Real Estate Investment Properties for Sale in Dennis, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
59 Main Street #20-3 Dennis, MA Welcome to easy Cape Cod living in the heart of Dennis Village.This recently renovated tow...	2 beds \| 2 baths \| 1,080 sq.ft.	$495,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 3.2% Airbnb Rental Income: $928 Traditional Rental Income: $2631 Airbnb ROI: -1.22% Traditional ROI: 3.2%
7 Collins Avenue Dennis, MA Newly Built 5 bedroom 3.5 bath home close to Mayflower Beach with 600' of shared private b...	5 beds \| 4 baths \| 2,670 sq.ft.	$4,695,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.14% Airbnb Rental Income: $null Traditional Rental Income: $4900 Airbnb ROI: N/A Traditional ROI: -0.14%
4 Spadoni Way Dennis, MA Tucked between the iconic sandy paths of Mayflower and Chapin Beaches, this charming two-b...	2 beds \| 1 baths \| 453 sq.ft.	$975,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 0.61% Airbnb Rental Income: $928 Traditional Rental Income: $1880 Airbnb ROI: -0.81% Traditional ROI: 0.61%
69 Horsefoot Path Dennis, MA Just steps from the sands of iconic Mayflower Beach, this spacious double-lot Cape offers ...	4 beds \| 4 baths \| 2,689 sq.ft.	$2,299,900	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.72% Airbnb Rental Income: $2204 Traditional Rental Income: $4545 Airbnb ROI: -0.63% Traditional ROI: 0.72%
59 Main Street #19-2 Dennis, MA BACK ON THE MARKET-Nothing to do, but move in! Tucked away on the west side of the complex...	2 beds \| 2 baths \| 1,510 sq.ft.	$499,999	Airbnb cash on cash: -1.97% Traditional cash on cash: 3.15% Airbnb Rental Income: $928 Traditional Rental Income: $2976 Airbnb ROI: -1.97% Traditional ROI: 3.15%
94 Horsefoot Path Dennis, MA Perched along the pristine shores of Cape Cod Bay, this exceptional Dennis beachfront resi...	4 beds \| 5 baths \| 2,566 sq.ft.	$6,995,000	Airbnb cash on cash: -1.05% Traditional cash on cash: -0.79% Airbnb Rental Income: $2204 Traditional Rental Income: $3334 Airbnb ROI: -1.05% Traditional ROI: -0.79%
310 Old Chatham Road #A7 Dennis, MA Why rent for the summer when you can live in this beautifully renovated 3 bedroom manufact...	3 beds \| 1 baths \| 854 sq.ft.	$199,000	Airbnb cash on cash: -3.23% Traditional cash on cash: 4.22% Airbnb Rental Income: $1218 Traditional Rental Income: $2233 Airbnb ROI: -3.23% Traditional ROI: 4.22%
480 Main Street Dennis, MA Tucked away on 1.74 private acres in desirable Dennis Village, this charming home offers t...	4 beds \| 4 baths \| 2,492 sq.ft.	$1,399,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 2.27% Airbnb Rental Income: $2204 Traditional Rental Income: $4752 Airbnb ROI: -0.12% Traditional ROI: 2.27%
39 Whittier Drive Dennis, MA Back on market, home inspection was never done. This home offers 3 bedrooms,1 bath and 1.1...	3 beds \| 1 baths \| 1,150 sq.ft.	$599,900	Airbnb cash on cash: -0.07% Traditional cash on cash: 2.86% Airbnb Rental Income: $1218 Traditional Rental Income: $2468 Airbnb ROI: -0.07% Traditional ROI: 2.86%
59 Main Street #7-3 Dennis, MA Beautiful condo in Cranberry Knoll located on historic Route 6A, close to gorgeous beaches...	2 beds \| 2 baths \| 1,330 sq.ft.	$510,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 4.46% Airbnb Rental Income: $928 Traditional Rental Income: $2865 Airbnb ROI: -0.33% Traditional ROI: 4.46%
59 Route 6A Street #9-2 Dennis, MA Experience easy Cape Cod living in this move-in ready 3-bedroom condo in sought-after Cran...	3 beds \| 2 baths \| 1,236 sq.ft.	$425,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 5.52% Airbnb Rental Income: $1218 Traditional Rental Income: $2859 Airbnb ROI: 0.41% Traditional ROI: 5.52%
601 Main Street (Route 6A) #28 Dennis, MA You've been waiting for a condo like this to come on the market and here it is. Welcome to...	2 beds \| 3 baths \| 1,860 sq.ft.	$975,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 3% Airbnb Rental Income: $928 Traditional Rental Income: $4067 Airbnb ROI: -0.84% Traditional ROI: 3%
14 Prince Way Dennis, MA Set in highly desirable East Dennis and minutes from Dennis beaches, Sesuit Harbor great r...	4 beds \| 3 baths \| 2,312 sq.ft.	$899,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 2.9% Airbnb Rental Income: $2204 Traditional Rental Income: $3635 Airbnb ROI: 0.53% Traditional ROI: 2.9%
72 Airline Road Dennis, MA This charming three-bedroom, one-bathroom ranch home offers a comfortable and inviting liv...	3 beds \| 1 baths \| 1,240 sq.ft.	$595,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 3.02% Airbnb Rental Income: $1218 Traditional Rental Income: $2522 Airbnb ROI: -0.04% Traditional ROI: 3.02%
49 Quivet Drive Dennis, MA Only 1.3 miles from beautiful Cold Storage Beach on Cape Cod Bay and in one of East Dennis...	4 beds \| 3 baths \| 1,956 sq.ft.	$859,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.14% Airbnb Rental Income: $2204 Traditional Rental Income: $3433 Airbnb ROI: 0.91% Traditional ROI: 3.14%
14 Willie Nick Way Dennis, MA Tucked away on a quiet cul-de-sac north of historic Rt. 6A & just moments from the pristin...	3 beds \| 4 baths \| 2,732 sq.ft.	$1,695,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 1.78% Airbnb Rental Income: $1218 Traditional Rental Income: $4488 Airbnb ROI: -0.55% Traditional ROI: 1.78%
312 Setucket Road Dennis, MA Stunning 3-4 bedroom colonial set back off the street on a pond front 1.5 acre lot. The pe...	3 beds \| 3 baths \| 2,804 sq.ft.	$1,299,900	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.39% Airbnb Rental Income: $1218 Traditional Rental Income: $4216 Airbnb ROI: -0.41% Traditional ROI: 2.39%

