386 Chicago St
Now is your opportunity to own one of Elgin's finest historic homes! Located just blocks from downtown Elgin, this grand residence offers timeless character, generous living space and exceptional flexibility for modern living. This is not your typical duplex-it is a distinguished historic home with a separate upper-level apartment, making it an excellent opportunity for a primary residence with space for multigenerational living, guests or rental income. Set on a deep, level lot with mature trees, this beautiful home welcomes you with a huge covered front porch, perfect for relaxing on summer evenings. Step inside to a grand foyer/parlor showcasing beautiful custom millwork, a large separate living room with crown and oversized moldings, and a formal dining room with exposed wood beams and a butler's swinging door leading to the updated kitchen. The kitchen features oak cabinetry, extra recessed lighting and wood laminate flooring. A back covered, enclosed porch with separate heating and air conditioning and vaulted ceilings provides a wonderful space for summer gatherings. The main residence offers a huge primary bedroom with a private fireplace and walk-in closet, graciously sized secondary bedrooms and a rare back-to-back arrangement of two full bathrooms-one with a whirlpool tub and the other with a walk-in shower. The full finished basement adds even more living and hobby space, including a recreation room, den, workshop area and additional laundry. The separate upper-level apartment is a tremendous bonus and a key part of this property's versatility. Currently rented for $925 per month, it features a spacious living room with a cozy gas-log fireplace, vaulted ceilings and a French door leading to a private balcony. A separate dining area with built-in hutch, updated kitchen with oak cabinetry and tile flooring, spacious bedroom with secondary exit for added safety and in-unit laundry make this a comfortable and functional living space. Whether used for family members, extended-stay guests, or a tenant, this apartment offers flexibility rarely found in a traditional single-family home. The main home is loaded with charm and character, while the unique detached 2 1/2-car garage with attached heated office provides an excellent space for an in-home business, studio, or work area. All of this is situated just blocks from downtown Elgin, with its beautiful library, recreation center, Hemmens Auditorium and much more. Nothing else even close on the market like this! Tremendous space, historic character and flexibility for the value. A truly special opportunity to own a grand historic home that can adapt to the way you live-whether that means enjoying it as your primary residence, sharing it with family, welcoming guests or taking advantage of rental income from the separate apartment. This is an estate sale being sold as is!
Listing Information
Facts & Features
Location
Community Information
Architecture
Features & Amenities
Property Features
Tax & Financial Information
Schools
Garfield Elementary School
McKinley Elementary School
New Beginnings Regnl Safe School Pgm
Ronald D O Neal
Larsen Middle School
Lowrie Elementary School
Channing Memorial Elementary School
Washington Elementary School
School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.
Historical Data
Price History
| Date | Event | Price |
|---|---|---|
| 10/16/2026 | Listed for sale | $399,900 |
Listed by Robert Wisdom · RE/MAX Horizon · 8479317500
Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Midwest Real Estate Data (MRED). All rights reserved.
Last Updated: October 22, 2026 at 8:32 PM | Source: Midwest Real Estate Data (MRED) | MLS#: 12787082

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