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114 Main Street, Roundup
$518,500
362485 MLS
Friends and family gather at the Maverick to share stories, enjoy good food, and celebrate small-town life. Now, this established 4,400-square-foot Main Street business in Roundup, Montana, offers an exciting opportunity for an entrepreneur to make their mark. With a liquor license and room for new ideas, imagine lively poker nights, billiards tournaments, game-day gatherings, and community events. Whether welcoming hunters after a morning in the field or locals unwinding after work, the Maverick is ready for its next chapter. Located approximately 45 minutes north of Billings, Roundup offers authentic Western charm, a close-knit community, and a lifestyle rooted in Montana's ranching heritage. The surrounding area provides abundant outdoor recreation, including hunting in the Bull and Snowy Mountains, fishing the Musselshell and Yellowstone Rivers, and exploring the nearby Crazy Mountains and Deadman's Basin Reservoir. With opportunities for fishing, hiking, camping, hunting, and more, this area combines small-town living with access to Montana's great outdoors. Billings is nearby for expanded shopping, dining, and amenities. Grab the reins and make the Maverick your own!

114 Main Street, Roundup
560 N US Highway 87 N, Roundup
$110,000
362453 MLS
Buildable 20 acre homesite on a state maintained Highway within 5 minutes of Roundup. Elevated building site offer views with tree trimming and clearing. Alkali Creek is near the north boundary. Approx 490 ft of Hwy frontage. Well and Septic needed. Power on the West boundary.

560 N US Highway 87 N, Roundup
195 Echo Ave, Roundup
$319,000
1 Beds ⋅ 1 Baths ⋅ 362277 MLS
Experience the freedom of 25.8 acres secluded, unrestricted acres with spectacular views of the Beartooth and Crazy Mountains. Explore thousands of acres right beyond your property for hunting, hiking, horseback riding, ATVing, wildlife watching, and more. Deer, wild turkeys, and other wildlife are frequent visitors, making this an ideal Montana hunting basecamp or recreational retreat. After a day outdoors, relax in the completely remodeled cabin featuring a cozy wood stove, Wi-Fi, spray-foam insulation on both levels, new flooring, recessed lighting, and an updated kitchen and bathroom. Metal siding and roofing provide easy, low-maintenance ownership. Multiple potential building sites showcase incredible mountain views and offer room for future expansion. A new storage shed provides additional space for hunting gear, ATVs, tools, and recreational equipment. 2 lots - Additional 38 adjacent acres can be purchased with this property - ML# 362267

195 Echo Ave, Roundup
Echo Ave/Fallow ln, Roundup
$149,000
362267 MLS
Experience the freedom of 38 secluded, unrestricted acres with spectacular views of the Beartooth and Crazy Mountains. The property borders more than 6,000 acres of BLM land, creating an incredible setting for hunters and outdoor enthusiasts with thousands of acres of public land right beyond your property. Activities: Spend your days hunting, hiking, horseback riding, ATVing, wildlife watching, and exploring the surrounding Montana landscape. Deer, wild turkeys, and other wildlife frequent the property, adding to the appeal of this private recreational retreat. Whether you're looking for a hunting basecamp, weekend getaway, or year-round escape, this property puts outdoor adventure right outside your door. Note: Take a look at adjacent property ML # 362277 (Cabin w/ 25 acres)

Echo Ave/Fallow ln, Roundup
123 Quail Drive, Roundup
$629,900
4 Beds ⋅ 2 Baths ⋅ 362262 MLS
Located just minutes from Roundup, Quail Drive offers 19± wooded acres with mostly paved access, no HOA, and plenty of room to bring your animals and enjoy the privacy and freedom of rural Montana. Surrounded by mature pine trees and peaceful views, this one-level home offers plenty of space and privacy. The home features a large primary suite with beautifully tiled bathroom, gas range, whole-house RO system, metal roof, and low-maintenance composite decking. Relax in your rocking chair under the covered front porch or spacious back deck, and a hot tub (negotiable). The heated detached 3-car garage offers both electric and wood stove heat. The property also includes a private well, RV hookups with 50-amp service next to the garage, and level areas offering the opportunity to build an additional shop or structure. Bring your horses, livestock, or other animals. Kids will love the treehouse or take a spin on the zip line. Possible VA assumable loan for qualified veteran.

