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.

Investment Property for Sale in South Dennis, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8 Winstons Path South Dennis, MA One-of-a-Kind Dennis Retreat, Pond front Privacy on Over 2 Acres! Tucked away at the end o...	3 beds \| 3 baths \| 3,079 sq.ft.	$1,250,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.92% Airbnb Rental Income: $2046 Traditional Rental Income: $3916 Airbnb ROI: -0.14% Traditional ROI: 1.92%
2 Pheasant Lane South Dennis, MA Welcome home to this beautifully updated 4-bedroom, 2-bath Cape, ideally located in conven...	4 beds \| 2 baths \| 1,887 sq.ft.	$739,900	Airbnb cash on cash: 1.46% Traditional cash on cash: 3.67% Airbnb Rental Income: $2637 Traditional Rental Income: $3528 Airbnb ROI: 1.46% Traditional ROI: 3.67%
20 Norse Road South Dennis, MA Welcome to the Cape Cod lifestyle at 20 Norse Road, a charming cottage set on a generous d...	2 beds \| 1 baths \| 595 sq.ft.	$498,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 2.42% Airbnb Rental Income: $1760 Traditional Rental Income: $1874 Airbnb ROI: 1.14% Traditional ROI: 2.42%
27 Openfield Road South Dennis, MA Set discreetly within one of South Dennis' most distinguished enclaves, this property offe...	4 beds \| 4 baths \| 3,502 sq.ft.	$2,745,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 0.53% Airbnb Rental Income: $2637 Traditional Rental Income: $4586 Airbnb ROI: -0.48% Traditional ROI: 0.53%
25 Freydis Drive South Dennis, MA Classic Cape Cod charm meets easy coastal living in this inviting South Dennis home, tucke...	3 beds \| 1 baths \| 992 sq.ft.	$509,900	Airbnb cash on cash: 1.61% Traditional cash on cash: 3.52% Airbnb Rental Income: $2046 Traditional Rental Income: $2429 Airbnb ROI: 1.61% Traditional ROI: 3.52%
7 Pinefield Lane South Dennis, MA Classic Coastal Cape located in the South Dennis Historic Village tucked away on a quiet s...	3 beds \| 2 baths \| 2,027 sq.ft.	$973,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.2% Airbnb Rental Income: $2046 Traditional Rental Income: $3326 Airbnb ROI: 0.2% Traditional ROI: 2.2%
370 Main Street South Dennis, MA Meticulously restored circa-1840 Sea Captain's home in the heart of the South Dennis Histo...	5 beds \| 5 baths \| 2,617 sq.ft.	$1,495,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.64% Airbnb Rental Income: $2826 Traditional Rental Income: $5487 Airbnb ROI: 0.25% Traditional ROI: 2.64%
15 Homer Lane South Dennis, MA Nestled on a quiet cul-de-sac on the East/South Dennis line, this inviting 3-bedroom, 2-ba...	3 beds \| 2 baths \| 1,192 sq.ft.	$679,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 3.09% Airbnb Rental Income: $2046 Traditional Rental Income: $2914 Airbnb ROI: 0.89% Traditional ROI: 3.09%
124 Gages Way South Dennis, MA Just what your Cape getaway should be/.. Charming 2 bedroom home ..well cared for on a pre...	2 beds \| 1 baths \| 768 sq.ft.	$469,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.27% Airbnb Rental Income: $1760 Traditional Rental Income: $2122 Airbnb ROI: 1.35% Traditional ROI: 3.27%
222 Mayfair Road South Dennis, MA Move-in ready and perfectly situated in South Dennis! This charming Ranch is just what you...	3 beds \| 1 baths \| 1,084 sq.ft.	$545,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 3.33% Airbnb Rental Income: $2046 Traditional Rental Income: $2481 Airbnb ROI: 1.43% Traditional ROI: 3.33%
33 Charing Cross Road South Dennis, MA Have you been looking for the perfect ranch located in a lovely coastal community with tre...	3 beds \| 1 baths \| 1,096 sq.ft.	$550,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.14% Airbnb Rental Income: $2046 Traditional Rental Income: $2437 Airbnb ROI: 1.35% Traditional ROI: 3.14%
19 Asack Drive South Dennis, MA You've worked hard. The Cape house ought to be the easy part. At this remarkable ranch, th...	3 beds \| 2 baths \| 2,432 sq.ft.	$899,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 2.61% Airbnb Rental Income: $2046 Traditional Rental Income: $3397 Airbnb ROI: 0.36% Traditional ROI: 2.61%
