Facing the Squeeze: Today’s Homebuyers Wrestle with a Persistent Shortage of Listings


Navigating Today’s Housing Market

As a seasoned real estate agent deeply rooted in Williamsburg, Virginia, I’ve observed firsthand the evolving dynamics of today’s housing market. Homebuyers, particularly in areas ranging from Virginia Beach to Richmond, are encountering a market that is markedly different from what it was even a decade ago. The core of the issue? A notable scarcity of available homes, compounded by aging properties that often require significant updates.

A Shift in Home Availability and Condition

Since the financial downturn of 2008, home construction has lagged behind demand, contributing to a chronic shortage of housing. Marty Green, principal at mortgage law firm Polunsky Beitel Green, highlights an accelerating trend of housing obsolescence. Many homes on the market today, built decades ago to standards that now seem outdated, are in dire need of renovation — yet many homeowners have either been unable or unwilling to invest in these necessary upgrades.

The Generational Housing Crunch

A recent report by Leaf Home and Morning Consult reveals a generational tug-of-war impacting the market. Approximately 73% of baby boomers have lived in their current homes for over a decade, with more than half owning properties built before 1980 that have seen no major renovations. This aging demographic is increasingly opting to age in place, often in homes that will soon require significant modifications to remain livable.

This situation is poised to create a crisis in the home-improvement industry, predicted Jon Bostock, CEO of Leaf Home. As millennials inherit these older properties, they face unexpected burdens of costly renovations, further straining their finances in a market where home prices continue to rise due to low inventory.

The Impact of Staying Put

Why are older generations choosing to stay in their homes longer? Many, like 54% of baby boomers, own their homes outright and enjoy significantly reduced living costs. This, coupled with favorable tax conditions and low interest rates from past decades, diminishes any incentive to move. Such trends contribute to historically low housing inventory levels, with current supplies far from the balanced market standard of a six-month turnover rate.

The Current Market’s Challenges

For first-time homebuyers, the market presents formidable challenges. Rising home prices, spurred by limited inventory and high demand, make it difficult for new buyers to enter the market. The expectation of lower mortgage rates may provide some relief, but even a slight decrease in rates could spark renewed buyer competition, potentially driving prices up further.

Looking Ahead

Despite these challenges, the market shows signs of gradual change. Homebuilders are responding to the demand by constructing more homes, and as mortgage rates stabilize, we anticipate a resurgence in market activity. Flexible work arrangements are also enabling more people to consider relocating to more affordable areas, potentially increasing inventory.

How I Can Help

In this complex landscape, whether you’re looking to sell, buy, or simply explore your options in the Williamsburg area or between Virginia Beach and Richmond, I am here to provide expert guidance and support. My commitment to my clients is unwavering, and my knowledge of the local market is unparalleled. If you’re navigating the challenges of today’s real estate market, let’s connect and find the best path forward together.


For those considering selling, if your home could use some updates, I’m here to help maximize its market appeal and value. I can advise on strategic improvements that could significantly enhance your home’s attractiveness to buyers and potentially increase your sale price. With my direct involvement, I’ll manage the entire process, from selecting the right contractors to overseeing the renovations, ensuring everything is completed to the highest standards. You can rely on my expertise and hands-on approach to make the selling process as profitable and stress-free as possible. Let’s discuss how we can make your property stand out in the competitive Williamsburg market.

For over 22 years as Mr. Williamsburg, I’ve had the privilege of guiding countless clients through the intricacies of the Williamsburg real estate market. With a robust background in construction and a knack for renovations, I bring a unique perspective to buying and selling homes that require a little extra TLC. Whether you’re eyeing a fixer-upper or need to evaluate potential renovation costs, I’m here to make the process seamless. Having personally renovated numerous properties for investment, rental, or to help clients transform a house into a dream home, I have a network of trusted contractors who deliver excellent work at fair prices. From design choices to the final touches, consider me your go-to resource in Williamsburg for all things real estate. If you’re thinking of listing, selling, or purchasing a home, don’t hesitate to reach out. Let’s turn your real estate goals into reality together.

If you’re ready to explore your real estate options in Williamsburg or have any questions about the market, please don’t hesitate to get in touch. You can contact me, John Womeldorf, at 757-254-8136 or send an email to [email protected]. For more information and to view current listings, please visit my website at www.mrwilliamsburg.com. I look forward to assisting you with your real estate needs with the expertise and dedication you deserve.

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