Refine Search
Sort by
$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

$749,900
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

$539,900
3 Beds 2 Baths 360684 MLS
Custom built home sits on a little over 16 acres, it is located just 30 minutes from Billings and 15 minutes from Roundup. This spacious home features an open concept with hardwood floors and travertine through-out, has a beautiful wood burning stove that heats the entire house, custom light fixtures, primary suite includes a tiled shower w/ custom glass shower door & large walk-in closet. 9 foot ceilings, 8 foot double hung entryway door, stained and stamped concrete accents, wheelchair ramp for easier access, new hardboard siding(2024), built out of 8 inch thick insulated concrete forms for increased fire resistant construction. Brand new 30 x 30 shop built in 2025 that is ready to add an overhead garage door to. This property provides space, privacy & peaceful country living.

31 Three Forks Way, Roundup

$1,425,000
3 Beds 3 Baths 360345 MLS
Luxury Montana living on 76 acres in Roundup. NO HOAS. Built in 2021, this custom log rancher blends rustic craftsmanship, modern finishes, privacy, and wide-open space. The open kitchen features quartz countertops and flows into the main living area, creating a warm, inviting setting. The home offers 1 bedroom on main level and 2 additional bedrooms on the lower level, with flexible space for guests, family, or a quiet retreat. Enjoy a private well, septic system, & home generator. A Shed + detached 32x40 heated shop provides storage, workspace, and extra parking for equipment, trailers, recreational vehicles, or toys. With several potential buildable sites, this property offers room to expand or create your Montana dream setup. Located just 15 min from Roundup & 60 min from Billings. Ideal full-time residence, hunting retreat, home away from home, or private recreational escape.

71 Hay Coulee Road, Roundup

$139,500
3 Beds 1 Baths 360188 MLS
Opportunity awaits with this charming 1 1/2 story cottage built in 1920, located in the original historic townsite of Roundup. Offering three bedrooms and one bath, the kitchen was remodeled in 2014, and the home sits on a spacious, fenced backyard featuring a garden area with plenty of room for outdoor enjoyment. The one-car garage was converted into potential living space. Walking distance to all of Roundup. New Roof 2023. This property is ready for someone with vision and a willingness to restore it to its full potential. Being sold in its current condition, it offers an excellent opportunity for investors, renovators, or buyers looking to build equity while creating a home that reflects their own style and taste.

305 W 1st Street, Roundup

$275,000
3 Beds 2 Baths 360153 MLS
An updated house + large shop + shed + RV dump on 3 city lots only 5 blocks from Roundup High School? Yes, please! Before entering the kitchen through the side door, there's a large covered patio perfect for relaxing or entertaining. The main floor has an updated kitchen, large laundry room with half bath, spacious living room with enough room for a dining table & couches, a large bedroom, & a full bathroom. Downstairs are two non-egress bedrooms, a storage room, & a flexible room perfect for a second living room or crafting area as it is currently used. The pellet stove in the lower level doesn't currently work but the chimney is intact & ready for you to add your preferred heating source, if you want. The main floor & exterior have been thoughtfully & tastefully updated with quality materials over the past few years, making this home ready for you to move right in & make it your own.

1005 4th St W, 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.

S34, T09 N, R25 E, SW4NW4 TBD US HWY 87 N, Roundup, MT, Roundup

$425,000
3 Beds 2 Baths 359828 MLS
Escape to the peace and beauty of this well-maintained 3-bedroom, 2-bath home situated on 20.28 acres of scenic Montana countryside. Built in 2021, this 1,728-square-foot home offers comfortable single-level living with an open-concept design, spacious kitchen featuring a large island, pantry, and abundant cabinetry, and a bright living area ideal for gathering with family and friends. Recent updates include extensive landscaping, wraparound decks, and a newer roof installed in 2025. Outside, you’ll find a 30x30 shop ready for projects, equipment, or recreational storage, along with RV parking, RV power hookup, and septic access. Whether you’re looking for a full-time residence, hobby ranch, or Montana retreat, this property delivers wide-open spaces, breathtaking scenery, and room to live the lifestyle you’ve been dreaming of. Information deemed reliable but not guaranteed. Buyer and buyer’s agent to verify all information.

4 N Moonlight Drive, Roundup

$459,000
1 Baths 359888 MLS
Welcome easy to maintained newer construction Shop with a 768 sq ft apt above , plus a separate 640 sq ft guest house/bunk house. The studio style bunkhouse comes completely furnished, move in ready or rent out for added income or multi generational living. You will fall in love with this perfect Montana property the minute you drive up to the gate. Fenced 15.78 acres, 2 meadows, pine groves, low maintenance buildings, apple trees, garden, two septic systems, 2 full RV Hookup, one inside the 40 X 48 shop the other outside by the bunkhouse. Wood stoves in both units will keep you cozy & seller has cut cords of wood that are already stacked and ready for winter. Chicken coop, storage shed, carport are additional outbuildings. The shop is fabulous, live upstairs & work in the shop. Conveniently located 15 minutes from town, this property offers privacy, country living at its best.

55 Loop Road, Roundup

$585,000
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.

