Real Estate Investment Properties for Sale in Chatham, MA

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

Explore a variety of short-term homes & houses in Chatham, MA. Invest wisely with VRBO & Chatham, MA Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Condos for Sale in Chatham, MA

Search for Condo for Sale in Chatham, Massachusetts. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 3 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
109 Misty Meadow Lane #Apt 4 Chatham, MA Tucked away on a quiet street in the heart of North Chatham, this second-floor condominium...	2 beds \| 1 baths \| 869 sq.ft.	$475,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 3.22% Airbnb Rental Income: $2100 Traditional Rental Income: $2117 Airbnb ROI: 1.97% Traditional ROI: 3.22%
912 Main Street #308 Chatham, MA Park Place is the Premiere Chatham address for an easy-care, maintenance-free lifestyle! T...	1 beds \| 2 baths \| 1,284 sq.ft.	$459,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 4.61% Airbnb Rental Income: $1822 Traditional Rental Income: $2627 Airbnb ROI: 1.59% Traditional ROI: 4.61%
739 Main Street #1E Chatham, MA Live in the heart of Chatham at 739 Main street, where shops and restaurants, a movie thea...	2 beds \| 4 baths \| 1,770 sq.ft.	$1,495,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 0.39% Airbnb Rental Income: $2100 Traditional Rental Income: $2425 Airbnb ROI: -0.24% Traditional ROI: 0.39%
Other Investment Properties for Sale in Chatham
58 Stepping Stones Road Chatham , MA Nestled in the charming coastal town of Chatham, this beautifully updated TURN KEY Cape ho...	3 beds \| 3 baths \| 2,062 sq.ft.	$1,275,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.51% Airbnb Rental Income: $2668 Traditional Rental Income: $3364 Airbnb ROI: 0.39% Traditional ROI: 1.51%
26 Hardings Beach Road Chatham , MA Perfectly positioned to capture breathtaking sunsets over Bucks Creek, this meticulously u...	4 beds \| 4 baths \| 2,700 sq.ft.	$2,995,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.63% Airbnb Rental Income: $2367 Traditional Rental Income: $5264 Airbnb ROI: -0.63% Traditional ROI: 0.63%
38 Indian Trail Chatham , MA This exceptional coastal retreat was designed to capture sweeping views of tidal salt mars...	4 beds \| 4 baths \| 4,967 sq.ft.	$4,495,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.11% Airbnb Rental Income: $2367 Traditional Rental Income: $6165 Airbnb ROI: -0.94% Traditional ROI: 0.11%
157 Bridge Street Chatham , MA In one of Chatham's most storied and visually captivating settings, adjacent to the iconic...	4 beds \| 6 baths \| 6,234 sq.ft.	$12,999,900	Airbnb cash on cash: -1.01% Traditional cash on cash: -0.4% Airbnb Rental Income: $2367 Traditional Rental Income: $9232 Airbnb ROI: -1.01% Traditional ROI: -0.4%
99 Shane Drive Chatham , MA This charming ranch-style home offers an exceptional opportunity to own in Chatham, with p...	2 beds \| 2 baths \| 1,324 sq.ft.	$1,199,900	Airbnb cash on cash: 0.08% Traditional cash on cash: 1.2% Airbnb Rental Income: $2100 Traditional Rental Income: $2806 Airbnb ROI: 0.08% Traditional ROI: 1.2%
409 Main Street Chatham , MA Location,Location, Location ! 409 Main Street in the heart of downtown Chatham Village off...	1 beds \| 2 baths \| 1,479 sq.ft.	$2,100,000	Airbnb cash on cash: -0.62% Traditional cash on cash: -0.03% Airbnb Rental Income: $1822 Traditional Rental Income: $2479 Airbnb ROI: -0.62% Traditional ROI: -0.03%
558 Fox Hill Road Chatham , MA New co-ownership opportunity: own one-eighth of this professionally managed, turnkey home ...	5 beds \| 8 baths \| 11,000 sq.ft.	$1,469,000	Airbnb cash on cash: -1.88% Traditional cash on cash: 1.07% Airbnb Rental Income: $3611 Traditional Rental Income: $6840 Airbnb ROI: -1.88% Traditional ROI: 1.07%
99 Uncle Alberts Drive Ext Chatham , MA Experience a rare opportunity to own a prime waterfront property in one of Chatham's most ...	2 beds \| 3 baths \| 1,850 sq.ft.	$5,495,000	Airbnb cash on cash: -1.94% Traditional cash on cash: -1.53% Airbnb Rental Income: $2100 Traditional Rental Income: $3622 Airbnb ROI: -1.94% Traditional ROI: -1.53%
87 Squanto Drive Chatham , MA Distinctive Home, Exceptional Location, Unmatched Lifestyle Discover refined coastal livin...	3 beds \| 4 baths \| 3,902 sq.ft.	$3,250,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 0.05% Airbnb Rental Income: $2668 Traditional Rental Income: $4344 Airbnb ROI: -0.72% Traditional ROI: 0.05%
346 Morris Island Road Chatham , MA Panoramic Stage Harbor views are the centerpiece of this exceptional Morris Island waterfr...	4 beds \| 4 baths \| 2,850 sq.ft.	$4,500,000	Airbnb cash on cash: -0.91% Traditional cash on cash: -0.18% Airbnb Rental Income: $2367 Traditional Rental Income: $4824 Airbnb ROI: -0.91% Traditional ROI: -0.18%
30 Indian Trail Chatham , MA Laissez Faire, designed and built by Polhemus Savery DaSilva in 2012, is a coastal showpie...	3 beds \| 3 baths \| 2,418 sq.ft.	$4,200,000	Airbnb cash on cash: -0.79% Traditional cash on cash: -0.26% Airbnb Rental Income: $2668 Traditional Rental Income: $4113 Airbnb ROI: -0.79% Traditional ROI: -0.26%
335 Stage Island Road Chatham , MA Situated on Chatham's exclusive Stage Island, this 4 BR, 5.5 bath, shingle-style residence...	4 beds \| 6 baths \| 5,372 sq.ft.	$4,495,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 0.56% Airbnb Rental Income: $2367 Traditional Rental Income: $8209 Airbnb ROI: -0.98% Traditional ROI: 0.56%
15 Bay Lane Chatham , MA Nestled in an elevated position overlooking Chatham Seaside Links, this architectural mast...	4 beds \| 5 baths \| 5,371 sq.ft.	$4,950,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.17% Airbnb Rental Income: $2367 Traditional Rental Income: $6609 Airbnb ROI: -0.88% Traditional ROI: 0.17%
68 Chippingstone Road Chatham , MA Welcome to Riverbay Estates, where Cape Cod charm meets endless potential. Enjoy peaceful ...	4 beds \| 3 baths \| 2,391 sq.ft.	$1,199,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 2.44% Airbnb Rental Income: $2367 Traditional Rental Income: $4356 Airbnb ROI: 0.13% Traditional ROI: 2.44%

