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%
42 Old Colony Way #30 Orleans, MA Stop renting and start owning in this unbeatable Orleans location! Priced under $250K, thi...	1 beds \| 1 baths \| 868 sq.ft.	$309,000	Airbnb cash on cash: -1.64% Traditional cash on cash: 2.38% Airbnb Rental Income: $1169 Traditional Rental Income: $1954 Airbnb ROI: -1.64% Traditional ROI: 2.38%
36 Old Colony Way #21 Orleans, MA This top floor corner unit condo has everything you need. Facing southwest, there is not o...	2 beds \| 2 baths \| 1,173 sq.ft.	$379,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 2.94% Airbnb Rental Income: $3173 Traditional Rental Income: $2413 Airbnb ROI: 3.06% Traditional ROI: 2.94%
14 Bambi Way Orleans, MA Set at the peaceful end of a cul-de-sac and bordered by 10 acres of conservation land, thi...	4 beds \| 3 baths \| 2,817 sq.ft.	$1,395,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 0.85% Airbnb Rental Income: $3559 Traditional Rental Income: $3103 Airbnb ROI: 0.59% Traditional ROI: 0.85%
42 Old Colony Way #15 Orleans, MA Convenient one-level living in this bright and spacious two bedroom and two bath corner un...	2 beds \| 2 baths \| 1,173 sq.ft.	$349,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 2.88% Airbnb Rental Income: $3173 Traditional Rental Income: $2452 Airbnb ROI: 2.89% Traditional ROI: 2.88%
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%
63 Kescayogansett Rd Orleans, MA This magnificent new Eastward home in Orleans' beloved Mayflower Point Association will be...	5 beds \| 6 baths \| 5,700 sq.ft.	$4,799,999	Airbnb cash on cash: -0.55% Traditional cash on cash: 0.87% Airbnb Rental Income: $3112 Traditional Rental Income: $8711 Airbnb ROI: -0.55% Traditional ROI: 0.87%
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%
22 Karen Way Orleans, MA Welcome to 22 Karen Way in the heart of East Orleans-an impeccably maintained and beautifu...	4 beds \| 3 baths \| 2,506 sq.ft.	$995,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 2.38% Airbnb Rental Income: $3559 Traditional Rental Income: $3740 Airbnb ROI: 1.34% Traditional ROI: 2.38%
32 Areys Ln Orleans, MA With a private dock on picturesque Arey's Pond - for two 25' boats and offering scenic, de...	3 beds \| 3 baths \| 4,222 sq.ft.	$4,295,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.43% Airbnb Rental Income: $2736 Traditional Rental Income: $4297 Airbnb ROI: -0.98% Traditional ROI: -0.43%
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.	$1,499,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 0.97% Airbnb Rental Income: $3559 Traditional Rental Income: $3531 Airbnb ROI: 0.43% Traditional ROI: 0.97%
64 Pershing Ln Orleans, MA Mayflower Point, Orleans. This extraordinary waterfront estate on Little Pleasant Bay. Eas...	5 beds \| 5 baths \| 5,800 sq.ft.	$6,250,000	Airbnb cash on cash: -1.83% Traditional cash on cash: -0.73% Airbnb Rental Income: $3112 Traditional Rental Income: $8738 Airbnb ROI: -1.83% Traditional ROI: -0.73%
31 Chase Ln 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.	$975,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 1.3% Airbnb Rental Income: $2736 Traditional Rental Income: $2501 Airbnb ROI: 0.84% Traditional ROI: 1.3%
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 Ln Orleans, MA WATERFRONT with deepwater access from Rachel Cove - a protected and picturesque bay off To...	5 beds \| 3 baths \| 3,630 sq.ft.	$2,995,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 0.48% Airbnb Rental Income: $3112 Traditional Rental Income: $5886 Airbnb ROI: -0.77% Traditional ROI: 0.48%
507 S Orleans Rd 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.	$1,150,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 1.65% Airbnb Rental Income: $2736 Traditional Rental Income: $3261 Airbnb ROI: 0.55% Traditional ROI: 1.65%
78 Old Colony Way #3A Orleans, MA Welcome to easy living with this level 1, 2 bedroom, 2 bath garden style condo at the very...	2 beds \| 2 baths \| 1,082 sq.ft.	$425,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 2.59% Airbnb Rental Income: $3173 Traditional Rental Income: $2659 Airbnb ROI: 2.08% Traditional ROI: 2.59%
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 \| 3 baths \| 3,351 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%
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 Rd Orleans, MA Overlooking Rock Harbor Creek, this home offers a front row seat to the continuous, ever-c...	2 beds \| 3 baths \| 1,888 sq.ft.	$1,250,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 2.46% Airbnb Rental Income: $3173 Traditional Rental Income: $4597 Airbnb ROI: 0.62% Traditional ROI: 2.46%
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 Rd 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 Ln 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: 1.42% Traditional cash on cash: 1.8% Airbnb Rental Income: $3173 Traditional Rental Income: $2776 Airbnb ROI: 1.42% Traditional ROI: 1.8%
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.	$1,050,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 1.47% Airbnb Rental Income: $3559 Traditional Rental Income: $3021 Airbnb ROI: 1.22% Traditional ROI: 1.47%
34 Lake Dr Orleans, MA Set within the coveted Quanset Harbor Club, this oversized Cape sits at the end of a long ...	4 beds \| 2 baths \| 4,067 sq.ft.	$2,250,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.39% Airbnb Rental Income: $3559 Traditional Rental Income: $4330 Airbnb ROI: -0.36% Traditional ROI: 0.39%
7 Brick Hill Ext Road Orleans, MA Located in the highly desirable Pochet neighborhood of East Orleans, this private Cape Cod...	3 beds \| 2 baths \| 2,157 sq.ft.	$1,124,900	Airbnb cash on cash: 0.24% Traditional cash on cash: 0.87% Airbnb Rental Income: $2736 Traditional Rental Income: $2746 Airbnb ROI: 0.24% Traditional ROI: 0.87%
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%
15 Morgans 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: -0.34% Traditional cash on cash: 0.39% Airbnb Rental Income: $2736 Traditional Rental Income: $3324 Airbnb ROI: -0.34% Traditional ROI: 0.39%
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.	$545,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 4% Airbnb Rental Income: $3173 Traditional Rental Income: $3049 Airbnb ROI: 2.83% Traditional ROI: 4%
42 Old Colony Way unit: Apt 14 #Apt 14 Orleans, MA Welcome to effortless Cape Cod living in this beautifully renovated 2BR/2 bath condo locat...	2 beds \| 2 baths \| 1,040 sq.ft.	$379,900	Airbnb cash on cash: 5.13% Traditional cash on cash: 5.54% Airbnb Rental Income: $3173 Traditional Rental Income: $2601 Airbnb ROI: 5.13% Traditional ROI: 5.54%
6 Penny Lane Orleans, MA This vintage cottage on a beautiful, level lot just around the corner from Rock Harbor off...	2 beds \| 1 baths \| 630 sq.ft.	$695,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 1.48% Airbnb Rental Income: $3173 Traditional Rental Income: $1956 Airbnb ROI: 2.26% Traditional ROI: 1.48%
19 Monument Rd Orleans, MA Location, Location! Antique home with old fashioned pantry, wide pine floors, claw foot tu...	4 beds \| 2 baths \| 2,068 sq.ft.	$775,000	Airbnb cash on cash: 2.01% Traditional cash on cash: 3.02% Airbnb Rental Income: $3559 Traditional Rental Income: $3508 Airbnb ROI: 2.01% Traditional ROI: 3.02%
3 Nickerson Road Orleans, MA Well-located 4BR/2BA Cape-style home in the heart of Orleans, set on a nicely landscaped ....	4 beds \| 2 baths \| 1,692 sq.ft.	$699,900	Airbnb cash on cash: 2.4% Traditional cash on cash: 3.39% Airbnb Rental Income: $3559 Traditional Rental Income: $3424 Airbnb ROI: 2.4% Traditional ROI: 3.39%
2 Monomoy Ln Orleans, MA Modern Luxury Meets Coastal Charm in Orleans, Cape Cod Welcome to an exclusive enclave of ...	4 beds \| 3 baths \| 5,035 sq.ft.	$2,795,000	Airbnb cash on cash: -1.19% Traditional cash on cash: -0.05% Airbnb Rental Income: $3559 Traditional Rental Income: $5720 Airbnb ROI: -1.19% Traditional ROI: -0.05%
4 Monomoy Ln Orleans, MA Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property...	4 beds \| 3 baths \| 3,680 sq.ft.	$2,995,000	Airbnb cash on cash: -1.26% Traditional cash on cash: -0.18% Airbnb Rental Income: $3559 Traditional Rental Income: $5785 Airbnb ROI: -1.26% Traditional ROI: -0.18%
8 Monomoy Ln Orleans, MA Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property...	4 beds \| 3 baths \| 4,250 sq.ft.	$3,595,000	Airbnb cash on cash: -1.42% Traditional cash on cash: -0.62% Airbnb Rental Income: $3559 Traditional Rental Income: $5445 Airbnb ROI: -1.42% Traditional ROI: -0.62%
6 Monomoy Ln Orleans, MA Discover the perfect blend of modern luxury and coastal charm in this exclusive 4-property...	4 beds \| 3 baths \| 3,680 sq.ft.	$3,295,000	Airbnb cash on cash: -1.35% Traditional cash on cash: -0.47% Airbnb Rental Income: $3559 Traditional Rental Income: $5445 Airbnb ROI: -1.35% Traditional ROI: -0.47%

