Real Estate Investment Properties for Sale in Oak Bluffs, MA

Looking for investment property in Oak Bluffs, MA with high ROI ?

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

Search for Single Family Residential for Sale in Oak Bluffs, 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 11 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
3 Kims Way Oak Bluffs, MA Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs ...	3 beds \| 2 baths \| 1,164 sq.ft.	$1,195,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 1.02% Airbnb Rental Income: $3291 Traditional Rental Income: $2688 Airbnb ROI: 0.9% Traditional ROI: 1.02%
35 Double Ox Road Oak Bluffs, MA NEW CONSTRUCTION ~Welcome to Lagoon Ridge, Oak Bluffs' newest and most sought-after neighb...	3 beds \| 4 baths \| 2,475 sq.ft.	$2,250,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 0.47% Airbnb Rental Income: $3291 Traditional Rental Income: $3739 Airbnb ROI: -0.1% Traditional ROI: 0.47%
4 High Meadow Lane Oak Bluffs, MA Classic Post & Beam set in Meadow View Farms This bright and charming four-bedroom home si...	4 beds \| 4 baths \| 2,810 sq.ft.	$2,260,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.44% Airbnb Rental Income: $2604 Traditional Rental Income: $4171 Airbnb ROI: -0.6% Traditional ROI: 0.44%
70 Carol Lane Oak Bluffs, MA Oak Bluffs location that is central to everything down Island. Situated on a 1/3 acre lot ...	2 beds \| 2 baths \| 1,500 sq.ft.	$1,150,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.15% Airbnb Rental Income: $2648 Traditional Rental Income: $2872 Airbnb ROI: 0.35% Traditional ROI: 1.15%
30 Sengekontacket Road Oak Bluffs, MA Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket A...	4 beds \| 3 baths \| 2,262 sq.ft.	$2,195,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 0.4% Airbnb Rental Income: $2604 Traditional Rental Income: $3918 Airbnb ROI: -0.55% Traditional ROI: 0.4%
23 Circuit Ave Extension Oak Bluffs, MA Rare Opportunity with Endless Possibilities - Unmatched Harbor & Vineyard Sound Views. Loc...	3 beds \| 1 baths \| 1 sq.ft.	$2,600,000	Airbnb cash on cash: -0.33% Traditional cash on cash: -0.5% Airbnb Rental Income: $3291 Traditional Rental Income: $2162 Airbnb ROI: -0.33% Traditional ROI: -0.5%
7 Upper Meadow Lane Oak Bluffs, MA Meadowview Farms - This home is ideal for those who love to host lively gatherings! Set at...	4 beds \| 3 baths \| 3,268 sq.ft.	$1,799,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 1.03% Airbnb Rental Income: $2604 Traditional Rental Income: $4468 Airbnb ROI: -0.46% Traditional ROI: 1.03%
6 Brewster Avenue Oak Bluffs, MA Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete wit...	4 beds \| 3 baths \| 1,728 sq.ft.	$3,250,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.28% Airbnb Rental Income: $2604 Traditional Rental Income: $3705 Airbnb ROI: -0.85% Traditional ROI: -0.28%
26 Winthrop Avenue Oak Bluffs, MA Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece ...	1 beds \| 1 baths \| N/A	$849,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 0.51% Airbnb Rental Income: $3384 Traditional Rental Income: $1622 Airbnb ROI: 1.78% Traditional ROI: 0.51%
22 Montgomery Square Oak Bluffs, MA Located in the heart of Wesleyan Grove within the historic Martha's Vineyard Camp Meeting ...	3 beds \| 1 baths \| 931 sq.ft.	$895,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 1.22% Airbnb Rental Income: $3291 Traditional Rental Income: $2267 Airbnb ROI: 1.56% Traditional ROI: 1.22%
18 Wood Duck Way Oak Bluffs, MA Turnkey modern home with 4 bedrooms and 3 full baths, filled with natural light from large...	4 beds \| 3 baths \| 1 sq.ft.	$1,800,000	Airbnb cash on cash: -0.52% Traditional cash on cash: -0.02% Airbnb Rental Income: $2604 Traditional Rental Income: $2809 Airbnb ROI: -0.52% Traditional ROI: -0.02%

Your search for investment property begins and ends here

Single Family Homes for Sale in Oak Bluffs, MA

3 Kims Way

Oak Bluffs, MA

3 beds | 2 baths | 1,164 sq.ft.

$1,195,000

Airbnb cash on cash: 0.9%

Traditional cash on cash: 1.02%

Airbnb Rental Income: $3291

Traditional Rental Income: $2688

Airbnb ROI: 0.9%

Traditional ROI: 1.02%

35 Double Ox Road

Oak Bluffs, MA

3 beds | 4 baths | 2,475 sq.ft.

$2,250,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 0.47%

Airbnb Rental Income: $3291

Traditional Rental Income: $3739

Airbnb ROI: -0.1%

Traditional ROI: 0.47%

4 High Meadow Lane

Oak Bluffs, MA

4 beds | 4 baths | 2,810 sq.ft.

$2,260,000

Airbnb cash on cash: -0.6%

Traditional cash on cash: 0.44%

Airbnb Rental Income: $2604

Traditional Rental Income: $4171

Airbnb ROI: -0.6%

Traditional ROI: 0.44%

70 Carol Lane

Oak Bluffs, MA

2 beds | 2 baths | 1,500 sq.ft.

$1,150,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 1.15%

Airbnb Rental Income: $2648

Traditional Rental Income: $2872

Airbnb ROI: 0.35%

Traditional ROI: 1.15%

30 Sengekontacket Road

Oak Bluffs, MA

4 beds | 3 baths | 2,262 sq.ft.

$2,195,000

Airbnb cash on cash: -0.55%

Traditional cash on cash: 0.4%

Airbnb Rental Income: $2604

Traditional Rental Income: $3918

Airbnb ROI: -0.55%

Traditional ROI: 0.4%

23 Circuit Ave Extension

Oak Bluffs, MA

3 beds | 1 baths | 1 sq.ft.

$2,600,000

Airbnb cash on cash: -0.33%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $3291

Traditional Rental Income: $2162

Airbnb ROI: -0.33%

Traditional ROI: -0.5%

7 Upper Meadow Lane

Oak Bluffs, MA

4 beds | 3 baths | 3,268 sq.ft.

$1,799,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 1.03%

Airbnb Rental Income: $2604

Traditional Rental Income: $4468

Airbnb ROI: -0.46%

Traditional ROI: 1.03%

6 Brewster Avenue

Oak Bluffs, MA

4 beds | 3 baths | 1,728 sq.ft.

$3,250,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: -0.28%

Airbnb Rental Income: $2604

Traditional Rental Income: $3705

Airbnb ROI: -0.85%