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

separator

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%
36 Tar Kiln Road Orleans, MA *BEST BUY IN ORLEANS **Bring your vision to this 3-bedroom (4bdr septic), 2,300+ sq. f...	4 beds \| 2 baths \| 2,356 sq.ft.	$995,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 1.34% Airbnb Rental Income: $3559 Traditional Rental Income: $2814 Airbnb ROI: 1.3% Traditional ROI: 1.34%
20 Namskaket Road Orleans, MA New price improvement! Conveniently located close to downtown Orleans, this is a 3 bedroom...	3 beds \| 2 baths \| 1,403 sq.ft.	$799,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 2.39% Airbnb Rental Income: $2736 Traditional Rental Income: $3045 Airbnb ROI: 1.11% Traditional ROI: 2.39%
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%
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: -0.96% Traditional cash on cash: -0.4% Airbnb Rental Income: $2736 Traditional Rental Income: $4297 Airbnb ROI: -0.96% Traditional ROI: -0.4%
9 Honeysuckle Lane Orleans, MA Nestled on a quiet road shared by only six homes, this beautifully renovated 2024 property...	4 beds \| 2 baths \| 1,825 sq.ft.	$1,550,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 0.91% Airbnb Rental Income: $3559 Traditional Rental Income: $3531 Airbnb ROI: 0.38% Traditional ROI: 0.91%
77 Towhee Lane Orleans, MA LEGACY COMPOUND WITH EXTRAORDINARY VIEWS // Pleasant Dreams is a spectacular one-of-a-kind...	5 beds \| 6 baths \| 7,372 sq.ft.	$8,995,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -0.8% Airbnb Rental Income: $3112 Traditional Rental Income: $6807 Airbnb ROI: -1.33% Traditional ROI: -0.8%
64 Pershing Lane Orleans, MA Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. Eas...	5 beds \| 6 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%
5 Kidd Way Orleans, MA An enchanting coastal retreat! Set alongside the Pleasant Bay estuary in one of Orleans' m...	5 beds \| 4 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%
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.	$1,549,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.1% Airbnb Rental Income: $2736 Traditional Rental Income: $3698 Airbnb ROI: -0.01% Traditional ROI: 1.1%
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%
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 \| N/A 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%
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%
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: 0.44% Traditional cash on cash: 2.35% Airbnb Rental Income: $3559 Traditional Rental Income: $5433 Airbnb ROI: 0.44% Traditional ROI: 2.35%
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%
5 Reilly Run Orleans, MA Introducing a new 9-unit detached condominium community in Orleans on Cape Cod, offering m...	3 beds \| 4 baths \| 2,102 sq.ft.	$949,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 3.09% Airbnb Rental Income: $2736 Traditional Rental Income: $5001 Airbnb ROI: -0.2% Traditional ROI: 3.09%
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 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: -0.18% Traditional cash on cash: 1.25% Airbnb Rental Income: $3112 Traditional Rental Income: $4732 Airbnb ROI: -0.18% Traditional ROI: 1.25%
181 Rock Harbor Road Orleans, MA This charming two bedroom, three- and one-half bath home is nestled on the ever-scenic ser...	2 beds \| 3 baths \| 1,888 sq.ft.	$1,150,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 2.79% Airbnb Rental Income: $3173 Traditional Rental Income: $4597 Airbnb ROI: 0.79% Traditional ROI: 2.79%
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.	$699,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 3.05% Airbnb Rental Income: $2736 Traditional Rental Income: $3050 Airbnb ROI: 1.57% Traditional ROI: 3.05%
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%
3 Reilly Run Orleans, MA DEVELOPERS SAY SELL!!! NEW PRICE! BRAND NEW HOME - 3 BED 3.5 BATH, 1 CAR ATTACHED GARAGE, ...	3 beds \| 4 baths \| 2,102 sq.ft.	$949,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 3.64% Airbnb Rental Income: $2736 Traditional Rental Income: $4924 Airbnb ROI: 0.44% Traditional ROI: 3.64%
95 S Orleans Road Orleans, MA Discover the timeless appeal of this move-in-ready Cape Cod ranch, perfectly blending clas...	2 beds \| 1 baths \| 1,144 sq.ft.	$799,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 1.59% Airbnb Rental Income: $3173 Traditional Rental Income: $2313 Airbnb ROI: 1.78% Traditional ROI: 1.59%
