Top 5 Challenges of Selling Your Home

How to Overcome the Top 5 Challenges of Selling Your Home


So you’re ready to sell your home … but are you prepared to deal with all of the hurdles along the way? Before you put your home on the market, you need to plan ahead for each of these five challenges.


Challenge #1: Getting your home ready to sell


Once your home is on the market and you’re ready to schedule showings, your Mainstreet REALTOR®️ can connect you with a home stager, who will help you stage your home to command the most interest and best price. Home staging serves a different purpose than decorating a house you will actually live in, so even if you enjoy interior design, this is another area where it’s helpful to work with professionals who deal with home sales every day. There are even new options like virtual staging and tours to consider.


Together, your Mainstreet REALTOR®️ and home stager will maximize the desirability of your home, so it sells faster and at a higher price than it would if you tried to sell it yourself.

Couple holding

Challenge #2: Pricing


Most homesellers don't really know what their homes can command in today's market. You can browse local home listings, but that can only tell you so much. You won’t know what sets these homes apart, how their prices were set, or whether they will sell in a timely manner. Online estimates may reflect sales from the past few years that don’t align with today’s market. 


Emotional attachment to your home may also sway your judgement in naming a price. What you really need is to find a price that works for you and also for a buyer, so your home will sell and not sit on the market for months and months.


Again, a local Mainstreet REALTOR®️ is your best bet for objective pricing. They know how to sell your house. Their experience will inform a price that considers all the amenities of your home, your goals and the current state of the market. They will help you choose a price that will attract buyers and ultimately maximize the sale price of your home.


Challenge #3: Knowing how to prepare for inspections


Even once you’ve found the perfect buyer, your home needs to pass inspection before the sale can be finalized. The inspection is a thorough look at every aspect of your home, from checking that the outlets work properly to looking at the state of any fireplaces. You’ll need to ensure that the inspector has access to every part of your home, including electrical panels, the furnace, under-sink plumbing and so forth. You’ll also want to have documentation of the work you’ve had done on the home in the past handy.


You may have heard that the homebuying frenzy of the last few years led some buyers to waive this step. Take note: the market has changed, and many of today’s buyers will expect a thorough inspection before closing on a home. 


After an inspection, you’ll be left with a list of items the home inspector feels need improvement. You may feel that some of these items may be required in order to close the deal, while others may be simply recommendations or non-issues. Your Mainstreet REALTOR® can help you determine how to respond to inspection results, and which changes will truly up your property value.


Challenge #4: Understanding paperwork


If there’s one thing that’s constant across all home sales, it’s paperwork. And if you’re buying a new home at the same time as you’re selling your existing home, you’ll have even more to juggle. It’s one thing to gather together all of the forms and documents, but it’s another to understand what you’re looking at in every step of the process.


Your Mainstreet REALTOR® can help you understand the implications of the paperwork throughout selling your current home and buying a new one. Their expertise will help you come to the best financial outcome, and ensure that nothing falls through the cracks that could hurt your sale.


Challenge #5: Managing stress


Especially if you’re trying to do it all alone, selling your home is intensely emotional and complex. Knowing that you’re working with an expert can help ease your stress throughout the selling process. By working with a Mainstreet REALTOR®, you’ll have a guide and an advocate in every stage of selling your home. 


Are you ready to find the right partner to help you sell your home? Hire a Mainstreet REALTOR® today.

