We analyze thousands of real estate agents in Shepherd and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*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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Information and statistics on the latest trends in the Shepherd real estate market. *
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Shepherd’s rolling three-month housing data points to notable year-over-year movement. Median list prices are up slightly compared with a year ago, rising about 2 percent, while typical home values in the period are just under $395,000. Active listings have climbed sharply versus last year, with inventory in this latest three-month window more than tripling.
In the most recent rolling period through September 2026, buyers saw a median list price around $381,000 and a median price per square foot near $212. Inventory stayed limited at just 4 active listings, and only 1 home closed during the period, which underscores how small shifts can move local statistics.
Longer-term patterns show that Shepherd has moved from very low supply in late 2024 to a much looser market today, with months of supply now near 9.6. Homes are also taking longer to sell, with the median days on market stretching to about 81 days in the latest period compared with much quicker sales in some past quarters. Even with this extra breathing room, a market gauge reading still categorizes conditions as a seller’s market overall, though no recent sales have closed above asking price. Whether you are a buyer trying to interpret these shifting conditions or a seller aiming to price correctly, Agent Pronto can connect you with an agent who understands the nuances of the Shepherd market.
Shepherd offers residents a welcoming, close-knit community with convenient local amenities, active neighborhood life, and abundant outdoor opportunities that support a high quality of life.
Shepherd offers a quieter, more rural identity than nearby Billings, while still keeping you within an easy commute of city jobs, shopping, and healthcare. Surrounded by open fields and views of the rims, it appeals to those who value space, privacy, and a close relationship with the land without feeling isolated from everyday conveniences.
Community life here often centers on the schools and local events. Families appreciate Shepherd Public Schools, where activities and athletics help bring neighbors together. Weekend routines might include a trip into Yellowstone County for errands, or time along the Yellowstone River at Coulson Park or Riverfront Park on Billings’ south side. Nearby MetraPark hosts concerts, rodeos, fairs, and trade shows that add big-event energy to an otherwise laid-back setting.
Housing in Shepherd ranges from modest single-family homes to larger properties with acreage, irrigation rights, and room for shops or livestock. That variety creates opportunities for both first-time buyers and long-time residents ready to adjust their lifestyle. With market conditions influenced by growth in greater Billings and across Montana, timing and preparation make a real difference.
Whether you are planning to buy your first home, expand into a larger property, or sell land that has been in the family for years, connecting with the right local real estate agent is essential. Agent Pronto can match both buyers and sellers in Shepherd with professionals who understand the area and can help you move at the right moment.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“I went online to pick a realtor, and Damian was the first person to call me back. I cannot say enough how much I appreciated the patience that he had with me. He knew my condo would be a flip and he told me that he had some low ball offers and he got me the best price. Selling a house can be very stressful and believe me, I'm high strung enough as it is, but Damian was able to calm me down when I needed it.”
“Gene is absolutely the best in town. His knowledge of all the areas is top notch. He’s great at communicating and carries himself with nothing but professionalism. Working with Gene made the process so easy and stress free. Gene has got you for whatever you need!”
“Katie was so professional and very personable. She was always willing to help us and show us the houses we wanted to see (we toured a LOT of houses!). We told her what we were looking for and she advised us of any issues with the area or with some concerns that we wouldn't have even thought of. We had so many questions and she always had an answer. We HIGHLY recommend Katie! We have told all our friends and family how AMAZING she is!”
“There are some people in life who are more than just professionals—they're people you trust with some of life's biggest moments. That's exactly who Adarie is to our family. Growing up together and going to middle and High school as friends, I always knew she had a kind heart. Getting to watch Adarie help my husband and me purchase our very first home made me realize just how incredible she truly is—not only as a realtor, but as a person. Moving from Cody, Wyoming to Laurel, Montana was a huge change for us, and buying our first home felt exciting, overwhelming, and a little scary all at the same time. Through every step of the process, she was right there beside us. No question was ever too small or too silly. Adarie always took the time to explain everything in a way we understood, and if she didn't know an answer immediately, she went above and beyond to find it for us. We never felt alone, confused, or like we were "just another client." She genuinely cared about making sure we felt confident every step of the way. What touched my heart the most is that her care didn't stop the day we closed. She surprised us with such a thoughtful housewarming gift, and it was a beautiful reminder that this wasn't just another transaction to her. She truly celebrates these milestones with the families she helps. Buying your first home is something you'll remember forever, and because of her, ours is filled with wonderful memories instead of stress. We are so incredibly grateful for her patience, kindness, honesty, and dedication. She made one of the biggest moments of our lives feel exciting, supported, and full of hope. Thank you from the bottom of our hearts for helping us start this new chapter. We will forever be grateful for everything you did for our family. If you're looking for someone who genuinely cares about her clients and will go above and beyond every single step of the way, I can't recommend Adarie enough.”
“I can't say enough good things about Merlin. He was professional, knowledgeable, and always available to answer any of my concerns I had throughout the process. Merlin went above and beyond to make sure everything went smoothly and worked tirelessly to help me find and secure my new home. His dedication, communication, and commitment made the entire experience much easier and less stressful. I highly recommend Merlin for anybody that is looking for a home and expects nothing but the best from their realtor. He is a breath of fresh air when dealing with him. You'll definitely be impressed.”
“The amount of gratitude we have for Cari is beyond words. As first time homebuyers this was a huge feet to accomplish and Cari made sure to keep us informed, connected, and confident every step of the way. Our journey began somewhat rocky with our first lender and prospective house, but Cari provided us with an amazing contact at Stockman Bank and THE BEST INSPECTOR, at Tightline home inspections. We were house hunting a little out of town and Cari showed up for us in every way. From the inspection walk throughs, to the spam text messages I sent her throughout the day, she was absolutely amazing. We will recommend Cari time and time again. She truly puts every ounce of heart into her clients!”
“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!”
“Ken was very thoughtful and precise with his approach to selling our home. Super Knowledgeable with good communication skills yes I would use Ken for all my realtor needs”
“Hannah was amazing to work with! We appreciated her attention to detail and quick responses. We are out of town buyers and she was able to accommodate all of our needs despite us not being there.”
“Ken was wonderful to work with. We worked with Ken purchasing two homes and selling one. I would and have recommended him to many friends. I plan on purchasing another home with Ken’s help. Thanks Ken”
“Kelly helped us with a purchase when we moved to Billings in 2019. She has a lot of knowledge about the area and was quick to answer all of our questions. She also hung in there when we were outbid a few times, bringing us new listings that were what we were looking for as soon as they hit the market.”
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.
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.
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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