Real Estate Investment Properties for Sale in Cumberland, WI

Looking for investment property in Cumberland, WI with high ROI ?

Explore a variety of short-term homes & houses in Cumberland, WI. Invest wisely with VRBO & Cumberland, WI 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 Cumberland, WI

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
2285 Carlone Street lot: 10 Cumberland, WI The Kennedy plan, one of C&M Construction's most sought-after designs, offers an impressiv...	3 beds \| 3 baths \| 2,212 sq.ft.	$356,116	Airbnb cash on cash: -2.82% Traditional cash on cash: 5.83% Airbnb Rental Income: $343 Traditional Rental Income: $2990 Airbnb ROI: -2.82% Traditional ROI: 5.83%
584 21 1/2 Ave Cumberland, WI Welcome to this beautifully updated 4-bedroom, 2-bath country home featuring a spacious 3-...	4 beds \| 2 baths \| 2,275 sq.ft.	$344,900	Airbnb cash on cash: -2.61% Traditional cash on cash: 5.81% Airbnb Rental Income: $170 Traditional Rental Income: $2681 Airbnb ROI: -2.61% Traditional ROI: 5.81%
2646 1 1/2 St Cumberland, WI Welcome to your dream home-a breathtaking three-bedroom, three-bath log cabin situated on ...	3 beds \| 3 baths \| 1,637 sq.ft.	$599,000	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.82% Airbnb Rental Income: $343 Traditional Rental Income: $2421 Airbnb ROI: -1.74% Traditional ROI: 1.82%
1045 Grove St Cumberland, WI	5 beds \| 1 baths \| 2,560 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.08% Airbnb Rental Income: $null Traditional Rental Income: $1651 Airbnb ROI: N/A Traditional ROI: 3.08%
2526 7 1/4 St Cumberland, WI	2 beds \| 2 baths \| 2,678 sq.ft.	$599,999	Airbnb cash on cash: -2.72% Traditional cash on cash: 0.68% Airbnb Rental Income: $419 Traditional Rental Income: $2061 Airbnb ROI: -2.72% Traditional ROI: 0.68%
1151 27th Ave Cumberland, WI 1151 27th Ave, Cumberland, WI 54829 \| Other	N/A beds \| N/A baths \| N/A	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.9% Airbnb Rental Income: $null Traditional Rental Income: $749 Airbnb ROI: N/A Traditional ROI: -1.9%
2207 Carlone St Cumberland, WI 2207 Carlone St, Cumberland, WI 54829 \| Single Family Residential	2 beds \| 2 baths \| 1,304 sq.ft.	$318,500	Airbnb cash on cash: -2.6% Traditional cash on cash: 3.19% Airbnb Rental Income: $419 Traditional Rental Income: $1897 Airbnb ROI: -2.6% Traditional ROI: 3.19%
00 26 1/2 Cumberland, WI 00 26 1/2, Cumberland, WI 54829 \| Other	N/A beds \| N/A baths \| N/A	$299,500	Airbnb cash on cash: N/A Traditional cash on cash: -0.14% Airbnb Rental Income: $null Traditional Rental Income: $852 Airbnb ROI: N/A Traditional ROI: -0.14%
125 State Road 48 Cumberland, WI This fully remodeled home, situated west of Cumberland on a half-acre country lot, showcas...	2 beds \| 2 baths \| 1,200 sq.ft.	$239,900	Airbnb cash on cash: -1.23% Traditional cash on cash: 6.34% Airbnb Rental Income: $419 Traditional Rental Income: $1877 Airbnb ROI: -1.23% Traditional ROI: 6.34%
1120 Foster St Cumberland, WI Four Bedrooms: This beautifully remodeled four-bedroom home is situated in a tranquil Hist...	4 beds \| 2 baths \| 1,800 sq.ft.	$249,900	Airbnb cash on cash: -2.62% Traditional cash on cash: 5.25% Airbnb Rental Income: $170 Traditional Rental Income: $1811 Airbnb ROI: -2.62% Traditional ROI: 5.25%
2709 1 1/2 St Cumberland, WI 2709 1 1/2 St, Cumberland, WI 54829 \| Single Family Residential	2 beds \| 1 baths \| 1,931 sq.ft.	$659,000	Airbnb cash on cash: -2.73% Traditional cash on cash: -1.76% Airbnb Rental Income: $419 Traditional Rental Income: $755 Airbnb ROI: -2.73% Traditional ROI: -1.76%
1515 3rd Ave Cumberland, WI 1515 3rd Ave, Cumberland, WI 54829 \| Single Family Residential	4 beds \| 2 baths \| 2,368 sq.ft.	$599,900	Airbnb cash on cash: -3.09% Traditional cash on cash: 1.28% Airbnb Rental Income: $170 Traditional Rental Income: $2396 Airbnb ROI: -3.09% Traditional ROI: 1.28%
960 Sylvan St Cumberland, WI 960 Sylvan St, Cumberland, WI 54829 \| Single Family Residential	3 beds \| 2 baths \| 2,377 sq.ft.	$325,000	Airbnb cash on cash: -2.82% Traditional cash on cash: 1.59% Airbnb Rental Income: $343 Traditional Rental Income: $1442 Airbnb ROI: -2.82% Traditional ROI: 1.59%
2639 2 1/2 St Cumberland, WI 2639 2 1/2 St, Cumberland, WI 54829 \| Single Family Residential	3 beds \| 1 baths \| 1,248 sq.ft.	$449,900	Airbnb cash on cash: -2.82% Traditional cash on cash: 1.19% Airbnb Rental Income: $343 Traditional Rental Income: $1786 Airbnb ROI: -2.82% Traditional ROI: 1.19%

