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Greencastle, MO real estate

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Trusted by over 500,000 buyers and sellers.

See why so many people rely on Agent Pronto to make their real estate journey a success.

“In today's world of online shopping and fast transactions, you need an agent who responds quickly and can work in a fast-paced environment with today's technology. We emailed several agents about various properties, and Amanda responded almost instantly. She arranged dozens of showings of lake homes during a week's vacation to Lake of the Ozarks and even recorded videos of her walk-through of properties for us to review remotely. She is always quick to respond. We had a wide range of properties we were interested in, and she helped us respectfully narrow our focus, balance our priorities, and find a lake home that met many of our goals. We highly recommend Amanda. She is a joy to work with.”

Jeremy and Kallie · Lake Crystal, MN

Photo of Amanda Greenwood
Century 21 Prestige
“Kathy Bradley took the time to take my family and I to many, many properties and was so helpful in the process. We worked together for months and she helped my family get in the house that was perfect for all of our needs. She made her self available to answer any questions or concerns we had. I would highly recommend her.”

Melissa Costello · Lake St. Louis, MO

Photo of Kathy Bradley
Keller Williams Realty West
“I have already shared your info with friends! I don't know how you teach and sell real estate, especially with chilren. I know this wasn't easy especially after the first two interested buyers backed out. However, receiving that earnest money helped us out. Thanks for smoothing out the rough spots for us. It was hard since we were under the gun to sell. That was the hardest part”

Ricki Zellerman · Maryville, IL

Photo of Kristie Moore
eXp Realty The Milestone Group
“The Stellern team was instrumental in the successful purchase of our forever home. We could not be more pleased with the results and are so thankful for their guidance.”

Tia and Collin · Ballwin, MO

Photo of Patty Stellern
Keller Williams Realty
“Chris Smith's knowledge of the whole process from listing to MLS to title company to closing was a "peace of mind "; I could relax. I especially appreciated the communication throughout the process.”

Glen Baker · Russellville, MO

Photo of Chris Smith
Century 21 Community
“Best agent I ever had ,every aspect was taken care of . Communication skills were top of the line . Even when she was busy she would text me and she would get back to me asap . She made things a breeze for me , doing things that I could walk away from and she would take care of it . On top of that she gave me a couple of gifts at closing , that was an amazing gesture from her , I have had other agents that were not even in her league !!!”

Mike Baker · Silex, MO

Photo of Beckie Davis
Gateway Real Estate
“Carrie was very friendly. She explained the process and her and her staff remained in contact throughout. She got us top dollar for our sale. Would recommend her to anyone.”

David W. · Lee's Summit, MO

Photo of Carie Averill
RE/MAX Heritage
“It was a pleasure working with Sean. Everything went really smooth. I would definitely recommend him to anyone who is looking to sell or buy a property in Columbia area”

Aleksandr · Columbia, MO

Photo of Sean Moore & Associates
RE/MAX Boone Realty
“Jon Hulsizer is an excellent realtor and represents his company very well. From the start you'll notice his strong attention to detail.”

Don · Cape Fair, MO

Photo of Jon Hulsizer
Century 21 Integrity Group
“Elaine was friendly and efficient. She was always available when we needed her and she kept us informed”

Brenda G. · Bolivar, MO

Photo of Elaine  Montgomery
Murney Associates Realtors
“Kathy Willenbrink is fantastic & was very patient with me, as I am a first time homebuyer. She's extremely knowledgeable and goes above and beyond. Other family members also will be working with Kathy in the near future involving a sale of a home. Obviously, we are very pleased with her services.”

Rachel Elizabeth W. · Chesterfield, MO

Photo of Kathy Willenbrink
Keller Williams KW Chesterfield
“Marissa Lightsey is an excellent real estate agent. Very knowledgeable, professional, down to earth, personable, and friendly. Her personality is so welcoming and open. I would recommend Marissa to anyone that needs to sell or purchase a house. Such a friendly woman. I can't thank her enough for walking me through the whole bittersweet process.”

