Real Estate Investment Properties for Sale in North Chatham, MA

Looking for investment property in North Chatham, MA with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
35 Northgate Road North Chatham, MA Set on 2.04 acres, this exceptionally-crafted residence offers 4,800 square feet of refine...	5 beds \| 5 baths \| 4,822 sq.ft.	$2,975,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.05% Airbnb Rental Income: $3003 Traditional Rental Income: $6509 Airbnb ROI: -0.47% Traditional ROI: 1.05%
83 Old Mail Road North Chatham, MA Brand new shingled style Coastal retreat offers resort style living in sought after North ...	3 beds \| 5 baths \| 5,154 sq.ft.	$3,695,000	Airbnb cash on cash: -0.74% Traditional cash on cash: -0.33% Airbnb Rental Income: $1600 Traditional Rental Income: $2530 Airbnb ROI: -0.74% Traditional ROI: -0.33%
301 Whidah Road North Chatham, MA Nestled above the shimmering waters of Bassing Harbor, this extraordinary waterfront retre...	5 beds \| 7 baths \| 7,259 sq.ft.	$12,950,000	Airbnb cash on cash: -1.11% Traditional cash on cash: -0.74% Airbnb Rental Income: $3003 Traditional Rental Income: $6797 Airbnb ROI: -1.11% Traditional ROI: -0.74%
238 Cranberry Lane North Chatham, MA This private oasis in North Chatham , hidden by a long and winding lane, takes you into th...	5 beds \| 3 baths \| 1,896 sq.ft.	$6,800,000	Airbnb cash on cash: -0.92% Traditional cash on cash: -0.63% Airbnb Rental Income: $3003 Traditional Rental Income: $4158 Airbnb ROI: -0.92% Traditional ROI: -0.63%
41 Court Street North Chatham, MA Gracefully sited on edge of Frost Fish Creek, a conservation estuary, this custom built 3 ...	3 beds \| 3 baths \| 3,504 sq.ft.	$2,950,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.06% Airbnb Rental Income: $1600 Traditional Rental Income: $3544 Airbnb ROI: -0.82% Traditional ROI: 0.06%
7 Cove Road North Chatham, MA Tucked within a coveted North Chatham setting of Harbor Coves and offering access to a pri...	3 beds \| 5 baths \| 4,902 sq.ft.	$5,750,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 0.1% Airbnb Rental Income: $1600 Traditional Rental Income: $6269 Airbnb ROI: -0.86% Traditional ROI: 0.1%
1114 Orleans Road #2 North Chatham, MA Part of the historic Christopher Ryder House, this elegant two-bedroom, three bath condomi...	2 beds \| 3 baths \| 2,212 sq.ft.	$1,425,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 1.25% Airbnb Rental Income: $912 Traditional Rental Income: $3375 Airbnb ROI: -0.87% Traditional ROI: 1.25%
8 Captains Walk North Chatham, MA Nestled in highly sought after North Chatham neighborhood, this quintessential Cape Cod ho...	4 beds \| 3 baths \| 3,479 sq.ft.	$2,699,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.54% Airbnb Rental Income: $2185 Traditional Rental Income: $4417 Airbnb ROI: -0.57% Traditional ROI: 0.54%
266 Seapine Road North Chatham, MA Nestled on over an acre of private land, this charming Cape-style home offers 3 bedrooms a...	3 beds \| 3 baths \| N/A	$2,800,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 0.25% Airbnb Rental Income: $1600 Traditional Rental Income: $3993 Airbnb ROI: -0.85% Traditional ROI: 0.25%
148 Seapine Road North Chatham, MA Nestled in the sought-after Harbor Coves Association of North Chatham and offering access ...	3 beds \| 2 baths \| 2,220 sq.ft.	$2,250,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.33% Airbnb Rental Income: $1600 Traditional Rental Income: $3365 Airbnb ROI: -0.73% Traditional ROI: 0.33%
216 Orleans Road #E North Chatham, MA Beautifully appointed 2 bedroom/2 bath second floor unit condominium in North Chatham in q...	2 beds \| 2 baths \| 996 sq.ft.	$699,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 2.59% Airbnb Rental Income: $912 Traditional Rental Income: $2549 Airbnb ROI: -0.44% Traditional ROI: 2.59%
36 Pursel Drive North Chatham, MA Nestled on a quiet dead-end street in desirable North Chatham, this beautifully maintained...	3 beds \| 3 baths \| 2,268 sq.ft.	$1,349,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 1.66% Airbnb Rental Income: $1600 Traditional Rental Income: $3763 Airbnb ROI: -0.42% Traditional ROI: 1.66%
1114 Orleans Road #Apt 1 North Chatham, MA The Christopher Ryder House is one of North Chatham's most storied addresses - and Unit 1 ...	3 beds \| 3 baths \| 2,961 sq.ft.	$1,595,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 1.43% Airbnb Rental Income: $1600 Traditional Rental Income: $4171 Airbnb ROI: -0.61% Traditional ROI: 1.43%

