Aerial view of Missouri farmland

It's easy to start selling with us

Drennan and Taylor Bailey

We Know the Land. And the Buyer.

We’ve worked over 3,000 acres ourselves and helped sell some of the largest farms in the state. We know what your property is worth and who it’s worth it to.

Private, Qualified Sales

Most of our listings never hit the MLS. We work off-market with serious buyers only, protecting your privacy and getting you better results.

A Custom Plan. Every Time.

We don’t rely on templates. We build a strategy around your land, your goals, and your timeline. Nothing cookie-cutter.

What our clients say

We love that Bailey Properties is a family owned business. They took the time to personally get to know our family and farm.

Fern & Ann G.

You should be very proud of everyone that works with your company. I would tell anyone and everyone that they should use you in their land transactions.

Lucille B.

I was so impressed with the knowledge of farming that Drennan had but also of his many connections with attorneys, bankers and CPAs.

Cindy & Joann F.

Drennan answered all my questions and made a very fast and easy transaction. Also helped me line up some great people to work with.

Dr. S.B.B.

From start to finish, the entire process was seamless. Taylor walked us through every detail and made selling our 400-acre farm feel effortless.

Robert M.

They found a buyer within two weeks. Two weeks! We had been listed with another company for over a year with zero offers.

Janet & Carl W.

The marketing they put together for our property was incredible. Drone footage, professional photos — our farm had never looked so good.

Thomas K.

Honest, hardworking, and they truly understand the value of Missouri land. Wouldn’t trust anyone else with our family’s property.

Patricia D.

We were nervous about selling land that had been in our family for generations. Drennan treated it like it was his own. Can’t say enough good things.

Harold & Mary S.

Taylor’s energy and modern marketing approach brought in buyers we never would have reached. The final sale price exceeded our expectations.

Kevin R.

They connected us with a 1031 exchange specialist that saved us a significant amount in taxes. That kind of guidance is priceless.

Susan L.

Best decision we ever made was listing with Bailey Properties. Professional, knowledgeable, and they genuinely care about their clients.

Mike & Linda T.

The whole team went above and beyond. They even helped coordinate with our attorney and CPA to make the closing as smooth as possible.

James P.

We had a complicated situation with multiple heirs and competing interests. Drennan navigated it all with grace and professionalism.

The Richardson Family

We love that Bailey Properties is a family owned business. They took the time to personally get to know our family and farm.

Fern & Ann G.

You should be very proud of everyone that works with your company. I would tell anyone and everyone that they should use you in their land transactions.

Lucille B.

I was so impressed with the knowledge of farming that Drennan had but also of his many connections with attorneys, bankers and CPAs.

Cindy & Joann F.

Drennan answered all my questions and made a very fast and easy transaction. Also helped me line up some great people to work with.

Dr. S.B.B.

From start to finish, the entire process was seamless. Taylor walked us through every detail and made selling our 400-acre farm feel effortless.

Robert M.

They found a buyer within two weeks. Two weeks! We had been listed with another company for over a year with zero offers.

Janet & Carl W.

The marketing they put together for our property was incredible. Drone footage, professional photos — our farm had never looked so good.

Thomas K.

Honest, hardworking, and they truly understand the value of Missouri land. Wouldn’t trust anyone else with our family’s property.

Patricia D.

We were nervous about selling land that had been in our family for generations. Drennan treated it like it was his own. Can’t say enough good things.

Harold & Mary S.

Taylor’s energy and modern marketing approach brought in buyers we never would have reached. The final sale price exceeded our expectations.

Kevin R.

They connected us with a 1031 exchange specialist that saved us a significant amount in taxes. That kind of guidance is priceless.

Susan L.

Best decision we ever made was listing with Bailey Properties. Professional, knowledgeable, and they genuinely care about their clients.

Mike & Linda T.

The whole team went above and beyond. They even helped coordinate with our attorney and CPA to make the closing as smooth as possible.

