Real Estate Investment Properties for Sale in Bennington, NH

Looking for investment property in Bennington, NH with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
82 Pine Meadows Cir Bennington, NH New Construction Home! Beautiful Cape Style Home with 3 bedrooms 2 baths, 1st floor Master...	3 beds \| 2 baths \| 2,080 sq.ft.	$525,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 0.87% Airbnb Rental Income: $2084 Traditional Rental Income: $2074 Airbnb ROI: -0.2% Traditional ROI: 0.87%
30-32 Main St Bennington, NH Recently updated two-family apartment building located in a historic downtown village dist...	N/A beds \| 2 baths \| 2,273 sq.ft.	$389,000	Airbnb cash on cash: 1.59% Traditional cash on cash: 9.36% Airbnb Rental Income: $2084 Traditional Rental Income: $4383 Airbnb ROI: 1.59% Traditional ROI: 9.36%
Lot 10-48-2 Old Stagecoach Rd #2 Bennington, NH BUILDER IS OFFERING $7500 CREDIT TO BE USED TOWARDS CLOSING COSTS OR INTEREST RATE BUY DOW...	3 beds \| 2 baths \| 1,219 sq.ft.	$429,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.72% Airbnb Rental Income: $2084 Traditional Rental Income: $3260 Airbnb ROI: 0.46% Traditional ROI: 4.72%
237 N Bennington Rd Bennington, NH Price improvementBusiness owners, investors, and creative owners take notice!! This styl...	2 beds \| 3 baths \| 864 sq.ft.	$810,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 1.9% Airbnb Rental Income: $1891 Traditional Rental Income: $2839 Airbnb ROI: -0.03% Traditional ROI: 1.9%
97 Onset Rd Bennington, NH 97 Onset Rd, Bennington, NH 03442 \| Single Family Residential	3 beds \| 2 baths \| 2,354 sq.ft.	$739,900	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.29% Airbnb Rental Income: $2084 Traditional Rental Income: $2074 Airbnb ROI: -1.06% Traditional ROI: -0.29%
16 Francestown Rd Bennington, NH 16 Francestown Rd, Bennington, NH 03442 \| Single Family Residential	5 beds \| 2 baths \| 2,500 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.08% Airbnb Rental Income: $null Traditional Rental Income: $3486 Airbnb ROI: N/A Traditional ROI: 5.08%
M16-L02 Us Highway 202 #00000 Bennington, NH M16-L02 Us Highway 202 #00000, Bennington, NH 03442 \| Other	N/A beds \| N/A baths \| N/A	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.57% Airbnb Rental Income: $null Traditional Rental Income: $1342 Airbnb ROI: N/A Traditional ROI: 5.57%

Real Estate investment in Bennington, NH

There are 9 properties for sale in the city of Bennington . The median list price in Bennington is $379,773 and the average price per square foot is $150. In September 2026, the average monthly cash on cash return in Bennington is 5.00%. The average monthly rental income in Bennington is $2,986.

Bennington, NH Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 9 investment properties available for sale in Bennington.

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

The ROI for Short-Term is higher than the Long-Term in Bennington with average rental income of $2,084.

Your search for investment property begins and ends here

Investment Property for Sale in Bennington, NH

82 Pine Meadows Cir

Bennington, NH

3 beds | 2 baths | 2,080 sq.ft.

$525,000

Airbnb cash on cash: -0.2%

Traditional cash on cash: 0.87%

Airbnb Rental Income: $2084

Traditional Rental Income: $2074

Airbnb ROI: -0.2%

Traditional ROI: 0.87%

30-32 Main St

Bennington, NH

N/A beds | 2 baths | 2,273 sq.ft.

$389,000

Airbnb cash on cash: 1.59%

Traditional cash on cash: 9.36%

Airbnb Rental Income: $2084

Traditional Rental Income: $4383

Airbnb ROI: 1.59%

Traditional ROI: 9.36%

Lot 10-48-2 Old Stagecoach Rd #2

Bennington, NH

3 beds | 2 baths | 1,219 sq.ft.

$429,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $2084

Traditional Rental Income: $3260

Airbnb ROI: 0.46%

Traditional ROI: 4.72%

237 N Bennington Rd

Bennington, NH

2 beds | 3 baths | 864 sq.ft.

$810,000

Airbnb cash on cash: -0.03%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $1891

Traditional Rental Income: $2839

Airbnb ROI: -0.03%

Traditional ROI: 1.9%

97 Onset Rd

Bennington, NH

3 beds | 2 baths | 2,354 sq.ft.

$739,900

Airbnb cash on cash: -1.06%

Traditional cash on cash: -0.29%

Airbnb Rental Income: $2084

Traditional Rental Income: $2074

Airbnb ROI: -1.06%

Traditional ROI: -0.29%

16 Francestown Rd

Bennington, NH

5 beds | 2 baths | 2,500 sq.ft.

$439,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.08%

Airbnb Rental Income: $null

Traditional Rental Income: $3486

Airbnb ROI: N/A

Traditional ROI: 5.08%

M16-L02 Us Highway 202 #00000

Bennington, NH

N/A beds | N/A baths | N/A

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.57%

Airbnb Rental Income: $null

Traditional Rental Income: $1342

Airbnb ROI: N/A

Traditional ROI: 5.57%

Real Estate investment in Bennington, NH

Bennington, NH Real Estate Investing: FAQs for Buyers, Sellers and Investors

How many investment properties are available for sale in Bennington?

Which neighborhoods in Bennington to invest in 2026?

Long-Term vs. Short-Term Rentals in Bennington, New Hampshire: Which will earn the best returns?

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