123 Quail Drive, Roundup
535 Horsethief Road, Roundup
$446,500
4 Beds ⋅ 2 Baths ⋅ 362136 MLS
Don't miss the chance to own a fully fenced and gated 6.86 acres of prime Montana property on a school bus route near Roundup, MT. This well maintained 4 bed 2 full bath home features red oak flooring, remodeled main floor bath with walk-in shower, & metal roof & siding! Main level primary bedroom w/ 2 closets (1walk-in). Eat-in galley kitchen w/ plenty of new upper and lower cabinets, and pantry. Main level is heated w/ an efficient "Yellowstone" wood stove that keeps the home warm and cozy. Lower level has 3 individual electric radiant heated bedrooms, full bath, office/gaming room area, laundry room, 2nd pantry/storage area. This fully fenced property also includes a 28x32 insulated shop with a recent 12x28 addition, 14.5x32 storage building w/ cement floor, chicken coop w/ pen, multiple fenced gardens, 2 horse barns, goat barn w/ pen, and a large well built 12x26 dry cabin with propane heat and spray foam insulation. This cabin is perfect for guests or a man cave/ she shed. Beautiful yard w/ wildlife and large trees create a beautiful landscape. High producing well with plenty of water for livestock, gardens, house and yard. Dryer is propane. No HOA/covenants & private with no visible neighbors. Updated photos will be added October 5th! All info per Musselshell County, Buyer and Buyers agent to verify all info

535 Horsethief Road, Roundup
328 3rd Avenue W, Roundup
$365,000
3 Beds ⋅ 2 Baths ⋅ 361994 MLS
Privacy, views, space, & an impressive list of updates—this property truly has it all! Tucked at the end of the road on an expansive six-lot parcel, this beautifully updated home offers the kind of peaceful, private setting that is hard to find. Start your morning with coffee on the covered porch while enjoying beautiful Ponderosa Pine-covered views, or step outside and make the generous grounds your own. Inside updates include new flooring throughout, fresh interior & exterior paint, new windows, all interior doors, & beautifully refinished cabinets & countertops. The kitchen features a new refrigerator & range, creating a bright & functional space for everyday living & entertaining. The insulated double 2-car detached garage features a new roof, garage doors with openers and additional shop space, offering plenty of room for vehicles, hobbies, toys, storage, and projects. All mechanicals have also been inspected for added peace of mind. With 3 bedrooms plus a bonus space, there is room for everyone. Enjoy no neighbors behind you, a private end-of-road location, & six lots with endless possibilities for outdoor living, gardening, recreation, entertaining, or creating your own private retreat. Peaceful, private, beautifully updated, and surrounded by views—come see why this one feels like home! Don't miss it today!

328 3rd Avenue W, Roundup
320 2nd Street E, Roundup
$325,000
4 Beds ⋅ 2 Baths ⋅ 362081 MLS
Cute, charming, and packed with possibilities! This adorable bungalow-style home offers the kind of flexibility buyers dream about. Whether you’re looking for a cozy home, investment property, hunting lodge, multi-generational setup, or an up-and-down rental, this one deserves a look! The main level offers comfortable living with a bedroom tucked into the attic, plus the opportunity to finish the remaining attic space and create even more living area. The basement adds incredible potential with an additional kitchen, living space, and bedroom with egress—perfect for extended family, guests, or rental income. Outside, the backyard is made for entertaining, with a wood shed that could easily be transformed into a charming bunkhouse, guest space, or hobby retreat. The amazing yard features lush, green grass and plenty of room for gatherings, lawn games, outdoor dining, and relaxing summer evenings. A single-car garage with additional shop space provides room for projects and storage, while RV parking and alley access add even more convenience. Whether you’re dreaming of a home with room to grow, a versatile income property, a weekend hunting retreat, or something uniquely your own—this little bungalow is ready to make it happen!

