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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
96 Shore Drive Dennis, MA Experience the epitome of coastal living in this exquisite oceanfront residence with priva...	4 beds \| N/A 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 Avenue Dennis, MA Newly Built 5 bedroom 3.5 bath home close to Mayflower Beach with 600' of shared private b...	5 beds \| N/A 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%
72 Bassett Lane Dennis, MA AMAZING INVESTMENT OPPORTUNITY â PRICE JUST IMPROVED AGAIN! This rare coastal gem is per...	5 beds \| 4 baths \| 2,448 sq.ft.	$999,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 2.98% Airbnb Rental Income: $3901 Traditional Rental Income: $4108 Airbnb ROI: 1.86% Traditional ROI: 2.98%
831 Main Street Dennis, MA Nestled along scenic 6A in vibrant Dennis Village, this distiguished property offers a uni...	3 beds \| 2 baths \| 2,804 sq.ft.	$1,295,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 1.93% Airbnb Rental Income: $1660 Traditional Rental Income: $3883 Airbnb ROI: -0.31% Traditional ROI: 1.93%
59 Route 6A unit: 29-4 #29-4 Dennis, MA This two Bedroom one and a half bath townhouse is located in highly desirable Cranberry Kn...	2 beds \| 2 baths \| 1,080 sq.ft.	$439,900	Airbnb cash on cash: -0.14% Traditional cash on cash: 3.06% Airbnb Rental Income: $1785 Traditional Rental Income: $2615 Airbnb ROI: -0.14% Traditional ROI: 3.06%
537 Depot St Dennis, MA Charming coastal retreat close to Depot Street Beach and all that Dennis Port has to offer...	4 beds \| 2 baths \| 2,135 sq.ft.	$675,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.13% Airbnb Rental Income: $1951 Traditional Rental Income: $3607 Airbnb ROI: 0.68% Traditional ROI: 4.13%
310 Old Chatham Road unit: A7 #A7 Dennis, MA Why rent for the summer when you can live in this beautifully renovated 3 bedroom manufact...	3 beds \| 1 baths \| 854 sq.ft.	$199,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 10.43% Airbnb Rental Income: $1660 Traditional Rental Income: $2281 Airbnb ROI: 4.68% Traditional ROI: 10.43%
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%
7 Dolphin Way Dennis, MA Welcome to 7 Dolphin Way, where Cape Cod memories run deep. Once home to the beloved Denni...	4 beds \| 2 baths \| 2,466 sq.ft.	$2,299,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 0.33% Airbnb Rental Income: $1951 Traditional Rental Income: $3821 Airbnb ROI: -0.79% Traditional ROI: 0.33%
69 Horsefoot Path Dennis, MA $100,000 Price Improvement! 69 Horsefoot Path in Dennis now offers exceptional value just ...	4 beds \| 4 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%
25 Horsefoot Path Dennis, MA If you've dreamed of owning a home where you can step out your front door and be on the be...	5 beds \| 2 baths \| 2,500 sq.ft.	$1,450,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 1.68% Airbnb Rental Income: $3901 Traditional Rental Income: $4262 Airbnb ROI: 0.79% Traditional ROI: 1.68%
31 Duck Pond Road Dennis, MA Nestled on a peaceful one-way street, this charming two-story home offers the perfect blen...	4 beds \| 2 baths \| 2,982 sq.ft.	$1,195,500	Airbnb cash on cash: -0.19% Traditional cash on cash: 1.46% Airbnb Rental Income: $1951 Traditional Rental Income: $3272 Airbnb ROI: -0.19% Traditional ROI: 1.46%
10 Joanne Drive Dennis, MA Discover your cozy escape at 10 Joanne Dr., South Dennis Ma. This lovely home offers 1,200...	2 beds \| 2 baths \| 1,200 sq.ft.	$649,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 2.3% Airbnb Rental Income: $1785 Traditional Rental Income: $2340 Airbnb ROI: 0.58% Traditional ROI: 2.3%
78 Upper County Road unit: A & B #A & B Dennis, MA Welcome to this delightful multi-family property located in Dennis Port. This updated resi...	4 beds \| N/A baths \| 1,646 sq.ft.	$650,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.5% Airbnb Rental Income: $1951 Traditional Rental Income: $2997 Airbnb ROI: 0.93% Traditional ROI: 3.5%
4 Maureens Way Dennis, MA Welcome to this stunning 4-bedroom, 4.5-bath luxury Cape Cod residence overlooking picture...	4 beds \| 6 baths \| 3,943 sq.ft.	$2,450,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 0.08% Airbnb Rental Income: $1951 Traditional Rental Income: $3348 Airbnb ROI: -0.76% Traditional ROI: 0.08%
405 Old Wharf Road unit: B204 #B204 Dennis, MA Welcome to The Old Wharf Village Condominiums! This stunning year round complex is set on ...	2 beds \| 2 baths \| 725 sq.ft.	$750,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 2.85% Airbnb Rental Income: $1785 Traditional Rental Income: $3025 Airbnb ROI: 0.38% Traditional ROI: 2.85%
21 Compass Lane Dennis, MA Tucked away in a quiet Dennis neighborhood just off Hokum Rock Road, this inviting single-...	3 beds \| 2 baths \| 1,445 sq.ft.	$695,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.32% Airbnb Rental Income: $1660 Traditional Rental Income: $3156 Airbnb ROI: 0.3% Traditional ROI: 3.32%
19-25 Whig Street 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 Street unit: 19-2 #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.	$524,999	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%
2 Hemlock Lane Dennis, MA Set on a nicely sized, wooded lot, this 3-bedroom, 2-bath ranch offers a rare chance to tr...	3 beds \| 2 baths \| 1,980 sq.ft.	$489,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 5.96% Airbnb Rental Income: $1660 Traditional Rental Income: $3304 Airbnb ROI: 1.34% Traditional ROI: 5.96%

