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
23 Concord Hill Rd Pittsfield, NH Back on market with no fault to the sellers! Welcome to this charming and affordable 3-bed...	3 beds \| 1 baths \| 1,393 sq.ft.	$315,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 4.96% Airbnb Rental Income: $2397 Traditional Rental Income: $2342 Airbnb ROI: 3.16% Traditional ROI: 4.96%
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.	$675,000	Airbnb cash on cash: -1.06% Traditional cash on cash: -0.12% Airbnb Rental Income: $1327 Traditional Rental Income: $1508 Airbnb ROI: -1.06% Traditional ROI: -0.12%
1000 Catamount Road Pittsfield, NH Escape to the peace and privacy of this well-maintained Colonial, beautifully situated on ...	3 beds \| 3 baths \| 1,922 sq.ft.	$599,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.67% Airbnb Rental Income: $2397 Traditional Rental Income: $3559 Airbnb ROI: 0.54% Traditional ROI: 3.67%
2 Depot Street Pittsfield, NH Investors, look no further for a deal of a lifetime. This large 5-unit property offers 6,7...	6 beds \| 5 baths \| 6,769 sq.ft.	$479,900	Airbnb cash on cash: 8.92% Traditional cash on cash: 1.17% Airbnb Rental Income: $6254 Traditional Rental Income: $1545 Airbnb ROI: 8.92% Traditional ROI: 1.17%
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: 2.98% Traditional cash on cash: 2.44% Airbnb Rental Income: $6254 Traditional Rental Income: $4521 Airbnb ROI: 2.98% Traditional ROI: 2.44%
1310 & 1311 Upper City Rd Pittsfield, NH Oh the Views! Perfectly sited, this Quintessential 1780 Colonial Farmhouse is framed by lo...	4 beds \| 4 baths \| 4,156 sq.ft.	$799,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.1% Airbnb Rental Income: $4295 Traditional Rental Income: $4466 Airbnb ROI: 1.65% Traditional ROI: 3.1%
Map R29 LotCatamount Rd #1-1 Pittsfield, NH Map R29 LotCatamount Rd #1-1, Pittsfield, NH 03262 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.99% Airbnb Rental Income: $1327 Traditional Rental Income: $1256 Airbnb ROI: 1.2% Traditional ROI: 2.99%
Map R29 LotCatamount Rd #1 Pittsfield, NH Map R29 LotCatamount Rd #1, Pittsfield, NH 03263 \| Other	N/A beds \| N/A baths \| N/A	$250,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 1.78% Airbnb Rental Income: $1327 Traditional Rental Income: $1256 Airbnb ROI: 0.34% Traditional ROI: 1.78%
79 High St Pittsfield, NH Exceptional opportunity to own this highly visible 4-acre property at the intersection of ...	6 beds \| 4 baths \| 3,800 sq.ft.	$799,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 4.63% Airbnb Rental Income: $6254 Traditional Rental Income: $5500 Airbnb ROI: 3.99% Traditional ROI: 4.63%
0 Dowboro Rd #011 Pittsfield, NH 0 Dowboro Rd #011, Pittsfield, NH 03263 \| Other	N/A beds \| N/A baths \| N/A	$300,000	Airbnb cash on cash: -0.23% Traditional cash on cash: 1.27% Airbnb Rental Income: $1327 Traditional Rental Income: $1342 Airbnb ROI: -0.23% Traditional ROI: 1.27%
2 Depot & 27 Carroll Street Pittsfield, NH 4 separate lots packaged, and approximately 20,000 SF between two large buildings with pot...	7 beds \| 10 baths \| 16,057 sq.ft.	$729,900	Airbnb cash on cash: 4.08% Traditional cash on cash: 8.52% Airbnb Rental Income: $6254 Traditional Rental Income: $8044 Airbnb ROI: 4.08% Traditional ROI: 8.52%
18-22 Main Street Pittsfield, NH Union Block - Historic Commercial Opportunity Step into history with the iconic Union Bloc...	N/A beds \| N/A baths \| 13,002 sq.ft.	$249,900	Airbnb cash on cash: -0.08% Traditional cash on cash: 3.82% Airbnb Rental Income: $1327 Traditional Rental Income: $1838 Airbnb ROI: -0.08% Traditional ROI: 3.82%
98 Eaton Road Pittsfield, NH Let the winding country roads and rolling hills lead you home to this stately Colonial, pr...	3 beds \| 3 baths \| 2,642 sq.ft.	$575,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 4.75% Airbnb Rental Income: $2397 Traditional Rental Income: $4015 Airbnb ROI: 0.64% Traditional ROI: 4.75%
12 Norris Rd Pittsfield, NH 12 Norris Rd, Pittsfield, NH 03263 \| Single Family Residential	3 beds \| 2 baths \| 2,008 sq.ft.	$474,900	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.51% Airbnb Rental Income: $2397 Traditional Rental Income: $3059 Airbnb ROI: 0.7% Traditional ROI: 3.51%
149 Merrill Rd Pittsfield, NH 149 Merrill Rd, Pittsfield, NH 03263 \| Single Family Residential	3 beds \| 1 baths \| 1,067 sq.ft.	$539,900	Airbnb cash on cash: 0.24% Traditional cash on cash: 1.31% Airbnb Rental Income: $2397 Traditional Rental Income: $2347 Airbnb ROI: 0.24% Traditional ROI: 1.31%
50 Range Rd Pittsfield, NH 50 Range Rd, Pittsfield, NH 03263 \| Single Family Residential	3 beds \| 2 baths \| 2,180 sq.ft.	$1,300,000	Airbnb cash on cash: -1.75% Traditional cash on cash: -1.3% Airbnb Rental Income: $2397 Traditional Rental Income: $2347 Airbnb ROI: -1.75% Traditional ROI: -1.3%
490 Clough Rd Pittsfield, NH 490 Clough Rd, Pittsfield, NH 03263 \| Single Family Residential	3 beds \| 2 baths \| 2,748 sq.ft.	$1,890,000	Airbnb cash on cash: -2.19% Traditional cash on cash: -1.89% Airbnb Rental Income: $2397 Traditional Rental Income: $2347 Airbnb ROI: -2.19% Traditional ROI: -1.89%
7 Shaw Rd Pittsfield, NH 7 Shaw Rd, Pittsfield, NH 03263 \| Single Family Residential	4 beds \| 2 baths \| 2,446 sq.ft.	$799,000	Airbnb cash on cash: 1.26% Traditional cash on cash: -0.12% Airbnb Rental Income: $4295 Traditional Rental Income: $2358 Airbnb ROI: 1.26% Traditional ROI: -0.12%
85 Fairview Dr Pittsfield, NH 85 Fairview Dr, Pittsfield, NH 03263 \| Single Family Residential	3 beds \| 2 baths \| 2,040 sq.ft.	$689,900	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.34% Airbnb Rental Income: $2397 Traditional Rental Income: $2347 Airbnb ROI: -0.5% Traditional ROI: 0.34%
Lot 11 True Rd #R23-Lot 11 Pittsfield, NH Lot 11 True Rd #R23-Lot 11, Pittsfield, NH 03263 \| Other	N/A beds \| N/A baths \| N/A	$159,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 4.33% Airbnb Rental Income: $1327 Traditional Rental Income: $1232 Airbnb ROI: 2.27% Traditional ROI: 4.33%
Mullen Dr Lot 4 Pittsfield, NH Mullen Dr Lot 4, Pittsfield, NH 03263 \| Other	N/A beds \| N/A baths \| N/A	$499,900	Airbnb cash on cash: -1.4% Traditional cash on cash: -0.72% Airbnb Rental Income: $1327 Traditional Rental Income: $1232 Airbnb ROI: -1.4% Traditional ROI: -0.72%
Map R29 Lot 1 and Lot 1-1 Catamount Rd #1 and 1-1 Pittsfield, NH Map R29 Lot 1 and Lot 1-1 Catamount Rd #1 and 1-1, Pittsfield, NH 03263 \| Other	N/A beds \| N/A baths \| N/A	$399,000	Airbnb cash on cash: -0.96% Traditional cash on cash: -0.11% Airbnb Rental Income: $1327 Traditional Rental Income: $1232 Airbnb ROI: -0.96% Traditional ROI: -0.11%