By Amy Robey November 18, 2025
Chicagoland home sales remained relatively steady in October 2025, even as consumers across the country experienced increased economic uncertainty. Detached home sales increased 0.4% in October 2025 as compared to the same month last year. At the same time, detached homes under contract increased 3%, indicating a possible lift in sales activity in the months ahead. This stability in the housing market may come as a surprise given 2025’s economic volatility, and supporting data from Pew Research Center showing 3 in 10 U.S. adults say they expect the financial situation for themselves and their families to be worse a year from now. The local housing market’s stability indicates, however, that many Chicagoland consumers see homeownership as a smart financial decision regardless of the state of the economy. “The economy will always have ups and downs but savvy Chicagoland consumers realize that owning a home and building equity is always a smart financial decision, regardless of the economic climate,” said Kinga Korpacz, president of Mainstreet REALTORS®. “The sooner you can get started the better, and that means not waiting for more economic stability to buy.” The 3% increase in homes under contract in Chicagoland in October is another indicator of continued confidence among Chicagoland homebuyers but it remains to be seen whether that increase will translate to a lift in closed sales. “Certainly, anecdotally, we’re hearing about buyers who are making offers and getting cold feet given the state of the economy,” said John Gormley, CEO of Mainstreet REALTORS®. “But when people have life or family situations that mean they need to move, it outweighs the uncertainty in the economy and many buyers are able to look past it and remember that a home is always a smart investment. In Chicagoland, buyers are becoming a bit immune to the news cycle and looking inward to make the right financial decisions for themselves and their families.” While detached home sales and homes under contract increased in October 2025, average time on the market increased 10.5% as compared to October 2024. “Slower market times indicate buyers are taking their time and making more deliberate decisions versus rushing to buy,” said Korpacz. “This is not necessarily a bad thing, especially in a market with as much hyperlocal variability as Chicagoland. It means buyers can take their time to ask for expert advice from a Mainstreet REALTOR® about what is going on in the specific community where they want to buy and make a smart long-term decision.” Buyers had more flexibility to move at their own pace in October 2025 than earlier this year as the average months’ supply for homes in the Chicagoland primary metro statistical area (PMSA) increased to 2.1 months, up from 1.7 months in January 2025. “In a market like this one, it’s critical to take the time to do your due diligence with a Mainstreet REALTOR®, who can help you with everything from understanding hyperlocal market data to finding programs that provide downpayment assistance and improve housing affordability,” said Korpacz. “A home is one of the best investments you can make in any economy, as long as you are guided by expert advice and data to make a decision that is right for you and your family.” Several suburban communities saw especially significant increases in homes under contract in October 2025, making them areas to watch as we see whether that trend impacts closed sales in the months to come. Notable increases included: Berkeley: under contract homes up 166.7% in October 2025 vs. October 2024 Broadview: 133.3% Calumet Park: 150% Inverness: 150% Itasca: 225% LaGrange Highlands: 300% Lynwood: 133.3% Monee: 250% Mundelein: 105.9% North Aurora: 230% Palos Hills: 120% Get in touch with a Mainstreet REALTOR® for hyperlocal data and insights into programs that can help you get into a home affordably, even in today’s uncertain economy.
By Wesley Rusick November 12, 2025
Mainstreet HQ, Downers Grove – Winter has a reputation as being too cold, not enough sunlight and a barren activities calendar. What if we told you that none of those are true and furthermore, Chicagoland has truly magical opportunities for wintery good times? After-all, November and December embrace the holiday season, where joy and new memories are just a car, train or Uber ride away. Welcome to your guide for five of the most popular and accessible winter fascinations right in our jurisdiction. We want you to see these seasonal merriments and their neighborhoods because your dream home might be nearby. The catalogue of celebrations below is aimed at attracting homebuyers to their respective areas. Homes are more than just structures; they are nestled in neighborhoods you fall in love with and build a life around. Look through what we found for you and plan an outing with friends or family or both! Schaumburg – Santa’s Flight to Schaumburg Description – Want to wait for jolly Saint Nick in style? Head on over to Pilot Pete’s in Schaumberg on December 7 from 9 a.m. to 11 a.m. or 1 p.m. to 3 p.m. and wait in the heated hangar for his helicopter to arrive. Yes, that reads accurately. Enjoy some breakfast buffet or lunch buffet (depending on time) until you hear the whirly bird sounds of holiday cheer descending upon the tarmac. Music, food, crafts and a truly unique way to welcome Mr. Claus for the holiday season. Visit Meet Chicago Northwest for more details and bookings! Aurora - Christkindl Market Description – From November 21 to December 4 the Aurora Christkindl Market is open for business. The traditional European celebration pairs winter themes with high quality food and gift vendors, providing a classic backdrop for family pictures and cherished moments frozen in time. Build a snow globe, make an ornament or go on a holiday themed scavenger hunt! The Aurora Christkindl Market hosts live music, tasty holiday treats and is open from morning to night, Thursday to Sunday! Click here to view parking availabilities and the countdown clock! Hinsdale - Hinsdale’s Winter Wonderland Description – Sunday, December 3 from 9 a.m. to 1 p.m. pop on over to beautiful Hinsdale and head to Katherine Legge Memorial Park. You will see some familiar faces there with Mr. and Mrs. Claus available for a photo op. But you may be surprised to find out Elsa, Anna, Olaf and Kristoff from Frozen are there as well! Enjoy hot chocolate, tasty winter treats, a Toys for Tots toy drive and LIVE reindeer! Click here to register with the Village of Hinsdale! West Chicago - West Chicago Frosty Fest Description – Come ready for 150 minutes of holiday cheer for people of all ages! On Saturday December 6, West Chicago will be hosting its annual downtown winter wonderland, Frosty Fest. There you will find everything from horse-drawn trolley rides to ice sculptures, a curling rink, live alpacas and reindeer, food trucks, craft shops, face painters and of course Santa and his elves! Frosty Fest starts right at 4:30 p.m. and ends at 7 p.m. so be sure to get there right at the start to enjoy a little bit of everything! Click here to view details! Tinley Park – Holiday Happenings Description – On Saturday, December 6 and Sunday, December 7 Tinley Park will be hosting its annual Holiday Market, which features large, heated tents filled with vendors from all over Chicagoland showcasing their unique designs and creations. Let’s not forget the festive food and beverage waiting for you and the ice rink open from November 21 to February 15. For more information and further details visit the Village of Tinley Park today! Tips for Making the Most of Chicagoland Events this Fall and Winter Contrary to popular stereotypes about Chicagoland, you don’t have to stay stuck inside as soon as the weather begins to turn colder! Instead, take this advice to make sure you’re out and about enjoying everything our region has to offer this fall and winter: · Stay Connected: Sign up for local newsletters and follow community social media pages to stay informed about upcoming events and activities. Many communities have local groups or forums where events are posted regularly. · Volunteer: Volunteering at local events is a great way to meet new people and get involved in your community. It’s also a rewarding way to give back and make a positive impact. · Explore Local Attractions: In addition to seasonal events, take the time to explore local attractions such as parks, museums and historic sites, both in the suburbs and in the world-class city that can be easily accessed from whichever town you call home. · Network with Neighbors : Don’t hesitate to introduce yourself to your neighbors and ask about local events and traditions. They can be a valuable resource for discovering hidden gems and getting acclimated to your new community. · Plan Ahead: Many events, especially popular ones, require advance registration or tickets. Make sure to plan to secure your spot and avoid missing out on any exciting opportunities. As a homeowner in Illinois, embracing the winter season offers a fantastic chance to immerse yourself in the local culture and connect with your new community. From cozy winter markets to vibrant holiday displays and outdoor activities, Northern Illinois has something for everyone. By participating in these great Chicagoland events, you’ll not only enjoy the seasons but also create lasting memories and build meaningful connections near home. So, grab your calendar, mark these dates, and get ready to explore all the wonderful experiences and events Chicagoland has to offer this winter.
More Posts