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
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: -0.88% Traditional cash on cash: 0.17% Airbnb Rental Income: $3403 Traditional Rental Income: $7000 Airbnb ROI: -0.88% Traditional ROI: 0.17%
22 Blake Lane Orleans, MA Set on a rare peninsula overlooking 27 acres of protected conservation land at Kent's Poin...	4 beds \| 4 baths \| 3,556 sq.ft.	$4,500,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -0.03% Airbnb Rental Income: $2691 Traditional Rental Income: $6223 Airbnb ROI: -1.03% Traditional ROI: -0.03%
63 kescayogansett Road Orleans, MA This magnificent new Eastward home in Orleans' beloved Mayflower Point Association is near...	5 beds \| 7 baths \| 5,700 sq.ft.	$4,799,999	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.86% Airbnb Rental Income: $3403 Traditional Rental Income: $8711 Airbnb ROI: -0.5% Traditional ROI: 0.86%
12 Windswept Lane Orleans, MA Perched above the Ospreys with views from the living room, kitchen, bedrooms, and outside ...	4 beds \| 5 baths \| 4,311 sq.ft.	$4,300,000	Airbnb cash on cash: -1% Traditional cash on cash: -0.31% Airbnb Rental Income: $2691 Traditional Rental Income: $4799 Airbnb ROI: -1% Traditional ROI: -0.31%
9 Honeysuckle Ln Orleans, MA Rarely available, this renovated 2023 four-bedroom home is tucked away on a quiet road sha...	4 beds \| 2 baths \| 1,824 sq.ft.	$1,474,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 1% Airbnb Rental Income: $2691 Traditional Rental Income: $3531 Airbnb ROI: -0.08% Traditional ROI: 1%
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.	$7,995,000	Airbnb cash on cash: -1.34% Traditional cash on cash: -0.78% Airbnb Rental Income: $3403 Traditional Rental Income: $6807 Airbnb ROI: -1.34% Traditional ROI: -0.78%
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: -1.01% Traditional cash on cash: 0.04% Airbnb Rental Income: $3403 Traditional Rental Income: $8738 Airbnb ROI: -1.01% Traditional ROI: 0.04%
28 Mallard Dr Orleans, MA Exceptional marshfront home offering expansive views of Cape Cod Bay in Orleans. Set on 1....	4 beds \| 2 baths \| 2,684 sq.ft.	$2,895,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 0.36% Airbnb Rental Income: $2691 Traditional Rental Income: $4575 Airbnb ROI: -0.58% Traditional ROI: 0.36%
21 S Orleans Rd Orleans, MA This stately Orleans landmark offers an ideal in-town location with high visibility and mu...	5 beds \| 3 baths \| 4,416 sq.ft.	$1,350,000	Airbnb cash on cash: -0.02% Traditional cash on cash: 3.62% Airbnb Rental Income: $2691 Traditional Rental Income: $6632 Airbnb ROI: -0.02% Traditional ROI: 3.62%
2 Shell Lane Orleans, MA SELLER TO PROVIDE A CREDIT TO THE BUYER TOWARD THE INSTALLATION OF THE UPDATED SEPTIC SYST...	4 beds \| 2 baths \| 2,149 sq.ft.	$959,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 3.39% Airbnb Rental Income: $2691 Traditional Rental Income: $4547 Airbnb ROI: 0.6% Traditional ROI: 3.39%
181 Rock Harbor Road Orleans, MA ONE OF ORLEANS MOST SPECTACULAR MARSH SETTINGS. Set above the ever-changing beauty of Rock...	2 beds \| 4 baths \| 1,888 sq.ft.	$999,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 3.33% Airbnb Rental Income: $2273 Traditional Rental Income: $4597 Airbnb ROI: 0.22% Traditional ROI: 3.33%
66 Tides End Lane Orleans, MA Here's your chance to own property in coveted East Orleans with a private deep-water dock,...	4 beds \| 3 baths \| 3,867 sq.ft.	$4,999,000	Airbnb cash on cash: -1.18% Traditional cash on cash: -0.65% Airbnb Rental Income: $2691 Traditional Rental Income: $4502 Airbnb ROI: -1.18% Traditional ROI: -0.65%
88 Route 6A Orleans, MA Selling as one unit: 3 parcels of improved land in the center of Orleans, Village Center D...	6 beds \| 7 baths \| 3,843 sq.ft.	$1,900,000	Airbnb cash on cash: -0.06% Traditional cash on cash: 3.14% Airbnb Rental Income: $3403 Traditional Rental Income: $8290 Airbnb ROI: -0.06% Traditional ROI: 3.14%
