Real Estate Investment Properties for Sale in Dennis, MA

Looking for investment property in Dennis, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
87 Coles Pond Dr Dennis, MA TO BE BUILT with Custom Building Package by L. Seminara. Nestled deep in the quaint villag...	4 beds \| 3 baths \| 3,499 sq.ft.	$3,999,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.07% Airbnb Rental Income: $2746 Traditional Rental Income: $4430 Airbnb ROI: -0.56% Traditional ROI: 0.07%
96 Shore Dr Dennis, MA Experience the epitome of coastal living in this exquisite oceanfront residence with priva...	4 beds \| 4 baths \| 3,239 sq.ft.	$4,000,000	Airbnb cash on cash: -1.14% Traditional cash on cash: -0.2% Airbnb Rental Income: $1951 Traditional Rental Income: $4907 Airbnb ROI: -1.14% Traditional ROI: -0.2%
7 Collins Ave Dennis, MA Newly Built 5 bedroom 3.5 bath home close to Mayflower Beach with 600' of shared private b...	5 beds \| 3 baths \| 2,670 sq.ft.	$4,695,000	Airbnb cash on cash: -0.57% Traditional cash on cash: -0.14% Airbnb Rental Income: $3901 Traditional Rental Income: $4900 Airbnb ROI: -0.57% Traditional ROI: -0.14%
4 Spadoni Way Dennis, MA Tucked between the iconic sandy paths of Mayflower and Chapin Beaches, this charming two-b...	2 beds \| 1 baths \| 453 sq.ft.	$975,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 0.61% Airbnb Rental Income: $1785 Traditional Rental Income: $1880 Airbnb ROI: -0.03% Traditional ROI: 0.61%
268 Main St Dennis, MA Three bedroom 1.5 bath Cape on Route 28. The bedrooms are on the first floor with living r...	3 beds \| 1 baths \| 2,092 sq.ft.	$489,000	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.79% Airbnb Rental Income: $1900 Traditional Rental Income: $2498 Airbnb ROI: 1.38% Traditional ROI: 3.79%
69 Horsefoot Path Dennis, MA Major $100,000 Price Improvement - Don't Miss This Opportunity! Get your Cape Cod beach ho...	4 beds \| 3 baths \| 2,689 sq.ft.	$2,500,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 0.59% Airbnb Rental Income: $1951 Traditional Rental Income: $4545 Airbnb ROI: -0.75% Traditional ROI: 0.59%
19-25 Whig St Dennis, MA A Storybook Setting in the Heart of Dennis Village For over half a century, one family has...	3 beds \| 1 baths \| 1,062 sq.ft.	$1,795,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.2% Airbnb Rental Income: $1660 Traditional Rental Income: $2531 Airbnb ROI: -0.61% Traditional ROI: 0.2%
59 Main St #19-2 Dennis, MA Nothing to do, but move in! Tucked away on the west side of the complex, with woodland vie...	2 beds \| 2 baths \| 1,510 sq.ft.	$520,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.5% Airbnb Rental Income: $1785 Traditional Rental Income: $2976 Airbnb ROI: 1.08% Traditional ROI: 4.5%
94 Horsefoot Path Dennis, MA Perched along the pristine shores of Cape Cod Bay, this exceptional Dennis beachfront resi...	4 beds \| 4 baths \| 2,566 sq.ft.	$6,995,000	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.77% Airbnb Rental Income: $1951 Traditional Rental Income: $3334 Airbnb ROI: -1.06% Traditional ROI: -0.77%
36 Island St Dennis, MA This home truly defies expectations opening to a remarkably expansive 2848 sq ft interior....	3 beds \| 3 baths \| 2,848 sq.ft.	$1,097,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.28% Airbnb Rental Income: $1941 Traditional Rental Income: $3762 Airbnb ROI: -0.01% Traditional ROI: 2.28%

Real Estate investment in Dennis, MA

There are 13 properties for sale in the city of Dennis . The median list price in Dennis is $1,285,250 and the average price per square foot is $601. In February 2026, the average monthly cash on cash return in Dennis is 1.00%. The average monthly rental income in Dennis is $3,272.

Dennis, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 13 investment properties available for sale in Dennis.

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

The ROI for Short-Term is higher than the Long-Term in Dennis with average rental income of $1,951.

Your search for investment property begins and ends here

Investment Property for Sale in Dennis, MA

87 Coles Pond Dr

Dennis, MA

4 beds | 3 baths | 3,499 sq.ft.

$3,999,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 0.07%

Airbnb Rental Income: $2746

Traditional Rental Income: $4430

Airbnb ROI: -0.56%

Traditional ROI: 0.07%

96 Shore Dr

Dennis, MA

4 beds | 4 baths | 3,239 sq.ft.

$4,000,000

Airbnb cash on cash: -1.14%

Traditional cash on cash: -0.2%

Airbnb Rental Income: $1951

Traditional Rental Income: $4907

Airbnb ROI: -1.14%

Traditional ROI: -0.2%

7 Collins Ave

Dennis, MA

5 beds | 3 baths | 2,670 sq.ft.

$4,695,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: -0.14%

Airbnb Rental Income: $3901

Traditional Rental Income: $4900

Airbnb ROI: -0.57%

Traditional ROI: -0.14%

4 Spadoni Way

Dennis, MA

2 beds | 1 baths | 453 sq.ft.

$975,000

Airbnb cash on cash: -0.03%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $1785

Traditional Rental Income: $1880

Airbnb ROI: -0.03%

Traditional ROI: 0.61%

268 Main St

Dennis, MA

3 beds | 1 baths | 2,092 sq.ft.

$489,000

Airbnb cash on cash: 1.38%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $1900

Traditional Rental Income: $2498

Airbnb ROI: 1.38%

Traditional ROI: 3.79%

69 Horsefoot Path

Dennis, MA

4 beds | 3 baths | 2,689 sq.ft.

$2,500,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: 0.59%

Airbnb Rental Income: $1951

Traditional Rental Income: $4545

Airbnb ROI: -0.75%

Traditional ROI: 0.59%

19-25 Whig St

Dennis, MA

3 beds | 1 baths | 1,062 sq.ft.

$1,795,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 0.2%

Airbnb Rental Income: $1660

Traditional Rental Income: $2531

Airbnb ROI: -0.61%

Traditional ROI: 0.2%

59 Main St #19-2

Dennis, MA

2 beds | 2 baths | 1,510 sq.ft.

$520,000

Airbnb cash on cash: 1.08%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $1785

Traditional Rental Income: $2976

Airbnb ROI: 1.08%