Real Estate Investment Properties for Sale in Roundup, MT

Looking for investment property in Roundup, MT with high ROI ?

Explore a variety of short-term homes & houses in Roundup, MT. Invest wisely with VRBO & Roundup, MT Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Roundup, MT

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
154 Old Divide Road Roundup, MT Don't miss your chance to own this fully remodeled country home, you will love the tranqui...	3 beds \| 2 baths \| 2,970 sq.ft.	$712,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.47% Airbnb Rental Income: $null Traditional Rental Income: $2536 Airbnb ROI: N/A Traditional ROI: 2.47%
123 Quail Drive Roundup, MT Welcome to Quail Drive, a private retreat on 19+/- wooded acres just minutes from Roundup....	4 beds \| 2 baths \| 3,760 sq.ft.	$654,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.54% Airbnb Rental Income: $null Traditional Rental Income: $2378 Airbnb ROI: N/A Traditional ROI: 2.54%
7 Aspen Dr Roundup, MT Enjoy the allure of log cabin living giving the space and comfort your family deserves, si...	3 beds \| 3 baths \| 3,072 sq.ft.	$630,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $2963 Airbnb ROI: N/A Traditional ROI: 3.59%
814 1st Street W Roundup, MT Don't miss this opportunity to live life in full color in this tastefully finished 4 bedro...	4 beds \| 1 baths \| 1,756 sq.ft.	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $1196 Airbnb ROI: N/A Traditional ROI: 3.46%
213 Winchester Drive Roundup, MT Escape to your own slice of Montana paradise at 213 Winchester Dr in Roundup. Set on 5 pri...	2 beds \| 2 baths \| 1,600 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.71% Airbnb Rental Income: $null Traditional Rental Income: $2415 Airbnb ROI: N/A Traditional ROI: 3.71%
10 W Sunshine Road Roundup, MT Custom Amish home with Rustic Elegance meets modern luxury a stunning retreat on 20.2 acre...	3 beds \| 1 baths \| 864 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.67% Airbnb Rental Income: $null Traditional Rental Income: $1711 Airbnb ROI: N/A Traditional ROI: 3.67%
262 Roland Road Roundup, MT Escape to 20 secluded acres in the heart of the Bull Mountains, surrounded by mature Ponde...	1 beds \| 1 baths \| 288 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $1219 Airbnb ROI: N/A Traditional ROI: 3.61%
86 Winchester MT Remington Trl Roundup, MT This is the perfect property, 20 beautiful acres under the big sky with a NEW TWO STORY TH...	3 beds \| 2 baths \| 2,236 sq.ft.	$287,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.14% Airbnb Rental Income: $null Traditional Rental Income: $2547 Airbnb ROI: N/A Traditional ROI: 7.14%
31 Three Forks Way Way Roundup, MT This custom built home on a little over 16 acres is located just 30 minutes from Billings ...	3 beds \| 2 baths \| 2,660 sq.ft.	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.45% Airbnb Rental Income: $null Traditional Rental Income: $2519 Airbnb ROI: N/A Traditional ROI: 3.45%
420 3rd Street W Roundup, MT Great bones and loads of space with great potential for sweat equity. Through the front do...	3 beds \| 2 baths \| 2,351 sq.ft.	$255,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.05% Airbnb Rental Income: $null Traditional Rental Income: $2179 Airbnb ROI: N/A Traditional ROI: 7.05%
245 Johnny's Coal Road Roundup, MT Charming Log Home on 20 ACRES! Enjoy peaceful country living in this beautiful log home fe...	4 beds \| 2 baths \| 2,580 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2560 Airbnb ROI: N/A Traditional ROI: 4.04%
101 Smith Road Roundup, MT Absolutely stunning 20 acre parcel groomed like a park and surrounded by natural beauty. L...	4 beds \| 3 baths \| 2,053 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $2388 Airbnb ROI: N/A Traditional ROI: 2.72%
119 Log Cabin Rd Roundup, MT Escape to your own private retreat in the beautiful Bull Mountains just outside of Roundup...	3 beds \| 2 baths \| 1,064 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.28% Airbnb Rental Income: $null Traditional Rental Income: $1653 Airbnb ROI: N/A Traditional ROI: 2.28%
24 Klein Rd Roundup, MT	N/A beds \| N/A baths \| N/A	$93,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.5% Airbnb Rental Income: $null Traditional Rental Income: $487 Airbnb ROI: N/A Traditional ROI: 2.5%
TBD Buckskin Rd Roundup, MT	N/A beds \| N/A baths \| N/A	$69,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $496 Airbnb ROI: N/A Traditional ROI: 4.01%
NHN 3rd St E Roundup, MT	N/A beds \| N/A baths \| N/A	$149,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.92% Airbnb Rental Income: $null Traditional Rental Income: $487 Airbnb ROI: N/A Traditional ROI: 0.92%
TBD Smith Ct Roundup, MT	N/A beds \| N/A baths \| N/A	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.09% Airbnb Rental Income: $null Traditional Rental Income: $496 Airbnb ROI: N/A Traditional ROI: -0.09%
28 lots 10th Ave W Roundup, MT	N/A beds \| N/A baths \| N/A	$185,400	Airbnb cash on cash: N/A Traditional cash on cash: 0.45% Airbnb Rental Income: $null Traditional Rental Income: $496 Airbnb ROI: N/A Traditional ROI: 0.45%
51 Buckskin Rd Roundup, MT	N/A beds \| N/A baths \| 0 sq.ft.	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.93% Airbnb Rental Income: $null Traditional Rental Income: $771 Airbnb ROI: N/A Traditional ROI: 2.93%