67-69 Bakers Pond Road Orleans, MA Welcome to this classic Cape-style home,ideally located just around the bend from Bakers P...	5 beds \| 4 baths \| 2,560 sq.ft.	$1,135,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 2.91% Airbnb Rental Income: $3403 Traditional Rental Income: $4857 Airbnb ROI: 0.81% Traditional ROI: 2.91%
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.	$2,150,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 2.11% Airbnb Rental Income: $3403 Traditional Rental Income: $7173 Airbnb ROI: -0.16% Traditional ROI: 2.11%
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.	$1,149,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 1.98% Airbnb Rental Income: $2691 Traditional Rental Income: $3870 Airbnb ROI: 0.28% Traditional ROI: 1.98%
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: -0.71% Traditional cash on cash: 0.28% Airbnb Rental Income: $2006 Traditional Rental Income: $5408 Airbnb ROI: -0.71% Traditional ROI: 0.28%
249 Route-6A Orleans, MA Tucked away up a long winding driveway on a beautifully landscaped private lot, this spaci...	4 beds \| 3 baths \| 2,406 sq.ft.	$839,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 3.55% Airbnb Rental Income: $2691 Traditional Rental Income: $4017 Airbnb ROI: 1.04% Traditional ROI: 3.55%
24 Old Colony Way Apt 19 Orleans, MA This beautiful condo light and bright. There have been extensive renovations including bat...	1 beds \| 1 baths \| 868 sq.ft.	$385,000	Airbnb cash on cash: -1.81% Traditional cash on cash: 1.79% Airbnb Rental Income: $1019 Traditional Rental Income: $1962 Airbnb ROI: -1.81% Traditional ROI: 1.79%
38 Shorewood Drive Orleans, MA This lovely 3-bdrm plus office, 3 full bath Cape is set on an elevated lot with deeded rig...	3 beds \| 3 baths \| 1,908 sq.ft.	$849,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 2.71% Airbnb Rental Income: $2006 Traditional Rental Income: $3512 Airbnb ROI: 0.14% Traditional ROI: 2.71%
51 Chickadee Lane Orleans, MA Fabulous new listing on Chickadee Lane in East Orleans! Tucked in a quiet residential neig...	3 beds \| 3 baths \| 1,848 sq.ft.	$899,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.72% Airbnb Rental Income: $2006 Traditional Rental Income: $3622 Airbnb ROI: 0.17% Traditional ROI: 2.72%
58 Keziahs Lane Orleans, MA Let your Cape Cod story begin at ''Fields Cove'' - an extraordinary waterfront retreat whe...	5 beds \| 5 baths \| 4,064 sq.ft.	$3,250,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 0.96% Airbnb Rental Income: $3403 Traditional Rental Income: $7473 Airbnb ROI: -0.64% Traditional ROI: 0.96%
3 Baywood Drive Orleans, MA Exceptional craftsmanship, forward-thinking efficiency, & a premier Orleans location come ...	3 beds \| 3 baths \| 2,432 sq.ft.	$1,595,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 1.06% Airbnb Rental Income: $2006 Traditional Rental Income: $3898 Airbnb ROI: -0.57% Traditional ROI: 1.06%
9 Fox Ridge Drive Orleans, MA Experience the best of East Orleans living, just 1.7 miles from Nauset Beach. Nestled in t...	3 beds \| 4 baths \| 2,408 sq.ft.	$1,995,000	Airbnb cash on cash: -0.6% Traditional cash on cash: 1.1% Airbnb Rental Income: $2006 Traditional Rental Income: $4633 Airbnb ROI: -0.6% Traditional ROI: 1.1%
15 Hayward Lane Orleans, MA Nestled in one of East Orleans' most sought-after neighborhoods, this exceptional property...	4 beds \| 4 baths \| 3,713 sq.ft.	$2,395,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 0.95% Airbnb Rental Income: $2691 Traditional Rental Income: $5614 Airbnb ROI: -0.65% Traditional ROI: 0.95%
18 West Rd #309 Orleans, MA 18 West Rd #309, Orleans, MA 02653 \| Condo/Coop	2 beds \| 2 baths \| 1,168 sq.ft.	$238,177	Airbnb cash on cash: -0.65% Traditional cash on cash: 1.53% Airbnb Rental Income: $2273 Traditional Rental Income: $2196 Airbnb ROI: -0.65% Traditional ROI: 1.53%
