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 4 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
425 Main Street unit: D Chatham, MA Nestled above Bumbula ''It's All About Me,'' Unit D at 425 Main Street offers an exception...	1 beds \| 1 baths \| 578 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.74% Airbnb Rental Income: $null Traditional Rental Income: $1812 Airbnb ROI: N/A Traditional ROI: 2.74%
1 Seastrand Way unit: 1 Chatham, MA Rare opportunity to own this totally renovated secluded end unit which feels like a 1296 s...	2 beds \| 2 baths \| 1,296 sq.ft.	$695,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.86% Airbnb Rental Income: $null Traditional Rental Income: $2755 Airbnb ROI: N/A Traditional ROI: 2.86%
912 Main Street unit: 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: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $2627 Airbnb ROI: N/A Traditional ROI: 4.61%
22 Starfish Lane unit: 22 Chatham, MA Beautifully renovated inside and out oceanfront townhome nestled in the heart of Chatham. ...	2 beds \| 2 baths \| 950 sq.ft.	$760,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $2655 Airbnb ROI: N/A Traditional ROI: 2.32%
Other Investment Properties for Sale in Chatham
20 Jessies Landing Chatham , MA Welcome to this beautifully crafted residence in Jessie's Landing, an exclusive Eastward C...	3 beds \| 4 baths \| 2,940 sq.ft.	$3,299,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.37% Airbnb Rental Income: $null Traditional Rental Income: $4966 Airbnb ROI: N/A Traditional ROI: 0.37%
14 Pond View Lane Chatham , MA Sears Point Development presents another breathtaking home that could be your new year-rou...	4 beds \| 5 baths \| 4,989 sq.ft.	$5,295,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.67% Airbnb Rental Income: $null Traditional Rental Income: $8510 Airbnb ROI: N/A Traditional ROI: 0.67%
55 Christopher Harding Lane Chatham , MA Step into coastal elegance in this light-filled home, perfectly nestled in a peaceful neig...	3 beds \| 3 baths \| 2,510 sq.ft.	$2,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.64% Airbnb Rental Income: $null Traditional Rental Income: $3808 Airbnb ROI: N/A Traditional ROI: 0.64%
39 Jedidiah Way Chatham , MA 39 Jedidiah Way, has been gently utilized by the same family for the past 29 years, servin...	2 beds \| 2 baths \| 1,810 sq.ft.	$1,650,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.71% Airbnb Rental Income: $null Traditional Rental Income: $3017 Airbnb ROI: N/A Traditional ROI: 0.71%
46 Chippingstone Road Chatham , MA Riverbay, Chatham... True One Level living with Garage/parking on home level. 8 room custo...	3 beds \| 2 baths \| 1,713 sq.ft.	$919,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.35% Airbnb Rental Income: $null Traditional Rental Income: $3219 Airbnb ROI: N/A Traditional ROI: 2.35%
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: N/A Traditional cash on cash: -1.53% Airbnb Rental Income: $null Traditional Rental Income: $3622 Airbnb ROI: N/A Traditional ROI: -1.53%
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: N/A Traditional cash on cash: -0.18% Airbnb Rental Income: $null Traditional Rental Income: $4824 Airbnb ROI: N/A Traditional ROI: -0.18%
287 Cedar Street Chatham , MA NEW CONSTRUCTION: Welcome to 287 Cedar Street, an exquisite 3 BR, 4.5 Bath, 3,640 sf retre...	3 beds \| 5 baths \| 3,640 sq.ft.	$3,850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.51% Airbnb Rental Income: $null Traditional Rental Income: $6157 Airbnb ROI: N/A Traditional ROI: 0.51%
101 Morris Island Road Chatham , MA LIGHTHOUSE BEACH - A Nantucket-inspired coastal home designed and built by Polhemus Savery...	5 beds \| 5 baths \| 3,225 sq.ft.	$5,995,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.08% Airbnb Rental Income: $null Traditional Rental Income: $6901 Airbnb ROI: N/A Traditional ROI: -0.08%
230 Barcliff Avenue Chatham , MA Stunning brand new construction from The Young Companies at 230 Barcliff Avenue is underwa...	4 beds \| 6 baths \| 5,300 sq.ft.	$4,525,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.25% Airbnb Rental Income: $null Traditional Rental Income: $8387 Airbnb ROI: N/A Traditional ROI: -0.25%
207 Horizon Drive Chatham , MA Tucked in a well-loved Chatham neighborhood, with deeded rights to Lover's Lake, this grac...	4 beds \| 4 baths \| 2,843 sq.ft.	$1,450,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.22% Airbnb Rental Income: $null Traditional Rental Income: $4849 Airbnb ROI: N/A Traditional ROI: 2.22%
246 Stage Island Road Chatham , MA Set on nearly an acre in one of Chatham's most coveted enclaves, this Stage Island residen...	4 beds \| 5 baths \| 4,717 sq.ft.	$7,999,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.1% Airbnb Rental Income: $null Traditional Rental Income: $8921 Airbnb ROI: N/A Traditional ROI: -0.1%
27 Martha Kendrick Drive Chatham , MA Welcome to this delightful 3-bedroom, 2.5-bath Cape-style home nestled just moments from t...	3 beds \| 3 baths \| 2,066 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.93% Airbnb Rental Income: $null Traditional Rental Income: $3640 Airbnb ROI: N/A Traditional ROI: 1.93%
28 Lakeview Avenue Chatham , MA Welcome to 28 Lakeview Ave...a Riverbay gem in a natural setting. Beautifully renovated wi...	3 beds \| 3 baths \| 2,441 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.13% Airbnb Rental Income: $null Traditional Rental Income: $3352 Airbnb ROI: N/A Traditional ROI: 1.13%

