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.

Investment Property for Sale in Orleans, MA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6 Apple Way Orleans, MA From this .74 lot enjoy the setting of planted grasses and mature trees. Sit in the yard a...	2 beds \| 2 baths \| 1,414 sq.ft.	$550,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 3.9% Airbnb Rental Income: $3173 Traditional Rental Income: $2884 Airbnb ROI: 3.07% Traditional ROI: 3.9%
24 Old Tote Road Orleans, MA Attention, investors and employers: This thoroughly renovated, legal three-family property...	4 beds \| 3 baths \| 1,995 sq.ft.	$895,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 3.28% Airbnb Rental Income: $3559 Traditional Rental Income: $4051 Airbnb ROI: 1.75% Traditional ROI: 3.28%
36 Tar Kiln Road Orleans, MA Bring your vision to this 3-bedroom, 2,300+ sq. ft. Orleans home set on a generous private...	3 beds \| N/A baths \| 2,356 sq.ft.	$1,050,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 1.22% Airbnb Rental Income: $2736 Traditional Rental Income: $2814 Airbnb ROI: 0.48% Traditional ROI: 1.22%
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: 0.43% Traditional cash on cash: 0.72% Airbnb Rental Income: $3559 Traditional Rental Income: $3166 Airbnb ROI: 0.43% Traditional ROI: 0.72%
20 Namskaket Road Orleans, MA Conveniently located close to downtown Orleans, this is a 3 bedroom, 1 1/2 bath colonial s...	3 beds \| N/A baths \| 1,403 sq.ft.	$979,000	Airbnb cash on cash: 0.72% Traditional cash on cash: 1.77% Airbnb Rental Income: $2736 Traditional Rental Income: $3045 Airbnb ROI: 0.72% Traditional ROI: 1.77%
34 Fox Ridge Drive Orleans, MA This 2014 classic cape occupies a beautifully hedged and fenced level lot in Briar Springs...	2 beds \| 2 baths \| 2,802 sq.ft.	$1,795,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 0.32% Airbnb Rental Income: $3173 Traditional Rental Income: $3156 Airbnb ROI: -0.1% Traditional ROI: 0.32%
37 Eli Rogers Road Orleans, MA Discover peace and privacy in this South Orleans retreat. On nearly an acre, this property...	4 beds \| N/A baths \| 1,846 sq.ft.	$850,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 2.51% Airbnb Rental Income: $3559 Traditional Rental Income: $3236 Airbnb ROI: 1.93% Traditional ROI: 2.51%
53 Great Oak Road Orleans, MA Tucked into one of East Orleans' most desirable spots, this 4 bed, 3 bath home offers both...	4 beds \| 3 baths \| 2,064 sq.ft.	$1,100,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.01% Airbnb Rental Income: $3559 Traditional Rental Income: $3651 Airbnb ROI: 1.16% Traditional ROI: 2.01%
6 Sturbridge Drive Orleans, MA This exquisite ranch-style residence features 3-4 bedrooms combines timeless charm with cl...	3 beds \| 2 baths \| 2,400 sq.ft.	$1,299,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.57% Airbnb Rental Income: $2736 Traditional Rental Income: $3641 Airbnb ROI: 0.29% Traditional ROI: 1.57%
32 Areys Lane Orleans, MA With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, de...	3 beds \| N/A baths \| 4,222 sq.ft.	$4,295,000	Airbnb cash on cash: -0.96% Traditional cash on cash: -0.4% Airbnb Rental Income: $2736 Traditional Rental Income: $4297 Airbnb ROI: -0.96% Traditional ROI: -0.4%
77 Towhee Lane Orleans, MA LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind...	5 beds \| N/A baths \| 7,372 sq.ft.	$9,500,000	Airbnb cash on cash: -1.31% Traditional cash on cash: -0.81% Airbnb Rental Income: $3112 Traditional Rental Income: $6807 Airbnb ROI: -1.31% Traditional ROI: -0.81%
193 Quanset Road Orleans, MA Set along one of Orleans' most scenic and protected saltwater corridors, this waterfront r...	4 beds \| 3 baths \| 3,843 sq.ft.	$2,500,000	Airbnb cash on cash: -0.34% Traditional cash on cash: 0.35% Airbnb Rental Income: $3559 Traditional Rental Income: $4380 Airbnb ROI: -0.34% Traditional ROI: 0.35%
64 Pershing Lane Orleans, MA Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. Eas...	5 beds \| N/A baths \| 5,800 sq.ft.	$6,999,990	Airbnb cash on cash: -1.87% Traditional cash on cash: -0.89% Airbnb Rental Income: $3112 Traditional Rental Income: $8738 Airbnb ROI: -1.87% Traditional ROI: -0.89%