320 2nd Street E, Roundup
214 2nd Street E, Roundup
$160,000
2 Beds ⋅ 1 Baths ⋅ 362061 MLS
Seller will contribute 3% of purchase price towards buyers prepaids, closing costs, and/or buy down points. Homes don’t get much cuter than this! This charming 2-bedroom, 1-bath home in Roundup combines classic character with thoughtful modern updates. Originally built in 1930, this home has had extensive interior updates recently. Main level offers comfortable, one level living with a functional layout and has been freshly painted top to bottom on the interior. The updated kitchen boasts stainless appliances, updated cabinets and countertops. The tiled, modern walk-in shower is the focal point of the refreshed bathroom. Stay comfortable year-round with gas forced-air heating and a mini-split system for cooling. Outside, the large city lot provides plenty of extra space and flexibility for entertaining, parking or a future garage or shop. Whether you’re looking for a first home, a low-maintenance property, or an investment opportunity, this adorable Roundup home is ready to welcome you!

214 2nd Street E, Roundup
TBD Hw 87, Roundup
$610,000
362021 MLS

TBD Hw 87, Roundup
804 2nd Street W, Roundup
$150,000
9 Beds ⋅ 5 Baths ⋅ 361569 MLS
Room to spread out and plenty of potential in this spacious brick home. The main level offers a large kitchen with abundant cabinetry and counter space, multiple bedrooms, and a generous living room with fireplace. Downstairs, you’ll find even more space with additional rooms, storage, and laundry. Mature trees, a covered front porch, and an established setting add to the appeal. A great opportunity for someone looking for space, character, and potential. Home needs repairs, priced accordingly. NO SELLER FINANCING

804 2nd Street W, Roundup
32 Montana Street, Roundup
$900,000
3 Beds ⋅ 2 Baths ⋅ 361392 MLS
Spread across 100 acres near Roundup, a three-bedroom home sits on a beautifully lush green lawn among several other outbuildings including a barn, grain bin, poultry house, and root cellar. Follow the stream, wander through the timber, explore the sandstone formations, or settle in and watch wildlife pass through. Every part of the acreage has its own personality. Fish the Musselshell River, hike or hunt in the Bull Mountains, camp at Deadman’s Basin Reservoir and fish or float. Billings is about 45 minutes away, so shopping, dining, medical care, and other conveniences are still within easy reach. Bring the horses. Bring the animals. Bring your fishing gear and your sense of adventure. This is 100 acres of water, wildlife, recreation all in one!

32 Montana Street, Roundup
316 11th Avenue E, Roundup
$280,000
4 Beds ⋅ 2 Baths ⋅ 361333 MLS
Ideally located diagonally across from Roundup Elementary School, this property sits on two lots and features a spacious 20' x 30' detached shop, providing ample space for storage, hobbies, projects, or additional workspace. The manufactured home offers 4 bedrooms and 2 bathrooms, providing a comfortable and functional layout with plenty of room for family living. The property is also within walking distance of the city park, community pool, and local sports fields, offering convenient access to recreation and community amenities. With its prime location near the school, generous lot size, and detached shop, this property presents an excellent opportunity for a homeowner or investor.

316 11th Avenue E, Roundup
119 Log Cabin Road, Roundup
$475,000
3 Beds ⋅ 2 Baths ⋅ 361260 MLS
Discover the privacy and beauty of Montana living on this 33+ acre property just outside Roundup! Tucked into a secluded canyon at the end of the road, the property features rugged rock formations, mature trees, and panoramic views. At the top of the property, you'll find level meadowland offering a perfect spot to take in the breathtaking surroundings. The nicely updated 3-bedroom, 2-bath home offers comfortable living with room to enjoy the peaceful setting. The property is well equipped for livestock, hobbies, and more, featuring a finished 40x60 commercial shop with electricity, heat, and A/C, offering the potential to convert into additional living space. Multiple outbuildings, horse shelters, a chicken coop, fenced pasture, an area set up for a round pen, automatic waterers, and an RV hookup add even more versatility. Enjoy the space, privacy, and endless possibilities of country living while remaining just a short drive from Roundup's local amenities!

