Woodlawn

A South Side Chicago Neighborhood Undergoing Revitalization, Known for Its Cultural Roots, Green Spaces, and Proximity to the Obama Presidential Center.

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Location

South Side. Bounded by 60th Street (North), 75th Street (South), Cottage Grove Avenue (West), and Stony Island Avenue / Lake Michigan (East).

Vibe

Historic, resilient, revitalizing, community-driven, and culturally rich.

Commute

30–35 min. to downtown via Green Line

Average Value

$220,000

Perfect for

First-time homebuyers, families, university staff/students, community advocates, and long-term investors.

Overview

Transit

Subway

Woodlawn

Bus

CTA routes: #4 Cottage Grove, #63 63rd Street, #6 Jackson Park Express

Airport

O'Hare – 60 mins | Midway – 30-35 mins

A historic, evolving South Side neighborhood with lakefront charm and exciting new development.

Woodlawn is a South Side neighborhood with deep historical roots and a bright future. Long known for its vibrant African American heritage, it's now seeing significant reinvestment, spurred in part by the construction of the Obama Presidential Center and its proximity to Jackson Park and the University of Chicago. With grand boulevards, cultural pride, and improving infrastructure, Woodlawn is attracting families, professionals, and investors who appreciate its affordability, community spirit, and access to green space and transit. 🌳 Parks, Dining & Culture Outdoor: Jackson Park (golf course, lagoons, trails), Lake Michigan beach access nearby Dining: Growing mix of soul food restaurants, cafes, and new eateries along 63rd and Cottage Grove Culture: Obama Presidential Center (under construction), historic churches, and community art programs 🏫 Schools & Essentials Schools: University of Chicago Charter School, Ariel Community Academy, Woodlawn Community School Grocery stores: Local markets, Aldi, and easy access to Hyde Park stores (Whole Foods, Trader Joe’s) Walkable and bikeable with excellent Metra and bus access

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