Real Estate Investments for Sale in Pittsfield, MA With High ROI

Are you looking for a vacation rental in Pittsfield, MA? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3 Jones Ave Pittsfield, MA David Carlson [email protected] 413-329-1279 FAIRGROUND REAL ESTATE, INC	3 beds \| 1 baths \| 1,200 sq.ft.	$289,900	Airbnb cash on cash: 6.18% Traditional cash on cash: 4.77% Airbnb Rental Income: $3160 Traditional Rental Income: $2058 Airbnb ROI: 6.18% Traditional ROI: 4.77%
11 Dodge Ave Pittsfield, MA Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,846 sq.ft.	$368,000	Airbnb cash on cash: 5% Traditional cash on cash: 5.49% Airbnb Rental Income: $3160 Traditional Rental Income: $2616 Airbnb ROI: 5% Traditional ROI: 5.49%
15 Cherry Hill Dr Pittsfield, MA Berkshire Country Meadows! Looking for new construction? Work with the builder to fine-tu...	3 beds \| 2 baths \| 2,000 sq.ft.	$759,000	Airbnb cash on cash: 1.1% Traditional cash on cash: 1.35% Airbnb Rental Income: $3160 Traditional Rental Income: $2622 Airbnb ROI: 1.1% Traditional ROI: 1.35%
52 Danforth Ave Pittsfield, MA Tracy Munger [email protected] 518-649-7175 BERKSHIRE DREAM HOME, INC.	3 beds \| 1 baths \| 1,296 sq.ft.	$279,900	Airbnb cash on cash: 6.92% Traditional cash on cash: 5.71% Airbnb Rental Income: $3160 Traditional Rental Income: $2126 Airbnb ROI: 6.92% Traditional ROI: 5.71%
187 Lakeway Dr Pittsfield, MA Christina D Parkington [email protected] 413-464-1347 BERKSHIRE DREAM HOME, INC.	3 beds \| 1 baths \| 1,314 sq.ft.	$269,900	Airbnb cash on cash: 7.04% Traditional cash on cash: 5.47% Airbnb Rental Income: $3160 Traditional Rental Income: $2045 Airbnb ROI: 7.04% Traditional ROI: 5.47%
70 Ontario St Pittsfield, MA Mariah Worth [email protected] 413-663-4053 BERKSHIRE DREAM HOME, INC.	3 beds \| 1 baths \| 1,356 sq.ft.	$273,000	Airbnb cash on cash: 7.09% Traditional cash on cash: 5.86% Airbnb Rental Income: $3160 Traditional Rental Income: $2129 Airbnb ROI: 7.09% Traditional ROI: 5.86%
1746 Cascade St Pittsfield, MA Sherrie Cardillo - [email protected] 413-770-0828 BERKSHIRE HATHAWAY HOMESERVIC...	4 beds \| 3 baths \| 2,680 sq.ft.	$895,000	Airbnb cash on cash: 3.24% Traditional cash on cash: 2.15% Airbnb Rental Income: $5443 Traditional Rental Income: $3441 Airbnb ROI: 3.24% Traditional ROI: 2.15%
8 Club Cir Pittsfield, MA PONTOOSUC WATERFRONT. Welcome to the west side of the beautiful Pontoosuc Lake. Escape t...	2 beds \| 2 baths \| 1,262 sq.ft.	$705,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 0.88% Airbnb Rental Income: $3069 Traditional Rental Income: $2527 Airbnb ROI: 0.63% Traditional ROI: 0.88%
17-23 Linden Street Pittsfield, MA Investment MONEY MAKER! This multi-unit Ultra-Luxe property has been completely transform...	7 beds \| 7 baths \| 4,290 sq.ft.	$986,700	Airbnb cash on cash: N/A Traditional cash on cash: 3.18% Airbnb Rental Income: $null Traditional Rental Income: $5684 Airbnb ROI: N/A Traditional ROI: 3.18%
77 Alpine Trail Pittsfield, MA Paula J. McLean [email protected] 413-441-7067 PAULA MCLEAN REALTORS INC.	4 beds \| 5 baths \| 3,281 sq.ft.	$719,000	Airbnb cash on cash: 3.82% Traditional cash on cash: 5.23% Airbnb Rental Income: $5443 Traditional Rental Income: $5295 Airbnb ROI: 3.82% Traditional ROI: 5.23%
30 Sheffield St Pittsfield, MA Brenda Anne Durant [email protected] 413-441-4732 BERKSHIRE DREAM HOME, INC.	3 beds \| 2 baths \| 1,350 sq.ft.	$329,900	Airbnb cash on cash: 5.42% Traditional cash on cash: 5.91% Airbnb Rental Income: $3160 Traditional Rental Income: $2598 Airbnb ROI: 5.42% Traditional ROI: 5.91%
64 Holmes Rd Pittsfield, MA Bonnie J. Sinopoli [email protected] 413-441-6698 BERKSHIRE DREAM HOME, INC.	3 beds \| 1 baths \| 1,285 sq.ft.	$269,900	Airbnb cash on cash: 7.01% Traditional cash on cash: 5.34% Airbnb Rental Income: $3160 Traditional Rental Income: $2019 Airbnb ROI: 7.01% Traditional ROI: 5.34%
146 Strong Ave Pittsfield, MA Move-in condition colonial-style home, nestled in the Egremont school district. With beaut...	3 beds \| 1 baths \| 1,202 sq.ft.	$259,900	Airbnb cash on cash: 7.24% Traditional cash on cash: 5.4% Airbnb Rental Income: $3160 Traditional Rental Income: $1994 Airbnb ROI: 7.24% Traditional ROI: 5.4%
50 Marlboro Dr Pittsfield, MA Marc Bellora [email protected] 413-418-6415 BERKSHIRE DREAM HOME, INC.	3 beds \| 2 baths \| 1,333 sq.ft.	$339,900	Airbnb cash on cash: 4.73% Traditional cash on cash: 5.45% Airbnb Rental Income: $3160 Traditional Rental Income: $2673 Airbnb ROI: 4.73% Traditional ROI: 5.45%
235 Fort Hill Ave Pittsfield, MA Cindy Carrigan [email protected] 631-553-6070 BERKSHIRE DREAM HOME, INC.	5 beds \| 3 baths \| 2,786 sq.ft.	$579,000	Airbnb cash on cash: 9.2% Traditional cash on cash: 4.72% Airbnb Rental Income: $7590 Traditional Rental Income: $3709 Airbnb ROI: 9.2% Traditional ROI: 4.72%

