Real Estate Investment Properties for Sale in South Dennis, MA

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

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

Boro Investment Property for Sale in South Dennis, MA

Search for Boro Investment Property for Sale in South Dennis, Massachusetts. Browse all of Mashvisor’s Boro Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 24 Boro Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
7 Vinland Drive South Dennis, MA Cape Cod new construction with access to Nantucket Sound & the Atlantic Ocean. Welcome to ...	3 beds \| 3 baths \| 2,735 sq.ft.	$1,850,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 1.07% Airbnb Rental Income: $2432 Traditional Rental Income: $3934 Airbnb ROI: -0.15% Traditional ROI: 1.07%
30 Captain Nickerson Lane South Dennis, MA Securing the Chapter 91 dock permit offers a unique chance to own a stunning waterfront pr...	4 beds \| 3 baths \| 2,050 sq.ft.	$1,995,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 0.97% Airbnb Rental Income: $2994 Traditional Rental Income: $4270 Airbnb ROI: -0.09% Traditional ROI: 0.97%
42 Barn Swallow Lane South Dennis, MA Tucked away at the end of a Quiet Cul-de-Sac, this Meticulously Updated 3 BR/2 Bath Ranch-...	3 beds \| 2 baths \| 1,532 sq.ft.	$795,000	Airbnb cash on cash: 0.99% Traditional cash on cash: 2.48% Airbnb Rental Income: $2432 Traditional Rental Income: $2942 Airbnb ROI: 0.99% Traditional ROI: 2.48%
432 Old Chatham Road unit: 105 #105 South Dennis, MA Now's the perfect time to make Cape Cod your home-welcome to Cape Colony Condominiums, a q...	2 beds \| 1 baths \| 1,023 sq.ft.	$340,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 2.13% Airbnb Rental Income: $2242 Traditional Rental Income: $1770 Airbnb ROI: 1.84% Traditional ROI: 2.13%
171 Searsville Road South Dennis, MA Imagine the moments you'll capture in this new construction. It began as all beautiful thi...	5 beds \| 7 baths \| 6,174 sq.ft.	$3,500,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 1.03% Airbnb Rental Income: $3488 Traditional Rental Income: $6739 Airbnb ROI: -0.21% Traditional ROI: 1.03%
27 Openfield Road South Dennis, MA Behold this magnificent custom-built home, nestled on over an acre of land. Boasting 4 bed...	4 beds \| 4 baths \| 3,502 sq.ft.	$2,799,900	Airbnb cash on cash: -0.37% Traditional cash on cash: 0.5% Airbnb Rental Income: $2994 Traditional Rental Income: $4586 Airbnb ROI: -0.37% Traditional ROI: 0.5%
64 Old Fish House Road South Dennis, MA Nestled in an exceptional location just two minutes from Little Beach on Kelley's Bay, thi...	4 beds \| 3 baths \| 3,136 sq.ft.	$995,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 2.89% Airbnb Rental Income: $2994 Traditional Rental Income: $4156 Airbnb ROI: 0.89% Traditional ROI: 2.89%
25 Skerry Road South Dennis, MA Back on Market as buyer financing fell through. What a GREAT PRICE on this delightful home...	2 beds \| 1 baths \| 864 sq.ft.	$529,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 2.87% Airbnb Rental Income: $2242 Traditional Rental Income: $2183 Airbnb ROI: 1.85% Traditional ROI: 2.87%
261 Old Chatham Road South Dennis, MA BACK ON MARKET WITH RENOVATIONS AND MOVE-IN CONDITION! Welcome to this delightful 3-bedroo...	3 beds \| 2 baths \| 1,152 sq.ft.	$569,900	Airbnb cash on cash: 1.89% Traditional cash on cash: 3.81% Airbnb Rental Income: $2432 Traditional Rental Income: $2860 Airbnb ROI: 1.89% Traditional ROI: 3.81%
28 Thorwald Drive South Dennis, MA Charming Cape Cod ranch boasting 3 sunny bedrooms, 1 main bathroom and ample built -in sto...	3 beds \| 1 baths \| 1,056 sq.ft.	$524,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 3.63% Airbnb Rental Income: $2432 Traditional Rental Income: $2537 Airbnb ROI: 2.2% Traditional ROI: 3.63%
82 Cove Road South Dennis, MA Exceptional Waterfront Home On Grand Cove! Enjoy Magnificent South Facing Views From This ...	3 beds \| 4 baths \| 2,492 sq.ft.	$2,195,000	Airbnb cash on cash: -0.43% Traditional cash on cash: 0.65% Airbnb Rental Income: $2432 Traditional Rental Income: $4039 Airbnb ROI: -0.43% Traditional ROI: 0.65%
