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 August 19, 2026
The median sale price for detached homes rose 7% in the Chicagoland suburbs last month as compared to the same timeframe in 2025. At the same time, the number of homes sold and under contract held relatively steady, indicating price pressure is not slowing the market down as some expected. “Buyers have come around to the fact that prices and interest rates are not going to come down any time soon,” said Kinga Korpacz, President of Mainstreet REALTORS®. “In July, we saw that they’re still willing to get in the game, despite the fact that buying a home continues to get more expensive.” The median sale price for a detached home in Chicagoland was $420,000 in July 2025. In July 2026, it reached $450,000. These local trends are consistent with national data from the National Association of REALTORS®, which show year-over-year increases in housing prices across the country. However, today’s market isn’t all bad news for buyers. “We are seeing smart buyers with REALTORS® by their side finding ways to get an advantage in this market,” explained Korpacz. “When a buyer works with a REALTOR® who can help them understand hyperlocal market data, they can come in and make a very strategic offer. This is the case even for a home they feel they might be priced out of affording and they can still win at a price they feel good about.” Even as prices continue to rise, buyers are making fewer concessions, as well. “Gone are the days of having to waive an inspection just to compete,” Korpacz said. In recent months, pricing has not been the only thing holding buyers back. The start of the year was marked by extremely low housing supply in Chicagoland. In January and February, data from MRED showed just 1.7 months worth of housing supply in the Chicagoland PMSA, meaning it would take just 1.7 months to sell through all available home listings. However, that number began to climb back up in May and in July 2026 reached 2 months of housing supply. “If you’ve been sitting out of the housing market due to low supply or rising prices, now is the time to jump back in,” said John Gormley, CEO of Mainstreet REALTORS®. "Price increases seem to be here to stay so buying a home will likely get more expensive if you wait, not less. And now, we’re seeing that buyers are also finding more houses that meet their requirements which gives them more power, especially if they have a Mainstreet REALTOR® by their side.” While most suburban Chicagoland communities saw prices increase in July 2026, some actually saw prices fall, making these areas good targets for buyers who are concerned about affordability. Notable year-over-year median sale price decreases for detached homes included: Justice (median sale price decreased -30.0%) Winthrop Harbor (-19.7%) Oak Brook (-19.2%) Elmhurst (-16.8%) Richton Park (-16.5%) Burr Ridge (-16.4%) Palos Park (-15.5%) Markham (-14.1%) Hickory Hills (-13.2%) Bridgeview (-13.0%). If you’re buying or selling in this market, make sure to ask your Mainstreet REALTOR® to help you interpret the local data in your ideal community so you can use it to your advantage. To find a Mainstreet REALTOR® you can trust visit https://www.chicagolandhomes.com/realtor/agents .
By Amy Robey May 20, 2026
Chicagoland's suburban housing market showed continued resilience in April, even as sales stagnated compared to a year ago.
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