Real Estate Investment Properties for Sale in Vineyard Haven, MA

Looking for investment property in Vineyard Haven, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
50 Lantern Lane Vineyard Haven, MA In a peaceful Vineyard Haven setting just moments from town, 50 Lantern Lane offers a refi...	3 beds \| 2 baths \| 1,040 sq.ft.	$1,193,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 0.91% Airbnb Rental Income: $2185 Traditional Rental Income: $2812 Airbnb ROI: -0.15% Traditional ROI: 0.91%
26 Union Court unit: 7 Vineyard Haven, MA Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town li...	2 beds \| 3 baths \| 1,532 sq.ft.	$1,625,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 0.93% Airbnb Rental Income: $1866 Traditional Rental Income: $3894 Airbnb ROI: -0.75% Traditional ROI: 0.93%
10 Putnam Way Vineyard Haven, MA Raised ranch style house on a corner lot near the lagoon. This could be the ''fixer upper'...	3 beds \| 1 baths \| 1,168 sq.ft.	$700,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 1.87% Airbnb Rental Income: $2185 Traditional Rental Income: $2498 Airbnb ROI: 0.54% Traditional ROI: 1.87%
34 Davis Street Vineyard Haven, MA NEW CONSTRUCTION - Designed by Outlands Design and built by McElhinney Construction, this ...	3 beds \| 4 baths \| 2,453 sq.ft.	$1,999,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 0.39% Airbnb Rental Income: $2185 Traditional Rental Income: $2998 Airbnb ROI: -0.35% Traditional ROI: 0.39%
51 Lantern Lane Vineyard Haven, MA Find your sweet spot in this charming starter home, ideally located on a quiet street yet ...	2 beds \| 1 baths \| 768 sq.ft.	$775,000	Airbnb cash on cash: 0.18% Traditional cash on cash: 1.16% Airbnb Rental Income: $1866 Traditional Rental Income: $2076 Airbnb ROI: 0.18% Traditional ROI: 1.16%
241 Daggett Avenue Vineyard Haven, MA Built in 2016 by Squash Meadow Builders, this exceptional five-bedroom Colonial is ideally...	5 beds \| 4 baths \| 4,068 sq.ft.	$3,250,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.36% Airbnb Rental Income: $1968 Traditional Rental Income: $5604 Airbnb ROI: -1.02% Traditional ROI: 0.36%
378 State Road Vineyard Haven, MA MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT - Extensively renov...	2 beds \| 3 baths \| 1,460 sq.ft.	$1,950,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 0.35% Airbnb Rental Income: $1866 Traditional Rental Income: $3065 Airbnb ROI: -0.59% Traditional ROI: 0.35%

Real Estate investment in Vineyard-haven, MA

There are 7 properties for sale in the city of Vineyard Haven . The median list price in Vineyard Haven is $1,625,000 and the average price per square foot is $911. In April 2026, the average monthly cash on cash return in Vineyard Haven is 1.00%. The average monthly rental income in Vineyard Haven is $2,905.

Vineyard-haven, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 7 investment properties available for sale in Vineyard-haven.

In 2026, the best neighborhood to buy investment property is Vineyard Haven.

The ROI for Short-Term is higher than the Long-Term in Vineyard-haven with average rental income of $1,917.

Your search for investment property begins and ends here

Investment Property for Sale in Vineyard Haven, MA

50 Lantern Lane

Vineyard Haven, MA

3 beds | 2 baths | 1,040 sq.ft.

$1,193,000

Airbnb cash on cash: -0.15%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $2185

Traditional Rental Income: $2812

Airbnb ROI: -0.15%

Traditional ROI: 0.91%

26 Union Court unit: 7

Vineyard Haven, MA

2 beds | 3 baths | 1,532 sq.ft.

$1,625,000

Airbnb cash on cash: -0.75%

Traditional cash on cash: 0.93%

Airbnb Rental Income: $1866

Traditional Rental Income: $3894

Airbnb ROI: -0.75%

Traditional ROI: 0.93%

10 Putnam Way

Vineyard Haven, MA

3 beds | 1 baths | 1,168 sq.ft.

$700,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 1.87%

Airbnb Rental Income: $2185

Traditional Rental Income: $2498

Airbnb ROI: 0.54%

Traditional ROI: 1.87%

34 Davis Street

Vineyard Haven, MA

3 beds | 4 baths | 2,453 sq.ft.

$1,999,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $2185

Traditional Rental Income: $2998

Airbnb ROI: -0.35%

Traditional ROI: 0.39%

51 Lantern Lane

Vineyard Haven, MA

2 beds | 1 baths | 768 sq.ft.

$775,000

Airbnb cash on cash: 0.18%

Traditional cash on cash: 1.16%

Airbnb Rental Income: $1866

Traditional Rental Income: $2076

Airbnb ROI: 0.18%

Traditional ROI: 1.16%

241 Daggett Avenue

Vineyard Haven, MA

5 beds | 4 baths | 4,068 sq.ft.

$3,250,000

Airbnb cash on cash: -1.02%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $1968

Traditional Rental Income: $5604

Airbnb ROI: -1.02%

Traditional ROI: 0.36%

378 State Road

Vineyard Haven, MA

2 beds | 3 baths | 1,460 sq.ft.

$1,950,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 0.35%

Airbnb Rental Income: $1866

Traditional Rental Income: $3065

Airbnb ROI: -0.59%

Traditional ROI: 0.35%

Real Estate investment in Vineyard-haven, MA

Vineyard-haven, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Vineyard-haven?

Which neighborhoods in Vineyard-haven to invest in 2026?

Long-Term vs. Short-Term Rentals in Vineyard-haven, Massachusetts: Which will earn the best returns?

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