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
13 Academy Hill Lane South Dennis, MA This exceptional custom-built Cape-style home combines timeless architecture with modern l...	3 beds \| 4 baths \| 2,310 sq.ft.	$1,499,900	Airbnb cash on cash: -0.49% Traditional cash on cash: 1.93% Airbnb Rental Income: $1691 Traditional Rental Income: $4593 Airbnb ROI: -0.49% Traditional ROI: 1.93%
12 Tuckoosa Road South Dennis, MA Your Cape house awaits! This spacious and beautifully updated single-family home is locate...	3 beds \| 3 baths \| 2,496 sq.ft.	$924,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 2.91% Airbnb Rental Income: $1691 Traditional Rental Income: $3829 Airbnb ROI: -0.12% Traditional ROI: 2.91%
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: 0.57% Traditional cash on cash: 3.87% Airbnb Rental Income: $1691 Traditional Rental Income: $3223 Airbnb ROI: 0.57% Traditional ROI: 3.87%
47 Follins Bay Road South Dennis, MA Renovated 2023 4 bedrooms/2 bath raised ranch with deed beach rights to Follins Bay Pond. ...	4 beds \| 2 baths \| 2,012 sq.ft.	$749,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.79% Airbnb Rental Income: $2558 Traditional Rental Income: $3656 Airbnb ROI: 1.34% Traditional ROI: 3.79%
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.	$8,550,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.36% Airbnb Rental Income: $2482 Traditional Rental Income: $6387 Airbnb ROI: -0.93% Traditional ROI: -0.36%
432 Old Chatham Road #Apt 411 South Dennis, MA Sensational Top-Floor 2-Bedroom Condominium in the Heart of Dennis Beautifully situated in...	2 beds \| 1 baths \| 1,030 sq.ft.	$335,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 5.49% Airbnb Rental Income: $1515 Traditional Rental Income: $2264 Airbnb ROI: 1.71% Traditional ROI: 5.49%
22&24 Follins Pond Road South Dennis, MA Location! Location! Location! Tucked beside scenic Follins Pond with deep water access to ...	4 beds \| 3 baths \| 1,373 sq.ft.	$1,097,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 2.15% Airbnb Rental Income: $2558 Traditional Rental Income: $3629 Airbnb ROI: 0.5% Traditional ROI: 2.15%
420 Old Bass River Road South Dennis, MA Don't be fooled -- this charming 3-bedroom, 2-bath Cape in desirable Dennis lives much lar...	3 beds \| 2 baths \| 1,976 sq.ft.	$859,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.61% Airbnb Rental Income: $1691 Traditional Rental Income: $3328 Airbnb ROI: -0.02% Traditional ROI: 2.61%
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.	$1,569,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.47% Airbnb Rental Income: $2482 Traditional Rental Income: $5487 Airbnb ROI: -0.01% Traditional ROI: 2.47%
52 Thayer Street South Dennis, MA 52 Thayer Road is an extremely well-kept and cared for home. Turn-key, first floor living,...	2 beds \| 2 baths \| 1,040 sq.ft.	$679,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.8% Airbnb Rental Income: $1515 Traditional Rental Income: $2721 Airbnb ROI: 0.2% Traditional ROI: 2.8%
12 Lockwood Drive South Dennis, MA Nestled in the heart of historic South Dennis, this well-maintained 3-bedroom, 1.5-bath ra...	3 beds \| 2 baths \| 1,588 sq.ft.	$775,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.27% Airbnb Rental Income: $1691 Traditional Rental Income: $3465 Airbnb ROI: 0.16% Traditional ROI: 3.27%
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.	$464,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.09% Airbnb Rental Income: $1515 Traditional Rental Income: $2004 Airbnb ROI: 0.95% Traditional ROI: 3.09%
410 Main Street South Dennis, MA A breathtaking, estate-like yard with sprawling lawns creates the perfect setting for ente...	5 beds \| 3 baths \| 2,132 sq.ft.	$1,494,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 1.6% Airbnb Rental Income: $2482 Traditional Rental Income: $3922 Airbnb ROI: 0.13% Traditional ROI: 1.6%
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.	$849,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.32% Airbnb Rental Income: $1691 Traditional Rental Income: $3775 Airbnb ROI: 0.09% Traditional ROI: 3.32%
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: 0.47% Traditional cash on cash: 3.22% Airbnb Rental Income: $1691 Traditional Rental Income: $2892 Airbnb ROI: 0.47% 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: -0.19% Traditional cash on cash: 1.97% Airbnb Rental Income: $1691 Traditional Rental Income: $3326 Airbnb ROI: -0.19% Traditional ROI: 1.97%
1354 Route 134 South Dennis, MA Continue to show! Come Tour! Completely renovated, one floor living, South Dennis home wit...	3 beds \| 3 baths \| 2,100 sq.ft.	$898,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 2.95% Airbnb Rental Income: $1691 Traditional Rental Income: $3638 Airbnb ROI: 0.06% Traditional ROI: 2.95%
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: -0.04% Traditional cash on cash: 1.71% Airbnb Rental Income: $2558 Traditional Rental Income: $4009 Airbnb ROI: -0.04% 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: 0.38% Traditional cash on cash: 2.82% Airbnb Rental Income: $1691 Traditional Rental Income: $2814 Airbnb ROI: 0.38% Traditional ROI: 2.82%
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: 0.21% Traditional cash on cash: 4.48% Airbnb Rental Income: $2558 Traditional Rental Income: $6715 Airbnb ROI: 0.21% Traditional ROI: 4.48%
11 Leonard Road South Dennis, MA Terrific value on this long cherished year round home. And ... new septic and new furnace ...	2 beds \| 1 baths \| 1,102 sq.ft.	$522,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 3.19% Airbnb Rental Income: $1515 Traditional Rental Income: $2323 Airbnb ROI: 0.63% Traditional ROI: 3.19%
31 Albion Way South Dennis, MA Tucked quietly at the end of a sandy lane along one of the most scenic stretches of Bass R...	3 beds \| 3 baths \| 2,406 sq.ft.	$1,995,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 0.81% Airbnb Rental Income: $1691 Traditional Rental Income: $4024 Airbnb ROI: -0.7% Traditional ROI: 0.81%