Real Estate investment in Orleans, MA

There are 60 properties for sale in the city of Orleans . The median list price in Orleans is $995,000 and the average price per square foot is $472. In March 2026, the average monthly cash on cash return in Orleans is 2.00%. The average monthly rental income in Orleans is $3,152.

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

There are 60 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 $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%

42 Old Colony Way #30

Orleans, MA

1 beds | 1 baths | 868 sq.ft.

$309,000

Airbnb cash on cash: -1.64%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $1169

Traditional Rental Income: $1954

Airbnb ROI: -1.64%

Traditional ROI: 2.38%

36 Old Colony Way #21

Orleans, MA

2 beds | 2 baths | 1,173 sq.ft.

$379,000

Airbnb cash on cash: 3.06%

Traditional cash on cash: 2.94%

Airbnb Rental Income: $3173

Traditional Rental Income: $2413

Airbnb ROI: 3.06%

Traditional ROI: 2.94%

14 Bambi Way

Orleans, MA

4 beds | 3 baths | 2,817 sq.ft.

$1,395,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 0.85%

Airbnb Rental Income: $3559

Traditional Rental Income: $3103

Airbnb ROI: 0.59%

Traditional ROI: 0.85%

42 Old Colony Way #15

Orleans, MA

2 beds | 2 baths | 1,173 sq.ft.

$349,000

Airbnb cash on cash: 2.89%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $3173

Traditional Rental Income: $2452

Airbnb ROI: 2.89%

Traditional ROI: 2.88%

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%

63 Kescayogansett Rd

Orleans, MA

5 beds | 6 baths | 5,700 sq.ft.

$4,799,999

Airbnb cash on cash: -0.55%

Traditional cash on cash: 0.87%

Airbnb Rental Income: $3112

Traditional Rental Income: $8711

Airbnb ROI: -0.55%

Traditional ROI: 0.87%

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%