Real Estate Investment Properties for Sale in Orleans, MA

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

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

Search for Single Family Residential for Sale in Orleans, 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 34 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
36 Areys Lane Orleans, MA Welcome to 'Summer Salt', a stunning retreat where elegant coastal living meets timeless C...	5 beds \| 5 baths \| 4,317 sq.ft.	$4,495,000	Airbnb cash on cash: -1.08% Traditional cash on cash: 0.17% Airbnb Rental Income: $2389 Traditional Rental Income: $7000 Airbnb ROI: -1.08% Traditional ROI: 0.17%
15 Dale Ann Drive Orleans, MA Tucked away on a private acre in the desirable Briar Spring neighborhood, this meticulousl...	4 beds \| 2 baths \| 1,694 sq.ft.	$1,450,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.72% Airbnb Rental Income: $1842 Traditional Rental Income: $3166 Airbnb ROI: -0.63% Traditional ROI: 0.72%
63 kescayogansett Road Orleans, MA This magnificent new Eastward home in Orleans' beloved Mayflower Point Association will be...	5 beds \| 7 baths \| 5,700 sq.ft.	$4,799,999	Airbnb cash on cash: -0.69% Traditional cash on cash: 0.86% Airbnb Rental Income: $2389 Traditional Rental Income: $8711 Airbnb ROI: -0.69% Traditional ROI: 0.86%
32 Areys Lane Orleans, MA With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, de...	3 beds \| 4 baths \| 4,222 sq.ft.	$4,295,000	Airbnb cash on cash: -1.25% Traditional cash on cash: -0.43% Airbnb Rental Income: $1488 Traditional Rental Income: $4297 Airbnb ROI: -1.25% Traditional ROI: -0.43%
9 Honeysuckle Lane Orleans, MA Rarely available, this renovated 2023 four-bedroom home is tucked away on a quiet road sha...	4 beds \| 2 baths \| 1,825 sq.ft.	$1,499,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.97% Airbnb Rental Income: $1842 Traditional Rental Income: $3531 Airbnb ROI: -0.6% Traditional ROI: 0.97%
77 Towhee Lane Orleans, MA LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind...	5 beds \| 7 baths \| 7,372 sq.ft.	$9,200,000	Airbnb cash on cash: -1.39% Traditional cash on cash: -0.81% Airbnb Rental Income: $2389 Traditional Rental Income: $6807 Airbnb ROI: -1.39% Traditional ROI: -0.81%
64 Pershing Lane Orleans, MA Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. Eas...	5 beds \| 7 baths \| 5,800 sq.ft.	$6,250,000	Airbnb cash on cash: -1.93% Traditional cash on cash: -0.73% Airbnb Rental Income: $2389 Traditional Rental Income: $8738 Airbnb ROI: -1.93% Traditional ROI: -0.73%
31 Chase Lane Orleans, MA Turnkey, fully renovated home ideally located on a quiet dead-end street near Skaket Beach...	3 beds \| 3 baths \| 1,728 sq.ft.	$899,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 1.49% Airbnb Rental Income: $1488 Traditional Rental Income: $2501 Airbnb ROI: -0.24% Traditional ROI: 1.49%
46 Freeman Lane Orleans, MA WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off To...	5 beds \| 4 baths \| 3,630 sq.ft.	$2,995,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 0.48% Airbnb Rental Income: $2389 Traditional Rental Income: $5886 Airbnb ROI: -0.99% Traditional ROI: 0.48%
507 S Orleans Road Orleans, MA Discover pond-front living on nearly an acre. Completely renovated in 2024, this home blen...	3 beds \| 2 baths \| 1,436 sq.ft.	$1,050,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 1.9% Airbnb Rental Income: $1488 Traditional Rental Income: $3261 Airbnb ROI: -0.36% Traditional ROI: 1.9%
12 Phoebes Close Orleans, MA A Hidden Gem Near Skaket Beach Nestled at the end of a peaceful lane in Orleans, 12 Phoebe...	4 beds \| 4 baths \| 3,431 sq.ft.	$1,499,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 2.35% Airbnb Rental Income: $1842 Traditional Rental Income: $5433 Airbnb ROI: -0.59% Traditional ROI: 2.35%
2 Shell Lane Orleans, MA North of 6A and tucked off Rock Harbor Road, this 4-bedroom, 2-bath home offers a classic ...	4 beds \| 2 baths \| 2,149 sq.ft.	$999,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 3.22% Airbnb Rental Income: $1842 Traditional Rental Income: $4547 Airbnb ROI: -0.23% Traditional ROI: 3.22%
25 Pleasant View Drive Orleans, MA Discover this spacious 5-bedroom, 3-bath Orleans home perfectly located at the end of a qu...	5 beds \| 3 baths \| N/A	$1,750,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 1.25% Airbnb Rental Income: $2389 Traditional Rental Income: $4732 Airbnb ROI: -0.55% Traditional ROI: 1.25%
181 Rock Harbor Road Orleans, MA Overlooking Rock Harbor Creek, this home offers a front row seat to the continuous, ever-c...	2 beds \| 4 baths \| 1,888 sq.ft.	$1,250,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 2.46% Airbnb Rental Income: $1682 Traditional Rental Income: $4597 Airbnb ROI: -0.45% Traditional ROI: 2.46%
6 Defiance Lane Orleans, MA Homes this close to Rock Harbor rarely offer both privacy and future potential. Priced at ...	2 beds \| 2 baths \| 1,198 sq.ft.	$899,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 1.8% Airbnb Rental Income: $1682 Traditional Rental Income: $2776 Airbnb ROI: -0.06% Traditional ROI: 1.8%
59 Bridge Road Orleans, MA Perched above the marsh along Rock Harbor Creek, this classic Cape Cod home offers sweepin...	2 beds \| 2 baths \| 1,546 sq.ft.	$759,900	Airbnb cash on cash: -0.01% Traditional cash on cash: 2.44% Airbnb Rental Income: $1682 Traditional Rental Income: $2946 Airbnb ROI: -0.01% Traditional ROI: 2.44%
34 Lake Drive Orleans, MA Set within the coveted Quanset Harbor Club, this oversized Cape sits at the end of a long ...	4 beds \| 3 baths \| 4,067 sq.ft.	$2,095,000	Airbnb cash on cash: -1.05% Traditional cash on cash: 0.49% Airbnb Rental Income: $1842 Traditional Rental Income: $4330 Airbnb ROI: -1.05% Traditional ROI: 0.49%