21 BIG BUCK Trail, Roundup

$194,900
3 Beds 1 Baths 359776 MLS
Charming Roundup property with one of the most sought-after features in the area - a 30x24 heated and insulated detached garage/shop! Whether you need space for vehicles, projects, tools, hunting gear, ATVs, or hobbies, this shop adds incredible versatility and value. This 3-bedroom home offers a functional layout along with numerous exterior improvements already completed including updated siding, newer roof and gutters, new front and back decks, newly established lawn, a paver patio, fenced dog run and additional storage shed. The spacious yard creates plenty of room to relax, entertain, or enjoy small-town Montana living. Conveniently located near the Bull Mountains, this property offers the affordability and utility many buyers are searching for. A great opportunity for first-time buyers, downsizers, outdoor enthusiasts, or anyone wanting extra garage/shop space.

204 6th Street W, Roundup

$83,000
359681 MLS
20.43 acres in Roundup Mesa Subdivision just 2.5 miles from Roundup. This property offers rolling terrain, expansive views, and multiple potential building sites with room to spread out and enjoy the Montana landscape. Features include perimeter fencing, a rustic barn/shed, native grasses, scattered rock outcroppings, and visible remnants of an older paved roadway that remain on portions of the property, potentially providing a solid base for future driveway access. HOA-maintained roads provide year-round access while maintaining a private rural setting. The varied terrain offers privacy, open pasture, and elevated areas that capture views of the surrounding countryside. Whether you're looking for a future homesite, recreational retreat, or investment opportunity, this acreage offers flexibility and convenient access to town. Buyer to verify utilities, HOA information, covenants, well/septic approvals, and building requirements.

Parcel 12 Roundup Mesa Rd, 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

$525,000
4 Beds 2 Baths 359643 MLS
Charming Home on 7+ Acres! Experience peaceful country living in this beautiful rural setting featuring 4 bedrooms and 2 bathrooms. The home offers two spacious living areas—one showcasing stunning valley views and the other featuring a cozy wood-burning stove and a walkout, perfect for relaxing or entertaining guests. Outside, the property includes an attached garage, a 24x40 shop, and a 64x40 Quonset, providing ample space for hobbies, storage, or equipment. Enjoy the privacy and open space of country living while still being conveniently located just minutes from Roundup and only a 45-minute drive to Billings. This property offers the perfect balance of tranquility and accessibility. Drilled Well 18 gal/min as per DNRC.

72 Rehder Road, Roundup

$499,000
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. Recent improvements include a new roof (2023), new foundation (2024), Mid-Rivers WiFi (2024), and updated heating, plumbing, and radon mitigation systems. Outside you'll find a large detached shop with oversized garage bays, gravel 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

$249,000
359530 MLS
Here is your private Montana Oasis you have been waiting for in the heart of the Bull Mountains. This property is a must-see w/amazing views of the Snowy Mountains & plenty of privacy. Featuring a Shop w/an attached office or area to stay the night w/an attached bath. Bathroom is ran off a 110-gal water tank w/an electric H2O heater. Shop area is 37x37 w/220 electric available, great storage area or area to make into a living quarter w/pull down stairs into the office. This property is 100% private & ready for its new owner to make it their own. Land is 1/4 pine trees, lots of flat grass land to build a house or cabin & the electric is already ran. Horses & other livestock welcome, 10 miles south of Roundup, 2 miles west of HWY 87N via privately maintained roads. Do not wait, call your agent today and finally buy your Montana dream. Must be accompanied by a Real Estate Agent to view.

17 Grassland Way, Roundup

$320,000
1 Beds 1 Baths 359524 MLS
Montana dream property with 20 acres of breathtaking fenced acres just 10 minutes from Roundup with wide-open views, varied terrain, abundant wildlife, and endless possibilities. This charming 1-bedroom home with loft and full bath offers rustic comfort featuring vaulted ceilings, central air, and electric forced air heat. Enjoy the wraparound porch perfect for soaking in Montana skies and scenery. The property also includes a cozy bunkhouse with attached shed, wood shed, and an additional storage shed, three-sided garage for equipment and storm protection, RV plug-ins, and water collection areas throughout the property. Level areas provide usability while natural terrain adds privacy and recreation opportunities. Home will be on a permanent foundation prior to closing! Please do not enter property without an appointment!!

5 Timberland Way, Roundup

$355,000
3 Beds 2 Baths 359468 MLS
Tucked away at the end of a quiet road just 30 miles from Billings, this rare 20-acre property offers the perfect blend of privacy, natural beauty, and peaceful country living. Surrounded by mature trees and breathtaking scenery, this charming home features 3 bedrooms, 1.5 bathrooms, and 1,760 square feet of comfortable living space. Enjoy the tranquility of wide-open spaces while still being conveniently close to city amenities. Whether you’re looking for a private retreat, hobby farm potential, or a place to enjoy Montana’s stunning landscapes and wildlife, this unique property provides endless opportunities. Rarely does a property with this much seclusion, acreage, and natural beauty become available so close to Billings. Don’t miss your chance to own this exceptional slice of Montana paradise.

78 Rocky Top Road, Roundup