119 Log Cabin Road, Roundup
218 Main Street, Roundup
$150,000
361197 MLS
Be part of the exciting rejuvenation of downtown Roundup with this versatile Main Street storefront! This property offers excellent potential for an entrepreneur, established business, or investor looking to bring a new vision to the community. With its flexible layout & prime location, possibilities are endless. Imagine this space as a retail shop, fitness & or dance studio, hair/nail/ massage salon, or a unique business of your own. Full basement has a loading dock to the alley. Once used as an apartment with a full kitchen & bathroom, this could be an income source while you run your business on the main level. Whether ready to launch your dream business or expand an existing one, this storefront provides a wonderful opportunity to become part of Roundup's growing downtown revitalization. Bring your ideas, creativity, and vision—this space is ready for its next chapter!

218 Main Street, Roundup
20 Hidden Meadow Lane, Roundup
$575,500
2 Beds ⋅ 2 Baths ⋅ 361076 MLS
Live the Montana dream on nearly 20 acres of private, wooded paradise! This charming rustic log home features 2 bedrooms, 2 bathrooms, a cozy pellet stove, and front and back porches perfect for taking in the serene surroundings and local wildlife. Outside, you'll find a separate fenced yard for the home, livestock fencing, a loafing shed, and a private well. The highlight for storage and projects is the massive 40'x60' insulated shop with 16' doors, alongside a detached 2-car garage. A rare find offering complete privacy, functionality, and classic Big-Sky State living.

20 Hidden Meadow Lane, Roundup
110 Snowflake Road, Roundup
$174,900
1 Beds ⋅ 360890 MLS
Under 180K and 20.5 acres of Montana at its best — just a mile from Roundup on the edge of the Bull Mountains. Two properties in one: roughly 10 acres on a scenic mesa w/ 360 views & prime building sites, & 10 acres dropping into a picturesque coulee with pine trees, rock outcroppings & a second great spot to build. Access from both sides — Snowflake Road up top, Raindrop Road below. The one-room cabin, built in 2021, is well insulated & set up to live off-grid: solar system/panels. 270-gallon water tote, gray-water drain to the lower property. Electricity runs through the mesa portion & a water district line is proposed to the cabin site. Sunrises w/ a cup of coffee. Sunsets with a glass of wine. Quiet you can hear. Roundup is minutes away for essentials & medical, Billings about an hour for everything else. Come take a look today. Note: Also listed as a land listing MLS #360921.

110 Snowflake Road, Roundup
389 Number 4 Road, Roundup
$3,500,000
3 Beds ⋅ 1 Baths ⋅ 359572 MLS
Nestled along the Musselshell River at the foothills of the Bull Mountains, this working cattle ranch and hay farm is a producer and/or sportsman’s dream. The property is perimeter and cross-fenced, and has been used to graze cattle year round. There are at approximately 127 acres under irrigation, and a 65-acre dryland field that could be irrigated with minimal development. These fields can produce up to 4 cuttings/year. Located in the 590 hunting district, trophy elk and whitetail deer, turkeys, upland birds and waterfowl are a regular occurrence. Bald eagles nest near the river, and the occasional wolf has been spotted. The Musselshell River holds catfish, sauger, northern pike, smallmouth bass, and even the occasional walleye. It would be easy to install a few cabins near the river for AirBnb/Vrbo-type rentals. This truly is a Musselshell River paradise.