31 Three Forks Way Roundup, MT Custom built home sits on a little over 16 acres, it is located just 30 minutes from Billi...	3 beds \| 2 baths \| 2,660 sq.ft.	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $2583 Airbnb ROI: N/A Traditional ROI: 3.57%
606 3rd St W Roundup, MT Cozy and quaint, you'll fall in love with spacious 4 bedroom, 3 bath home. This house feat...	4 beds \| 3 baths \| 2,590 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.81% Airbnb Rental Income: $null Traditional Rental Income: $2908 Airbnb ROI: N/A Traditional ROI: 10.81%
78 Rocky Top Road Roundup, MT Tucked away at the end of a quiet road just 30 miles from Billings, this rare 20-acre prop...	3 beds \| 2 baths \| 1,760 sq.ft.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.89% Airbnb Rental Income: $null Traditional Rental Income: $2144 Airbnb ROI: N/A Traditional ROI: 4.89%
70 Rocky Top Rd Roundup, MT	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.26% Airbnb Rental Income: $null Traditional Rental Income: $580 Airbnb ROI: N/A Traditional ROI: 6.26%
1020 5th Street E Roundup, MT Under construction now! This single level style home offers the perfect blend of location ...	3 beds \| 2 baths \| 1,556 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $2128 Airbnb ROI: N/A Traditional ROI: 5.39%
23 Mule Deer Lane Roundup, MT Come see your forever home on 20+/- acres in the Bull Mountains! Located south of Roundup,...	3 beds \| 2 baths \| 1,848 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.96% Airbnb Rental Income: $null Traditional Rental Income: $2487 Airbnb ROI: N/A Traditional ROI: 2.96%
421 9th Avenue W Roundup, MT Contractor's dream! This charming two-story home is currently under construction and can b...	2 beds \| 1 baths \| 2,017 sq.ft.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $1354 Airbnb ROI: N/A Traditional ROI: 6.22%
410 4th St E Roundup, MT	3 beds \| 1 baths \| 880 sq.ft.	$118,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.74% Airbnb Rental Income: $null Traditional Rental Income: $1184 Airbnb ROI: N/A Traditional ROI: 7.74%
118 Buckskin Dr Roundup, MT	N/A beds \| N/A baths \| N/A	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $580 Airbnb ROI: N/A Traditional ROI: 3.23%
647 Majerus - Lot 1 Rd Roundup, MT	N/A beds \| N/A baths \| N/A	$49,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.92% Airbnb Rental Income: $null Traditional Rental Income: $580 Airbnb ROI: N/A Traditional ROI: 7.92%
nhn Deer Ln Roundup, MT	N/A beds \| N/A baths \| N/A	$109,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $580 Airbnb ROI: N/A Traditional ROI: 2.75%
0000 14th Ave E Roundup, MT	N/A beds \| N/A baths \| N/A	$56,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.8% Airbnb Rental Income: $null Traditional Rental Income: $580 Airbnb ROI: N/A Traditional ROI: 6.8%
32 Montana Street #32 Roundup, MT Looking for a 100 acres and a little peace of paradise this property is for you. With year...	3 beds \| 1 baths \| 2,064 sq.ft.	$900,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.31% Airbnb Rental Income: $null Traditional Rental Income: $2078 Airbnb ROI: N/A Traditional ROI: 1.31%
623 3rd Street E Roundup, MT MOTIVATED SELLER - NEW LOWER PRICE - TAKE A LOOK. OUTSTAND VALUE - THIS 2,016 SQ FOOT 4-BE...	4 beds \| 2 baths \| 3,024 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.78% Airbnb Rental Income: $null Traditional Rental Income: $2068 Airbnb ROI: N/A Traditional ROI: 6.78%
482 Number 4 Road Roundup, MT THIS IS AN AMISH BUILT 1376 SF HOME ATTACHED TO AN 1824 SF WAREHOUSE PREVIOUSLY USED AS A ...	1 beds \| 1 baths \| 3,200 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $1664 Airbnb ROI: N/A Traditional ROI: 2.17%
1015 1st Street W Roundup, MT Looking for space and value in Roundup? This one delivers. This 4-bedroom, 2-bath home off...	4 beds \| 2 baths \| 2,528 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.3% Airbnb Rental Income: $null Traditional Rental Income: $2537 Airbnb ROI: N/A Traditional ROI: 9.3%
120 Buckskin Rd Roundup, MT	N/A beds \| N/A baths \| N/A	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $594 Airbnb ROI: N/A Traditional ROI: 3.38%
123 Smith Road Roundup, MT IF YOU ARE LOOKING FOR PROPERTY THAT HAS QUITE SECUSION LOCATED IN THE HEART OF THE BULL M...	2 beds \| 1 baths \| 1,008 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $1330 Airbnb ROI: N/A Traditional ROI: 3.7%
4221 Us Highway 87 S Roundup, MT 10.06 acres of Montana country living with easy highway access and room to roam. Mature tr...	4 beds \| 4 baths \| 2,312 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $3179 Airbnb ROI: N/A Traditional ROI: 3.86%
501 1st Street W Roundup, MT Contract for deed available! This is your opportunity to own amazing completely custom ren...	5 beds \| 4 baths \| 3,729 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.29% Airbnb Rental Income: $null Traditional Rental Income: $4094 Airbnb ROI: N/A Traditional ROI: 7.29%
1016 5th St E Roundup, MT Welcome to this thoughtfully designed and well crafted home located in the heart of Roundu...	3 beds \| 2 baths \| 1,440 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.31% Airbnb Rental Income: $null Traditional Rental Income: $2053 Airbnb ROI: N/A Traditional ROI: 5.31%