33 Farm Lane South Dennis, MA Picture your Cape Cod summer starting right here on Farm Lane. Nestled on a private, tree-...	4 beds \| 3 baths \| 3,811 sq.ft.	$1,579,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.59% Airbnb Rental Income: $2637 Traditional Rental Income: $4359 Airbnb ROI: -0.01% Traditional ROI: 1.59%
171 Searsville Road South Dennis, MA Private Cape Cod Resort Estate - 4,830+/- sf main home + 850+/- sf pool house = 5,680+ sf ...	5 beds \| 6 baths \| 4,830 sq.ft.	$2,950,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 1.13% Airbnb Rental Income: $2826 Traditional Rental Income: $6739 Airbnb ROI: -0.54% Traditional ROI: 1.13%
6 Hawthorn Street South Dennis, MA $30,000 Price Reduction on this South Dennis ranch style home featuring three bedrooms, tw...	3 beds \| 2 baths \| 1,192 sq.ft.	$649,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.22% Airbnb Rental Income: $2046 Traditional Rental Income: $2892 Airbnb ROI: 0.95% Traditional ROI: 3.22%
129 Mayfair Road South Dennis, MA Deeded Sandy Beach Rights on Follins Pond With Direct Access To Bass River! Cape Style Hom...	4 beds \| 3 baths \| 2,094 sq.ft.	$689,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.7% Airbnb Rental Income: $2637 Traditional Rental Income: $4009 Airbnb ROI: 1.58% Traditional ROI: 4.7%
5 Cyprus Road South Dennis, MA Charming Cape on a quiet South Dennis street with great bones and endless potential. This ...	3 beds \| 1 baths \| 898 sq.ft.	$468,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 3.67% Airbnb Rental Income: $2046 Traditional Rental Income: $2317 Airbnb ROI: 1.85% Traditional ROI: 3.67%
44 Debbie Lane South Dennis, MA OPEN HOUSE CANCELLED. Offer Accepted ! Open and bright ranch with a great room boasting a ...	2 beds \| 1 baths \| 960 sq.ft.	$548,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 2.76% Airbnb Rental Income: $1760 Traditional Rental Income: $2210 Airbnb ROI: 0.94% Traditional ROI: 2.76%
4 Asack Drive South Dennis, MA This is the kind of Cape house made for flip-flops by the door, beach towels over the deck...	3 beds \| 2 baths \| 1,561 sq.ft.	$799,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 2.82% Airbnb Rental Income: $2046 Traditional Rental Income: $3185 Airbnb ROI: 0.58% Traditional ROI: 2.82%
2 Oyster Road South Dennis, MA Cape Cod opportunity awaits at 2 Oyster Road in desirable South Dennis! This 3-bedroom, 1....	3 beds \| 2 baths \| 1,168 sq.ft.	$529,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.2% Airbnb Rental Income: $2046 Traditional Rental Income: $2880 Airbnb ROI: 1.45% Traditional ROI: 4.2%
21 Ashkins Drive South Dennis, MA Deeded beach rights around the corner where you can kayak and swim. This 2 bedroom 1 bath ...	2 beds \| 1 baths \| 780 sq.ft.	$575,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 2.42% Airbnb Rental Income: $1760 Traditional Rental Income: $2081 Airbnb ROI: 0.93% Traditional ROI: 2.42%
15 Coventry Way South Dennis, MA Welcome to 15 Coventry Way, a charming 3-bedroom, 1.5-bath home offering comfort, convenie...	3 beds \| 2 baths \| 1,144 sq.ft.	$599,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.45% Airbnb Rental Income: $2046 Traditional Rental Income: $2837 Airbnb ROI: 1.09% Traditional ROI: 3.45%
1239 Route 134 South Dennis, MA Set on a 0.96 acre lot in a desirable South Dennis neighborhood, 1239 Route 134 offers a r...	4 beds \| 2 baths \| 2,319 sq.ft.	$475,000	Airbnb cash on cash: 2.75% Traditional cash on cash: 6.38% Airbnb Rental Income: $2637 Traditional Rental Income: $3622 Airbnb ROI: 2.75% Traditional ROI: 6.38%
33 Runestone Rd South Dennis, MA Welcome to this beautifully refinished ranch in the heart of Yarmouth, offering the ease a...	3 beds \| 2 baths \| 1,720 sq.ft.	$819,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 2.5% Airbnb Rental Income: $2046 Traditional Rental Income: $3282 Airbnb ROI: 0.19% Traditional ROI: 2.5%