2 Little Cove Lane Orleans, MA Welcome to your private backyard oasis just 1.8 miles from Nauset Beach! This beautiful ho...	4 beds \| N/A baths \| 3,000 sq.ft.	$1,995,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.03% Airbnb Rental Income: $3559 Traditional Rental Income: $4480 Airbnb ROI: 0.11% Traditional ROI: 1.03%
5 Kidd Way Orleans, MA An enchanting coastal retreat! Set alongside the Pleasant Bay estuary in one of Orleans' m...	5 beds \| 5 baths \| 3,130 sq.ft.	$4,995,000	Airbnb cash on cash: -0.79% Traditional cash on cash: -0.08% Airbnb Rental Income: $3112 Traditional Rental Income: $5668 Airbnb ROI: -0.79% Traditional ROI: -0.08%
102 Portanimicut Road Orleans, MA Near the end of quintessential Portanimicut Road, in Orleans, is this unique house. Inside...	3 beds \| 3 baths \| 2,377 sq.ft.	$1,150,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.1% Airbnb Rental Income: $2736 Traditional Rental Income: $3998 Airbnb ROI: 0.32% Traditional ROI: 2.1%
63 Old Field Road Orleans, MA A rare opportunity to own a piece of Cape Cod history in the coveted Barley Neck area of E...	4 beds \| 3 baths \| 2,413 sq.ft.	$6,250,000	Airbnb cash on cash: -0.85% Traditional cash on cash: -0.56% Airbnb Rental Income: $3559 Traditional Rental Income: $4444 Airbnb ROI: -0.85% Traditional ROI: -0.56%
188 Rock Harbor Road Orleans, MA Exquisitely Renovated 1830 Greek Revival estate on 1+ acre... Step into timeless elegance ...	3 beds \| 3 baths \| 2,110 sq.ft.	$1,649,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 0.98% Airbnb Rental Income: $2736 Traditional Rental Income: $3698 Airbnb ROI: -0.07% Traditional ROI: 0.98%
46 Freeman Lane Orleans, MA WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off To...	5 beds \| N/A baths \| 3,630 sq.ft.	$3,199,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 0.42% Airbnb Rental Income: $3112 Traditional Rental Income: $5886 Airbnb ROI: -0.76% Traditional ROI: 0.42%
6-12 Snow Way Orleans, MA Welcome to 6 Snow Way, a stunning private waterfront estate in East Orleans, where sophist...	4 beds \| 3 baths \| 3,250 sq.ft.	$3,860,000	Airbnb cash on cash: -0.64% Traditional cash on cash: -0.14% Airbnb Rental Income: $3559 Traditional Rental Income: $4561 Airbnb ROI: -0.64% Traditional ROI: -0.14%
17 Pendleton Drive Orleans, MA This masterfully reimagined home blends classic charm with artisan craftsmanship. Thoughtf...	3 beds \| 3 baths \| 1,925 sq.ft.	$1,590,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 0.97% Airbnb Rental Income: $2736 Traditional Rental Income: $3675 Airbnb ROI: -0.1% Traditional ROI: 0.97%
2 Seaview Road Orleans, MA This beautifully updated 4-bedroom, 2.5-bath home offers over 3,100 sq. ft. of living spac...	4 beds \| 3 baths \| 3,186 sq.ft.	$1,850,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 0.83% Airbnb Rental Income: $3559 Traditional Rental Income: $4258 Airbnb ROI: -0.04% Traditional ROI: 0.83%
30 Grannys Lane Orleans, MA Proximity to Pleasant Bay in a lovely walkable and quiet neighborhood and a complete renov...	2 beds \| 2 baths \| 1,637 sq.ft.	$899,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 2.16% Airbnb Rental Income: $3173 Traditional Rental Income: $3025 Airbnb ROI: 1.48% Traditional ROI: 2.16%
21 S Orleans Road Orleans, MA Ideally located in the vibrant commercial district of Orleans and overlooking scenic Town ...	5 beds \| 5 baths \| 4,416 sq.ft.	$2,199,999	Airbnb cash on cash: -0.21% Traditional cash on cash: 1.86% Airbnb Rental Income: $3112 Traditional Rental Income: $6632 Airbnb ROI: -0.21% Traditional ROI: 1.86%
10 Lake Farm Lane Orleans, MA This stunning Orleans residence offers a perfect blend of elegance and comfort, featuring ...	3 beds \| 3 baths \| 2,709 sq.ft.	$2,350,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 0.29% Airbnb Rental Income: $2736 Traditional Rental Income: $3935 Airbnb ROI: -0.55% Traditional ROI: 0.29%
4 Pond Road Orleans, MA Welcome to this beautifully updated 3-bedroom, 2-bath home featuring a modern kitchen, sty...	3 beds \| 2 baths \| 1,903 sq.ft.	$749,900	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.48% Airbnb Rental Income: $2736 Traditional Rental Income: $2797 Airbnb ROI: 1.47% Traditional ROI: 2.48%
24 Sparrowhawk Road Orleans, MA Your day begins listening to the ocean calling as you take in the invigorating salt air an...	3 beds \| 2 baths \| 1,509 sq.ft.	$1,595,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 0.63% Airbnb Rental Income: $2736 Traditional Rental Income: $3213 Airbnb ROI: -0.13% Traditional ROI: 0.63%