Real Estate investment in North-chatham, MA

There are 13 properties for sale in the city of North Chatham . The median list price in North Chatham is $2,800,000 and the average price per square foot is $806. In June 2026, the average monthly cash on cash return in North Chatham is N/A%. The average monthly rental income in North Chatham is $3,993.

North-chatham, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 13 investment properties available for sale in North-chatham.

In 2026, the best neighborhood to buy investment property is North Chatham.

The ROI for Long-Term is higher than the Short-Term in North-chatham with average rental income of $3,993.

Your search for investment property begins and ends here

Investment Property for Sale in North Chatham, MA

35 Northgate Road

North Chatham, MA

5 beds | 5 baths | 4,822 sq.ft.

$2,975,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 1.05%

Airbnb Rental Income: $3003

Traditional Rental Income: $6509

Airbnb ROI: -0.47%

Traditional ROI: 1.05%

83 Old Mail Road

North Chatham, MA

3 beds | 5 baths | 5,154 sq.ft.

$3,695,000

Airbnb cash on cash: -0.74%

Traditional cash on cash: -0.33%

Airbnb Rental Income: $1600

Traditional Rental Income: $2530

Airbnb ROI: -0.74%

Traditional ROI: -0.33%

301 Whidah Road

North Chatham, MA

5 beds | 7 baths | 7,259 sq.ft.

$12,950,000

Airbnb cash on cash: -1.11%

Traditional cash on cash: -0.74%

Airbnb Rental Income: $3003

Traditional Rental Income: $6797

Airbnb ROI: -1.11%

Traditional ROI: -0.74%

238 Cranberry Lane

North Chatham, MA

5 beds | 3 baths | 1,896 sq.ft.

$6,800,000

Airbnb cash on cash: -0.92%

Traditional cash on cash: -0.63%

Airbnb Rental Income: $3003

Traditional Rental Income: $4158

Airbnb ROI: -0.92%

Traditional ROI: -0.63%

41 Court Street

North Chatham, MA

3 beds | 3 baths | 3,504 sq.ft.

$2,950,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 0.06%

Airbnb Rental Income: $1600

Traditional Rental Income: $3544

Airbnb ROI: -0.82%

Traditional ROI: 0.06%

7 Cove Road

North Chatham, MA

3 beds | 5 baths | 4,902 sq.ft.

$5,750,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 0.1%

Airbnb Rental Income: $1600

Traditional Rental Income: $6269

Airbnb ROI: -0.86%

Traditional ROI: 0.1%

1114 Orleans Road #2

North Chatham, MA

2 beds | 3 baths | 2,212 sq.ft.

$1,425,000

Airbnb cash on cash: -0.87%

Traditional cash on cash: 1.25%

Airbnb Rental Income: $912

Traditional Rental Income: $3375

Airbnb ROI: -0.87%

Traditional ROI: 1.25%

8 Captains Walk

North Chatham, MA

4 beds | 3 baths | 3,479 sq.ft.

$2,699,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 0.54%

Airbnb Rental Income: $2185

Traditional Rental Income: $4417

Airbnb ROI: -0.57%