Kathleen Gronauer · Mexico, MO

Photo of Marissa Lightsey
Century 21 Peak, Marking & Associates Inc.
“Great experience. He was on top of everything . Quickly responded to questions and got answers fast . I would highly recommend Daniel Cornell .”

Garold E Richards · Conway, MO

Photo of Dan Cornell
Wolfe Realty
“Megan was amazing. I was going through a stressful situation and Megan made it easy for me. She is knowledgeable and hard working. I highly recommend her to everyone”

Sandra S. · O'Fallon, MO

Photo of Megan Hudson
eXp Realty
“Heather was fantastic in helping us find our home! She was knowledgable and kept us in the loop during the whole process. We highly recommend her to anybody buying or selling their home!”

Lydia Manley · Spring Hill, KS

Photo of Heather Peters
Keller Williams Heather Peters Real Estate
“Being a former realtor myself, I was very impressed with the Steven's professionalism. He worked tirelessly to solve every problem and ensure that everything went as smoothly as possible. He kept me fully informed throughout the process and addressed all my concerns. I highly recommend this agent!”

William P. · Excelsior Springs, MO

Photo of Steven Hall
Realty Results
“Kris Wheeler did an excellent job with helping us sell our property. His communication skills are excellent. He kept us informed of potential buyers and provided great feedback for us. We are so thankful our property sold. We could not have done that without Kris's help.”

Rebecca Plueger · Rock Rapids, IA

Photo of Kris Wheeler
Keller Williams KC North
“I can not say enough about Pam! She is a real fighter. Never say die. If I needed one person in my corner, I want it to be Pam! She is my HERO!”

Joe R. · Bridgeton, MO

“This was a HUGE (and necessary) decision to sell my house and i was scared beyond belief not knowing what I was doing. I was referred to Jennifer by some very close friends. They AND SHE did not disappoint!!! Jennifer is top shelf. She handled absolutely everything right from the get go and made me feel so involved, content and at ease. It was such a pleasure working with her. If you are looking for an agent, look no further. She's who you want.”

Lisa Martinez · Marionville, MO

Photo of Jennifer Prine
Century 21 Properties Unlimited
“Marla was very helpful with the whole process . She helped us find someone to sell the items in the house (estate sale). She kept us up to date on all the showings overall she was amazing and would use her again”

Brian Burleson · Bolivar, MO

Photo of Marla & Sterling Roberts
Century 21 Peterson Real Estate

Learn more about what Greencastle has to offer.

Greencastle offers residents a welcoming, close-knit community with convenient local services, ample green spaces, and opportunities for families and individuals to thrive.

Greencastle, MO real estate

Greencastle blends quiet, rural living with easy access to outdoor recreation and small-town amenities across Sullivan County. Weekends often start on gravel roads leading to the rolling oak-hickory hills of the Union Ridge Conservation Area, a favorite for hiking, wildlife viewing, and seasonal hunting. When the weather calls for lake time, residents make the short drive to Kirksville for trails, fishing, and beach access at Thousand Hills State Park, then return home to starlit skies and unhurried evenings.

Families appreciate straightforward school choices in the area. Depending on address, many Greencastle households look to the Green City attendance area through the Green City R-I School District or to Milan via the Milan C-2 School District. Both districts emphasize small class sizes, active extracurriculars, and community-supported events that make it easy for students to get involved. Daily conveniences—from hardware and café stops to healthcare and banking—are a short hop to nearby towns, while broader shopping, healthcare, and cultural options in Kirksville add depth without sacrificing the slower pace at home.

Housing here ranges from century farmhouses to updated ranches on acreage, with room for gardens, workshops, and hobby livestock. Whether you’re upsizing for more land or downsizing to simplify, local market knowledge is essential. Agent Pronto can introduce you to a top real estate professional who understands Greencastle and advocates for your goals, whether you’re buying or selling.

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Greencastle. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.