Shepherd Real Estate

Welcome to Shepherd, Montana – a hidden gem nestled in the heart of Big Sky Country. Just a stone's throw away from the bustling city of Billings, Shepherd offers the perfect blend of small-town charm and easy access to urban amenities. With a population of around 1,300 residents, this close-knit community prides itself on its friendly atmosphere and stunning natural surroundings.

Shepherd is known for its picturesque landscapes, where rolling hills meet expansive skies, creating a breathtaking backdrop for outdoor enthusiasts. The nearby Yellowstone River offers a plethora of recreational opportunities, including fishing, kayaking, and hiking along its scenic banks. For those who enjoy winter sports, the Beartooth Mountains are just a short drive away, providing excellent skiing and snowboarding options.

The town itself boasts a rich history, with roots dating back to the early 1900s. Today, you can explore local shops, dine at cozy eateries, and participate in community events that bring residents together. The annual Shepherd Rodeo is a highlight, showcasing the town's agricultural heritage and spirit.

Families will appreciate the strong educational system and the emphasis on community values. With a low cost of living and a slower pace of life, Shepherd is an ideal place to raise children or enjoy retirement.

Whether you’re looking for a peaceful retreat or a vibrant community to call home, Shepherd, MT, offers a unique blend of rural charm and modern convenience. Discover the beauty and warmth of this delightful town, where every day feels like a breath of fresh air.

Newest Listings in Shepherd

$429,000

4 Beds ⋅ 2 Baths ⋅ 361533 MLS

Montana living with room to breathe! Wide-open views, more than an acre of land, and the kind of privacy that makes Montana living so appealing. Located in Shepherd and approximately 20 minutes from Billings. This 4-bedroom, 2-bath home delivers space both inside and out with a versatile floor plan featuring two generous living areas. From the large picture window, take in sweeping views of the surrounding landscape— scenery that make this property special. Enjoy the Montana lifestyle with a large lot, fenced yard, brand-new deck, and plenty of room. Updates include newer siding, newer roof, gutters, windows, French door, and asphalt driveway. The property is also equipped with an upgraded whole-house sediment filtration system and reverse osmosis system. Enjoy the tranquility of country living, and over an acre to call your own—all while keeping Billings within an easy drive.

6707 Brave Lookout, Shepherd

Listing courtesy of Hannah Reno from Keller Williams Yellowstone Pr

$700,000

5 Beds ⋅ 3 Baths ⋅ 361401 MLS

The perfect horse property! Country living on 8.44 acres w/an impressive setup for horses & plenty of space_This fully remodeled ranch style home has NEW appliances, NEW flooring, NEW interior & exterior paint, NEW kitchen remodel & NEW bathrooms. Finished basement for additional living space & a wood deck overlooking the horse pastures_Acreage includes multiple pastures, year-round creek & potentially 5 irrigation shares that can be reactivated through BBW_Horse amenities include a 150' x 300' pipe roping arena, horse barn w/stalls & convenient hay storage, 5 separate pipe corrals w/automatic waterers, 3 lean-to shelters, & multiple frost-free spigots_Home has been fully remodeled & is move-in ready allowing you to focus all your attention on preparing the property to fit you & your animals needs. This is a rare combination of acreage, water, & property with NO restrictions.

9322 12 Mile Road, Shepherd

Listing courtesy of Tannis Kramer from Western Skies Real Estate

$389,000

3 Beds ⋅ 2 Baths ⋅ 360941 MLS

Beautiful and sunny open layout new construction 2025, cozy 3 bed/2 bath home, has all your needs and wants. Primary bed suite, copious amount of cabinets & an kitchen island for carefree entertaining with sliding doors to a covered patio. Views as far as the eyes can see. With over 1.5 acres plenty of privacy and fun. Both siding & shingles have been upgraded: siding is a SmartLap and the shingles on the roof are an Architectural 130 MPH Certainteed. Both items will uphold in extreme weather. Water lines are in for individual lot irrigation systems. There will be a small annual fee for those homes who wish to opt in. No tax information right now, as this is new construction both land and home. 1 year builders limited home warranty upon purchase & closing of home. Per C&R- No Horses

3507 High Noon, Shepherd

Listing courtesy of Robin Martell from Martell & Associates

$389,000

3 Beds ⋅ 2 Baths ⋅ 360940 MLS

3418 High Noon, Shepherd

Listing courtesy of Robin Martell from Martell & Associates

$130,000

360843 MLS

This property has 300-amp electrical, septic tank and drain field, and 2,000-gallon cistern already in place.

10550 Reno Lane, Shepherd

Listing courtesy of Karlene Lehfeldt from K Lehfeldt Real Estate

$384,900

3 Beds ⋅ 1 Baths ⋅ 360715 MLS

Experience the best of country living just minutes from Billings in this beautifully updated zero-entry, one-level rancher situated on over an acre of land. This inviting home features an open-concept living space with luxury vinyl plank flooring, a modern kitchen with stainless steel appliances & dining area with a sliding glass door providing easy access to the backyard. Extensively renovated in 2024, this home has been thoughtfully updated to include new furnace, central A/C, water heater, electrical devices, plumbing, windows, garage door openers, water-softener, insulation, & sheetrock! In 2026 new hardboard siding, new roof, and new gutters were done, adding to its curb appeal and long-term value. Yard is privacy fenced and back pasture is fenced for horses with a loafing shed. This property offers the perfect combination of modern updates, comfort, and a little peace and quiet!

