(11) Roundup Real Estate

(11) Roundup Real Estate

Welcome to Roundup, Montana—a hidden gem nestled in the heart of Musselshell County. This charming town boasts a rich history, stunning landscapes, and a welcoming community that makes it an ideal place to call home. With a population of just over 1,800 residents, Roundup offers a small-town atmosphere where neighbors know each other, and the spirit of camaraderie flourishes.

Roundup is surrounded by breathtaking natural beauty, with the rolling hills and vast prairies of Montana serving as a picturesque backdrop. Outdoor enthusiasts will find plenty of opportunities for adventure, from hiking and biking to fishing and hunting in the nearby Yellowstone River and Bull Mountains. The area is also home to several parks and recreational areas, making it easy to enjoy a day in the great outdoors.

The town itself features a quaint downtown area filled with local shops, eateries, and historical landmarks. The Musselshell Valley Historical Museum is a must-visit, offering a glimpse into the region's past and its vibrant culture. Roundup also hosts various community events throughout the year, fostering a sense of belonging and pride among residents.

For families, Roundup offers access to quality education with its well-regarded schools and a variety of extracurricular activities. The cost of living is affordable, and the real estate market provides a range of options—from cozy single-family homes to larger properties with ample land.

Whether you’re looking for a peaceful retreat or a place to raise a family, Roundup, Montana, is a community brimming with charm and opportunity. Come explore all that this delightful town has to offer!

Newest Listings in (11) Roundup

22 Indian Road, Roundup
$400,000
3 Beds ⋅ 2 Baths ⋅ 362545 MLS
21 MONTANA ACRES in a Ponderosa pine forest, with sweeping valley views! This light-filled home offers 3bed/2bath, a huge office that could serve as an add'l bedroom, and an open loft with fantastic forest views. Vaulted ceilings make the space feel bright and welcoming. The primary bath features a dual-head shower, and a smart-wired system runs throughout.The major infrastructure and hard work are already in place: radiant-heat flooring, 200-amp electrical service, 1,000-gallon propane tank, tankless water heater, and a well producing 10 gallons per minute. The upstairs has a 30,000-BTU MrCool ducted system for heat and A/C, in add'n to a wood-burning stove. The electrical service could be upgraded to 400 amps to support a future shop, which can be built next to the home.A covered porch on both sides provides outdoor living space and covered parking for up to three vehicles or recreational toys. There’s also a 50-amp hookup for an RV or trailer.The home is ready for its finishing touches: upstairs flooring and some baseboards remain to be installed, with materials on premise (w/exception of upstairs flooring), and the sheetrock walls need sanding and paint. Complete the final details to suit your style and enjoy the privacy and views this Montana property already offers. New(er) Washer, dryer, and freezer are also included.

22 Indian Road, 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
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
620 3rd Street W, Roundup
$270,000
4 Beds ⋅ 2 Baths ⋅ 362265 MLS
Updated and spacious 4-bedroom, 2-bath home offering approximately 2,931 sq ft of living space on a 7,000 sq ft lot in Roundup. The home features numerous interior updates along with generous living areas and flexible space throughout. Approximately half of the basement is finished, providing additional room for a family room, recreation area, home office, hobbies or storage. New exterior siding is currently being completed, adding to the home's recent improvements and refreshed appearance. With nearly 3,000 sq ft, this property offers plenty of room to spread out while still providing opportunities for a new owner to personalize the remaining unfinished areas. Conveniently located near local schools, shopping and community amenities. A great opportunity for buyers looking for substantial square footage and an updated home at an attractive price point.

620 3rd Street W, 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
33 Cobie Lane, Roundup
$134,500
362206 MLS
20 acres at the end of the road give you your own meadow in a private area with lots of Ponderosa Pines, seclusion and quiet. Part of the property suffered a burn 10+ years ago (see photos), but over 75% of the trees survived. If seclusion is your desire, this could be a great place for your own cabin far from the city lights or a place to relocate and build your home. Located in the Bull Mountains 40 miles north of Billings and 10 miles south of Roundup, it is only about 5 miles off the state highway, with approximately 2.5 miles of dirt/gravel road to travel from the pavement. The private roads are only maintained as the neighbors determine or desire, so snow plowing may be required and a 4x4 is recommended when wet. Folks do live in the area year-round. Wildlife here includes Deer, Elk, Black bear, Turkeys, coyotes, mountain lions and grouse. Property is partially fenced. Power was run to the edge of the meadow years ago (see photos) and at some point someone did have a mobile home on the property. The owner is willing to sell on a contract for deed with 20% down over 10 years at 10.99%.

33 Cobie Lane, 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
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