Real Estate Investment Properties for Sale in Roxbury, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1666 Washington St #2 Roxbury, MA Unique opportunity for the visionary buyer who prizes sweeping space, elegant style and va...	2 beds \| 1 baths \| 1,632 sq.ft.	$1,375,000	Airbnb cash on cash: -1.11% Traditional cash on cash: -0.04% Airbnb Rental Income: $2531 Traditional Rental Income: $3285 Airbnb ROI: -1.11% Traditional ROI: -0.04%
771 Harrison Ave #410 Roxbury, MA Stunning, luxury 1 bed 1.5 bath condo in the Cosmo building, a one-of-a-kind 2021 condo co...	1 beds \| 1 baths \| 951 sq.ft.	$900,000	Airbnb cash on cash: -1.95% Traditional cash on cash: -0.05% Airbnb Rental Income: $1451 Traditional Rental Income: $2607 Airbnb ROI: -1.95% Traditional ROI: -0.05%
79 Waltham St #2 Roxbury, MA Experience quintessential South End living in this refined parlor-level residence, situate...	1 beds \| 1 baths \| 655 sq.ft.	$850,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -0.09% Airbnb Rental Income: $1451 Traditional Rental Income: $2002 Airbnb ROI: -1.33% Traditional ROI: -0.09%
32 Traveler St #701 Roxbury, MA Largest single level floor plan in Sepia at Inkblock + 2 parking spaces and 3(!!) storage ...	3 beds \| 2 baths \| 1,970 sq.ft.	$3,000,000	Airbnb cash on cash: -2.45% Traditional cash on cash: -1.99% Airbnb Rental Income: $3531 Traditional Rental Income: $4032 Airbnb ROI: -2.45% Traditional ROI: -1.99%
10 Bucknam St #2 Roxbury, MA Motivated Seller!! Discover this beautifully maintained second-level condo. The modern kit...	4 beds \| 1 baths \| 1,099 sq.ft.	$499,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.86% Airbnb Rental Income: $2087 Traditional Rental Income: $2849 Airbnb ROI: 0.08% Traditional ROI: 2.86%
23 Warwick St Roxbury, MA Location! Attention investors looking for a turn-key trophy asset! Very rare beautiful 3-f...	6 beds \| 3 baths \| 1,839 sq.ft.	$1,625,000	Airbnb cash on cash: 0.12% Traditional cash on cash: 1% Airbnb Rental Income: $3428 Traditional Rental Income: $3991 Airbnb ROI: 0.12% Traditional ROI: 1%
71 Homestead St Roxbury, MA Buy this foreclosure deal the right way. Jump on this HOT deal. Based on the data provided...	6 beds \| 3 baths \| 4,659 sq.ft.	$1,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.89% Airbnb Rental Income: $null Traditional Rental Income: $4591 Airbnb ROI: N/A Traditional ROI: 1.89%

Real Estate investment in Roxbury, MA

There are 60 properties for sale in the city of Roxbury . The median list price in Roxbury is $264,900 and the average price per square foot is $329. In May 2026, the average monthly cash on cash return in Roxbury is 6.00%. The average monthly rental income in Roxbury is $1,903.

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

There are 60 investment properties available for sale in Roxbury.

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

The ROI for Long-Term is higher than the Short-Term in Roxbury with average rental income of $1,903.

Your search for investment property begins and ends here

Investment Property for Sale in Roxbury, MA

1666 Washington St #2

Roxbury, MA

2 beds | 1 baths | 1,632 sq.ft.

$1,375,000

Airbnb cash on cash: -1.11%

Traditional cash on cash: -0.04%

Airbnb Rental Income: $2531

Traditional Rental Income: $3285

Airbnb ROI: -1.11%

Traditional ROI: -0.04%

771 Harrison Ave #410

Roxbury, MA

1 beds | 1 baths | 951 sq.ft.

$900,000

Airbnb cash on cash: -1.95%

Traditional cash on cash: -0.05%

Airbnb Rental Income: $1451

Traditional Rental Income: $2607

Airbnb ROI: -1.95%

Traditional ROI: -0.05%

79 Waltham St #2

Roxbury, MA

1 beds | 1 baths | 655 sq.ft.

$850,000

Airbnb cash on cash: -1.33%

Traditional cash on cash: -0.09%

Airbnb Rental Income: $1451

Traditional Rental Income: $2002

Airbnb ROI: -1.33%

Traditional ROI: -0.09%

32 Traveler St #701

Roxbury, MA

3 beds | 2 baths | 1,970 sq.ft.

$3,000,000

Airbnb cash on cash: -2.45%

Traditional cash on cash: -1.99%

Airbnb Rental Income: $3531

Traditional Rental Income: $4032

Airbnb ROI: -2.45%

Traditional ROI: -1.99%

10 Bucknam St #2

Roxbury, MA

4 beds | 1 baths | 1,099 sq.ft.

$499,000

Airbnb cash on cash: 0.08%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $2087

Traditional Rental Income: $2849

Airbnb ROI: 0.08%

Traditional ROI: 2.86%

23 Warwick St

Roxbury, MA

6 beds | 3 baths | 1,839 sq.ft.

$1,625,000

Airbnb cash on cash: 0.12%

Traditional cash on cash: 1%

Airbnb Rental Income: $3428

Traditional Rental Income: $3991

Airbnb ROI: 0.12%

Traditional ROI: 1%

71 Homestead St

Roxbury, MA

6 beds | 3 baths | 4,659 sq.ft.

$1,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.89%

Airbnb Rental Income: $null

Traditional Rental Income: $4591

Airbnb ROI: N/A

Traditional ROI: 1.89%

Real Estate investment in Roxbury, MA

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

How many investment properties are available for sale in Roxbury?

Which neighborhoods in Roxbury to invest in 2026?

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

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