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.

Single Family Homes for Sale in South Dennis, MA

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

Showing 21 Single Family Residential 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
36 Old Sailors Way South Dennis, MA Welcome to 36 Old Sailors Way! This adorable ranch style home offers the old Cape Cod Char...	2 beds \| 1 baths \| 624 sq.ft.	$475,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 3% Airbnb Rental Income: $1265 Traditional Rental Income: $2004 Airbnb ROI: 0.44% Traditional ROI: 3%
194 Main Street South Dennis, MA Don't miss this rare opportunity to own 1.67 acres in the Historic District of Dennis. Set...	3 beds \| 2 baths \| 1,164 sq.ft.	$650,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.87% Airbnb Rental Income: $1384 Traditional Rental Income: $3223 Airbnb ROI: 0.14% Traditional ROI: 3.87%
410 Main Street South Dennis, MA Step into history with this award -winning circa 1780 home, where timeless character and m...	4 beds \| 3 baths \| 2,132 sq.ft.	$1,650,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 1.36% Airbnb Rental Income: $1934 Traditional Rental Income: $3922 Airbnb ROI: -0.27% Traditional ROI: 1.36%
10 Briarfield Road South Dennis, MA Bright, spacious & well-maintained Colonial with peaks of Cape Cod Bay just 1.5 miles to C...	3 beds \| 3 baths \| 2,545 sq.ft.	$899,000	Airbnb cash on cash: -0.28% Traditional cash on cash: 3.08% Airbnb Rental Income: $1384 Traditional Rental Income: $3775 Airbnb ROI: -0.28% Traditional ROI: 3.08%
299 Main Street South Dennis, MA A truly remarkable Bass River estate, set on an extraordinary 5.11 acres of private waterf...	5 beds \| 5 baths \| 5,814 sq.ft.	$9,500,000	Airbnb cash on cash: -0.96% Traditional cash on cash: -0.42% Airbnb Rental Income: $2259 Traditional Rental Income: $6387 Airbnb ROI: -0.96% Traditional ROI: -0.42%
1354 Route 134 South Dennis, MA Completely renovated and thoughtfully updated, this South Dennis home with 2100 sq. ft. of...	3 beds \| 3 baths \| 2,100 sq.ft.	$964,900	Airbnb cash on cash: -0.3% Traditional cash on cash: 2.68% Airbnb Rental Income: $1384 Traditional Rental Income: $3638 Airbnb ROI: -0.3% Traditional ROI: 2.68%
3 academy hill Lane South Dennis, MA Welcome to this beautifully crafted new construction Colonial, thoughtfully designed to co...	4 beds \| 3 baths \| 2,179 sq.ft.	$1,275,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.71% Airbnb Rental Income: $1934 Traditional Rental Income: $4009 Airbnb ROI: -0.47% Traditional ROI: 1.71%
10 Eastover South Dennis, MA Move-in ready ranch style home located in the desirable ''Olde Dennis on Bass River'' neig...	3 beds \| 2 baths \| 1,082 sq.ft.	$699,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.82% Airbnb Rental Income: $1384 Traditional Rental Income: $2814 Airbnb ROI: -0.02% Traditional ROI: 2.82%
7 Vinland Drive South Dennis, MA Just completed and under 5 miles ( 40 minutes by boat) to Nantucket Sound & the Atlantic O...	3 beds \| 3 baths \| 2,735 sq.ft.	$1,499,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 1.55% Airbnb Rental Income: $1384 Traditional Rental Income: $3934 Airbnb ROI: -0.59% Traditional ROI: 1.55%
1 Charing Cross Road South Dennis, MA This inviting residence offers a warm, storybook feel--where sun-filled interiors, simple ...	2 beds \| 2 baths \| 1,040 sq.ft.	$575,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.29% Airbnb Rental Income: $1265 Traditional Rental Income: $2591 Airbnb ROI: 0.08% Traditional ROI: 3.29%
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: 0.04% Traditional cash on cash: 3.22% Airbnb Rental Income: $1384 Traditional Rental Income: $2892 Airbnb ROI: 0.04% Traditional ROI: 3.22%
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.	$1,050,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 1.97% Airbnb Rental Income: $1384 Traditional Rental Income: $3326 Airbnb ROI: -0.45% Traditional ROI: 1.97%
23 Farm Lane South Dennis, MA Rare opportunity to purchase a large custom cape in the beautiful Farm Lane neighborhood i...	3 beds \| 3 baths \| 2,262 sq.ft.	$1,350,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 1.48% Airbnb Rental Income: $1384 Traditional Rental Income: $3654 Airbnb ROI: -0.67% Traditional ROI: 1.48%
16 Frank Doyle Road South Dennis, MA Welcome to 16 Frank Doyle Road in South Dennis. This 3-bedroom, 1-bath ranch is ideally si...	3 beds \| 1 baths \| 1,008 sq.ft.	$509,000	Airbnb cash on cash: 0.49% Traditional cash on cash: 3.66% Airbnb Rental Income: $1384 Traditional Rental Income: $2472 Airbnb ROI: 0.49% Traditional ROI: 3.66%
18 Asack Drive South Dennis, MA Welcome to 18 Asack Drive, a thoughtfully laid out home in the heart of South Dennis desig...	4 beds \| 3 baths \| 2,428 sq.ft.	$899,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 3.29% Airbnb Rental Income: $1934 Traditional Rental Income: $4032 Airbnb ROI: 0.17% Traditional ROI: 3.29%
5 Coach House Lane South Dennis, MA Open House Cancelled, Property Under Agreement! Stop Renting Cape Cod... Start Living It E...	3 beds \| 1 baths \| 640 sq.ft.	$479,999	Airbnb cash on cash: 0.56% Traditional cash on cash: 3.27% Airbnb Rental Income: $1384 Traditional Rental Income: $2180 Airbnb ROI: 0.56% Traditional ROI: 3.27%
154 Bayridge Drive South Dennis, MA This one just feels easy the second you walk in. Bright, open living with thoughtful finis...	3 beds \| 2 baths \| 1,800 sq.ft.	$699,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.6% Airbnb Rental Income: $1384 Traditional Rental Income: $3302 Airbnb ROI: 0.02% Traditional ROI: 3.6%
69 Cyprus Road South Dennis, MA Opportunity Knocks in the Mid-Cape! Set on a level .28-acre lot that directly abuts peacef...	3 beds \| 2 baths \| 1,080 sq.ft.	$529,900	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.15% Airbnb Rental Income: $1384 Traditional Rental Income: $2839 Airbnb ROI: 0.36% Traditional ROI: 4.15%
10 Danielle Drive South Dennis, MA Tucked into a desirable South Dennis neighborhood close to conservation land and Northside...	2 beds \| 1 baths \| 1,038 sq.ft.	$579,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 2.63% Airbnb Rental Income: $1265 Traditional Rental Income: $2265 Airbnb ROI: 0.04% Traditional ROI: 2.63%
80 Forest Hills Drive South Dennis, MA Tucked away and never before offered to the market, this one-of-a-kind home is rich in cha...	4 beds \| 5 baths \| 3,395 sq.ft.	$1,200,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.48% Airbnb Rental Income: $1934 Traditional Rental Income: $6715 Airbnb ROI: -0.26% Traditional ROI: 4.48%
55 Cyprus Road South Dennis, MA Great opportunity to own in Dennis! This 2BR, 1.5BA home (built in 1981) with a 3-bedroom ...	2 beds \| 2 baths \| 864 sq.ft.	$525,000	Airbnb cash on cash: 0.24% Traditional cash on cash: 3.4% Airbnb Rental Income: $1265 Traditional Rental Income: $2419 Airbnb ROI: 0.24% Traditional ROI: 3.4%