Your search for investment property begins and ends here

Condos for Sale in Chatham, MA

109 Misty Meadow Lane #Apt 4

Chatham, MA

2 beds | 1 baths | 869 sq.ft.

$475,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $2100

Traditional Rental Income: $2117

Airbnb ROI: 1.97%

Traditional ROI: 3.22%

912 Main Street #308

Chatham, MA

1 beds | 2 baths | 1,284 sq.ft.

$459,000

Airbnb cash on cash: 1.59%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $1822

Traditional Rental Income: $2627

Airbnb ROI: 1.59%

Traditional ROI: 4.61%

739 Main Street #1E

Chatham, MA

2 beds | 4 baths | 1,770 sq.ft.

$1,495,000

Airbnb cash on cash: -0.24%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $2100

Traditional Rental Income: $2425

Airbnb ROI: -0.24%

Traditional ROI: 0.39%

Other Investment Properties for Sale in Chatham

Chatham , MA

3 beds | 3 baths | 2,062 sq.ft.

$1,275,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $2668

Traditional Rental Income: $3364

Airbnb ROI: 0.39%

Traditional ROI: 1.51%

Chatham , MA

4 beds | 4 baths | 2,700 sq.ft.

$2,995,000

Airbnb cash on cash: -0.63%

Traditional cash on cash: 0.63%

Airbnb Rental Income: $2367

Traditional Rental Income: $5264

Airbnb ROI: -0.63%

Traditional ROI: 0.63%

Chatham , MA

4 beds | 4 baths | 4,967 sq.ft.

$4,495,000

Airbnb cash on cash: -0.94%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $2367

Traditional Rental Income: $6165

Airbnb ROI: -0.94%

Traditional ROI: 0.11%

Chatham , MA

4 beds | 6 baths | 6,234 sq.ft.

$12,999,900

Airbnb cash on cash: -1.01%

Traditional cash on cash: -0.4%

Airbnb Rental Income: $2367

Traditional Rental Income: $9232

Airbnb ROI: -1.01%

Traditional ROI: -0.4%

Chatham , MA

2 beds | 2 baths | 1,324 sq.ft.

$1,199,900

Airbnb cash on cash: 0.08%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $2100

Traditional Rental Income: $2806

Airbnb ROI: 0.08%

Traditional ROI: 1.2%

Chatham , MA

1 beds | 2 baths | 1,479 sq.ft.

$2,100,000