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: 0.18% Traditional cash on cash: 3.2% Airbnb Rental Income: $1704 Traditional Rental Income: $2631 Airbnb ROI: 0.18% 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: -0.75% Traditional cash on cash: -0.14% Airbnb Rental Income: $2943 Traditional Rental Income: $4900 Airbnb ROI: -0.75% 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: -0.1% Traditional cash on cash: 0.61% Airbnb Rental Income: $1704 Traditional Rental Income: $1880 Airbnb ROI: -0.1% Traditional ROI: 0.61%
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: -1.03% Traditional cash on cash: -0.79% Airbnb Rental Income: $2354 Traditional Rental Income: $3334 Airbnb ROI: -1.03% 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.	$189,000	Airbnb cash on cash: -2.65% Traditional cash on cash: 4.55% Airbnb Rental Income: $1354 Traditional Rental Income: $2233 Airbnb ROI: -2.65% Traditional ROI: 4.55%
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: 0.7% Traditional cash on cash: 5.52% Airbnb Rental Income: $1354 Traditional Rental Income: $2859 Airbnb ROI: 0.7% Traditional ROI: 5.52%
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: 0.68% Traditional cash on cash: 2.9% Airbnb Rental Income: $2354 Traditional Rental Income: $3635 Airbnb ROI: 0.68% 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.	$575,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 3.16% Airbnb Rental Income: $1354 Traditional Rental Income: $2522 Airbnb ROI: 0.21% Traditional ROI: 3.16%
14 Willie Nick Way Dennis, MA Discover elevated cape Cod living at 14 Willie Nick Way, a beautifully updated residence o...	3 beds \| 4 baths \| 2,732 sq.ft.	$1,495,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 1.75% Airbnb Rental Income: $1354 Traditional Rental Income: $4488 Airbnb ROI: -0.81% Traditional ROI: 1.75%
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.	$1,199,900	Airbnb cash on cash: -0.57% Traditional cash on cash: 2.37% Airbnb Rental Income: $1354 Traditional Rental Income: $4216 Airbnb ROI: -0.57% Traditional ROI: 2.37%
59 Route 6A Street #20-1 Dennis, MA Welcome to Cranberry Knoll! This highly sought after spacious 2-bedroom, 3-bath ranch-styl...	2 beds \| 3 baths \| 1,116 sq.ft.	$499,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.36% Airbnb Rental Income: $1704 Traditional Rental Income: $2824 Airbnb ROI: 0.94% Traditional ROI: 4.36%
11 Perseverance Path Dennis, MA NEW CONSTRUCTION set on a quiet, private one acre retreat lot on Simmons Pond. This brand ...	4 beds \| 4 baths \| 3,300 sq.ft.	$2,395,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 1.73% Airbnb Rental Income: $2354 Traditional Rental Income: $6298 Airbnb ROI: -0.31% Traditional ROI: 1.73%
91 Long Hill Road Dennis, MA Nestled along the 15th fairway of Dennis Highlands Golf Course, this beautiful 3-bedroom, ...	3 beds \| 2 baths \| 1,652 sq.ft.	$995,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 2.01% Airbnb Rental Income: $1354 Traditional Rental Income: $3261 Airbnb ROI: -0.5% Traditional ROI: 2.01%
59 Route 6A #U21-2 Dennis, MA Newly reduced price! Experience the best of Cape Cod living in this beautifully maintained...	3 beds \| 2 baths \| 1,236 sq.ft.	$469,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 4.98% Airbnb Rental Income: $1354 Traditional Rental Income: $2896 Airbnb ROI: 0.52% Traditional ROI: 4.98%
18 Nobscussett Road Dennis, MA Step back in time and experience the charm of Old Cape Cod in this beautifully updated 3-b...	3 beds \| 2 baths \| 1,026 sq.ft.	$1,195,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.12% Airbnb Rental Income: $1354 Traditional Rental Income: $2873 Airbnb ROI: -0.62% Traditional ROI: 1.12%
310 Old Chatham Road #A-28 Dennis, MA Enjoy the best of Dennis without the premium price tag! Set on a rare double lot, this is ...	2 beds \| 1 baths \| 1,300 sq.ft.	$200,000	Airbnb cash on cash: 3.78% Traditional cash on cash: 9.89% Airbnb Rental Income: $1704 Traditional Rental Income: $2391 Airbnb ROI: 3.78% Traditional ROI: 9.89%
58 Scarsdale Road Dennis, MA Situated north of Route 6A off coveted Whig Street, this impeccably maintained Dennis home...	3 beds \| 3 baths \| 2,879 sq.ft.	$1,790,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 0.86% Airbnb Rental Income: $1354 Traditional Rental Income: $3884 Airbnb ROI: -0.91% Traditional ROI: 0.86%
93 Robbins Circle Dennis, MA Opportunity knocks in the highly sought-after Mayflower Beach area! This 2-bedroom, 2-bath...	2 beds \| 2 baths \| 1,124 sq.ft.	$899,999	Airbnb cash on cash: -0.09% Traditional cash on cash: 1.65% Airbnb Rental Income: $1704 Traditional Rental Income: $2691 Airbnb ROI: -0.09% Traditional ROI: 1.65%
19 Aunt Debby's Road Dennis, MA Exceptional waterfront property offering 4+ private acres along the Swan River in sought-a...	3 beds \| 3 baths \| 2,506 sq.ft.	$1,299,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 1.88% Airbnb Rental Income: $1354 Traditional Rental Income: $4033 Airbnb ROI: -0.68% Traditional ROI: 1.88%
215 Route 6A Dennis, MA Renovated in 2021 and known as the Captain William House, this charming single-family Cape...	2 beds \| 3 baths \| 1,099 sq.ft.	$789,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.51% Airbnb Rental Income: $1704 Traditional Rental Income: $2868 Airbnb ROI: 0.29% Traditional ROI: 2.51%
777 Main Street #C15 Dennis, MA Living at 777 Main Street in Dennis means being surrounded by local charm. You're just mom...	2 beds \| 1 baths \| 976 sq.ft.	$380,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 4.57% Airbnb Rental Income: $1704 Traditional Rental Income: $2202 Airbnb ROI: 1.84% Traditional ROI: 4.57%
52 Barque Circle Dennis, MA Tucked into one of South Dennis' most desirable neighborhoods, this spacious 4-bedroom, 2....	4 beds \| 3 baths \| 2,427 sq.ft.	$1,275,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 1.8% Airbnb Rental Income: $2354 Traditional Rental Income: $3433 Airbnb ROI: 0.4% Traditional ROI: 1.8%

