Real Estate Investment Properties for Sale in West Dennis, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
178 School Street West Dennis, MA Charming Cape Cod-style home located close to popular West Dennis Beach features a blend o...	3 beds \| 2 baths \| 1,456 sq.ft.	$674,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.65% Airbnb Rental Income: $2534 Traditional Rental Income: $3185 Airbnb ROI: 1.65% Traditional ROI: 3.65%
6 Baker Way West Dennis, MA SERIOUS CASH FLOW, Experience owning a truly unique home boasting 280-degree panoramic oce...	4 beds \| 2 baths \| 1,558 sq.ft.	$2,400,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.31% Airbnb Rental Income: $2603 Traditional Rental Income: $3595 Airbnb ROI: -0.41% Traditional ROI: 0.31%
43 Pond Street unit: 1 #1 West Dennis, MA Rarely available pondfront cottage in W. Dennis on Kelley's pond! This delightful two bedr...	2 beds \| 1 baths \| 448 sq.ft.	$479,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 3.19% Airbnb Rental Income: $2239 Traditional Rental Income: $2387 Airbnb ROI: 1.61% Traditional ROI: 3.19%
855 Main Street West Dennis, MA UNDER $500K Prime Potential Residential Opportunity in the Heart of West Dennis! Welcome t...	2 beds \| 1 baths \| 764 sq.ft.	$470,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 3.18% Airbnb Rental Income: $2239 Traditional Rental Income: $2042 Airbnb ROI: 2.35% Traditional ROI: 3.18%
18 Wendy Way West Dennis, MA Every room of this sprawling West Dennis Fingers estate enjoys a water view but the showst...	4 beds \| 7 baths \| 4,124 sq.ft.	$4,499,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 0.8% Airbnb Rental Income: $2603 Traditional Rental Income: $8500 Airbnb ROI: -0.76% Traditional ROI: 0.8%
401 Main Street unit: 101 #101 West Dennis, MA Welcome to #101, The Crown Jewel of The Columns, a stunning 2-bedroom + bonus room/den, 2-...	2 beds \| 2 baths \| 1,375 sq.ft.	$879,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 1.84% Airbnb Rental Income: $2239 Traditional Rental Income: $2965 Airbnb ROI: 0.26% Traditional ROI: 1.84%
401 Main Street unit: 201 #201 West Dennis, MA Discover the perfect blend of history and modern comfort in this charming 700 sq ft, 1-bed...	1 beds \| 2 baths \| 700 sq.ft.	$565,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 2.51% Airbnb Rental Income: $1937 Traditional Rental Income: $2272 Airbnb ROI: 0.91% Traditional ROI: 2.51%
24 Church Street unit: 24A #24A West Dennis, MA PRICE REDUCTION - Estate Sale on July 20th 8-3 Welcome to Year-round living in Cape Co...	1 beds \| 1 baths \| 729 sq.ft.	$335,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 4.68% Airbnb Rental Income: $1937 Traditional Rental Income: $2262 Airbnb ROI: 2.03% Traditional ROI: 4.68%
111 School Street unit: 6 #6 West Dennis, MA A mere mile to popular W. Dennis Beach! This updated 2-bed, 1.5-bath condo is a cozy haven...	2 beds \| 2 baths \| 1,044 sq.ft.	$479,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 3.29% Airbnb Rental Income: $2239 Traditional Rental Income: $2633 Airbnb ROI: 1.16% Traditional ROI: 3.29%
24 Regan Road West Dennis, MA Charming Year-Round Cape in West Dennis - Just Steps from the Beach! Welcome to 24 Regan R...	3 beds \| 1 baths \| 984 sq.ft.	$649,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 2.4% Airbnb Rental Income: $2534 Traditional Rental Income: $2379 Airbnb ROI: 1.64% Traditional ROI: 2.4%
146 Uncle Barneys Road West Dennis, MA Tucked within the coveted Wrinkle Point community of West Dennis, this 3-bedroom, 2-bath r...	3 beds \| 2 baths \| 1,178 sq.ft.	$1,295,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 0.95% Airbnb Rental Income: $2534 Traditional Rental Income: $2944 Airbnb ROI: 0.1% Traditional ROI: 0.95%
61 Trotters Lane West Dennis, MA Welcome to this classic Cape Cod ranch in desirable West Dennis, lovingly cared for by the...	3 beds \| 1 baths \| 1,000 sq.ft.	$639,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 2.6% Airbnb Rental Income: $2534 Traditional Rental Income: $2444 Airbnb ROI: 1.72% Traditional ROI: 2.6%
22 Beach View Road West Dennis, MA Wonderful home on an oversized lot close to West Dennis Yacht Club, located in ''the Finge...	3 beds \| 3 baths \| 2,502 sq.ft.	$1,295,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 1.69% Airbnb Rental Income: $2534 Traditional Rental Income: $3897 Airbnb ROI: 0.04% Traditional ROI: 1.69%
141 Main Street unit: 23 #23 West Dennis, MA Discover your ultimate seasonal retreat in this exquisite one-bedroom, two-bath unit, avai...	1 beds \| 2 baths \| 504 sq.ft.	$315,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 6.04% Airbnb Rental Income: $1937 Traditional Rental Income: $2286 Airbnb ROI: 3.13% Traditional ROI: 6.04%
141 Main Street unit: Th-4 #Th-4 West Dennis, MA This well-maintained end unit offers easy access to town amenities, including beach permit...	1 beds \| 2 baths \| 532 sq.ft.	$305,000	Airbnb cash on cash: 3.26% Traditional cash on cash: 5.81% Airbnb Rental Income: $1937 Traditional Rental Income: $2159 Airbnb ROI: 3.26% Traditional ROI: 5.81%
51 Princeton Circle West Dennis, MA Immaculate TURN KEY 3 bedroom Year Round Ranch in much desired location. Beautifully renov...	3 beds \| 1 baths \| 1,102 sq.ft.	$725,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 2.2% Airbnb Rental Income: $2534 Traditional Rental Income: $2482 Airbnb ROI: 1.37% Traditional ROI: 2.2%
15 Woodside Park Road West Dennis, MA Wonderful location in popular West Dennis on a quiet side street yet close to Nantucket So...	2 beds \| 2 baths \| 1,104 sq.ft.	$639,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 3% Airbnb Rental Income: $2239 Traditional Rental Income: $2716 Airbnb ROI: 1.26% Traditional ROI: 3%

