Real Estate Investment Properties for Sale in Woods Hole, MA

Looking for investment property in Woods Hole, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
10 Quissett Avenue Woods Hole, MA Fondly known as 'Marshview', this distinguished estate dating back to circa 1900 epitomize...	4 beds \| 3 baths \| 3,465 sq.ft.	$2,595,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 0.46% Airbnb Rental Income: $6671 Traditional Rental Income: $4428 Airbnb ROI: 0.85% Traditional ROI: 0.46%
82 Harbor Hill Road Woods Hole, MA A rare offering with the perfect blend of sophisticated design, modern amenities, and peac...	5 beds \| 4 baths \| 3,624 sq.ft.	$2,750,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 0.7% Airbnb Rental Income: $7095 Traditional Rental Income: $5527 Airbnb ROI: 0.78% Traditional ROI: 0.7%
533 Woods Hole Road unit: B101 #B101 Woods Hole, MA Walk to Woods Hole Village - New Construction Luxury Townhome with Views of Vineyard Sound...	3 beds \| 5 baths \| 2,551 sq.ft.	$2,380,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 1.46% Airbnb Rental Income: $6026 Traditional Rental Income: $6587 Airbnb ROI: 0.66% Traditional ROI: 1.46%
533 Woods Hole Road unit: D101 #D101 Woods Hole, MA Walk to Woods Hole Village - New Construction Luxury Townhome with Stunning Views of Viney...	3 beds \| 3 baths \| 2,519 sq.ft.	$2,285,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.4% Airbnb Rental Income: $6026 Traditional Rental Income: $4098 Airbnb ROI: 0.75% Traditional ROI: 0.4%
533 Woods Hole Road unit: E202 #E202 Woods Hole, MA Walk to Woods Hole Village - Construction Pricing! Luxury Townhome within walking distance...	2 beds \| 3 baths \| 1,466 sq.ft.	$1,325,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 1.43% Airbnb Rental Income: $3901 Traditional Rental Income: $3745 Airbnb ROI: 0.87% Traditional ROI: 1.43%
533 Woods Hole Road unit: E301 #E301 Woods Hole, MA Walk to Woods Hole Village - Construction Pricing! Luxury Townhome within walking distance...	2 beds \| 3 baths \| 1,546 sq.ft.	$1,675,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 0.9% Airbnb Rental Income: $3901 Traditional Rental Income: $3745 Airbnb ROI: 0.46% Traditional ROI: 0.9%
29 Wilson Road Woods Hole, MA Classic Woods Hole Home! Tucked away in a private setting just moments from the heart of W...	4 beds \| 2 baths \| 1,216 sq.ft.	$825,000	Airbnb cash on cash: 5.38% Traditional cash on cash: 2.57% Airbnb Rental Income: $6671 Traditional Rental Income: $3217 Airbnb ROI: 5.38% Traditional ROI: 2.57%
9 James Street Woods Hole, MA Welcome to Woods Hole! This classic Cape is tucked away on a quiet side street, yet just m...	4 beds \| 2 baths \| 1,701 sq.ft.	$730,000	Airbnb cash on cash: 6.23% Traditional cash on cash: 3.5% Airbnb Rental Income: $6671 Traditional Rental Income: $3513 Airbnb ROI: 6.23% Traditional ROI: 3.5%

Real Estate investment in Woods-hole, MA

There are 8 properties for sale in the city of Woods Hole . The median list price in Woods Hole is $1,980,000 and the average price per square foot is $876. In September 2025, the average monthly cash on cash return in Woods Hole is 1.00%. The average monthly rental income in Woods Hole is $3,922.

Woods-hole, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Woods-hole.

In 2025, the best neighborhood to buy investment property is Woods Hole.

The ROI for Short-Term is higher than the Long-Term in Woods-hole with average rental income of $6,349.

Your search for investment property begins and ends here

Investment Property for Sale in Woods Hole, MA

10 Quissett Avenue

Woods Hole, MA

4 beds | 3 baths | 3,465 sq.ft.

$2,595,000

Airbnb cash on cash: 0.85%

Traditional cash on cash: 0.46%

Airbnb Rental Income: $6671

Traditional Rental Income: $4428

Airbnb ROI: 0.85%

Traditional ROI: 0.46%

82 Harbor Hill Road

Woods Hole, MA

5 beds | 4 baths | 3,624 sq.ft.

$2,750,000

Airbnb cash on cash: 0.78%

Traditional cash on cash: 0.7%

Airbnb Rental Income: $7095

Traditional Rental Income: $5527

Airbnb ROI: 0.78%

Traditional ROI: 0.7%

533 Woods Hole Road unit: B101 #B101

Woods Hole, MA

3 beds | 5 baths | 2,551 sq.ft.

$2,380,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $6026

Traditional Rental Income: $6587

Airbnb ROI: 0.66%

Traditional ROI: 1.46%

533 Woods Hole Road unit: D101 #D101

Woods Hole, MA

3 beds | 3 baths | 2,519 sq.ft.

$2,285,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 0.4%

Airbnb Rental Income: $6026

Traditional Rental Income: $4098

Airbnb ROI: 0.75%

Traditional ROI: 0.4%

533 Woods Hole Road unit: E202 #E202

Woods Hole, MA

2 beds | 3 baths | 1,466 sq.ft.

$1,325,000

Airbnb cash on cash: 0.87%

Traditional cash on cash: 1.43%

Airbnb Rental Income: $3901

Traditional Rental Income: $3745

Airbnb ROI: 0.87%

Traditional ROI: 1.43%

533 Woods Hole Road unit: E301 #E301

Woods Hole, MA

2 beds | 3 baths | 1,546 sq.ft.

$1,675,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 0.9%

Airbnb Rental Income: $3901

Traditional Rental Income: $3745

Airbnb ROI: 0.46%

Traditional ROI: 0.9%

29 Wilson Road

Woods Hole, MA

4 beds | 2 baths | 1,216 sq.ft.

$825,000

Airbnb cash on cash: 5.38%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $6671

Traditional Rental Income: $3217

Airbnb ROI: 5.38%

Traditional ROI: 2.57%

9 James Street

Woods Hole, MA

4 beds | 2 baths | 1,701 sq.ft.

$730,000

Airbnb cash on cash: 6.23%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $6671

Traditional Rental Income: $3513

Airbnb ROI: 6.23%