15 Morgan's Way Orleans, MA Perched at the top of a private 1-acre lot, this newer home checks all of the boxes! The 1...	4 beds \| 3 baths \| 2,513 sq.ft.	$1,695,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 0.48% Airbnb Rental Income: $1842 Traditional Rental Income: $3324 Airbnb ROI: -0.78% Traditional ROI: 0.48%
19 Monument Road Orleans, MA Location, Location! Antique home with old fashioned pantry, wide pine floors, claw foot tu...	4 beds \| 2 baths \| 2,068 sq.ft.	$729,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 3.27% Airbnb Rental Income: $1842 Traditional Rental Income: $3508 Airbnb ROI: 0.09% Traditional ROI: 3.27%
2 Monomoy Lane Orleans, MA Modern Luxury Meets Coastal Charm in Orleans, Cape Cod Welcome to an exclusive enclave of ...	4 beds \| 4 baths \| 5,035 sq.ft.	$2,795,000	Airbnb cash on cash: -1.74% Traditional cash on cash: -0.05% Airbnb Rental Income: $1842 Traditional Rental Income: $5720 Airbnb ROI: -1.74% Traditional ROI: -0.05%
4 Monomoy Lane Orleans, MA Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property...	4 beds \| 4 baths \| 3,680 sq.ft.	$2,995,000	Airbnb cash on cash: -1.77% Traditional cash on cash: -0.18% Airbnb Rental Income: $1842 Traditional Rental Income: $5785 Airbnb ROI: -1.77% Traditional ROI: -0.18%
8 Monomoy Lane Orleans, MA Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property...	4 beds \| 4 baths \| 4,250 sq.ft.	$3,595,000	Airbnb cash on cash: -1.85% Traditional cash on cash: -0.62% Airbnb Rental Income: $1842 Traditional Rental Income: $5445 Airbnb ROI: -1.85% Traditional ROI: -0.62%
6 Monomoy Lane Orleans, MA Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property...	4 beds \| 4 baths \| 3,680 sq.ft.	$3,295,000	Airbnb cash on cash: -1.81% Traditional cash on cash: -0.47% Airbnb Rental Income: $1842 Traditional Rental Income: $5445 Airbnb ROI: -1.81% Traditional ROI: -0.47%
80 Briar Spring Road Orleans, MA A very 'bonne adresse' in East Orleans on a country lane that becomes magically enveloped ...	3 beds \| 4 baths \| 2,226 sq.ft.	$1,395,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 1.7% Airbnb Rental Income: $1488 Traditional Rental Income: $4356 Airbnb ROI: -0.85% Traditional ROI: 1.7%
17 Kings Way Orleans, MA Tucked away on a quiet street, this hidden gem offers the perfect blend of comfort, privac...	3 beds \| 2 baths \| 1,040 sq.ft.	$749,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 2.35% Airbnb Rental Income: $1488 Traditional Rental Income: $2739 Airbnb ROI: -0.07% Traditional ROI: 2.35%
67-69 Bakers Pond Road Orleans, MA Welcome to this classic Cape-style home now featuring a spring price improvement, a perfec...	5 beds \| 4 baths \| 2,560 sq.ft.	$1,199,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 2.7% Airbnb Rental Income: $2389 Traditional Rental Income: $4857 Airbnb ROI: -0.04% Traditional ROI: 2.7%
22 Nauset Farms Private Way Orleans, MA Beautifully Updated Home in Desirable East Orleans. Nestled on a quiet cul-de-sac, this me...	4 beds \| 3 baths \| 2,380 sq.ft.	$1,425,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.58% Airbnb Rental Income: $1842 Traditional Rental Income: $4104 Airbnb ROI: -0.5% Traditional ROI: 1.58%
89 Rock Harbor Road Orleans, MA Classic Sears Roebuck Cottage expanded in 2003 and just 0.2 miles from Rock Harbor and a s...	2 beds \| 2 baths \| 1,591 sq.ft.	$949,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 1.76% Airbnb Rental Income: $1682 Traditional Rental Income: $2959 Airbnb ROI: -0.22% Traditional ROI: 1.76%
22 Winslow Drive Orleans, MA Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sens...	5 beds \| 5 baths \| 4,091 sq.ft.	$2,300,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 1.91% Airbnb Rental Income: $2389 Traditional Rental Income: $7173 Airbnb ROI: -0.61% Traditional ROI: 1.91%
332 S Orleans Road Orleans, MA A local gem, this property invites you to embrace the quintessential Cape Cod lifestyle. T...	4 beds \| 3 baths \| 1,939 sq.ft.	$1,175,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 1.92% Airbnb Rental Income: $1842 Traditional Rental Income: $3870 Airbnb ROI: -0.39% Traditional ROI: 1.92%
21 Pleasant View Drive Orleans, MA This stunning new contemporary home by Eastward Companies is nearing completion. Designed ...	3 beds \| 4 baths \| 3,546 sq.ft.	$4,250,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.28% Airbnb Rental Income: $1488 Traditional Rental Income: $5408 Airbnb ROI: -0.82% Traditional ROI: 0.28%
7 Little Cove Lane Orleans, MA This impeccable waterfront home is defined by its exceptional setting and thoughtful desig...	5 beds \| 4 baths \| 4,381 sq.ft.	$2,995,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 0.69% Airbnb Rental Income: $2389 Traditional Rental Income: $6223 Airbnb ROI: -0.9% Traditional ROI: 0.69%
42 Uncle Israel's Road Orleans, MA In a bucolic setting on a quiet lane in South Orleans, this charming three bedroom shingle...	3 beds \| 2 baths \| 1,238 sq.ft.	$595,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 3.44% Airbnb Rental Income: $1488 Traditional Rental Income: $2895 Airbnb ROI: 0.12% Traditional ROI: 3.44%
4 Nickerson Road Orleans, MA Ideally located in the center of Orleans, this spacious 2-bedroom, 2-bath home (1600+ sq')...	2 beds \| 2 baths \| 1,632 sq.ft.	$695,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 2.72% Airbnb Rental Income: $1682 Traditional Rental Income: $2927 Airbnb ROI: 0.07% Traditional ROI: 2.72%