Real Estate investment in Dennis, MA

There are 22 properties for sale in the city of Dennis . The median list price in Dennis is $1,064,363 and the average price per square foot is $607. In July 2026, the average monthly cash on cash return in Dennis is 2.00%. The average monthly rental income in Dennis is $2,873.

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

There are 22 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 $1,704.

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: 0.18%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $1704

Traditional Rental Income: $2631

Airbnb ROI: 0.18%

Traditional ROI: 3.2%

7 Collins Avenue

Dennis, MA

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

$4,695,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: -0.14%

Airbnb Rental Income: $2943

Traditional Rental Income: $4900

Airbnb ROI: -0.75%

Traditional ROI: -0.14%

4 Spadoni Way

Dennis, MA

2 beds | 1 baths | 453 sq.ft.

$975,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 0.61%

Airbnb Rental Income: $1704

Traditional Rental Income: $1880

Airbnb ROI: -0.1%

Traditional ROI: 0.61%

94 Horsefoot Path

Dennis, MA

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

$6,995,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: -0.79%

Airbnb Rental Income: $2354

Traditional Rental Income: $3334

Airbnb ROI: -1.03%

Traditional ROI: -0.79%

310 Old Chatham Road #A7

Dennis, MA

3 beds | 1 baths | 854 sq.ft.

$189,000

Airbnb cash on cash: -2.65%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $1354

Traditional Rental Income: $2233

Airbnb ROI: -2.65%

Traditional ROI: 4.55%

59 Route 6A Street #9-2

Dennis, MA

3 beds | 2 baths | 1,236 sq.ft.

$425,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $1354

Traditional Rental Income: $2859

Airbnb ROI: 0.7%

Traditional ROI: 5.52%

14 Prince Way

Dennis, MA

4 beds | 3 baths | 2,312 sq.ft.

$899,900

Airbnb cash on cash: 0.68%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $2354

Traditional Rental Income: $3635

Airbnb ROI: 0.68%

Traditional ROI: 2.9%

72 Airline Road

Dennis, MA

3 beds | 1 baths | 1,240 sq.ft.

$575,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $1354

Traditional Rental Income: $2522

Airbnb ROI: 0.21%