Real Estate investment in Cumberland, WI

There are 18 properties for sale in the city of Cumberland . The median list price in Cumberland is $539,900 and the average price per square foot is $243. In May 2026, the average monthly cash on cash return in Cumberland is 3.00%. The average monthly rental income in Cumberland is $1,844.

Cumberland, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 18 investment properties available for sale in Cumberland.

In 2026, the best neighborhood to buy investment property is Cumberland.

The ROI for Long-Term is higher than the Short-Term in Cumberland with average rental income of $1,844.

Your search for investment property begins and ends here

Investment Property for Sale in Cumberland, WI

2285 Carlone Street lot: 10

Cumberland, WI

3 beds | 3 baths | 2,212 sq.ft.

$356,116

Airbnb cash on cash: -2.82%

Traditional cash on cash: 5.83%

Airbnb Rental Income: $343

Traditional Rental Income: $2990

Airbnb ROI: -2.82%

Traditional ROI: 5.83%

584 21 1/2 Ave

Cumberland, WI

4 beds | 2 baths | 2,275 sq.ft.

$344,900

Airbnb cash on cash: -2.61%

Traditional cash on cash: 5.81%

Airbnb Rental Income: $170

Traditional Rental Income: $2681

Airbnb ROI: -2.61%

Traditional ROI: 5.81%

2646 1 1/2 St

Cumberland, WI

3 beds | 3 baths | 1,637 sq.ft.

$599,000

Airbnb cash on cash: -1.74%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $343

Traditional Rental Income: $2421

Airbnb ROI: -1.74%

Traditional ROI: 1.82%

1045 Grove St

Cumberland, WI

5 beds | 1 baths | 2,560 sq.ft.

$280,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.08%

Airbnb Rental Income: $null

Traditional Rental Income: $1651

Airbnb ROI: N/A

Traditional ROI: 3.08%

2526 7 1/4 St

Cumberland, WI

2 beds | 2 baths | 2,678 sq.ft.

$599,999

Airbnb cash on cash: -2.72%

Traditional cash on cash: 0.68%

Airbnb Rental Income: $419

Traditional Rental Income: $2061

Airbnb ROI: -2.72%

Traditional ROI: 0.68%

1151 27th Ave

Cumberland, WI

N/A beds | N/A baths | N/A

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.9%

Airbnb Rental Income: $null

Traditional Rental Income: $749

Airbnb ROI: N/A

Traditional ROI: -1.9%

2207 Carlone St

Cumberland, WI

2 beds | 2 baths | 1,304 sq.ft.

$318,500

Airbnb cash on cash: -2.6%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $419

Traditional Rental Income: $1897

Airbnb ROI: -2.6%

Traditional ROI: 3.19%

00 26 1/2

Cumberland, WI

N/A beds | N/A baths | N/A

$299,500

Airbnb cash on cash: N/A

Traditional cash on cash: -0.14%

Airbnb Rental Income: $null

Traditional Rental Income: $852

Airbnb ROI: N/A