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The Hardest Part About Selling Land Has Nothing to Do with the Land

Family conversations, difficult decisions, and why an objective voice can make all the difference.

July 9, 2026

When people think about selling farmland, they usually think about soil productivity, land values, auctions, or finding the right buyer. In reality, those are often the easy parts. The hardest part of selling land usually has nothing to do with the land itself…it's the family sitting around the kitchen table trying to decide what comes next.

 

Over the years, I've had the privilege of working with families from all walks of life, and if there's one thing I've learned, it's this: if your family has different opinions, hurt feelings, or even the occasional silent treatment when it comes to making decisions about land, you're not alone. In fact, I'd say it's more common than not. Land is emotional. It represents childhood memories, years of hard work, family traditions, and generations of sacrifice. Some family members have farmed it their entire lives, while others moved away years ago but still feel deeply connected to the place they grew up. Some see it as an investment, while others can't imagine the thought of selling. None of those feelings are wrong, they simply come from different life experiences.

 

The challenge is that everyone is trying to honor the same family legacy while often envisioning very different futures. One person may want to continue farming, another may need their inheritance sooner rather than later, and someone else may simply want to preserve the old farmstead or keep the hunting land in the family. Every opinion deserves to be heard, but finding common ground isn't always easy.

 

That's where bringing in an outside professional can make all the difference. Sometimes it's simply easier to hear advice from someone outside the family than from the sibling you used to play hopscotch within the driveway. A neutral third party can help remove some of the emotion from the conversation, ask the difficult questions, explain the available options, and help everyone focus on finding solutions instead of winning arguments.

 

 

One of the biggest misconceptions about this profession is that every conversation ends with an auction. The truth is many of them don't. Sometimes our role is helping a family understand the value of what they own before any decisions are made. Sometimes it's coordinating surveys and working with attorneys so land can be divided fairly among heirs. Sometimes selling one parcel provides the financial opportunity for another family member to purchase and retain the acreage that's most important to them. And sometimes, after exploring every option together, the decision is made not to sell anything at all.

 

There are also times when our role has nothing to do with paperwork or real estate transactions. People simply need someone willing to listen, answer questions, and provide a different perspective. Families often find it easier to discuss difficult topics when someone without a personal stake in the outcome is helping guide the conversation. Our responsibility isn't to convince someone to sell their land…it's to help them understand their options and support whatever decision is truly in the best interest of everyone involved.

 

I've seen families walk into a meeting frustrated, uncertain, and carrying years of built-up emotions. I've also watched those same families leave with a plan, a better understanding of one another's goals, and a renewed sense of respect for each other's perspectives. Those moments are every bit as rewarding as a successful sale because, long after the closing documents are signed, or even if they never are, families still gather for holidays, graduations, weddings, and Sunday dinners.

 

At the end of the day, the goal shouldn't simply be finding the best solution for the land. It should be finding the best solution for the people who love it. If your family is beginning to have those conversations, know that you don't have to navigate them alone. Whether the next step is an auction, a private sale, a survey, a valuation, or simply sitting down to talk through the possibilities, having an experienced, objective voice at the table can make all the difference. Sometimes preserving family relationships is just as important as preserving the family farm, and in my experience, that's always worth working toward.

 

Author Bio: Abbey Messer has been helping buyers and sellers across central North Dakota since 2019, specializing in farmland, farmsteads, and rural properties. As a land agent with Pifer's Auction & Realty, she guides clients through land auctions and traditional real estate transactions, combining strategic marketing with local expertise to help them achieve their goals. Abbey and her husband, Marty, are raising their two children on a rural farmstead in central North Dakota. Because she lives the same rural lifestyle as many of her clients, she understands the value of the land, the importance of family, and the deep connection people have to the communities they call home.