Real Estate Investment Properties for Sale in Chilmark, MA

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

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

Search for Single Family Residential for Sale in Chilmark, 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 8 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
16 Shotnaigher Lane Chilmark, MA New to market this completely renovated water view home is located in a private enclave of...	4 beds \| 4 baths \| 2,050 sq.ft.	$10,950,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -0.58% Airbnb Rental Income: $1729 Traditional Rental Income: $5752 Airbnb ROI: -1.02% Traditional ROI: -0.58%
25 Fulling Mill Road Chilmark, MA Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house o...	4 beds \| 3 baths \| 1,918 sq.ft.	$2,395,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.45% Airbnb Rental Income: $1729 Traditional Rental Income: $3703 Airbnb ROI: -0.66% Traditional ROI: 0.45%
308 South Road Chilmark, MA Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilm...	4 beds \| 4 baths \| 3,490 sq.ft.	$7,350,000	Airbnb cash on cash: -1.07% Traditional cash on cash: -0.16% Airbnb Rental Income: $1729 Traditional Rental Income: $7439 Airbnb ROI: -1.07% Traditional ROI: -0.16%
300 North Road Chilmark, MA Winding tree lined driveway off North Rd brings you to this commanding, custom designed re...	4 beds \| 4 baths \| 2,515 sq.ft.	$2,995,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 0.8% Airbnb Rental Income: $1729 Traditional Rental Income: $5631 Airbnb ROI: -0.78% Traditional ROI: 0.8%
18 Spruce Gate Road Chilmark, MA Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of...	5 beds \| 4 baths \| 3,700 sq.ft.	$12,500,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.94% Airbnb Rental Income: $2139 Traditional Rental Income: $3475 Airbnb ROI: -1.1% Traditional ROI: -0.94%
47 Quenames Road Chilmark, MA On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding ...	2 beds \| 1 baths \| 924 sq.ft.	$1,575,000	Airbnb cash on cash: -1.56% Traditional cash on cash: -0.87% Airbnb Rental Income: $1496 Traditional Rental Income: $2066 Airbnb ROI: -1.56% Traditional ROI: -0.87%
45 Quenames Road Chilmark, MA Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and ...	2 beds \| 1 baths \| 896 sq.ft.	$1,575,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.3% Airbnb Rental Income: $1496 Traditional Rental Income: $2020 Airbnb ROI: -0.36% Traditional ROI: 0.3%
43 N Slope Lane Chilmark, MA Set on private 3.5-acre wooded parcel, this 3-bedroom, 2-bath single-family home offers th...	3 beds \| 2 baths \| 1,540 sq.ft.	$1,699,999	Airbnb cash on cash: -0.15% Traditional cash on cash: 0.66% Airbnb Rental Income: $2337 Traditional Rental Income: $3037 Airbnb ROI: -0.15% Traditional ROI: 0.66%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chilmark, MA

16 Shotnaigher Lane

Chilmark, MA

4 beds | 4 baths | 2,050 sq.ft.

$10,950,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: -0.58%

Airbnb Rental Income: $1729

Traditional Rental Income: $5752

Airbnb ROI: -1.02%

Traditional ROI: -0.58%

25 Fulling Mill Road

Chilmark, MA

4 beds | 3 baths | 1,918 sq.ft.

$2,395,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 0.45%

Airbnb Rental Income: $1729

Traditional Rental Income: $3703

Airbnb ROI: -0.66%

Traditional ROI: 0.45%

308 South Road

Chilmark, MA

4 beds | 4 baths | 3,490 sq.ft.

$7,350,000

Airbnb cash on cash: -1.07%

Traditional cash on cash: -0.16%

Airbnb Rental Income: $1729

Traditional Rental Income: $7439

Airbnb ROI: -1.07%

Traditional ROI: -0.16%

300 North Road

Chilmark, MA

4 beds | 4 baths | 2,515 sq.ft.

$2,995,000

Airbnb cash on cash: -0.78%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $1729

Traditional Rental Income: $5631

Airbnb ROI: -0.78%

Traditional ROI: 0.8%

18 Spruce Gate Road

Chilmark, MA

5 beds | 4 baths | 3,700 sq.ft.

$12,500,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $2139

Traditional Rental Income: $3475

Airbnb ROI: -1.1%

Traditional ROI: -0.94%

47 Quenames Road

Chilmark, MA

2 beds | 1 baths | 924 sq.ft.

$1,575,000

Airbnb cash on cash: -1.56%

Traditional cash on cash: -0.87%

Airbnb Rental Income: $1496

Traditional Rental Income: $2066

Airbnb ROI: -1.56%

Traditional ROI: -0.87%

45 Quenames Road

Chilmark, MA

2 beds | 1 baths | 896 sq.ft.

$1,575,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 0.3%

Airbnb Rental Income: $1496

Traditional Rental Income: $2020

Airbnb ROI: -0.36%

Traditional ROI: 0.3%

43 N Slope Lane

Chilmark, MA

3 beds | 2 baths | 1,540 sq.ft.

$1,699,999

Airbnb cash on cash: -0.15%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $2337

Traditional Rental Income: $3037

Airbnb ROI: -0.15%