Real Estate Investment Properties for Sale in Pittsfield, NH

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4 Depot Street Pittsfield, NH Strong income property available directly in downtown Pittsfield made up of 4 residential ...	N/A beds \| N/A baths \| 6,726 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.21% Airbnb Rental Income: $null Traditional Rental Income: $1508 Airbnb ROI: N/A Traditional ROI: -0.21%
1 Tilton Hill Road Pittsfield, NH Welcome to this charming New Englander-style home in the heart of Pittsfield, New Hampshir...	5 beds \| 3 baths \| 2,903 sq.ft.	$279,900	Airbnb cash on cash: 6.3% Traditional cash on cash: 1.2% Airbnb Rental Income: $3401 Traditional Rental Income: $1300 Airbnb ROI: 6.3% Traditional ROI: 1.2%
22 Concord Hill Road Pittsfield, NH This fully occupied 5-unit multifamily featuring a balanced unit mix of two 1-bedroom unit...	9 beds \| 5 baths \| 3,800 sq.ft.	$539,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 9.67% Airbnb Rental Income: $3401 Traditional Rental Income: $6272 Airbnb ROI: 2.47% Traditional ROI: 9.67%
110 Main Street Pittsfield, NH Step back in time with this stately 2 Â½ story Colonial home offering over 3,250 SF of liv...	4 beds \| 2 baths \| 3,252 sq.ft.	$379,900	Airbnb cash on cash: 0.03% Traditional cash on cash: 7.16% Airbnb Rental Income: $1657 Traditional Rental Income: $3734 Airbnb ROI: 0.03% Traditional ROI: 7.16%
268 Mountain Road Pittsfield, NH Welcome to Sunset Hill Farm on the former Knowltons Corner of Pittsfield, NH. Step into a ...	5 beds \| 3 baths \| 5,409 sq.ft.	$999,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 2.44% Airbnb Rental Income: $3401 Traditional Rental Income: $4521 Airbnb ROI: 0.42% Traditional ROI: 2.44%
79 High Street Pittsfield, NH Incredible opportunity to own this 4 acre parcel at the intersection of Route 28 and River...	6 beds \| 4 baths \| 3,800 sq.ft.	$1,100,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.1% Airbnb Rental Income: $3401 Traditional Rental Income: $5500 Airbnb ROI: 0.31% Traditional ROI: 3.1%
9 Park Street Pittsfield, NH Calling all investors! Donât miss this fully rented 4-unit property in downtown Pittsfie...	N/A beds \| N/A baths \| 5,404 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.45% Airbnb Rental Income: $null Traditional Rental Income: $1232 Airbnb ROI: N/A Traditional ROI: -0.45%
43 Watson Street Pittsfield, NH Incredibly unique and rare opportunity for a nicely rehabbed former church building that o...	3 beds \| 1 baths \| 4,240 sq.ft.	$435,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 4.17% Airbnb Rental Income: $1439 Traditional Rental Income: $2648 Airbnb ROI: 0.15% Traditional ROI: 4.17%

Real Estate investment in Pittsfield, NH

There are 9 properties for sale in the city of Pittsfield . The median list price in Pittsfield is $295,000 and the average price per square foot is $129. In March 2026, the average monthly cash on cash return in Pittsfield is 3.00%. The average monthly rental income in Pittsfield is $3,579.

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

There are 9 investment properties available for sale in Pittsfield.

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

The ROI for Short-Term is higher than the Long-Term in Pittsfield with average rental income of $3,401.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsfield, NH

4 Depot Street

Pittsfield, NH

N/A beds | N/A baths | 6,726 sq.ft.

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.21%

Airbnb Rental Income: $null

Traditional Rental Income: $1508

Airbnb ROI: N/A

Traditional ROI: -0.21%

1 Tilton Hill Road

Pittsfield, NH

5 beds | 3 baths | 2,903 sq.ft.

$279,900

Airbnb cash on cash: 6.3%

Traditional cash on cash: 1.2%

Airbnb Rental Income: $3401

Traditional Rental Income: $1300

Airbnb ROI: 6.3%

Traditional ROI: 1.2%

22 Concord Hill Road

Pittsfield, NH

9 beds | 5 baths | 3,800 sq.ft.

$539,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 9.67%

Airbnb Rental Income: $3401

Traditional Rental Income: $6272

Airbnb ROI: 2.47%

Traditional ROI: 9.67%

110 Main Street

Pittsfield, NH

4 beds | 2 baths | 3,252 sq.ft.

$379,900

Airbnb cash on cash: 0.03%

Traditional cash on cash: 7.16%

Airbnb Rental Income: $1657

Traditional Rental Income: $3734

Airbnb ROI: 0.03%

Traditional ROI: 7.16%

268 Mountain Road

Pittsfield, NH

5 beds | 3 baths | 5,409 sq.ft.

$999,900

Airbnb cash on cash: 0.42%

Traditional cash on cash: 2.44%

Airbnb Rental Income: $3401

Traditional Rental Income: $4521

Airbnb ROI: 0.42%

Traditional ROI: 2.44%

79 High Street

Pittsfield, NH

6 beds | 4 baths | 3,800 sq.ft.

$1,100,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $3401

Traditional Rental Income: $5500

Airbnb ROI: 0.31%

Traditional ROI: 3.1%

9 Park Street

Pittsfield, NH

N/A beds | N/A baths | 5,404 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1232

Airbnb ROI: N/A

Traditional ROI: -0.45%

43 Watson Street

Pittsfield, NH

3 beds | 1 baths | 4,240 sq.ft.

$435,000

Airbnb cash on cash: 0.15%

Traditional cash on cash: 4.17%

Airbnb Rental Income: $1439

Traditional Rental Income: $2648

Airbnb ROI: 0.15%