389 Number 4 Road, Roundup
184 Alec Roy Road, Roundup
$725,000
3 Beds ⋅ 2 Baths ⋅ 360721 MLS
Need a beautiful place with views for days for your horses, this is it. With almost 75 acres , corrals already in place, large pole barn and a amazing home what more could you ask for. The home has been remodeled with the upmost care and has that rustic Montana appeal. The owner has updated numerous things in the home such as central air and heat. Want to raise chicken, no problem there is a chicken coop as well. Property has a good producing well but the new city water line is installed and paid for and would just need to be brought up to the home. There is a 70x40 pole barn that has multiple uses. This property is completely fenced if you wanted to raise some cattle. Several possibilities await on this property, so hurry it will not last long.

184 Alec Roy Road, Roundup
2 Quail Trail, Roundup
$399,900
4 Beds ⋅ 3 Baths ⋅ 360420 MLS
LOOK NEW ROCK BOTTOM PRICE - BUYER'S DREAM - 20 Acre property just minutes west of Roundup, Mt. This property has everything: Outstanding views, Large 3060 sq foot home in like new condition, attached to the home an extra-large six car heated garage with a large shop area. An additional detached two car 1,280 sq foot, detached 384 sq ft office space with utilities was used a beauty salon. Three 12x8 storage sheds. Good well water with underground freeze proof water hydrants throughout the property for livestock water. On a good road for easy access. Lots of good pasture with good grass for pasture. Abundant wildlife. This is a must see to appreciate. We have first right of refusal

2 Quail Trail, Roundup
807 4th Street W, Roundup
$215,000
3 Beds ⋅ 2 Baths ⋅ 360456 MLS
SEE THE POTENTIAL! This home has so much character and potential. 3 bedrooms 2 bath, mudroom, large living room, newer windows, stainless steel appliances, with an open layout. The oversized 2 car garage is ready for your finishes. Main level primary bedroom with attached bath and walk in closet. This home is ready for you to make your memories in. Must see!!

807 4th Street W, Roundup
1112 3rd Street E, Roundup
$395,000
3 Beds ⋅ 3 Baths ⋅ 360356 MLS
Charming newer home at 1112 3rd St E, Roundup, MT — built 2024. Bright, open-concept main level features a spacious living room with abundant natural light flowing through the living area, kitchen includes vinyl countertops and beautiful cupboards and plenty of counter prep space. Main-floor primary suite offers a generous walk-in closet and ensuite with a soaking tub. Thoughtful storage includes space under the stairwell and high ceiling with large ceiling fan off living room. Enjoy a private, fenced backyard and attached 22' x 24' garage. Clean, contemporary, and move-in ready — perfect blend of comfort and convenience, close to all services including parks, schools, shopping. Contact for showings.

1112 3rd Street E, Roundup
118 Shovel Head Way, Roundup
$375,000
6 Beds ⋅ 1 Baths ⋅ 360318 MLS
Unfinished Amish built home located in the desirable Bull Mountains of Central Montana on either 20 or 40 acres. Priced for the 3688sf house, barns, sheds, corrals and 50 gpm well. Woven wire fencing on part of the property for sheep or goats. Additional 20 acres available with a view homesite and shop. No power to the property but adjacent property has power. Ready to finish or live the off grid lifestyle. Seller contract available with minimum 20% down payment. This property is being split off an existing 160 acre parcel. Closing will be subject to final partition unless sold as a full quarter section.

118 Shovel Head Way, Roundup
77 Treetop Road, Roundup
$270,000
2 Beds ⋅ 3 Baths ⋅ 360264 MLS
30 X 40 SHOP IN GREAT SHAPE, HOUSE NEEDS ALOT OF WORK BUT IS FIXABLE, WELL, SEPTIC WORK. A FIXER UPPER BUT WITH THE ACREAGE HAS HUGE POTENTIAL. END OF ROAD PROPERTY WITH LOTS OF GRASS AND WILDLIFE. ROOT CELLAR AND NUMEROUS SMALL OUTBUILDINGS,

77 Treetop Road, Roundup
448 W Parrot Creek Road, Roundup
$449,000
4 Beds ⋅ 1 Baths ⋅ 360225 MLS
Off grid Amish built home with valley views. Located on 40 acres in the beautiful & peaceful Bull Mountains, just outside of Roundup. County maintained gravel road is a huge plus. Needs many finishes completed, but is a solid structure awaiting your personal design. Has a flue for a wood stove. The well pump is powered by a compressor. No water heater. Basically an enclosed shell, insulated and lined with Tyvek. Power on West Parrot Creek Rd. Possible Contract for Deed with minimum 20% down payment.