17 Sky Meadow Dr Orleans, MA 17 Sky Meadow Dr, Orleans, MA 02653 \| Other	N/A beds \| N/A baths \| N/A	$600,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 0.58% Airbnb Rental Income: $1452 Traditional Rental Income: $1660 Airbnb ROI: -0.56% Traditional ROI: 0.58%
588 S Orleans Road Orleans, MA Lush lawns and hydrangeas flanking a winding seashell driveway create a storybook entrance...	3 beds \| 3 baths \| 2,841 sq.ft.	$1,595,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.04% Airbnb Rental Income: $2006 Traditional Rental Income: $3944 Airbnb ROI: -0.63% Traditional ROI: 1.04%
9 Packet Landing Orleans, MA Come see this SPECTACULAR and beautifully updated home situated on nearly an acre in one o...	4 beds \| 3 baths \| 3,036 sq.ft.	$1,549,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 1.51% Airbnb Rental Income: $2691 Traditional Rental Income: $4336 Airbnb ROI: -0.07% Traditional ROI: 1.51%
14 Bambi Way Orleans, MA Set at the peaceful end of a cul-de-sac and bordered by 9.5 acres of conservation land, th...	4 beds \| 4 baths \| 2,817 sq.ft.	$1,325,000	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.42% Airbnb Rental Income: $2691 Traditional Rental Income: $4927 Airbnb ROI: 0.09% Traditional ROI: 2.42%
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 \| 3,397 sq.ft.	$1,750,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 1.25% Airbnb Rental Income: $3403 Traditional Rental Income: $4732 Airbnb ROI: -0.03% Traditional ROI: 1.25%
23 Nickerson Road Orleans, MA Tucked in the heart of Orleans, this home offers the kind of location that makes Cape Cod ...	2 beds \| 2 baths \| 1,662 sq.ft.	$635,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 3.44% Airbnb Rental Income: $2273 Traditional Rental Income: $3079 Airbnb ROI: 1.12% Traditional ROI: 3.44%
42 Old Colony Way #Apt 15 Orleans, MA Embrace easy living at Old Colony Condominiums in the heart of Orleans! This spacious 2-be...	2 beds \| 2 baths \| 1,173 sq.ft.	$325,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 6.84% Airbnb Rental Income: $2273 Traditional Rental Income: $2692 Airbnb ROI: 3.62% Traditional ROI: 6.84%
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: 0.34% Traditional cash on cash: 1.76% Airbnb Rental Income: $2273 Traditional Rental Income: $2959 Airbnb ROI: 0.34% Traditional ROI: 1.76%
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.	$2,895,000	Airbnb cash on cash: -0.58% Traditional cash on cash: 0.75% Airbnb Rental Income: $3403 Traditional Rental Income: $6223 Airbnb ROI: -0.58% Traditional ROI: 0.75%
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: 0.89% Traditional cash on cash: 3.44% Airbnb Rental Income: $2006 Traditional Rental Income: $2895 Airbnb ROI: 0.89% Traditional ROI: 3.44%
42 Old Colony Way #Apt 21 Orleans, MA Located just 1.3 mi from pristine Skaket Beach on Cape Cod Bay is this light-filled 3rd fl...	2 beds \| 2 baths \| 1,173 sq.ft.	$379,000	Airbnb cash on cash: 2.99% Traditional cash on cash: 5.76% Airbnb Rental Income: $2273 Traditional Rental Income: $2692 Airbnb ROI: 2.99% Traditional ROI: 5.76%
15 Mill Pond Road Orleans, MA Tucked behind the famous ''Hedges of East Orleans,'' this coastal retreat offers privacy, ...	4 beds \| 3 baths \| 2,759 sq.ft.	$1,949,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 0.78% Airbnb Rental Income: $2691 Traditional Rental Income: $4326 Airbnb ROI: -0.48% Traditional ROI: 0.78%
30 Captain Linnell Road Orleans, MA The best of Orleans is at your fingertips at ''Thyme & Tide,'' located at 30 Captain Linne...	3 beds \| 2 baths \| 1,106 sq.ft.	$725,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 2.43% Airbnb Rental Income: $2006 Traditional Rental Income: $2851 Airbnb ROI: 0.41% Traditional ROI: 2.43%

