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I Asked 10 Acreage Owners Their Biggest Regret — Here’s the #1 Answer

I Asked 10 Acreage Owners Their Biggest Regret — Here’s the #1 Answer

When people dream about buying an acreage, they usually picture the house.

The views.
The space.
The privacy.
The lifestyle.

So I recently asked 10 acreage owners a simple question:

“What’s your biggest regret?”

Different properties.
Different price points.
Different reasons for buying.

Yet almost all of them shared the same answer.

And it wasn’t snow removal.
It wasn’t the commute.
It wasn’t the work.

👉 Their biggest regret was not fully understanding the land before they bought it.


Why Acreage Buyers Miss This So Often

Most acreage buyers fall in love fast — and that makes sense.

The house feels peaceful.
The setting feels right.
The lifestyle feels like freedom.

But with acreages, the house is only part of the purchase.
The land itself plays a huge role in how the property actually functions day to day.

Many owners told me the surprises didn’t show up immediately — they appeared months or even years later.


What “Not Understanding the Land” Really Means

When acreage owners talk about regret, they’re usually referring to things like:

Drainage Issues

Land that looks fine in summer can behave very differently during spring melt or heavy rain. Poor drainage can impact:

  • Pastures

  • Driveways

  • Foundations

  • Usable space

Wind Exposure

Open land often means exposure. Some owners didn’t realize how much wind would affect:

  • Snow drifting

  • Heating costs

  • Outdoor enjoyment

  • Shelter placement for animals

Water Systems

Wells, cisterns, and water delivery systems vary widely. Regrets often stem from:

  • Inadequate water quantity

  • Water quality issues

  • Maintenance costs they didn’t anticipate

  • Limited understanding of how the system worked

Easements & Restrictions

Many buyers didn’t fully understand:

  • Utility easements

  • Road access agreements

  • Right-of-way limitations

  • What they could and couldn’t build or change

Zoning & Land Use

Some owners later realized the land couldn’t be used the way they had envisioned — whether for animals, additional buildings, or future plans.


Why These Regrets Are So Common

Most of these issues aren’t obvious during a typical showing.

They don’t always appear in photos.
They’re rarely explained clearly in listings.
And they often require the right questions to uncover.

Acreage listings tend to focus on:

  • Square footage

  • Views

  • Outbuildings

  • “Country charm”

But the long-term experience lives in the details beneath the surface.


The Good News: These Regrets Are Avoidable

Almost every owner I spoke with said the same thing afterward:

“If I had known what questions to ask, I would have made a different decision — or at least gone in with open eyes.”

Understanding land doesn’t mean every acreage has to be perfect.
It means knowing:

  • What works

  • What doesn’t

  • What you’re comfortable managing

  • What aligns with your long-term plans

Information doesn’t kill the dream — it protects it.


What Smart Acreage Buyers Do Differently

Buyers who feel confident long-term usually:

  • Ask detailed land-specific questions early

  • Review water systems carefully

  • Understand zoning and easements

  • Walk the land, not just the house

  • Think about seasonal changes

  • Consider future plans, not just today’s needs

They don’t rush the process — even when they love the property.


Frequently Asked Questions

Is land more important than the house when buying an acreage?

They’re equally important — but land issues are harder and more expensive to change.

Can inspections catch land issues?

Some issues, yes. Others require local knowledge, experience, and targeted questions.

Should buyers always get extra reports?

Not always — but understanding when they’re necessary makes a big difference.


Related Reading


Conclusion

Every acreage owner I spoke with still loved their lifestyle.

But nearly all of them said they wished they’d understood the land better before buying.

The biggest regrets weren’t about the dream —
they were about the details they didn’t see coming.

If you’re considering acreage life and want a clear checklist of what to look for beyond the house, I’ve put together an Acreage Land Due Diligence Checklist to help buyers ask the right questions early.

📩 DM me “LAND”
and I’ll send it to you.

The right information turns acreage dreams into long-term success — not surprises.


About Kristen Edmunds

Kristen Edmunds is a Calgary-area REALTOR® and Associate Broker with KIC Realty, specializing in acreages, luxury homes, and smart buy/sell strategies. With expertise in rural properties (water wells, septic, equestrian facilities) and a client-obsessed approach, Kristen helps buyers and sellers achieve their real estate goals with confidence and ease.


Data is supplied by Pillar 9™ MLS® System. Pillar 9™ is the owner of the copyright in its MLS®System. Data is deemed reliable but is not guaranteed accurate by Pillar 9™.
The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.