James P.

We had a complicated situation with multiple heirs and competing interests. Drennan navigated it all with grace and professionalism.

The Richardson Family

Our ranch sold for 15% above asking price. Bailey Properties knew exactly how to position it in the market.

Greg & Donna H.

I’ve bought and sold land across three states, and Bailey Properties is hands down the best brokerage I’ve ever worked with.

William C.

They didn’t just sell our land — they found the right buyer who would take care of it. That meant everything to our family.

Martha J.

Incredibly responsive. Every call was answered, every question was addressed. That level of service is rare in this industry.

David & Karen N.

Taylor’s knowledge of the local market is unmatched. He knew exactly what our property was worth and proved it at closing.

Steven B.

We were referred by a friend and now we’re the ones doing the referring. Three families in our area have listed with them since.

Christine A.

The off-market approach was exactly what we needed. Private, discreet, and we got a premium price without the hassle of public listings.

Richard & Jean M.

From the first meeting, we knew we were in good hands. Their passion for the land is genuine and it shows in everything they do.

Barbara F.

Sold our 600-acre timber tract in record time. The buyer network Bailey Properties has built over the years is truly impressive.

Charles W.

Professional photography, targeted marketing, and a deep understanding of what makes Missouri land special. Top-notch operation.

Daniel & Amy R.

After a bad experience with a national brokerage, Bailey Properties restored our faith in the process. Local expertise matters.

George T.

They helped us price our property correctly from day one. No wasted time, no price reductions. Just results.

Nancy & Paul E.

The attention to detail in their listing presentations is remarkable. Every acre, every feature — nothing was overlooked.

Margaret H.

Five stars isn’t enough. Drennan and Taylor are the real deal. Trustworthy, knowledgeable, and always available when you need them.

Frank & Deborah K.

Our ranch sold for 15% above asking price. Bailey Properties knew exactly how to position it in the market.

Greg & Donna H.

I’ve bought and sold land across three states, and Bailey Properties is hands down the best brokerage I’ve ever worked with.

William C.

They didn’t just sell our land — they found the right buyer who would take care of it. That meant everything to our family.

Martha J.

Incredibly responsive. Every call was answered, every question was addressed. That level of service is rare in this industry.

David & Karen N.

Taylor’s knowledge of the local market is unmatched. He knew exactly what our property was worth and proved it at closing.

Steven B.

We were referred by a friend and now we’re the ones doing the referring. Three families in our area have listed with them since.

Christine A.

The off-market approach was exactly what we needed. Private, discreet, and we got a premium price without the hassle of public listings.

Richard & Jean M.

From the first meeting, we knew we were in good hands. Their passion for the land is genuine and it shows in everything they do.

Barbara F.

Sold our 600-acre timber tract in record time. The buyer network Bailey Properties has built over the years is truly impressive.

Charles W.

Professional photography, targeted marketing, and a deep understanding of what makes Missouri land special. Top-notch operation.

Daniel & Amy R.

After a bad experience with a national brokerage, Bailey Properties restored our faith in the process. Local expertise matters.

George T.

They helped us price our property correctly from day one. No wasted time, no price reductions. Just results.

Nancy & Paul E.

The attention to detail in their listing presentations is remarkable. Every acre, every feature — nothing was overlooked.

Margaret H.

Five stars isn’t enough. Drennan and Taylor are the real deal. Trustworthy, knowledgeable, and always available when you need them.

Frank & Deborah K.

Thinking about selling?

Leave a few details and Drennan or Taylor will personally give you a call to talk it through — no pressure, no obligation.

Sell with us

Let's talk about your land

Send a few details and one of the Baileys will personally call you back to talk through your property and what it could sell for.

Drennan Bailey

Broker · Owner

Taylor Bailey

Broker · Owner

Local, family-owned & independent
Most sales handled discreetly off-market
40+ years setting Missouri land prices

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