“Diana is an amazing person!! She knows her job very well. I would recommend her to anyone looking to sell or buy a house. She is also very sweet.”
CENTURY 21 Peak Properties
- Agent Pronto
- Montana
- Shepherd
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Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for December 2025. *
* Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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“Cari was available for every house that we found of Interest and accommodated our availability, which was quite narrow. Her patience was incredible as we were quite vague when it came to defining our wants and needs. Her superpower was knowing what homes would qualify for VA and those that had already been reviewed and found wanting per VA standards.”
The Real Estate Hub
“Being a first time home buyer comes with a lot of questions and uncertainty. Alexis was very knowledgeable and eased all of the uncertainties that came along throughout the process. She went above and beyond making sure we were comfortable and confident with all of the decisions we made along the way. We are thrilled with the outcome and can't wait to work with Alexis in the future!”
Century 21 Hometown brokers
“What we really liked about Brooke was that she was not pushy or high pressure. We had another realtor before Brooke and he was very pushy, calling and texting us even after we told him we had found someone else. Brooke patiently showed us houses that we would never buy so that we could narrow down what would work for us. She was frank and came accross as genuine. Our kids are looking for a condo on the lake and they have told other realors that they are working with Brooke because they know how we were treated. We can't thank her enough.”
Century 21 RiverStone
“Keith is a joy to work with; he is prompt, concerned, knowledgeable and caring. This was difficult as we were doing this for our daughter who lives in Europe. Keith made it so much easier. He is great and professional to work with but has that understanding of Montana values we love so much.”
Dustin young and company
“Amber Isbell is so nice and patient! She helped me through the process and put up with all of my weird questions. I had a difficult time in my personal life through this and she was so respectful of that while also being able to successfully do her job. She made the process significantly less stressful and made sure I found the best house for my situation. I would 100% recommend her to everyone I know!”
eXp Realty LLC
“Jocelyn DeHart was an AMAZING fit. She was caring, compassionate and very knowledgeable in every detail.”
Venture West Realty
“Tracey is very professional and competent. She follows through and got the job done. Her staff were also excellent and easy to work with.”
Ideal Real Estate | Montana Legacy Properties
“Agent Pronto put me in touch with Sarah Bauer from Big Sky Brokers. Sarah was great to work with, she made the entire process of selling my condo easy and stress free!”
Big Sky Brokers LLC
“Jo was great. Took offer from first day house was on the market!”
Modern Montana Real Estate
Shepherd real estate Market Report.
Information and statistics on the latest trends in the Shepherd real estate market, updated for December 2025. *
Learn more about what Shepherd has to offer.
Shepherd offers residents a charming, welcoming community with access to beautiful outdoor adventures and a peaceful small-town atmosphere.
Shepherd sits where open country meets easy convenience, a small community of acreages and irrigated fields about 20 minutes from Billings in Yellowstone County. Its roots run deep in agriculture, shaped by the historic Huntley Project canals that still thread through town and neighboring Huntley, giving residents room for gardens, horses, and big-sky views.
Families appreciate the K–12 continuity at the Shepherd School District, where a single campus anchors local life with athletics, music, FFA, and career-tech programs. Friday nights feel like a community reunion, and the commute to jobs, healthcare, and shopping stays straightforward along Highway 312.
Outdoor time is effortless here. The Yellowstone River curls nearby for fishing and paddling, while the sand beach, trails, and birdlife at Lake Elmo State Park are a quick drive. History buffs head east to Pompeys Pillar National Monument, where Clark’s signature overlooks the valley, and event-goers catch concerts, rodeos, and fairs at MetraPark. For family outings, ZooMontana adds year-round education and fun.
Whether you’re seeking elbow room, a friendly school community, or a practical base close to city amenities, Shepherd delivers an easygoing pace without sacrificing access. If you’re planning to buy or sell here, Agent Pronto can connect you with a top local real estate agent who knows the market and the lifestyle.
Frequently Asked Questions
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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 Shepherd. 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.
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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Shepherd Realtor® or real estate agent today.