Real Estate Investment Properties for Sale in Pembroke, MA

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

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

Single Family Homes for Sale in Pembroke, MA

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

Showing 18 Single Family Residential 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
290 High Street Pembroke, MA Offer deadline 8pm Monday November 17th, offers good until Wednesday November 19th, 2025.T...	3 beds \| 2 baths \| 1,754 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $3408 Airbnb ROI: N/A Traditional ROI: 3.77%
55 Shipyard Lane Pembroke, MA Tucked at the end of a cul-de-sac in the coveted Shipyards neighborhood, this 3.5+ acre sa...	4 beds \| 4 baths \| 4,435 sq.ft.	$1,375,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.19% Airbnb Rental Income: $null Traditional Rental Income: $5678 Airbnb ROI: N/A Traditional ROI: 2.19%
261 Washington St Pembroke, MA 261 Washington St, Pembroke, MA 02359 \| Single Family Residential	4 beds \| 3 baths \| 2,891 sq.ft.	$775,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $4410 Airbnb ROI: N/A Traditional ROI: 3.75%
249 High St Pembroke, MA 249 High St, Pembroke, MA 02332 \| Single Family Residential	3 beds \| 2 baths \| 2,118 sq.ft.	$965,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.54% Airbnb Rental Income: $null Traditional Rental Income: $3473 Airbnb ROI: N/A Traditional ROI: 1.54%
290 School Pembroke, MA 290 School, Pembroke, MA 02359 \| Single Family Residential	4 beds \| 4 baths \| 3,846 sq.ft.	$945,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.23% Airbnb Rental Income: $null Traditional Rental Income: $5765 Airbnb ROI: N/A Traditional ROI: 4.23%
89 West St Pembroke, MA Welcome to your next chapter in Pembroke! This 3-bedroom, 2-bath ranch is perfect for thos...	3 beds \| 2 baths \| 1,008 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $2866 Airbnb ROI: N/A Traditional ROI: 3.89%
61 Chapel St Pembroke, MA Prime South-Shore Location just over 3 miles to Route 3, close to many parks, beaches, tra...	3 beds \| 2 baths \| 2,016 sq.ft.	$669,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $3396 Airbnb ROI: N/A Traditional ROI: 3.44%
445 Plymouth St Pembroke, MA This beautifully updated 4-bedroom, 1.5-bath home blends modern design with everyday comfo...	4 beds \| 2 baths \| 2,016 sq.ft.	$780,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $3632 Airbnb ROI: N/A Traditional ROI: 3.09%
78 Old Cart Path Ln Lot 3 Pembroke, MA 72 Old Cart Path Ln, Pembroke, MA 02359 \| Single Family Residential	4 beds \| 2 baths \| 3,997 sq.ft.	$1,650,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.44% Airbnb Rental Income: $null Traditional Rental Income: $4182 Airbnb ROI: N/A Traditional ROI: 0.44%
72 Old Cart Path Ln Lot 2 Pembroke, MA 72 Old Cart Path Ln Lot 2, Pembroke, MA 02359 \| Single Family Residential	5 beds \| 2 baths \| 2,803 sq.ft.	$1,590,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.54% Airbnb Rental Income: $null Traditional Rental Income: $4177 Airbnb ROI: N/A Traditional ROI: 0.54%
77 Old Cart Path Ln Lot 4 Pembroke, MA 77 Old Cart Path Ln Lot 4, Pembroke, MA 02359 \| Single Family Residential	5 beds \| 3 baths \| 3,650 sq.ft.	$1,630,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.98% Airbnb Rental Income: $null Traditional Rental Income: $4944 Airbnb ROI: N/A Traditional ROI: 0.98%
118 Plain St Pembroke, MA 118 Plain St, Pembroke, MA 02359 \| Single Family Residential	3 beds \| 1 baths \| 1,724 sq.ft.	$659,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.34% Airbnb Rental Income: $null Traditional Rental Income: $2899 Airbnb ROI: N/A Traditional ROI: 2.34%
285 Elm St Pembroke, MA 285 Elm St, Pembroke, MA 02359 \| Single Family Residential	3 beds \| 2 baths \| 1,515 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.54% Airbnb Rental Income: $null Traditional Rental Income: $3421 Airbnb ROI: N/A Traditional ROI: 2.54%
100 Fairwood Dr Pembroke, MA Welcome to 100 Fairwood Drive. Nestled in the heart of one of Pembroke's most sought after...	3 beds \| 2 baths \| 1,176 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $2765 Airbnb ROI: N/A Traditional ROI: 3.55%
20 Montclair Ave Pembroke, MA 20 Montclair Ave, Pembroke, MA 02359 \| Single Family Residential	3 beds \| 2 baths \| 1,580 sq.ft.	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.03% Airbnb Rental Income: $null Traditional Rental Income: $3452 Airbnb ROI: N/A Traditional ROI: 4.03%
8 Quaker Cir Pembroke, MA Start the new year in this well-maintained ranch set on just over an acre in North Pembrok...	3 beds \| 2 baths \| 2,147 sq.ft.	$719,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $3503 Airbnb ROI: N/A Traditional ROI: 3.11%
198 Elm St Pembroke, MA Spacious 4-bedroom, 2 full bath Garrison Colonial offering oversized bedrooms and well-def...	4 beds \| 2 baths \| 2,630 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $4028 Airbnb ROI: N/A Traditional ROI: 3.65%

Your search for investment property begins and ends here

Single Family Homes for Sale in Pembroke, MA

290 High Street

Pembroke, MA

3 beds | 2 baths | 1,754 sq.ft.

$610,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.77%

Airbnb Rental Income: $null

Traditional Rental Income: $3408

Airbnb ROI: N/A

Traditional ROI: 3.77%

55 Shipyard Lane

Pembroke, MA

4 beds | 4 baths | 4,435 sq.ft.

$1,375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.19%

Airbnb Rental Income: $null

Traditional Rental Income: $5678

Airbnb ROI: N/A

Traditional ROI: 2.19%

261 Washington St

Pembroke, MA

4 beds | 3 baths | 2,891 sq.ft.

$775,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.75%

Airbnb Rental Income: $null

Traditional Rental Income: $4410

Airbnb ROI: N/A

Traditional ROI: 3.75%

249 High St

Pembroke, MA

3 beds | 2 baths | 2,118 sq.ft.

$965,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.54%

Airbnb Rental Income: $null

Traditional Rental Income: $3473

Airbnb ROI: N/A

Traditional ROI: 1.54%

290 School

Pembroke, MA

4 beds | 4 baths | 3,846 sq.ft.

$945,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.23%

Airbnb Rental Income: $null

Traditional Rental Income: $5765

Airbnb ROI: N/A

Traditional ROI: 4.23%

89 West St

Pembroke, MA

3 beds | 2 baths | 1,008 sq.ft.

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.89%

Airbnb Rental Income: $null

Traditional Rental Income: $2866

Airbnb ROI: N/A

Traditional ROI: 3.89%

61 Chapel St

Pembroke, MA

3 beds | 2 baths | 2,016 sq.ft.

$669,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.44%

Airbnb Rental Income: $null

Traditional Rental Income: $3396

Airbnb ROI: N/A

Traditional ROI: 3.44%

445 Plymouth St

Pembroke, MA

4 beds | 2 baths | 2,016 sq.ft.

$780,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.09%

Airbnb Rental Income: $null

Traditional Rental Income: $3632

Airbnb ROI: N/A