Real Estate investment in Dennis, MA

There are 17 properties for sale in the city of Dennis . The median list price in Dennis is $879,450 and the average price per square foot is $508. In May 2026, the average monthly cash on cash return in Dennis is 3.00%. The average monthly rental income in Dennis is $2,976.

Dennis, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 17 investment properties available for sale in 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 Dennis with average rental income of $1,218.

Your search for investment property begins and ends here

Investment Property for Sale in Dennis, MA

59 Main Street #20-3

Dennis, MA

2 beds | 2 baths | 1,080 sq.ft.

$495,000

Airbnb cash on cash: -1.22%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $928

Traditional Rental Income: $2631

Airbnb ROI: -1.22%

Traditional ROI: 3.2%

7 Collins Avenue

Dennis, MA

5 beds | 4 baths | 2,670 sq.ft.

$4,695,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.14%

Airbnb Rental Income: $null

Traditional Rental Income: $4900

Airbnb ROI: N/A

Traditional ROI: -0.14%

4 Spadoni Way

Dennis, MA

2 beds | 1 baths | 453 sq.ft.

$975,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $928

Traditional Rental Income: $1880

Airbnb ROI: -0.81%

Traditional ROI: 0.61%

69 Horsefoot Path

Dennis, MA

4 beds | 4 baths | 2,689 sq.ft.

$2,299,900

Airbnb cash on cash: -0.63%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $2204

Traditional Rental Income: $4545

Airbnb ROI: -0.63%

Traditional ROI: 0.72%

59 Main Street #19-2

Dennis, MA

2 beds | 2 baths | 1,510 sq.ft.

$499,999

Airbnb cash on cash: -1.97%

Traditional cash on cash: 3.15%

Airbnb Rental Income: $928

Traditional Rental Income: $2976

Airbnb ROI: -1.97%

Traditional ROI: 3.15%

94 Horsefoot Path

Dennis, MA

4 beds | 5 baths | 2,566 sq.ft.

$6,995,000

Airbnb cash on cash: -1.05%

Traditional cash on cash: -0.79%

Airbnb Rental Income: $2204

Traditional Rental Income: $3334

Airbnb ROI: -1.05%

Traditional ROI: -0.79%

310 Old Chatham Road #A7

Dennis, MA

3 beds | 1 baths | 854 sq.ft.

$199,000

Airbnb cash on cash: -3.23%

Traditional cash on cash: 4.22%

Airbnb Rental Income: $1218

Traditional Rental Income: $2233

Airbnb ROI: -3.23%

Traditional ROI: 4.22%

480 Main Street

Dennis, MA

4 beds | 4 baths | 2,492 sq.ft.

$1,399,900

Airbnb cash on cash: -0.12%

Traditional cash on cash: 2.27%

Airbnb Rental Income: $2204

Traditional Rental Income: $4752

Airbnb ROI: -0.12%