Real Estate investment in Dennis, MA

There are 21 properties for sale in the city of Dennis . The median list price in Dennis is $987,450 and the average price per square foot is $507. In December 2025, the average monthly cash on cash return in Dennis is 2.00%. The average monthly rental income in Dennis is $3,272.

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

There are 21 investment properties available for sale in Dennis.

In 2025, 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

96 Shore Drive

Dennis, MA

4 beds | N/A 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 Avenue

Dennis, MA

5 beds | N/A 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%

72 Bassett Lane

Dennis, MA

5 beds | 4 baths | 2,448 sq.ft.

$999,900

Airbnb cash on cash: 1.86%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $3901

Traditional Rental Income: $4108

Airbnb ROI: 1.86%

Traditional ROI: 2.98%

831 Main Street

Dennis, MA

3 beds | 2 baths | 2,804 sq.ft.

$1,295,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $1660

Traditional Rental Income: $3883

Airbnb ROI: -0.31%

Traditional ROI: 1.93%

59 Route 6A unit: 29-4 #29-4

Dennis, MA

2 beds | 2 baths | 1,080 sq.ft.

$439,900

Airbnb cash on cash: -0.14%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $1785

Traditional Rental Income: $2615

Airbnb ROI: -0.14%

Traditional ROI: 3.06%

537 Depot St

Dennis, MA

4 beds | 2 baths | 2,135 sq.ft.

$675,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $1951

Traditional Rental Income: $3607

Airbnb ROI: 0.68%

Traditional ROI: 4.13%

310 Old Chatham Road unit: A7 #A7

Dennis, MA

3 beds | 1 baths | 854 sq.ft.

$199,000

Airbnb cash on cash: 4.68%

Traditional cash on cash: 10.43%

Airbnb Rental Income: $1660

Traditional Rental Income: $2281

Airbnb ROI: 4.68%

Traditional ROI: 10.43%

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%