Real Estate investment in South-dennis, MA

There are 22 properties for sale in the city of South Dennis . The median list price in South Dennis is $577,702 and the average price per square foot is $295. In June 2026, the average monthly cash on cash return in South Dennis is 3.00%. The average monthly rental income in South Dennis is $3,629.

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

There are 22 investment properties available for sale in South-dennis.

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

The ROI for Short-Term is higher than the Long-Term in South-dennis with average rental income of $1,691.

Your search for investment property begins and ends here

Investment Property for Sale in South Dennis, MA

13 Academy Hill Lane

South Dennis, MA

3 beds | 4 baths | 2,310 sq.ft.

$1,499,900

Airbnb cash on cash: -0.49%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $1691

Traditional Rental Income: $4593

Airbnb ROI: -0.49%

Traditional ROI: 1.93%

12 Tuckoosa Road

South Dennis, MA

3 beds | 3 baths | 2,496 sq.ft.

$924,900

Airbnb cash on cash: -0.12%

Traditional cash on cash: 2.91%

Airbnb Rental Income: $1691

Traditional Rental Income: $3829

Airbnb ROI: -0.12%

Traditional ROI: 2.91%

194 Main Street

South Dennis, MA

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

$650,000

Airbnb cash on cash: 0.57%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $1691

Traditional Rental Income: $3223

Airbnb ROI: 0.57%

Traditional ROI: 3.87%

47 Follins Bay Road

South Dennis, MA

4 beds | 2 baths | 2,012 sq.ft.

$749,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $2558

Traditional Rental Income: $3656

Airbnb ROI: 1.34%

Traditional ROI: 3.79%

299 Main Street

South Dennis, MA

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

$8,550,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: -0.36%

Airbnb Rental Income: $2482

Traditional Rental Income: $6387

Airbnb ROI: -0.93%

Traditional ROI: -0.36%

432 Old Chatham Road #Apt 411

South Dennis, MA

2 beds | 1 baths | 1,030 sq.ft.

$335,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $1515

Traditional Rental Income: $2264

Airbnb ROI: 1.71%

Traditional ROI: 5.49%

22&24 Follins Pond Road

South Dennis, MA

4 beds | 3 baths | 1,373 sq.ft.

$1,097,000

Airbnb cash on cash: 0.5%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $2558

Traditional Rental Income: $3629

Airbnb ROI: 0.5%

Traditional ROI: 2.15%

420 Old Bass River Road

South Dennis, MA

3 beds | 2 baths | 1,976 sq.ft.

$859,000

Airbnb cash on cash: -0.02%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $1691

Traditional Rental Income: $3328

Airbnb ROI: -0.02%