Your search for investment property begins and ends here

Single Family Homes for Sale in South Dennis, MA

36 Old Sailors Way

South Dennis, MA

2 beds | 1 baths | 624 sq.ft.

$475,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 3%

Airbnb Rental Income: $1265

Traditional Rental Income: $2004

Airbnb ROI: 0.44%

Traditional ROI: 3%

194 Main Street

South Dennis, MA

3 beds | 2 baths | 1,164 sq.ft.

$650,000

Airbnb cash on cash: 0.14%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $1384

Traditional Rental Income: $3223

Airbnb ROI: 0.14%

Traditional ROI: 3.87%

410 Main Street

South Dennis, MA

4 beds | 3 baths | 2,132 sq.ft.

$1,650,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $1934

Traditional Rental Income: $3922

Airbnb ROI: -0.27%

Traditional ROI: 1.36%

10 Briarfield Road

South Dennis, MA

3 beds | 3 baths | 2,545 sq.ft.

$899,000

Airbnb cash on cash: -0.28%

Traditional cash on cash: 3.08%

Airbnb Rental Income: $1384

Traditional Rental Income: $3775

Airbnb ROI: -0.28%

Traditional ROI: 3.08%

299 Main Street

South Dennis, MA

5 beds | 5 baths | 5,814 sq.ft.

$9,500,000

Airbnb cash on cash: -0.96%

Traditional cash on cash: -0.42%

Airbnb Rental Income: $2259

Traditional Rental Income: $6387

Airbnb ROI: -0.96%

Traditional ROI: -0.42%

1354 Route 134

South Dennis, MA

3 beds | 3 baths | 2,100 sq.ft.

$964,900

Airbnb cash on cash: -0.3%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $1384

Traditional Rental Income: $3638

Airbnb ROI: -0.3%

Traditional ROI: 2.68%

3 academy hill Lane

South Dennis, MA

4 beds | 3 baths | 2,179 sq.ft.

$1,275,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $1934

Traditional Rental Income: $4009

Airbnb ROI: -0.47%

Traditional ROI: 1.71%

10 Eastover

South Dennis, MA

3 beds | 2 baths | 1,082 sq.ft.

$699,900

Airbnb cash on cash: -0.02%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $1384

Traditional Rental Income: $2814

Airbnb ROI: -0.02%