Real Estate investment in West-dennis, MA

There are 17 properties for sale in the city of West Dennis . The median list price in West Dennis is $639,900 and the average price per square foot is $516. In September 2025, the average monthly cash on cash return in West Dennis is 3.00%. The average monthly rental income in West Dennis is $2,482.

West-dennis, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 17 investment properties available for sale in West-dennis.

In 2025, the best neighborhood to buy investment property is West Dennis.

The ROI for Long-Term is higher than the Short-Term in West-dennis with average rental income of $2,482.

Your search for investment property begins and ends here

Investment Property for Sale in West Dennis, MA

178 School Street

West Dennis, MA

3 beds | 2 baths | 1,456 sq.ft.

$674,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 3.65%

Airbnb Rental Income: $2534

Traditional Rental Income: $3185

Airbnb ROI: 1.65%

Traditional ROI: 3.65%

6 Baker Way

West Dennis, MA

4 beds | 2 baths | 1,558 sq.ft.

$2,400,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 0.31%

Airbnb Rental Income: $2603

Traditional Rental Income: $3595

Airbnb ROI: -0.41%

Traditional ROI: 0.31%

43 Pond Street unit: 1 #1

West Dennis, MA

2 beds | 1 baths | 448 sq.ft.

$479,000

Airbnb cash on cash: 1.61%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $2239

Traditional Rental Income: $2387

Airbnb ROI: 1.61%

Traditional ROI: 3.19%

855 Main Street

West Dennis, MA

2 beds | 1 baths | 764 sq.ft.

$470,000

Airbnb cash on cash: 2.35%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $2239

Traditional Rental Income: $2042

Airbnb ROI: 2.35%

Traditional ROI: 3.18%

18 Wendy Way

West Dennis, MA

4 beds | 7 baths | 4,124 sq.ft.

$4,499,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $2603

Traditional Rental Income: $8500

Airbnb ROI: -0.76%

Traditional ROI: 0.8%

401 Main Street unit: 101 #101

West Dennis, MA

2 beds | 2 baths | 1,375 sq.ft.

$879,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 1.84%

Airbnb Rental Income: $2239

Traditional Rental Income: $2965

Airbnb ROI: 0.26%

Traditional ROI: 1.84%

401 Main Street unit: 201 #201

West Dennis, MA

1 beds | 2 baths | 700 sq.ft.

$565,000

Airbnb cash on cash: 0.91%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1937

Traditional Rental Income: $2272

Airbnb ROI: 0.91%

Traditional ROI: 2.51%

24 Church Street unit: 24A #24A

West Dennis, MA

1 beds | 1 baths | 729 sq.ft.

$335,000

Airbnb cash on cash: 2.03%

Traditional cash on cash: 4.68%

Airbnb Rental Income: $1937

Traditional Rental Income: $2262

Airbnb ROI: 2.03%