Exploring the Evolving Landscape of Chicago’s South Side with Kiser Group’s Aaron Sklar

In a recent episode of Straight Up Chicago Investor, Kiser Group’s Aaron Sklar shared insights on the evolving landscape of Chicago’s South Side. Sklar, a leading broker specializing in South Side real estate, shed light on significant developments in the area, discussed past surprises, and provided predictions on neighborhoods set to see substantial growth.

A Shift from Vacant Lots to Thriving Communities

Reflecting on the past decade, Sklar highlighted a noticeable transformation across the South Side. Ten years ago, many neighborhoods were riddled with vacant lots and abandoned buildings. “Fast forward to today,” Sklar noted, “vacant lots are far and few between, with many abandoned buildings now revitalized or replaced by modern housing.” This shift, Sklar explained, has brought much-needed life and activity to neighborhoods once characterized by empty spaces and derelict structures.

The Hyde Park Influence: A Hub of Growth and Expansion

As the conversation shifted to investment opportunities, Sklar focused on Hyde Park and its adjacent neighborhoods. Long known as a cultural and educational hub, Hyde Park has anchored the South Side with attractions like the University of Chicago and Jackson Park. According to Sklar, Hyde Park’s real estate influence now extends beyond its traditional boundaries, spurring revitalization in nearby areas such as Kenwood, Woodlawn, and Washington Park. He observed that Hyde Park’s demand and desirability have influenced new residential projects and attracted a wave of investors to these neighboring areas.

Driving Forces: University Expansion and Investor Confidence

When asked about what’s driving these changes, Sklar cited multiple factors. One major influence has been the University of Chicago’s continued expansion, which has contributed to the area’s stability and attracted residents and investors alike. Additionally, the anticipated Obama Presidential Center in Jackson Park has spurred interest and speculation in adjacent neighborhoods. This landmark development has already drawn attention to communities bordering Hyde Park, adding to the area’s allure and growth potential.

Bullish on South Shore and Other Emerging Neighborhoods

Looking ahead, Sklar expressed particular optimism about South Shore, which he described as having “some of the most beautiful real estate and geography in the city.” South Shore’s scenic lakefront views and historic buildings evoke the charm of northern neighborhoods like Edgewater and Rogers Park. “If you’re able to pick something up along the lake in South Shore, I’m very bullish on that,” Sklar stated, highlighting the area’s potential for both rental growth and property appreciation.

In addition, Sklar emphasized that South Shore’s proximity to projects like the forthcoming South Works redevelopment could further boost its appeal. The proposed tech and microprocessing center at South Works promises to bring jobs and economic activity to the South Side, catalyzing more interest and investment in the surrounding areas.

The South Side’s Transformative Path

As Chicago’s South Side continues to evolve, Sklar’s insights illustrate a promising future for real estate investors and residents alike. From Hyde Park’s expansion to the beauty of South Shore’s lakefront, the area is rich with opportunities. Kiser Group’s Aaron Sklar and his team remain at the forefront of this transformation, helping investors navigate the landscape and capitalize on emerging trends in Chicago’s dynamic South Side.

The South Side’s journey is a testament to the resilience and potential of Chicago’s neighborhoods, and for those looking to invest, the time to get involved is now. Whether through university-driven growth or large-scale redevelopment projects, the South Side stands poised for a bright future, making it a promising prospect for investors and communities alike.