Real Estate investment in Roundup, MT

There are 63 properties for sale in the city of Roundup . The median list price in Roundup is $199,397 and the average price per square foot is $101. In June 2026, the average monthly cash on cash return in Roundup is 4.00%. The average monthly rental income in Roundup is $1,979.

Roundup, MT Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 63 investment properties available for sale in Roundup.

The ROI for Short-Term is higher than the Long-Term in Roundup with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Roundup, MT

154 Old Divide Road

Roundup, MT

3 beds | 2 baths | 2,970 sq.ft.

$712,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.47%

Airbnb Rental Income: $null

Traditional Rental Income: $2536

Airbnb ROI: N/A

Traditional ROI: 2.47%

123 Quail Drive

Roundup, MT

4 beds | 2 baths | 3,760 sq.ft.

$654,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2378

Airbnb ROI: N/A

Traditional ROI: 2.54%

7 Aspen Dr

Roundup, MT

3 beds | 3 baths | 3,072 sq.ft.

$630,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.59%

Airbnb Rental Income: $null

Traditional Rental Income: $2963

Airbnb ROI: N/A

Traditional ROI: 3.59%

814 1st Street W

Roundup, MT

4 beds | 1 baths | 1,756 sq.ft.

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1196

Airbnb ROI: N/A

Traditional ROI: 3.46%

213 Winchester Drive

Roundup, MT

2 beds | 2 baths | 1,600 sq.ft.

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.71%

Airbnb Rental Income: $null

Traditional Rental Income: $2415

Airbnb ROI: N/A

Traditional ROI: 3.71%

10 W Sunshine Road

Roundup, MT

3 beds | 1 baths | 864 sq.ft.

$345,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.67%

Airbnb Rental Income: $null

Traditional Rental Income: $1711

Airbnb ROI: N/A

Traditional ROI: 3.67%

262 Roland Road

Roundup, MT

1 beds | 1 baths | 288 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.61%

Airbnb Rental Income: $null

Traditional Rental Income: $1219

Airbnb ROI: N/A

Traditional ROI: 3.61%

86 Winchester MT Remington Trl

Roundup, MT

3 beds | 2 baths | 2,236 sq.ft.

$287,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.14%

Airbnb Rental Income: $null

Traditional Rental Income: $2547

Airbnb ROI: N/A