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5632 Meadowmist Drive, Shepherd
$344,900
4 Beds ⋅ 2 Baths ⋅ 362009 MLS
Looking for a wonderful home with a full acre of land in Shepherd? This three-level, four-bedroom, 1½-bath home offers plenty of natural light, comfortable living spaces, and room to make the property work for you. The main level features a bright, welcoming kitchen with newer appliances, including a refrigerator replaced in 2023, stove in 2018, and dishwasher in 2019. Two out of the three bedrooms upstairs each feature custom-built-in shelving, adding both character and practical storage. The lower-level bedroom is currently being used as an office, offering flexibility for whatever your needs may be. The home has seen several recent updates, including new LVP flooring in 2026, siding in 2025, a water heater in 2025, new gutters in 2025, and a new pressure tank in 2026. The woodstove has also been connected to help heat the home. Step outside to enjoy the new deck and spacious one-acre property. A designated garden area is ready for those who enjoy growing their own vegetables or flowers. The current owners also utilize a portion of the backyard for their business and work vehicles, but with an acre of land, there is plenty of room to create the outdoor space that fits your lifestyle. Come take a look and see how you can make it your own!

5632 Meadowmist Drive, Shepherd

Listing courtesy of Robin Windham from 41 Realty Group

6707 Brave Lookout, Shepherd
$419,000
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

5524 Haynes Road, Shepherd
$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

5750 Pleasant Hollow Trail, Shepherd
$835,000
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

TBD High Noon Drive (Lot 7, Blk 2), Shepherd
$495,000
3 Beds ⋅ 2 Baths ⋅ 359482 MLS
Brand new 1,800 sqft barndominium on 1.6 acres in Shepherd, just minutes from Billings. This 3-bed, 2-bath home features an open-concept layout with soaring ceilings and durable finishes throughout. The kitchen, living, and dining areas flow seamlessly for easy entertaining and everyday living. Radiant in-floor heat keeps the home comfortable year-round, and subdivision irrigation water access makes lawn and garden maintenance a breeze. Attached oversized (1,241 sqft) 2-car garage adds storage and functionality. Finishes are still TBD — buyer has the opportunity to meet with our designer and select their own or you use our selections. Perfect for homesteading, a private retreat, or a forever home with room to grow. Schedule your showing today!

TBD High Noon Drive (Lot 7, Blk 2), Shepherd

Listing courtesy of Aaron Redland from eXp Realty, LLC - Billings

9055 Doyle Road, Shepherd
$150,000
357300 MLS
Escape the city to your own 20.27 (+/-) acre Montana sanctuary! Located just 15 minutes from Billings with easy access via Highway 87, this affordable parcel offers the perfect blend of rural peace and city convenience. Enjoy breathtaking Big Sky views and fresh air on a lot that is already perimeter-fenced. This versatile land is ready for your vision—ideal for a custom-built home or potentially a manufactured/modular home (contact agent for specific details). The property is situated on a nicely paved road with power readily available at the street. While there is no existing well, water is typically delivered or hauled to your own installed cistern. Whether you are looking for space to grow or a quiet retreat, this wide open lot provides the freedom to create the lifestyle you desire. Don’t miss this opportunity to own a piece of Montana land at an exceptional price point!

9055 Doyle Road, Shepherd

Listing courtesy of Jeffrey Klaus from Meridian Real Estate LLC

board logoIDX 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.

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