6 Defiance Lane Orleans, MA Discover a rare opportunity: this charming two-bedroom, two-bath cottage, just over 1,190 ...	2 beds \| 2 baths \| 1,198 sq.ft.	$899,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 1.8% Airbnb Rental Income: $3173 Traditional Rental Income: $2776 Airbnb ROI: 1.42% Traditional ROI: 1.8%
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: -1.02% Traditional cash on cash: -0.65% Airbnb Rental Income: $3559 Traditional Rental Income: $4502 Airbnb ROI: -1.02% Traditional ROI: -0.65%
11 Little Marsh Lane Orleans, MA Set on the serene banks of the Namequoit River with 235' of frontage and dock, an inviting...	4 beds \| 2 baths \| 2,539 sq.ft.	$2,499,000	Airbnb cash on cash: -0.25% Traditional cash on cash: -0.05% Airbnb Rental Income: $3559 Traditional Rental Income: $3231 Airbnb ROI: -0.25% Traditional ROI: -0.05%
42 Old Colony Way unit: Apt 30 #Apt 30 Orleans, MA Situated in the vibrant heart of Orleans, you'll find yourself just steps away from an arr...	1 beds \| 1 baths \| 868 sq.ft.	$299,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 4.95% Airbnb Rental Income: $1169 Traditional Rental Income: $1909 Airbnb ROI: 0.96% Traditional ROI: 4.95%
34 Ridgewood Road Orleans, MA 34 Ridgewood Rd is a sweet cape with a brand new septic system, new roof, all freshly pain...	4 beds \| 2 baths \| 1,825 sq.ft.	$1,100,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 1.36% Airbnb Rental Income: $3559 Traditional Rental Income: $3021 Airbnb ROI: 1.12% Traditional ROI: 1.36%
190 Rt 6A unit: Apt 12A #Apt 12A Orleans, MA This 2-bedroom, 1 bath bottom floor unit just steps from your parking space. The exterior ...	2 beds \| 1 baths \| 750 sq.ft.	$325,000	Airbnb cash on cash: 6.2% Traditional cash on cash: 4.37% Airbnb Rental Income: $3173 Traditional Rental Income: $1897 Airbnb ROI: 6.2% Traditional ROI: 4.37%
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.	$2,250,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 0.47% Airbnb Rental Income: $3559 Traditional Rental Income: $4330 Airbnb ROI: -0.27% Traditional ROI: 0.47%
2 Reilly Run Orleans, MA BRAND NEW HOME - 3 BED 3.5 BATH, 1 CAR ATTACHED GARAGE, FULL BASEMENT, detached condo unit...	3 beds \| 4 baths \| 2,102 sq.ft.	$979,900	Airbnb cash on cash: 0.4% Traditional cash on cash: 1.59% Airbnb Rental Income: $2736 Traditional Rental Income: $3179 Airbnb ROI: 0.4% Traditional ROI: 1.59%
8 Reilly Run Orleans, MA BRAND NEW HOME - 3 BED 3.5 BATH, 1 CAR ATTACHED GARAGE, FULL BASEMENT, detached condo unit...	3 beds \| N/A baths \| 2,102 sq.ft.	$1,025,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 1.61% Airbnb Rental Income: $2736 Traditional Rental Income: $3179 Airbnb ROI: 0.46% Traditional ROI: 1.61%
190 Rt 6A unit: Apt 8B #Apt 8B Orleans, MA This 2-bedroom, 1 bath condo has been totally renovated inside and out. New kitchen has up...	2 beds \| 1 baths \| 751 sq.ft.	$329,999	Airbnb cash on cash: 6.09% Traditional cash on cash: 4.69% Airbnb Rental Income: $3173 Traditional Rental Income: $2020 Airbnb ROI: 6.09% Traditional ROI: 4.69%
190 Rt 6A unit: Apt 8A #Apt 8A Orleans, MA This 2-bedroom, 1 bath first floor light and bright unit is located in the heart of Summer...	2 beds \| 1 baths \| 750 sq.ft.	$349,999	Airbnb cash on cash: 5.69% Traditional cash on cash: 4.48% Airbnb Rental Income: $3173 Traditional Rental Income: $2056 Airbnb ROI: 5.69% Traditional ROI: 4.48%
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...	3 beds \| 2 baths \| 2,513 sq.ft.	$1,800,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 0.42% Airbnb Rental Income: $2736 Traditional Rental Income: $3324 Airbnb ROI: -0.32% Traditional ROI: 0.42%
222 S Orleans Road unit: Apt 1 #Apt 1 Orleans, MA Don't miss this stunning, fully renovated home at Blair Cottage Condominiums! Technically ...	2 beds \| 1 baths \| 1,089 sq.ft.	$650,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 2.36% Airbnb Rental Income: $3173 Traditional Rental Income: $2342 Airbnb ROI: 2.54% Traditional ROI: 2.36%
18 West Road unit: 307 #307 Orleans, MA Enjoy carefree living close to all Orleans has to offer in this elegant, 62+ independent l...	2 beds \| 2 baths \| 1,623 sq.ft.	$595,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 3.55% Airbnb Rental Income: $3173 Traditional Rental Income: $3049 Airbnb ROI: 2.48% Traditional ROI: 3.55%
42 Old Colony Way unit: Apt 28 #Apt 28 Orleans, MA An exceptional opportunity in the heart of Orleans, this third-floor condo blends effortle...	1 beds \| 1 baths \| 868 sq.ft.	$289,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 5.37% Airbnb Rental Income: $1169 Traditional Rental Income: $1970 Airbnb ROI: 1.02% Traditional ROI: 5.37%