5524 Haynes Road, Shepherd

Listing courtesy of Kim Edinger from Meridian Real Estate LLC

$395,000

5 Beds ⋅ 2 Baths ⋅ 360377 MLS

This well-kept 5-bedroom home sits on just under an acre and has the space and features to back it up. The main living room features a fireplace with an insert, while the back second living area has its own wood burning stove — two cozy spots to settle into on those cold Montana nights. Step off the dining room onto a covered Trex deck patio, perfect for outdoor living without the upkeep. The fully fenced yard includes a chicken coop, and there's no shortage of storage or workspace with a 2-car attached garage, a 24'x24' shop with an additional garage stall, and a 24'x12' shed. Plenty of extra parking rounds it all out. Bonus — ditch rights convey, and new roof in‌‌‌‌‌‌‌‌‌‌‌‌ 2025.

8230 Shepherd Road, Shepherd

Listing courtesy of Tiffanie Jones from Keller Williams Yellowstone Pr

$480,000

4 Beds ⋅ 3 Baths ⋅ 360363 MLS

Enjoy the space and serenity of country living at 7851 Spear Drive in Shepherd! Situated on 1.24 acres, this spacious 2,964 sq. ft. home offers 4 bedrooms and 3 bathrooms with plenty of room for everyone. The functional floor plan provides multiple living spaces, making it ideal for entertaining, relaxing, or accommodating a growing family. Step outside and enjoy the peaceful setting, mature landscaping, and beautiful views while still being just a short drive from Billings. Whether you're looking for room to spread out, space for hobbies, or simply a place to enjoy Montana living, this property offers the perfect blend of comfort, privacy, and convenience. Don't miss your opportunity to make this country retreat your next home!

7851 Spear Drive, Shepherd

Listing courtesy of Chantal Hale from eXp Realty, LLC - Billings

$324,900

3 Beds ⋅ 2 Baths ⋅ 360181 MLS

Country living with the big-ticket updates already done! This FHA-approved home on a permanent foundation sits on a beautiful 1-acre lot and offers 1,456 sq. ft. of comfortable living space. Recent improvements include a new irrigation pump (2025), new roof and gutters (2025), and new asphalt driveway (2024). The second bathroom (not shown) is currently being remodeled and will be completed prior to closing. Enjoy the nearby pond, which can be used to help water the yard, plus a separate outbuilding for storage, hobbies, or a workshop. Well maintained and move-in ready, this property offers the space, privacy, and peaceful setting you've been looking for. Don't miss this opportunity to enjoy country living at its best!

2930 Shale Rock Drive, Shepherd

Listing courtesy of Julia Ragland from REAL Broker

$499,999

4 Beds ⋅ 3 Baths ⋅ 360106 MLS

2+ acre Shepherd property • Main-level primary suite • Finished basement with flexible living space. Located in the Shepherd School District with convenient access to Billings, this 4-bedroom, 2.5-bath home offers more than 3,000 sq ft of living space. The open-concept main level features hickory flooring, custom cabinetry, abundant storage, and a wood-burning fireplace. The main-level primary suite provides separation from the additional upstairs bedrooms. The finished basement offers space for a recreation room, media room, home office, workout area, or hobby space, with direct access from both the interior and attached 2-car garage. Forced-air heating, central air conditioning, fiber internet availability, and room to spread out on 2+ acres complete the package.

7420 Whitetail Run, Shepherd

Listing courtesy of Gene Hauck from Engel & Voelkers

$550,000

3 Beds ⋅ 3 Baths ⋅ 359887 MLS

Welcome to 8340 Razor Creek Road, a versatile 3.5-acre irrigated ranchette priced at $550,000. This property has everything you need to pursue a country lifestyle, hobby farm or agricultural venture or locate a small business. The updated home features a new roof, siding, and gutters a luxurious primary suite and multiple living areas. Outside, the property really shines. The large barn includes a dedicated milking area, livestock stalls, hay storage, tack room, chicken coop and additional storage. A detached double garage and workshop provide room for equipment, projects and hobbies. You'll also find irrigation potable water, a root cellar/storm cellar, established garden area, fruit trees and a storage shed. The property has previously been home to horses, cattle, goats and chickens and is ready for its next owner. And perhaps the most important feature of all: NO RESTRICTIONS.

8730 Razor Creek Drive, Shepherd

Listing courtesy of W.F. Frosty Erben from Keller Williams Yellowstone Properties

$850,000

4 Beds ⋅ 3 Baths ⋅ 359491 MLS

Beautiful custom handcrafted home nestled in the trees! The home features a full wrap around porch with views in every direction. The open concept main floor is flooded with natural light, has vaulted ceilings & gas stove. Kitchen has ample storage, large island & raised dishwasher. Main floor primary suite & laundry. Fully finished walk out basement features 2 additional bedrooms with walk in closets. Upper floor bonus room with half bath could be a craft/hobby room, office space, play room, etc! HUGE shop/garage insulated and heated that can hold 8 cars (one is a tandem). Has a hoist that stays, half bath, storage! Lots of room to tinker! Property is on a well and septic. Must see to fully take in all the amenities! All info from 3rd party sources & deemed reliable. Info subject to change & not guaranteed or warranted. Buyer & buyer’s agent to verify all info.

5750 Pleasant Hollow Trail, Shepherd

Listing courtesy of Pat Schindele from Keller Williams Yellowstone Properties

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board logo IDX information provided courtesy of the Montana Regional MLS, LLC. IDX information is provided exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.