Real Estate Investment Properties for Sale in Dudley, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21 Prospect Ave. Dudley, MA Meticulously maintained & beautifully updated, this 1,600+ sq. ft. home offers exceptional...	3 beds \| 2 baths \| 1,627 sq.ft.	$449,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 5.7% Airbnb Rental Income: $1848 Traditional Rental Income: $3265 Airbnb ROI: 1.16% Traditional ROI: 5.7%
126 Old Southbridge Rd Dudley, MA UNIQUE OPPORTUNITY FOR BUYER AS THIS INCLUDES A SECOND BUILDABLE LOT. This home offers pr...	3 beds \| 3 baths \| 2,400 sq.ft.	$875,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 0.57% Airbnb Rental Income: $1848 Traditional Rental Income: $2100 Airbnb ROI: -0.35% Traditional ROI: 0.57%
128 Old Southbridge Rd Dudley, MA This home combines the privacy of a 2 acre wooded lot and the quality of a home with elega...	3 beds \| 3 baths \| 2,400 sq.ft.	$745,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.78% Airbnb Rental Income: $1848 Traditional Rental Income: $4088 Airbnb ROI: -0.16% Traditional ROI: 3.78%
280 Dudley Southbridge Rd Dudley, MA Back on Market due to buyers not able to satisfy their home sale contingency This Spac...	4 beds \| 3 baths \| 2,110 sq.ft.	$549,900	Airbnb cash on cash: 3.38% Traditional cash on cash: 5.7% Airbnb Rental Income: $3576 Traditional Rental Income: $3982 Airbnb ROI: 3.38% Traditional ROI: 5.7%
143 Charlton Rd Dudley, MA Your own private retreat with a yard suitable for all types of recreation. 477' deep.. Th...	3 beds \| 3 baths \| 2,392 sq.ft.	$595,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 5.3% Airbnb Rental Income: $1848 Traditional Rental Income: $4059 Airbnb ROI: 0.43% Traditional ROI: 5.3%
249 Dudley Southbridge Rd Dudley, MA Welcome to your brand-new 4 bed/3 bath sanctuary in Dudley, to be completed beginning of 2...	4 beds \| 3 baths \| 2,280 sq.ft.	$639,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 5.44% Airbnb Rental Income: $3576 Traditional Rental Income: $4130 Airbnb ROI: 3.2% Traditional ROI: 5.44%
55 Brandon Road Dudley, MA Investors take notice. This 3 family home is an excellent opportunity to invest in the ren...	6 beds \| 3 baths \| 2,956 sq.ft.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.92% Airbnb Rental Income: $null Traditional Rental Income: $4324 Airbnb ROI: N/A Traditional ROI: 8.92%

Real Estate investment in Dudley, MA

There are 7 properties for sale in the city of Dudley . The median list price in Dudley is $595,000 and the average price per square foot is $258. In December 2025, the average monthly cash on cash return in Dudley is 5.00%. The average monthly rental income in Dudley is $4,059.

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

There are 7 investment properties available for sale in Dudley.

In 2025, the best neighborhood to buy investment property is Dudley.

The ROI for Long-Term is higher than the Short-Term in Dudley with average rental income of $4,059.

Your search for investment property begins and ends here

Investment Property for Sale in Dudley, MA

21 Prospect Ave.

Dudley, MA

3 beds | 2 baths | 1,627 sq.ft.

$449,900

Airbnb cash on cash: 1.16%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $1848

Traditional Rental Income: $3265

Airbnb ROI: 1.16%

Traditional ROI: 5.7%

126 Old Southbridge Rd

Dudley, MA

3 beds | 3 baths | 2,400 sq.ft.

$875,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 0.57%

Airbnb Rental Income: $1848

Traditional Rental Income: $2100

Airbnb ROI: -0.35%

Traditional ROI: 0.57%

128 Old Southbridge Rd

Dudley, MA

3 beds | 3 baths | 2,400 sq.ft.

$745,000

Airbnb cash on cash: -0.16%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $1848

Traditional Rental Income: $4088

Airbnb ROI: -0.16%

Traditional ROI: 3.78%

280 Dudley Southbridge Rd

Dudley, MA

4 beds | 3 baths | 2,110 sq.ft.

$549,900

Airbnb cash on cash: 3.38%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $3576

Traditional Rental Income: $3982

Airbnb ROI: 3.38%

Traditional ROI: 5.7%

143 Charlton Rd

Dudley, MA

3 beds | 3 baths | 2,392 sq.ft.

$595,000

Airbnb cash on cash: 0.43%

Traditional cash on cash: 5.3%

Airbnb Rental Income: $1848

Traditional Rental Income: $4059

Airbnb ROI: 0.43%

Traditional ROI: 5.3%

249 Dudley Southbridge Rd

Dudley, MA

4 beds | 3 baths | 2,280 sq.ft.

$639,000

Airbnb cash on cash: 3.2%

Traditional cash on cash: 5.44%

Airbnb Rental Income: $3576

Traditional Rental Income: $4130

Airbnb ROI: 3.2%

Traditional ROI: 5.44%

55 Brandon Road

Dudley, MA

6 beds | 3 baths | 2,956 sq.ft.

$419,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.92%

Airbnb Rental Income: $null

Traditional Rental Income: $4324

Airbnb ROI: N/A

Traditional ROI: 8.92%

Real Estate investment in Dudley, MA

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

How many investment properties are available for sale in Dudley?

Which neighborhoods in Dudley to invest in 2025?

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

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