The “Real” Deal (Or Your Autumnal Real Estate Cheat Sheet)

The “Real” Deal (Or Your Autumnal Real Estate Cheat Sheet)

  • Bridget Chambers, Life Coach, Writer
  • 10/31/23

As the cityscape of Chicago transforms into a breathtaking mosaic of fiery hues, and as brisk winds carry the promise of change, the real estate canvas takes on a new palette during autumn. Today – in the news and at the water cooler – the chatter of interest rates is enough to dampen the outlook of any hopeful buyer or seller. However, it is easy to get lost in the mess of numbers, erroneous “facts,” or news that isn’t truly reflective of the current market outlook. In other words, just as nature begins to don its vibrant cloak of gold and crimson, so too does the real estate market in Chicago undergo a seasonal metamorphosis. For those willing to do their research (and hire the most fitting professionals!), a positive experience awaits.

There are intricacies in Chicago's real estate landscape in the midst of fall. There are picturesque neighborhoods to be explored,  market trends to be untangled, and hidden gems waiting to be discovered in the city that embraces autumn with open arms.

Let’s talk “Market Overview!”

Autumn typically marks a shift in the real estate market, and Chicago is no exception. It's a time when both buyers and sellers adjust their strategies based on changing conditions. To understand the current market, we'll take a look at the following aspects:

Inventory: In autumn, the supply of available homes tends to decrease compared to the spring and summer months. This can create a sense of urgency for buyers looking to find a home before winter makes everything seem more difficult. According to Kevin Bessler of The Center Square, “With rising home prices and interest rates, many Illinois homeowners are staying put, keeping housing inventories low around the state. According to Illinois Realtors, there are nearly 30% fewer homes on the market in Illinois than this time last year.”

Pricing: Research indicates that Chicago's real estate market has remained relatively stable in recent years. However, price fluctuations in different neighborhoods and property types can be observed. Buyers may find better deals on properties that have been on the market for a while – and with higher interest rates, those properties are more plentiful than last year at this time. 

Interest Rates: It is undeniable that mortgage rates are a crucial factor in the real estate market. Research suggests that rates in 2023, while relatively high, are not expected to decelerate until 2025. This is a good directive for homeowners or buyers that must make a move soon. Future planning (and hoping!) for lower rares is natural, but it shouldn’t take precedence over data that suggests otherwise.

A Knack for Knowing Where To Go!

For buyers or sellers who have the luxury of time, autumn can be a prime time to explore different neighborhoods in Chicago. While each area has its unique charm, some neighborhoods stand out due to their real estate opportunities and autumnal appeal. 

  • Lincoln Park: Known for its tree-lined streets and beautiful parks, Lincoln Park is a popular choice in autumn. Homebuyers can enjoy the stunning fall foliage and proximity to the lakefront.
  • Logan Square: This trendy neighborhood offers a mix of historic and modern homes. In autumn, the local farmers' market thrives, and the vibrant restaurant scene adds to the area's appeal.
  • Roscoe Village: A family-friendly neighborhood with a tight-knit community, Roscoe Village's charming streets are especially picturesque in the fall.
  • Hyde Park: Home to the University of Chicago, Hyde Park boasts a blend of historic architecture and cultural attractions. In the fall, the neighborhood's enchanting tree-lined streets create a cozy atmosphere, and the nearby Jackson Park offers stunning fall foliage.
  • Bucktown and Wicker Park: These adjacent neighborhoods are known for their artistic and creative energy. During autumn, local businesses often host seasonal events, art fairs, and festivals, making it an exciting time for residents to connect with their community.
  • Gold Coast: The affluent Gold Coast neighborhood features elegant brownstones and upscale boutiques. Autumn here is a time of sophistication, with residents enjoying leisurely strolls along tree-lined streets.

The Autumn Advantage!

To put it very simply, autumn in Chicago offers unique advantages to both buyers and sellers:

Beautiful Scenery: The city's parks and waterfront areas are adorned with breathtaking fall colors, making it an ideal time for open houses and property viewings.

Less Competition: As the market tends to be less competitive than in the spring, buyers can take their time and negotiate favorable terms.

Seller Motivation: Sellers who list their properties in the autumn may be more motivated to close deals quickly, potentially leading to better negotiation outcomes for buyers.

Invest in the Best!

Don’t forget! Real estate investors should also keep an eye on Chicago's autumn market. Research shows that rental properties in Chicago often see a boost in demand as students return to school, making it a great time to invest in income-generating properties. Additionally, the city's robust job market and diverse industries continue to attract professionals, making long-term property investments a sound choice.

Our Bottom Line!

Chicago's real estate market in the autumn of 2023 offers a unique set of opportunities and considerations for both buyers and sellers. Whether you're in search of a new home, looking to sell, or considering real estate investments, understanding the seasonal nuances can help you make informed decisions. The scenic beauty of the city, predictable market conditions, and potential for favorable deals make autumn a season worth exploring in the Chicago real estate landscape.



Catch us back here bi-weekly as we bring you curated and Chicago-based real estate content (with a life coach’s twist). Next up: Looking to nurture your body and soul in the city this fall?  Start here: Savor, Sip, and Celebrate: The Best Coffee Shops to Warm You Up This Fall


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Partners Sophia Klopas and Jason Stratton are a brother and sister team who have been in the Illinois real estate market for over twenty years. Together they offer complementary skill sets and professional expertise that make KlopasStratton truly unique.

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