9 Bayberry Lane South Dennis, MA Walk to neighborhood beach. Centrally located 2-bedroom home between the north & south sid...	2 beds \| 1 baths \| 606 sq.ft.	$494,500	Airbnb cash on cash: 2.15% Traditional cash on cash: 2.81% Airbnb Rental Income: $2242 Traditional Rental Income: $1984 Airbnb ROI: 2.15% Traditional ROI: 2.81%
344 Mayfair Road South Dennis, MA Beautifully custom-built Ranch set on nearly an acre in the desirable town of Dennis. This...	2 beds \| 2 baths \| 1,822 sq.ft.	$829,900	Airbnb cash on cash: 0.61% Traditional cash on cash: 2.4% Airbnb Rental Income: $2242 Traditional Rental Income: $3064 Airbnb ROI: 0.61% Traditional ROI: 2.4%
26 Willowford Road South Dennis, MA Situated at the end of a quiet, tree-lined lane in one of Dennis' most coveted enclaves, t...	4 beds \| 5 baths \| 2,919 sq.ft.	$4,650,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 0.3% Airbnb Rental Income: $2994 Traditional Rental Income: $6614 Airbnb ROI: -0.7% Traditional ROI: 0.3%
10 Devonshire Lane South Dennis, MA Something is always in bloom at 10 Devonshire! This pretty saltbox colonial located in the...	3 beds \| 2 baths \| 1,320 sq.ft.	$579,900	Airbnb cash on cash: 1.9% Traditional cash on cash: 3.94% Airbnb Rental Income: $2432 Traditional Rental Income: $2947 Airbnb ROI: 1.9% Traditional ROI: 3.94%
33 Old Fish House Road unit: A1 #A1 South Dennis, MA Wake up to sweeping water views and enjoy stunning sunsets from this updated 3-bed, 2.5-ba...	3 beds \| 3 baths \| 2,077 sq.ft.	$938,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 2.41% Airbnb Rental Income: $2432 Traditional Rental Income: $4052 Airbnb ROI: -0.13% Traditional ROI: 2.41%
6 Hawthorn Street South Dennis, MA This South Dennis ranch style home features three bedrooms, two full baths, living room wi...	3 beds \| 2 baths \| 1,193 sq.ft.	$679,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 3.04% Airbnb Rental Income: $2432 Traditional Rental Income: $2892 Airbnb ROI: 1.38% Traditional ROI: 3.04%
15 Sallys Way South Dennis, MA Charming Ranch with Deeded Follins Pond Access - Cape Cod Living at Its Best! Set on a gen...	3 beds \| 1 baths \| 1,056 sq.ft.	$599,900	Airbnb cash on cash: 1.75% Traditional cash on cash: 2.96% Airbnb Rental Income: $2432 Traditional Rental Income: $2511 Airbnb ROI: 1.75% Traditional ROI: 2.96%
138 Center Street South Dennis, MA This once in a lifetime opportunity to own a large sub dividable lot currently being used ...	3 beds \| 2 baths \| 1,212 sq.ft.	$895,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.2% Airbnb Rental Income: $2432 Traditional Rental Income: $2976 Airbnb ROI: 0.84% Traditional ROI: 2.2%
15 Alexander Drive South Dennis, MA Classic Cape Cottage! Cherished by one family, over 50+ yrs, now ready for a new chapter. ...	2 beds \| 1 baths \| 760 sq.ft.	$489,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 3.19% Airbnb Rental Income: $2242 Traditional Rental Income: $2147 Airbnb ROI: 2.16% Traditional ROI: 3.19%
29 Highland Street South Dennis, MA A MUST SEE! This is a unique, one-of-a-kind property you won't want to miss! This custom h...	2 beds \| 1 baths \| 908 sq.ft.	$719,900	Airbnb cash on cash: 1.13% Traditional cash on cash: 1.86% Airbnb Rental Income: $2242 Traditional Rental Income: $2164 Airbnb ROI: 1.13% Traditional ROI: 1.86%
15 Captain Jud Road South Dennis, MA Tucked away in a great South Dennis location, this spacious home is designed for both comf...	3 beds \| 3 baths \| 1,368 sq.ft.	$749,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 2.94% Airbnb Rental Income: $2432 Traditional Rental Income: $3125 Airbnb ROI: 1.09% Traditional ROI: 2.94%
18 Rangeley Lane South Dennis, MA Spacious and charming living awaits you at 18 Rangeley Lane! Situated at the end of a priv...	3 beds \| 2 baths \| 1,888 sq.ft.	$649,900	Airbnb cash on cash: 1.44% Traditional cash on cash: 3.9% Airbnb Rental Income: $2432 Traditional Rental Income: $3330 Airbnb ROI: 1.44% Traditional ROI: 3.9%
16 Dunstable Cross Road South Dennis, MA Your home should be a haven of serenity and once you step inside 16 Dunstable Cross Road, ...	2 beds \| 1 baths \| 1,086 sq.ft.	$599,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 2.54% Airbnb Rental Income: $2242 Traditional Rental Income: $2287 Airbnb ROI: 1.46% Traditional ROI: 2.54%

