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.

San Rafael Hill Investment Property for Sale in Pembroke, MA

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

Showing 15 San Rafael Hill Investment Property 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%
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%
136 W Elm St Pembroke, MA This is the home you have been waiting for! Located on one of Pembroke's prettiest streets...	3 beds \| 2 baths \| 1,836 sq.ft.	$659,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $3426 Airbnb ROI: N/A Traditional ROI: 3.46%
27 Chestnut Rd Pembroke, MA One-level living at its best! This beautifully updated home, with major renovations comple...	3 beds \| 1 baths \| 1,023 sq.ft.	$569,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $2517 Airbnb ROI: N/A Traditional ROI: 2.48%
204 Center St #9 Pembroke, MA 204 Center St #9, Pembroke, MA 02359 \| Townhouse	3 beds \| 1 baths \| 2,088 sq.ft.	$579,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.97% Airbnb Rental Income: $null Traditional Rental Income: $2732 Airbnb ROI: N/A Traditional ROI: 1.97%
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%
29 Liberty Dr #29 Pembroke, MA 29 Liberty Dr #29, Pembroke, MA 02359 \| Townhouse	2 beds \| 2 baths \| 1,966 sq.ft.	$629,900	Airbnb cash on cash: 3.3% Traditional cash on cash: 1.86% Airbnb Rental Income: $5019 Traditional Rental Income: $3147 Airbnb ROI: 3.3% Traditional ROI: 1.86%
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%
7 Farmside Dr Pembroke, MA 7 Farmside Dr, Pembroke, MA 02359 \| Single Family Residential	4 beds \| 2 baths \| 3,444 sq.ft.	$1,200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $3984 Airbnb ROI: N/A Traditional ROI: 1.26%
18 Wampatuck St Pembroke, MA Opportunity is beckoning! A prime opportunity is waiting for you in Pembroke, MA. Come see...	4 beds \| 2 baths \| 1,632 sq.ft.	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $3502 Airbnb ROI: N/A Traditional ROI: 4.04%
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%

Your search for investment property begins and ends here

San Rafael Hill Investment Property 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%

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%

136 W Elm St

Pembroke, MA

3 beds | 2 baths | 1,836 sq.ft.

$659,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.46%

Airbnb Rental Income: $null

Traditional Rental Income: $3426

Airbnb ROI: N/A

Traditional ROI: 3.46%

27 Chestnut Rd

Pembroke, MA

3 beds | 1 baths | 1,023 sq.ft.

$569,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2517

Airbnb ROI: N/A

Traditional ROI: 2.48%

204 Center St #9

Pembroke, MA

3 beds | 1 baths | 2,088 sq.ft.

$579,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.97%

Airbnb Rental Income: $null

Traditional Rental Income: $2732

Airbnb ROI: N/A

Traditional ROI: 1.97%

77 Old Cart Path Ln Lot 4

Pembroke, MA

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