Real Estate investment in Orleans, MA

There are 49 properties for sale in the city of Orleans . The median list price in Orleans is $407,256 and the average price per square foot is $153. In August 2026, the average monthly cash on cash return in Orleans is 2.00%. The average monthly rental income in Orleans is $4,093.

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

There are 49 investment properties available for sale in Orleans.

In 2026, 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 $2,482.

Your search for investment property begins and ends here

Investment Property 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: -0.88%

Traditional cash on cash: 0.17%

Airbnb Rental Income: $3403

Traditional Rental Income: $7000

Airbnb ROI: -0.88%

Traditional ROI: 0.17%

22 Blake Lane

Orleans, MA

4 beds | 4 baths | 3,556 sq.ft.

$4,500,000

Airbnb cash on cash: -1.03%

Traditional cash on cash: -0.03%

Airbnb Rental Income: $2691

Traditional Rental Income: $6223

Airbnb ROI: -1.03%

Traditional ROI: -0.03%

63 kescayogansett Road

Orleans, MA

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

$4,799,999

Airbnb cash on cash: -0.5%

Traditional cash on cash: 0.86%

Airbnb Rental Income: $3403

Traditional Rental Income: $8711

Airbnb ROI: -0.5%

Traditional ROI: 0.86%

12 Windswept Lane

Orleans, MA

4 beds | 5 baths | 4,311 sq.ft.

$4,300,000

Airbnb cash on cash: -1%

Traditional cash on cash: -0.31%

Airbnb Rental Income: $2691

Traditional Rental Income: $4799

Airbnb ROI: -1%

Traditional ROI: -0.31%

9 Honeysuckle Ln

Orleans, MA

4 beds | 2 baths | 1,824 sq.ft.

$1,474,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 1%

Airbnb Rental Income: $2691

Traditional Rental Income: $3531

Airbnb ROI: -0.08%

Traditional ROI: 1%

77 Towhee Lane

Orleans, MA

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

$7,995,000

Airbnb cash on cash: -1.34%

Traditional cash on cash: -0.78%

Airbnb Rental Income: $3403

Traditional Rental Income: $6807

Airbnb ROI: -1.34%

Traditional ROI: -0.78%

64 Pershing Lane

Orleans, MA

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

$6,250,000

Airbnb cash on cash: -1.01%

Traditional cash on cash: 0.04%

Airbnb Rental Income: $3403

Traditional Rental Income: $8738

Airbnb ROI: -1.01%

Traditional ROI: 0.04%

28 Mallard Dr

Orleans, MA

4 beds | 2 baths | 2,684 sq.ft.

$2,895,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $2691

Traditional Rental Income: $4575

Airbnb ROI: -0.58%