Back 1244 West Oakdale Avenue
Active

1244 West Oakdale Avenue

Chicago IL 60657

8
4
2
Multi-Family
Currently for sale - view listing

Overview

Showings will begin November 8th - Prime Lakeview 2-Flat with additional non-conforming garden unit in the Heart of Southport Corridor. Rare opportunity to own a beautifully maintained and updated multi-family building offering approximately 2,502 square feet of living space with a total of 8 bedrooms and 4 bathrooms, two car detached garage and rooftop deck. Second floor unit can be converted into a duplex-up (plumbing in place), offering room for equity gain. Central Heat & AC in units, 1 & 2. Garden unit has central heat. Whether you're an investor seeking strong rental potential or an owner-occupant looking to supplement expenses with rental income, this property offers exceptional flexibility in one of Chicago's most desirable neighborhoods. The units blend classic Chicago charm with modern updates, featuring hardwood floors throughout, generous room sizes, high ceilings, and abundant natural light in all units. Kitchens in units 1 & 2 showcase rich custom cabinetry, granite countertops , backsplashes, and ample storage. Spacious living and dining areas provide comfortable everyday living and entertaining. Ground floor common area has a full bath, private sauna, as well as laundry. On a picturesque tree-lined street, this prime Lakeview location places you just steps from the Southport Corridor's renowned restaurants, boutiques, coffee shops, grocery stores, and entertainment. Enjoy easy access to Wrigley Field, parks, Lake Michigan, and CTA Brown, Purple, and Red Line trains, providing a convenient commute throughout the city. Combining timeless character, updated interiors, and an unbeatable location, this property presents a rare opportunity to own a classic Chicago multi-unit with strong income potential and long-term value in the heart of Lakeview.

Features

8 bedrooms
4 bathrooms
2 carspaces
2 garage spaces
Multi-Family

Happy sellers in Chicago

~%

We have insufficient information to provide an overview of customer satisfaction for Chicago. Viewing the agent profiles, reviews and sales for Chicago can provide insights for this location.

Local market activity for 8 bedroom multi families in Chicago

In the last 12 months, 12 eight-bedroom multi families similar to 1244 West Oakdale Avenue, have been sold.

This represents a 20% decrease in eight-bedroom multi families sales when compared to the previous 12 months.

© 2026 RateMyAgent