Real Estate investment in Orleans, MA

There are 41 properties for sale in the city of Orleans . The median list price in Orleans is $1,010,000 and the average price per square foot is $448. In December 2025, the average monthly cash on cash return in Orleans is 2.00%. The average monthly rental income in Orleans is $3,278.

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

There are 41 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 $3,143.

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%

36 Tar Kiln Road

Orleans, MA

4 beds | 2 baths | 2,356 sq.ft.

$995,000

Airbnb cash on cash: 1.3%

Traditional cash on cash: 1.34%

Airbnb Rental Income: $3559

Traditional Rental Income: $2814

Airbnb ROI: 1.3%

Traditional ROI: 1.34%

20 Namskaket Road

Orleans, MA

3 beds | 2 baths | 1,403 sq.ft.

$799,000

Airbnb cash on cash: 1.11%

Traditional cash on cash: 2.39%

Airbnb Rental Income: $2736

Traditional Rental Income: $3045

Airbnb ROI: 1.11%

Traditional ROI: 2.39%

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%

Traditional ROI: 2.01%

32 Areys Lane

Orleans, MA

3 beds | 4 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%

9 Honeysuckle Lane

Orleans, MA

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

$1,550,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 0.91%

Airbnb Rental Income: $3559

Traditional Rental Income: $3531

Airbnb ROI: 0.38%

Traditional ROI: 0.91%

77 Towhee Lane

Orleans, MA

5 beds | 6 baths | 7,372 sq.ft.

$8,995,000

Airbnb cash on cash: -1.33%

Traditional cash on cash: -0.8%

Airbnb Rental Income: $3112

Traditional Rental Income: $6807

Airbnb ROI: -1.33%

Traditional ROI: -0.8%

64 Pershing Lane

Orleans, MA

5 beds | 6 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%