Real Estate Investment Properties for Sale in Westwood, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
407 Washington Street #2 Westwood, MA Imagine stepping out your front door and into the vibrant pulse of Islington Center-mornin...	2 beds \| 1 baths \| 809 sq.ft.	$565,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 1.93% Airbnb Rental Income: $1780 Traditional Rental Income: $2675 Airbnb ROI: -0.69% Traditional ROI: 1.93%
60 Warwick Dr Westwood, MA Nestled at 60 Warwick Dr, Westwood, MA, this single-family residence presents an attractiv...	3 beds \| 3 baths \| 1,461 sq.ft.	$1,080,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 1.42% Airbnb Rental Income: $2464 Traditional Rental Income: $3390 Airbnb ROI: -0.1% Traditional ROI: 1.42%
14 Eldridge Place Westwood, MA Worth the Wait for WESTWOOD. Searching for just the "RIGHT" Home? Welcome to 14 Eldridge s...	3 beds \| 2 baths \| 2,048 sq.ft.	$898,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 1.96% Airbnb Rental Income: $2464 Traditional Rental Income: $3475 Airbnb ROI: 0.03% Traditional ROI: 1.96%
90 Willow St Westwood, MA Gorgeous vintage 4 bed, 2.5 bath Gambrel style home offers a wealth of charm. Located in a...	4 beds \| 3 baths \| 2,938 sq.ft.	$1,375,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 1.4% Airbnb Rental Income: $3181 Traditional Rental Income: $4307 Airbnb ROI: -0.05% Traditional ROI: 1.4%
53 Dean St Westwood, MA Welcome to this charming 4-bedroom, 1.5-bath bungalow ideally situated on a quiet, rarely ...	4 beds \| 2 baths \| 1,440 sq.ft.	$899,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 1.98% Airbnb Rental Income: $3181 Traditional Rental Income: $3395 Airbnb ROI: 0.87% Traditional ROI: 1.98%
6 Pheasant Hill St Westwood, MA Timeless Tudor home brimming with character, spaciousness, and potential. This 4-bed, 3 1/...	4 beds \| 4 baths \| 3,425 sq.ft.	$1,150,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 3% Airbnb Rental Income: $3181 Traditional Rental Income: $5877 Airbnb ROI: -0.2% Traditional ROI: 3%
55 Loring St Westwood, MA Welcome home to Westwood! Gorgeous 4 bed 2.5 bath home in Islington neighborhood. First fl...	4 beds \| 3 baths \| 1,935 sq.ft.	$875,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 3.62% Airbnb Rental Income: $3181 Traditional Rental Income: $3884 Airbnb ROI: 1.87% Traditional ROI: 3.62%

Real Estate investment in Westwood, MA

There are 8 properties for sale in the city of Westwood . The median list price in Westwood is $989,950 and the average price per square foot is $452. In May 2026, the average monthly cash on cash return in Westwood is 2.00%. The average monthly rental income in Westwood is $3,680.

Westwood, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Westwood.

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

The ROI for Short-Term is higher than the Long-Term in Westwood with average rental income of $3,181.

Your search for investment property begins and ends here

Investment Property for Sale in Westwood, MA

407 Washington Street #2

Westwood, MA

2 beds | 1 baths | 809 sq.ft.

$565,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $1780

Traditional Rental Income: $2675

Airbnb ROI: -0.69%

Traditional ROI: 1.93%

60 Warwick Dr

Westwood, MA

3 beds | 3 baths | 1,461 sq.ft.

$1,080,000

Airbnb cash on cash: -0.1%

Traditional cash on cash: 1.42%

Airbnb Rental Income: $2464

Traditional Rental Income: $3390

Airbnb ROI: -0.1%

Traditional ROI: 1.42%

14 Eldridge Place

Westwood, MA

3 beds | 2 baths | 2,048 sq.ft.

$898,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 1.96%

Airbnb Rental Income: $2464

Traditional Rental Income: $3475

Airbnb ROI: 0.03%

Traditional ROI: 1.96%

90 Willow St

Westwood, MA

4 beds | 3 baths | 2,938 sq.ft.

$1,375,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 1.4%

Airbnb Rental Income: $3181

Traditional Rental Income: $4307

Airbnb ROI: -0.05%

Traditional ROI: 1.4%

53 Dean St

Westwood, MA

4 beds | 2 baths | 1,440 sq.ft.

$899,900

Airbnb cash on cash: 0.87%

Traditional cash on cash: 1.98%

Airbnb Rental Income: $3181

Traditional Rental Income: $3395

Airbnb ROI: 0.87%

Traditional ROI: 1.98%

6 Pheasant Hill St

Westwood, MA

4 beds | 4 baths | 3,425 sq.ft.

$1,150,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 3%

Airbnb Rental Income: $3181

Traditional Rental Income: $5877

Airbnb ROI: -0.2%

Traditional ROI: 3%

55 Loring St

Westwood, MA

4 beds | 3 baths | 1,935 sq.ft.

$875,000

Airbnb cash on cash: 1.87%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $3181

Traditional Rental Income: $3884

Airbnb ROI: 1.87%

Traditional ROI: 3.62%

Real Estate investment in Westwood, MA

Westwood, MA Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Westwood?

Which neighborhoods in Westwood to invest in 2026?

Long-Term vs. Short-Term Rentals in Westwood, Massachusetts: Which will earn the best returns?

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