142 Monument Road Orleans, MA Orleans Jewel with Private tennis court- This lovingly restored, meticulously maintained 1...	4 beds \| 4 baths \| 2,565 sq.ft.	$1,910,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 0.99% Airbnb Rental Income: $3559 Traditional Rental Income: $4736 Airbnb ROI: -0.11% Traditional ROI: 0.99%
137 Rock Harbor Road unit: #4 #4 Orleans, MA Welcome to the Captain Carlson house at Rock Harbor Condominiums! This is a year-round, tw...	2 beds \| 1 baths \| 809 sq.ft.	$697,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 1.78% Airbnb Rental Income: $3173 Traditional Rental Income: $2194 Airbnb ROI: 2.18% Traditional ROI: 1.78%
2 Shell Lane Orleans, MA This home all about location! It is 1/2 mile to Rock Harbor and 1/2 mile to the center of ...	4 beds \| 2 baths \| 2,149 sq.ft.	$1,225,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.45% Airbnb Rental Income: $3559 Traditional Rental Income: $4547 Airbnb ROI: 0.9% Traditional ROI: 2.45%
5 Reilly Run Orleans, MA Introducing a new 9-unit detached condominium community in Orleans on Cape Cod, offering m...	3 beds \| N/A baths \| 2,102 sq.ft.	$1,249,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 2.12% Airbnb Rental Income: $2736 Traditional Rental Income: $5001 Airbnb ROI: -0.39% Traditional ROI: 2.12%
10 Center Place unit: 16 #16 Orleans, MA Orleans Village Perfection - Renovated Townhome with Custom Finishes. Rare luxury townhome...	2 beds \| 2 baths \| 1,567 sq.ft.	$924,900	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.03% Airbnb Rental Income: $3173 Traditional Rental Income: $3024 Airbnb ROI: 0.37% Traditional ROI: 1.03%
34 Cedar Land Road Orleans, MA Welcome to 34 Cedar Land Rd, East Orleans where timeless charm meets modern comfort less t...	4 beds \| 5 baths \| 3,178 sq.ft.	$2,275,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 1.48% Airbnb Rental Income: $3559 Traditional Rental Income: $6139 Airbnb ROI: -0.11% Traditional ROI: 1.48%
7 Reilly Run Orleans, MA Introducing a new 9-unit detached condominium community in Orleans on Cape Cod, offering m...	3 beds \| N/A baths \| 2,102 sq.ft.	$959,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.99% Airbnb Rental Income: $2736 Traditional Rental Income: $4936 Airbnb ROI: -0.2% Traditional ROI: 2.99%
25 Pleasant View Drive Orleans, MA This spacious 5-bedroom, 3-bath home is tucked away at the end of a quiet cul-de-sac, offe...	5 beds \| 3 baths \| N/A	$1,975,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 1% Airbnb Rental Income: $3112 Traditional Rental Income: $4732 Airbnb ROI: -0.27% Traditional ROI: 1%
75 Monument Road Orleans, MA Thoreau would live here! Completely secluded yet in the heart of Orleans you will find thi...	3 beds \| 2 baths \| 1,829 sq.ft.	$1,250,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.4% Airbnb Rental Income: $2736 Traditional Rental Income: $3316 Airbnb ROI: 0.35% Traditional ROI: 1.4%
23 Nickerson Road Orleans, MA Charming 2-Bedroom Cape with Spacious Yard and Updates This inviting 2-bedroom, 2-bath Cap...	2 beds \| 2 baths \| 2,145 sq.ft.	$679,000	Airbnb cash on cash: 2.16% Traditional cash on cash: 3.15% Airbnb Rental Income: $3173 Traditional Rental Income: $3079 Airbnb ROI: 2.16% Traditional ROI: 3.15%
181 Rock Harbor Road Orleans, MA Ever changing views with tides and seasons! Come see this charming home nestled on the mar...	2 beds \| 3 baths \| 1,888 sq.ft.	$1,350,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 2.23% Airbnb Rental Income: $3173 Traditional Rental Income: $4597 Airbnb ROI: 0.52% Traditional ROI: 2.23%
18 Cole Place Orleans, MA East Orleans opportunity. This vintage home offers potential to rehab or redevelop on a pr...	3 beds \| 2 baths \| 1,381 sq.ft.	$775,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 2.65% Airbnb Rental Income: $2736 Traditional Rental Income: $3050 Airbnb ROI: 1.32% Traditional ROI: 2.65%
24 Old Colony Way unit: 8 #8 Orleans, MA Located in the heart of Orleans Village, this renovated year-round one bedroom one bath co...	1 beds \| 1 baths \| 868 sq.ft.	$295,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.24% Airbnb Rental Income: $1169 Traditional Rental Income: $1983 Airbnb ROI: 0.93% Traditional ROI: 5.24%