Your search for investment property begins and ends here

Condos for Sale in Chatham, MA

425 Main Street unit: D

Chatham, MA

1 beds | 1 baths | 578 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1812

Airbnb ROI: N/A

Traditional ROI: 2.74%

1 Seastrand Way unit: 1

Chatham, MA

2 beds | 2 baths | 1,296 sq.ft.

$695,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2755

Airbnb ROI: N/A

Traditional ROI: 2.86%

912 Main Street unit: 308

Chatham, MA

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

$459,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.61%

Airbnb Rental Income: $null

Traditional Rental Income: $2627

Airbnb ROI: N/A

Traditional ROI: 4.61%

22 Starfish Lane unit: 22

Chatham, MA

2 beds | 2 baths | 950 sq.ft.

$760,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.32%

Airbnb Rental Income: $null

Traditional Rental Income: $2655

Airbnb ROI: N/A

Traditional ROI: 2.32%

Other Investment Properties for Sale in Chatham

Chatham , MA

3 beds | 4 baths | 2,940 sq.ft.

$3,299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.37%

Airbnb Rental Income: $null

Traditional Rental Income: $4966

Airbnb ROI: N/A

Traditional ROI: 0.37%

Chatham , MA

4 beds | 5 baths | 4,989 sq.ft.

$5,295,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.67%

Airbnb Rental Income: $null

Traditional Rental Income: $8510

Airbnb ROI: N/A

Traditional ROI: 0.67%

Chatham , MA

3 beds | 3 baths | 2,510 sq.ft.

$2,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.64%

Airbnb Rental Income: $null

Traditional Rental Income: $3808

Airbnb ROI: N/A

Traditional ROI: 0.64%

Chatham , MA

2 beds | 2 baths | 1,810 sq.ft.

$1,650,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.71%

Airbnb Rental Income: $null

Traditional Rental Income: $3017

Airbnb ROI: N/A

Traditional ROI: 0.71%

Chatham , MA

3 beds | 2 baths | 1,713 sq.ft.