Real Estate Investment Properties for Sale in Whitman, MA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
48 Day St. Whitman, MA Tired of the apartment? Perfect starter home right here! Come add your touches and make it...	3 beds \| 2 baths \| 1,040 sq.ft.	$269,000	Airbnb cash on cash: 9.12% Traditional cash on cash: 8.23% Airbnb Rental Income: $3788 Traditional Rental Income: $2742 Airbnb ROI: 9.12% Traditional ROI: 8.23%
6 Old Colony Way Whitman, MA Welcome to this spacious 2,592 sq. ft. Cape with versatile living with the in-law/ADU! The...	4 beds \| 3 baths \| 2,592 sq.ft.	$699,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.83% Airbnb Rental Income: $2717 Traditional Rental Income: $4056 Airbnb ROI: 0.8% Traditional ROI: 3.83%
782 Bedford St Whitman, MA Price improvement! Discover the charm of 782 Bedford St, featuring a spacious living room ...	5 beds \| 2 baths \| 2,445 sq.ft.	$630,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $3847 Airbnb ROI: N/A Traditional ROI: 4.24%
16 Washington St Whitman, MA Investor opportunity! This legal two-family includes a third, non-legal unit. Bring your v...	5 beds \| 2 baths \| 2,409 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.1% Airbnb Rental Income: $null Traditional Rental Income: $3769 Airbnb ROI: N/A Traditional ROI: 6.1%
21 Regal St Whitman, MA Refreshed 3-bedroom and 1 full bath ranch style home sits on a sunny corner lot just a hal...	3 beds \| 1 baths \| 816 sq.ft.	$449,900	Airbnb cash on cash: 4.82% Traditional cash on cash: 3.51% Airbnb Rental Income: $3788 Traditional Rental Income: $2416 Airbnb ROI: 4.82% Traditional ROI: 3.51%
8 Harvard St Whitman, MA This classic 2-family home offers a fantastic opportunity for both investors and owner-occ...	4 beds \| 2 baths \| 2,208 sq.ft.	$600,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 4.16% Airbnb Rental Income: $2717 Traditional Rental Income: $3645 Airbnb ROI: 1.36% Traditional ROI: 4.16%
8 Walnut St Whitman, MA Welcome to 8 Walnut Street, Whitman! Set on a generous .47-acre lot, this charming 3-bedro...	3 beds \| 1 baths \| 1,137 sq.ft.	$399,000	Airbnb cash on cash: 5.31% Traditional cash on cash: 4.24% Airbnb Rental Income: $3788 Traditional Rental Income: $2566 Airbnb ROI: 5.31% Traditional ROI: 4.24%
277 School St Whitman, MA 277 School St, Whitman, MA 02382 \| Multi Family	5 beds \| 2 baths \| 3,070 sq.ft.	$999,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.87% Airbnb Rental Income: $null Traditional Rental Income: $3898 Airbnb ROI: N/A Traditional ROI: 1.87%
96 Cherry St Whitman, MA 96 Cherry St, Whitman, MA 02382 \| Single Family Residential	3 beds \| 2 baths \| 1,365 sq.ft.	$350,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 7.68% Airbnb Rental Income: $3788 Traditional Rental Income: $3347 Airbnb ROI: 6.53% Traditional ROI: 7.68%

Real Estate investment in Whitman, MA

There are 13 properties for sale in the city of Whitman . The median list price in Whitman is $584,900 and the average price per square foot is $303. In September 2025, the average monthly cash on cash return in Whitman is 4.00%. The average monthly rental income in Whitman is $3,645.

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

There are 13 investment properties available for sale in Whitman.

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

The ROI for Short-Term is higher than the Long-Term in Whitman with average rental income of $3,788.

Your search for investment property begins and ends here

Investment Property for Sale in Whitman, MA

48 Day St.

Whitman, MA

3 beds | 2 baths | 1,040 sq.ft.

$269,000

Airbnb cash on cash: 9.12%

Traditional cash on cash: 8.23%

Airbnb Rental Income: $3788

Traditional Rental Income: $2742

Airbnb ROI: 9.12%

Traditional ROI: 8.23%

6 Old Colony Way

Whitman, MA

4 beds | 3 baths | 2,592 sq.ft.

$699,900

Airbnb cash on cash: 0.8%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $2717

Traditional Rental Income: $4056

Airbnb ROI: 0.8%

Traditional ROI: 3.83%

782 Bedford St

Whitman, MA

5 beds | 2 baths | 2,445 sq.ft.

$630,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.24%

Airbnb Rental Income: $null

Traditional Rental Income: $3847

Airbnb ROI: N/A

Traditional ROI: 4.24%

16 Washington St

Whitman, MA

5 beds | 2 baths | 2,409 sq.ft.

$550,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.1%

Airbnb Rental Income: $null

Traditional Rental Income: $3769

Airbnb ROI: N/A

Traditional ROI: 6.1%

21 Regal St

Whitman, MA

3 beds | 1 baths | 816 sq.ft.

$449,900

Airbnb cash on cash: 4.82%

Traditional cash on cash: 3.51%

Airbnb Rental Income: $3788

Traditional Rental Income: $2416

Airbnb ROI: 4.82%

Traditional ROI: 3.51%

8 Harvard St

Whitman, MA

4 beds | 2 baths | 2,208 sq.ft.

$600,000

Airbnb cash on cash: 1.36%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $2717

Traditional Rental Income: $3645

Airbnb ROI: 1.36%

Traditional ROI: 4.16%

8 Walnut St

Whitman, MA

3 beds | 1 baths | 1,137 sq.ft.

$399,000

Airbnb cash on cash: 5.31%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $3788

Traditional Rental Income: $2566

Airbnb ROI: 5.31%

Traditional ROI: 4.24%

277 School St

Whitman, MA

5 beds | 2 baths | 3,070 sq.ft.

$999,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.87%

Airbnb Rental Income: $null

Traditional Rental Income: $3898

Airbnb ROI: N/A