Your search for investment property begins and ends here

Boro Investment Property for Sale in South Dennis, MA

7 Vinland Drive

South Dennis, MA

3 beds | 3 baths | 2,735 sq.ft.

$1,850,000

Airbnb cash on cash: -0.15%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $2432

Traditional Rental Income: $3934

Airbnb ROI: -0.15%

Traditional ROI: 1.07%

30 Captain Nickerson Lane

South Dennis, MA

4 beds | 3 baths | 2,050 sq.ft.

$1,995,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $2994

Traditional Rental Income: $4270

Airbnb ROI: -0.09%

Traditional ROI: 0.97%

42 Barn Swallow Lane

South Dennis, MA

3 beds | 2 baths | 1,532 sq.ft.

$795,000

Airbnb cash on cash: 0.99%

Traditional cash on cash: 2.48%

Airbnb Rental Income: $2432

Traditional Rental Income: $2942

Airbnb ROI: 0.99%

Traditional ROI: 2.48%

432 Old Chatham Road unit: 105 #105

South Dennis, MA

2 beds | 1 baths | 1,023 sq.ft.

$340,000

Airbnb cash on cash: 1.84%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $2242

Traditional Rental Income: $1770

Airbnb ROI: 1.84%

Traditional ROI: 2.13%

171 Searsville Road

South Dennis, MA

5 beds | 7 baths | 6,174 sq.ft.

$3,500,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $3488

Traditional Rental Income: $6739

Airbnb ROI: -0.21%

Traditional ROI: 1.03%

27 Openfield Road

South Dennis, MA

4 beds | 4 baths | 3,502 sq.ft.

$2,799,900

Airbnb cash on cash: -0.37%

Traditional cash on cash: 0.5%

Airbnb Rental Income: $2994

Traditional Rental Income: $4586

Airbnb ROI: -0.37%

Traditional ROI: 0.5%

64 Old Fish House Road

South Dennis, MA

4 beds | 3 baths | 3,136 sq.ft.

$995,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: 2.89%

Airbnb Rental Income: $2994

Traditional Rental Income: $4156

Airbnb ROI: 0.89%

Traditional ROI: 2.89%

25 Skerry Road

South Dennis, MA

2 beds | 1 baths | 864 sq.ft.

$529,000

Airbnb cash on cash: 1.85%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $2242

Traditional Rental Income: $2183

Airbnb ROI: 1.85%