Looking for what might be the best 2-flat in all of Chicago? This is the one you've been waiting for! Welcome to 6111 S Eberhart, a stately and beautifully maintained legal 2-flat located in the heart of red-hot Woodlawn, one of Chicago's fastest-growing and most iconic neighborhoods. This is a rare opportunity for either the savvy house hacker looking to live in one unit and rent the other, or the forward-thinking investor seeking tax-advantaged cash flow, rising rents, and long-term appreciation. Each unit is rich with character and thoughtfully updated, blending timeless 1910 architectural details with modern-day comforts. The first-floor unit features 3 spacious bedrooms, 1 sleek bathroom, and gleaming hardwood floors throughout. It's filled with natural light and has seen significant upgrades including updated plumbing, new ductwork, A/C condenser, and a new hot water tank. Upstairs, the vacant second-floor unit is a show-stopper. It offers 4 oversized bedrooms and 1 full bath across 1, 200+ square feet of freshly renovated living space-perfect for an owner-occupant. Enjoy a full kitchen and bathroom renovation, refinished hardwood floors, new lighting, doors, and window treatments. Step out onto the front balcony (with a new membrane and metal railing to boot) and sip your morning coffee. Each unit also comes with in-unit laundry and enjoys a private deck off the kitchen, ideal for grilling or relaxing under Chicago's autumn skies. Value-add potential? Absolutely. The large unfinished basement offers the potential opportunity to either duplex down or add a third garden-level unit. Outside, the current owner has spared no expense on capital improvements. In 2022, a full tear-off roof was completed, ensuring long-term durability. The entire building was tuckpointed in 2024, including repairs to the parapet, garage and basement entrance retaining walls, preserving the integrity and curb appeal of the exterior. An entirely new rear deck was also completed along with updated exterior lighting to enhance safety and aesthetic appeal and a beautiful new concrete patio, all done in 2024. The garage has also been upgraded in 2024 with a new roof, new metal coping, a new service door, a window replacement, and a new side entry door. The rear catch basin was also restored. Location, location, location-all just blocks from many local amenities, the University of Chicago, Jackson Park, Washington Park, CTA Green Line, Lake Shore Drive, and the future Obama Presidential Center. This property is the definition of "move-in ready" with long-term upside. Potential for a 3 unit to be added without significant administrative red tape. Don't miss your chance to own one of Woodlawn's best multifamily investments.

Property Details

PRICE
$537,900
BEDROOMS
7
BATHROOMS
2
SQFT
N/A
YEAR BUILT
1910
PARKING SPOTS
2
MLS #
12539348
FULL ADDRESS
6111 6111 Eberhart Avenue
CITY
Chicago, IL
ZIP
60637

Listing Details

Listing Office
Dorazio Real Estate LLC
Listing Agent
Andrew Dorazio
Contact
224-505-4072
Last Data Update
2026-04-17T08:06:22Z

Interior

BATHROOMS
2 Full Bathrooms

Schools

School District
299
Elementary School
High School

Buy This Home With a Local Expert

22 years. 600+ Chicago closings. Individual, hands-on representation from first tour through close. Ken can be your buyer's agent on this property. Call 773.398.5585 or drop your details below.

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