448 W Parrot Creek Road, Roundup
3843 S U S Highway 87, Roundup
$899,900
4 Beds ⋅ 3 Baths ⋅ 360145 MLS
What a find, this beautiful home with a fully finished walkout basement is very accessible right off Highway 87. A large valley runs through the property and lots of pines surround the home. It is a wildlife paradise including turkeys, mule and white tail deer and an occasional elk. Great well with 5 hydrants through out the property. A massive shop 42x56 with insulation, concrete floor and heat. There are 12 foot doors as well. 20x30 RV shelter included. Most furniture included as well . Partially fenced with plenty of pasture for livestock. This property is little piece of paradise that includes over 72 acres.

3843 S U S Highway 87, Roundup
TBD Buckskin Road, Roundup
$69,500
360001 MLS
Here is your chance to create a generational homestead in Montana! 20 acres of prime hunting and outdoor paradise with an abundance of wildlife including deer, turkey, and the occasional elk. This property features ample building sites for your dream home/cabin, or a perfect spot for your RV during hunting season. Located 30 minutes southwest of Roundup and 35 minutes north of Billings Heights, it offers breathtaking views of the Snowy Mountains. With electrical service already on the property and no restrictions, the possibilities are endless. Take advantage of the Musselshell County Conservation District's tree program to replant areas affected by wildfires.

TBD Buckskin Road, Roundup
TBD US HWY 87 N, Roundup, MT, Roundup
$900,000
359976 MLS
For the first time in over 100 years, this 314+ acre Montana property is available for sale. Located north of Roundup & consisting of two parcels, this rare offering features a great mix of open grazing land & mature Ponderosa pines. Historically used for agricultural grazing, much of the sagebrush has been removed, allowing wild hay to grow across the property. Power is available on-site, & a well is present, although the status of the well pump is unknown. W/ NO zoning and no known restrictions, the property offers outstanding flexibility for a variety of uses. Potential opportunities include grazing, recreation, building, business, investment, or possible subdivision & development. Large tracts of unrestricted land with utilities & a century-long ownership history rarely come to market. This property offers endless possibilities & opportunity to own a unique piece of Montana land.

TBD US HWY 87 N, Roundup, MT, Roundup
TBD Rocky Top Road, Roundup
$60,000
359894 MLS
Check out this secluded piece of paradise on the edge of the Bull Mtns. Tucked in the summit subdivision with easy access to Hwy 87 and only 30 minutes to the heights you can build your dream home or just create a quiet weekend getaway where deer are abundant.

TBD Rocky Top Road, Roundup
21 BIG BUCK Trail, Roundup
$540,000
4 Beds ⋅ 3 Baths ⋅ 359797 MLS
Country living meets modern convenience on 20 acres about 20 minutes from town! This spacious 4 bed, office, and 3 bath home offers 2,428 sq ft on a permanent foundation, currently-VA financed. Enjoy new roofing (2026), flooring(2025), siding (2026), front decking(2026), central air, and back patio, perfect for relaxing. The 35’x45’ heated/cooled shop features cement floors and is framed for insulation and sheetrock-ideal for projects or storage. Upgraded from 500 gal to 1,000 gal propane tank last year for strategic bulk pricing. Productive 20 gpm well serves the property. Garden-ready space, home has Starlink Pole and 100’ cable to home. Tucked on a semi-private road, property offers privacy, space, and comfort with room to grow. Now being sold "as-is," Master bathroom toilet supply line had a leak, and bathroom is opened up down to the studs, ready for the new owner's style for completion.

21 BIG BUCK Trail, Roundup

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