Your search for investment property begins and ends here

Single Family Homes for Sale in Orleans, MA

36 Areys Lane

Orleans, MA

5 beds | 5 baths | 4,317 sq.ft.

$4,495,000

Airbnb cash on cash: -1.08%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $2389

Traditional Rental Income: $7000

Airbnb ROI: -1.08%

Traditional ROI: 0.17%

15 Dale Ann Drive

Orleans, MA

4 beds | 2 baths | 1,694 sq.ft.

$1,450,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $1842

Traditional Rental Income: $3166

Airbnb ROI: -0.63%

Traditional ROI: 0.72%

63 kescayogansett Road

Orleans, MA

5 beds | 7 baths | 5,700 sq.ft.

$4,799,999

Airbnb cash on cash: -0.69%

Traditional cash on cash: 0.86%

Airbnb Rental Income: $2389

Traditional Rental Income: $8711

Airbnb ROI: -0.69%

Traditional ROI: 0.86%

32 Areys Lane

Orleans, MA

3 beds | 4 baths | 4,222 sq.ft.

$4,295,000

Airbnb cash on cash: -1.25%

Traditional cash on cash: -0.43%

Airbnb Rental Income: $1488

Traditional Rental Income: $4297

Airbnb ROI: -1.25%

Traditional ROI: -0.43%

9 Honeysuckle Lane

Orleans, MA

4 beds | 2 baths | 1,825 sq.ft.

$1,499,000

Airbnb cash on cash: -0.6%

Traditional cash on cash: 0.97%

Airbnb Rental Income: $1842

Traditional Rental Income: $3531

Airbnb ROI: -0.6%

Traditional ROI: 0.97%

77 Towhee Lane

Orleans, MA

5 beds | 7 baths | 7,372 sq.ft.

$9,200,000

Airbnb cash on cash: -1.39%

Traditional cash on cash: -0.81%

Airbnb Rental Income: $2389

Traditional Rental Income: $6807

Airbnb ROI: -1.39%

Traditional ROI: -0.81%

64 Pershing Lane

Orleans, MA

5 beds | 7 baths | 5,800 sq.ft.

$6,250,000

Airbnb cash on cash: -1.93%

Traditional cash on cash: -0.73%

Airbnb Rental Income: $2389

Traditional Rental Income: $8738

Airbnb ROI: -1.93%

Traditional ROI: -0.73%

31 Chase Lane

Orleans, MA

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

$899,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $1488

Traditional Rental Income: $2501

Airbnb ROI: -0.24%