Refine Search
Sort by
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

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

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

25 Denali Cabin Lane, Roundup
$750,000
3 Beds ⋅ 3 Baths ⋅ 359645 MLS
Legacy property offered for the first time in over 30 years—welcome to 25 Denali Cabin Lane in Roundup, MT. The epitome of Montana living, this beautiful log home sits on 40+ private, peaceful acres with breathtaking Bull Mountain views. Featuring 3 bedrooms, 2.5 bathrooms, a tuck-under garage, detached garage, loafing shed, and spacious shop, there’s room for both comfort and functionality. Step onto the wraparound deck and take in the wide-open skies and rolling landscape. A well-fed cistern supports the home, while a gas forced air furnace, central air, and durable metal roof provide year-round comfort and efficiency. Perfect for horses or multi-generational living, with no zoning or restrictions—endless possibilities. Whether you’re seeking a full-time residence or a private retreat, this rare offering captures the true Montana lifestyle.

25 Denali Cabin Lane, 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

154 Old Divide Road, Roundup
$712,000
3 Beds ⋅ 2 Baths ⋅ 357008 MLS
Don't miss your chance to own this fully remodeled country home, you will love the tranquil wide open spaces. This property has a massive 42x60 shop/barn. The trailer home on the property can be transferred with the sale or removed. Plant some new roots here, where you have plenty of room to grow and get the true Montana experience. No restrictions means, bring your hoofed, furry, and feathered friends with you, they will love the views as much as you do! The home has a bonus room, currently being used as an oversized pantry, tons of extra storage, beautifully stained concrete floors in basement, updated light fixtures, grassy pasture, and so much more. A short drive to Billings gives the convenience of city living and amenities without having to deal with all of the hustle and bustle on a regular basis. Includes three 10+ acre lots, with 2 additional lots available. MLS# 356429.

154 Old Divide Road, Roundup

4221 Us Highway 87 S, Roundup
$650,000
4 Beds ⋅ 4 Baths ⋅ 359170 MLS
10.06 acres of Montana country living with easy highway access and room to roam. Mature trees, open yard, and a creek running the property all set well off the road for privacy. Bring your 4H animals and make use of the barn and fenced acreage! Former Parade of Homes feature 1969. Ranch-style home offers 2,312 sq ft with 4 bedrooms and 3.5 baths. Main level features a true primary suite with attached bath and double-sink vanity, plus two additional bedrooms, a wood fireplace, spacious living room area, and a well-appointed kitchen. Walk-out basement adds a fourth bedroom, full bath, and second wood fireplace. Front porch, patio, central cooling, and carport parking round out the property. Bring your boots and take a look.

4221 Us Highway 87 S, 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

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

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

213 Winchester Drive, Roundup
$496,500
2 Beds ⋅ 2 Baths ⋅ 359560 MLS
Escape to your own slice of Montana paradise at 213 Winchester Dr in Roundup. Set on 5 private acres backed up to county park land, surrounded by pine trees and big sky views, this beautiful log home blends rustic charm with modern updates. Featuring 2 beds, 2 baths, soaring vaulted ceilings, exposed log beams, a cozy wood stove, central air, propane furnace, and an open-concept layout with loft-style upper bedroom and pantry storage. There is room to add another bedroom upstairs. Recent improvements include a new roof (2023), new foundation (2024), Mid-Rivers WiFi (2024), and updated heating, plumbing, and radon mitigation systems. Outside a detached shop with oversized garage bays, parking, RV hookup access, and peaceful privacy in every direction. Whether you're looking for a full-time residence, hunting retreat, or weekend getaway, this property captures the best of Montana living.

213 Winchester Drive, Roundup

127 Quail, Roundup
$480,000
4 Beds ⋅ 1 Baths ⋅ 355608 MLS
Barndominium Engineered as Versatile Use Fly-in-Ready Fortress. 20 Acres, 1400' Grass Airstrip, Helipads. Fully Fenced 12 wire, Gated Private Drive. Weed-Free Grazing Ranchette. Built Like a Beast on Solid Rock (NO 2x4 stick house). Timber Pressure Treated & Heavy Steel. Bolted & Spiked. Anchored to TREX & Fibered Cement. Metal Clad, 2x8 Walls R-27, 2x10 Roof R-37. Overheads 10'x10' &10'x8' Insulated Seal. Footprint 52'x54' + Dual Patios 1600. Fully Enclosed-Sealed. 72 Summer, 38 Winter. w/o HVAC. Interior 16' Cathedral Ceiling, w/ Infinite Potential. Smart Utilities. Roof Fills 700 gal Tanks. 120Amp 120v & 50Amp 240v inside. Wood Heat + 5 winters of wood. New Appliances Crates. (+3 frig, 2 mw, 3 2'x4'x8' Closets, ++). A space in-Shop Sleeps 3, 1 Bath. A-Frame Guest Loft Sleeps 2 + Shed 600sq. Comfortable as-is. 20+ Guests. Lots Equipment/Materials Go w/. Listing Reflects Condition.

127 Quail, 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

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

501 1st Street W, Roundup
$439,900
5 Beds ⋅ 4 Baths ⋅ 359243 MLS
This is your opportunity to own amazing completely custom renovated home. This home is over 3700 square feet. It features income potential with a full basement apartment that has a separate entrance. The apartment features three bedrooms and 1 bathroom with a spacious kitchen and living area. The main living has a custom beautiful kitchen large living space, great size dining area for the family gathering. The entry to this home is spectacular with a beautiful staircase to the upstairs. There is no doubt this house was renovated with the utmost care. The back yard is fenced with a raised bed garden there are three porches where you can relax and reflect. The oversized carport has been built where if desired can be converted into a garage. Make sure that you make an appointment to see this home it is one of a kind.

501 1st Street W, 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

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

How much is your home worth?

Get instant property value now!