Real Estate investment in Pittsfield, NH

There are 29 properties for sale in the city of Pittsfield . The median list price in Pittsfield is $362,283 and the average price per square foot is $148. In August 2026, the average monthly cash on cash return in Pittsfield is 4.00%. The average monthly rental income in Pittsfield is $2,685.

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

There are 29 investment properties available for sale in Pittsfield.

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

The ROI for Long-Term is higher than the Short-Term in Pittsfield with average rental income of $2,685.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsfield, NH

23 Concord Hill Rd

Pittsfield, NH

3 beds | 1 baths | 1,393 sq.ft.

$315,000

Airbnb cash on cash: 3.16%

Traditional cash on cash: 4.96%

Airbnb Rental Income: $2397

Traditional Rental Income: $2342

Airbnb ROI: 3.16%

Traditional ROI: 4.96%

4 Depot Street

Pittsfield, NH

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

$675,000

Airbnb cash on cash: -1.06%

Traditional cash on cash: -0.12%

Airbnb Rental Income: $1327

Traditional Rental Income: $1508

Airbnb ROI: -1.06%

Traditional ROI: -0.12%

1000 Catamount Road

Pittsfield, NH

3 beds | 3 baths | 1,922 sq.ft.

$599,000

Airbnb cash on cash: 0.54%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $2397

Traditional Rental Income: $3559

Airbnb ROI: 0.54%

Traditional ROI: 3.67%

2 Depot Street

Pittsfield, NH

6 beds | 5 baths | 6,769 sq.ft.

$479,900

Airbnb cash on cash: 8.92%

Traditional cash on cash: 1.17%

Airbnb Rental Income: $6254

Traditional Rental Income: $1545

Airbnb ROI: 8.92%

Traditional ROI: 1.17%

268 Mountain Road

Pittsfield, NH

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

$999,900

Airbnb cash on cash: 2.98%

Traditional cash on cash: 2.44%

Airbnb Rental Income: $6254

Traditional Rental Income: $4521

Airbnb ROI: 2.98%

Traditional ROI: 2.44%

1310 & 1311 Upper City Rd

Pittsfield, NH

4 beds | 4 baths | 4,156 sq.ft.

$799,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $4295

Traditional Rental Income: $4466

Airbnb ROI: 1.65%

Traditional ROI: 3.1%

Map R29 LotCatamount Rd #1-1

Pittsfield, NH

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

$200,000

Airbnb cash on cash: 1.2%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $1327

Traditional Rental Income: $1256

Airbnb ROI: 1.2%

Traditional ROI: 2.99%

Map R29 LotCatamount Rd #1

Pittsfield, NH

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

$250,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 1.78%

Airbnb Rental Income: $1327

Traditional Rental Income: $1256

Airbnb ROI: 0.34%