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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

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

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

72 Rehder Road, Roundup
$479,000
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 well log.

72 Rehder Road, 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

1201 3rd Street W, Roundup
$279,000
4 Beds ⋅ 2 Baths ⋅ 359441 MLS
Great income producing property or generational living capabilities that's even charming? Each unit rents for $1,450.00. This property has new wiring, new plumbing, new sewer lines, new upgrades everywhere you look plus comes furnished and ready to take over. In the heart of the city, close to parks, hospital, schools this is the perfect rental / income property. An open concept living space on the main floor with two bedrooms, spacious living room, front covered porch, upgraded kitchen, bathroom. The basement unit is unique in its design, absolutely adorable and functional. Upgrades everywhere make this unit loaded with character, easy maintenance, easy living. 2 bedrooms, bath, kitchen and living room in lower unit. Great income or extended family space. Don't miss this one, great income resource!

1201 3rd Street W, 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

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

482 Number 4 Road, Roundup
$449,000
1 Beds ⋅ 1 Baths ⋅ 359038 MLS
THIS IS AN AMISH BUILT 1376 SF HOME ATTACHED TO AN 1824 SF WAREHOUSE PREVIOUSLY USED AS A COMMUNITY STORE. MANY POSSIBILITIES FOR THIS PROPERTY. FULL LENGTH COVER PORCH 10FT X 80 FT. MANY POTENTIAL HOME BUSINESS USES POSSIBLE. LOCATED ON A COUNTY MAINTAINED ROAD. POWER IS ON THE PROPERTY TO A SEPERATE HOMESITE. CURRENTLY OFF GRID WITH COMPRESSOR POWERED WELL PUMP THAT REQUIRES A COMPRESSOR. THE 3560 SF BARN IS A SHOWPIECE THAT CAN BE FINISHED IN MANY WAYS. THE LAND HAS PASTURE, GOOD FENCING, RUNOFF DRAINAGE, ROCK OUTCROPPINGS AND TREES. CASH OR IN HOUSE BANK FINANCING. EXCLUDED ARE STORE FIXTURES, PORTABLE LIVESTOCK PANELS, SOLAR PANELS, WOODSTOVE, PRESSURE TANK FOR THE WELL, ELK SCULPTURE ON THE HOUSE (WOOD), THE ICE HOUSE AND PERSONAL POSSESSIONS. RECENT APPRIASAL FOR BRIDGE LOAN CAME IN AT $520,000.00.

482 Number 4 Road, Roundup

nhn Deer Lane, Roundup
$109,900
358378 MLS
Are you looking for a secluded get away? These 20 acres are very private, with lots of Ponderosa Pines and quiet. The land suffered a burn 10+ years ago (see photos), but over 30% of the trees survived. If seclusion is your desire, this could be a great place for your own off-grid cabin far from the city lights. Located in the Bull Mountains 40 miles north of Billings and 10 miles south of Roundup, it is only about 5.5 miles off the state highway, with approx. 2.5 miles of dirt/gravel road from the pavement. The private road is only maintained as the neighbors determine/desire, so snow plowing may be required and a 4x4 is recommended when wet. Wildlife here includes Deer, Elk, Black bear, Turkeys, and grouse. Power is about a 1/2 of a mile to the south. The owner wants to sell on a contract for deed with 25 to 30% down. Call for details.

nhn Deer Lane, Roundup

420 3rd Street W, Roundup
$235,000
3 Beds ⋅ 2 Baths ⋅ 357841 MLS
Great bones and loads of space with great potential for sweat equity. Through the front door entry you will be greeted with open space living room, dining area, fireplace. There are two bedrooms on the main floor, up a few stairs is the Primary bedroom with extra closet space, a changing room and bathroom. The kitchen is spacious, offering plenty of counter top space & cupboards and an exit to the deck and fenced backyard. There is an underground sprinkler system, two car garage and an oversized lot. Property has been a rental for many years, seller is unaware if all appliances and sprinkler system are in working order. Newer paint on the outside, some windows have been upgraded. Close to shopping, schools, park, medical facilities.

420 3rd Street W, 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

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