | Natural Gas |
HOA DUES | 400 |
INTERIOR | Built-in Features, Entrance Foyer |
LOT | 0.302 acre(s) |
LOT DIMENSIONS | 13164 |
PARKING | Garage Door Opener, Heated Garage, On Site, Attached, Garage, Driveway |
SEWER | Public Sewer |
STYLE | Tudor |
TAXES | 25887 |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listed with Berkshire Hathaway HomeServices Chicago
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The broker providing these data believes them to be correct, but advises interested parties to confirm them before relying on them in a purchase decision.
Copyright 2025 MRED. All rights reserved.

This IDX solution is (c) Diverse Solutions 2025.