Real Estate investment in South-dennis, MA

There are 24 properties for sale in the city of South Dennis . The median list price in South Dennis is $741,147 and the average price per square foot is $407. In November 2026, the average monthly cash on cash return in South Dennis is 3.00%. The average monthly rental income in South Dennis is $3,050.

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

There are 24 investment properties available for sale in South-dennis.

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

The ROI for Long-Term is higher than the Short-Term in South-dennis with average rental income of $3,050.

Your search for investment property begins and ends here

Investment Property for Sale in South Dennis, MA

8 Winstons Path

South Dennis, MA

3 beds | 3 baths | 3,079 sq.ft.

$1,250,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 1.92%

Airbnb Rental Income: $2046

Traditional Rental Income: $3916

Airbnb ROI: -0.14%

Traditional ROI: 1.92%

2 Pheasant Lane

South Dennis, MA

4 beds | 2 baths | 1,887 sq.ft.

$739,900

Airbnb cash on cash: 1.46%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $2637

Traditional Rental Income: $3528

Airbnb ROI: 1.46%

Traditional ROI: 3.67%

20 Norse Road

South Dennis, MA

2 beds | 1 baths | 595 sq.ft.

$498,000

Airbnb cash on cash: 1.14%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $1760

Traditional Rental Income: $1874

Airbnb ROI: 1.14%

Traditional ROI: 2.42%

27 Openfield Road

South Dennis, MA

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

$2,745,000

Airbnb cash on cash: -0.48%

Traditional cash on cash: 0.53%

Airbnb Rental Income: $2637

Traditional Rental Income: $4586

Airbnb ROI: -0.48%

Traditional ROI: 0.53%

25 Freydis Drive

South Dennis, MA

3 beds | 1 baths | 992 sq.ft.

$509,900

Airbnb cash on cash: 1.61%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $2046

Traditional Rental Income: $2429

Airbnb ROI: 1.61%

Traditional ROI: 3.52%

7 Pinefield Lane

South Dennis, MA

3 beds | 2 baths | 2,027 sq.ft.

$973,000

Airbnb cash on cash: 0.2%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $2046

Traditional Rental Income: $3326

Airbnb ROI: 0.2%

Traditional ROI: 2.2%

370 Main Street

South Dennis, MA

5 beds | 5 baths | 2,617 sq.ft.

$1,495,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $2826

Traditional Rental Income: $5487

Airbnb ROI: 0.25%

Traditional ROI: 2.64%

15 Homer Lane

South Dennis, MA

3 beds | 2 baths | 1,192 sq.ft.

$679,000

Airbnb cash on cash: 0.89%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $2046

Traditional Rental Income: $2914

Airbnb ROI: 0.89%