Real Estate investment in Orleans, MA

There are 65 properties for sale in the city of Orleans . The median list price in Orleans is $1,125,000 and the average price per square foot is $505. In October 2025, the average monthly cash on cash return in Orleans is 2.00%. The average monthly rental income in Orleans is $3,276.

Orleans, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 65 investment properties available for sale in Orleans.

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

The ROI for Short-Term is higher than the Long-Term in Orleans with average rental income of $3,173.

Your search for investment property begins and ends here

Investment Property for Sale in Orleans, MA

6 Apple Way

Orleans, MA

2 beds | 2 baths | 1,414 sq.ft.

$550,000

Airbnb cash on cash: 3.07%

Traditional cash on cash: 3.9%

Airbnb Rental Income: $3173

Traditional Rental Income: $2884

Airbnb ROI: 3.07%

Traditional ROI: 3.9%

24 Old Tote Road

Orleans, MA

4 beds | 3 baths | 1,995 sq.ft.

$895,000

Airbnb cash on cash: 1.75%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $3559

Traditional Rental Income: $4051

Airbnb ROI: 1.75%

Traditional ROI: 3.28%

36 Tar Kiln Road

Orleans, MA

3 beds | N/A baths | 2,356 sq.ft.

$1,050,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 1.22%

Airbnb Rental Income: $2736

Traditional Rental Income: $2814

Airbnb ROI: 0.48%

Traditional ROI: 1.22%

15 Dale Ann Drive

Orleans, MA

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

$1,450,000

Airbnb cash on cash: 0.43%

Traditional cash on cash: 0.72%

Airbnb Rental Income: $3559

Traditional Rental Income: $3166

Airbnb ROI: 0.43%

Traditional ROI: 0.72%

20 Namskaket Road

Orleans, MA

3 beds | N/A baths | 1,403 sq.ft.

$979,000

Airbnb cash on cash: 0.72%

Traditional cash on cash: 1.77%

Airbnb Rental Income: $2736

Traditional Rental Income: $3045

Airbnb ROI: 0.72%

Traditional ROI: 1.77%

34 Fox Ridge Drive

Orleans, MA

2 beds | 2 baths | 2,802 sq.ft.

$1,795,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 0.32%

Airbnb Rental Income: $3173

Traditional Rental Income: $3156

Airbnb ROI: -0.1%

Traditional ROI: 0.32%

37 Eli Rogers Road

Orleans, MA

4 beds | N/A baths | 1,846 sq.ft.

$850,000

Airbnb cash on cash: 1.93%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $3559

Traditional Rental Income: $3236

Airbnb ROI: 1.93%

Traditional ROI: 2.51%

53 Great Oak Road

Orleans, MA

4 beds | 3 baths | 2,064 sq.ft.

$1,100,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 2.01%

Airbnb Rental Income: $3559

Traditional Rental Income: $3651

Airbnb ROI: 1.16%