Real Estate investment in Pittsfield, MA

There are 15 properties for sale in the city of Pittsfield . The median list price in Pittsfield is $289,900 and the average price per square foot is $159. In May 2024, the average monthly cash on cash return in Pittsfield is 6.00%. The average monthly rental income in Pittsfield is $2,530.

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

There are 15 investment properties available for sale in Pittsfield.

In 2024, 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 $3,160.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsfield, MA

3 Jones Ave

Pittsfield, MA

3 beds | 1 baths | 1,200 sq.ft.

$289,900

Airbnb cash on cash: 6.18%

Traditional cash on cash: 4.77%

Airbnb Rental Income: $3160

Traditional Rental Income: $2058

Airbnb ROI: 6.18%

Traditional ROI: 4.77%

11 Dodge Ave

Pittsfield, MA

3 beds | 2 baths | 1,846 sq.ft.

$368,000

Airbnb cash on cash: 5%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $3160

Traditional Rental Income: $2616

Airbnb ROI: 5%

Traditional ROI: 5.49%

15 Cherry Hill Dr

Pittsfield, MA

3 beds | 2 baths | 2,000 sq.ft.

$759,000

Airbnb cash on cash: 1.1%

Traditional cash on cash: 1.35%

Airbnb Rental Income: $3160

Traditional Rental Income: $2622

Airbnb ROI: 1.1%

Traditional ROI: 1.35%

52 Danforth Ave

Pittsfield, MA

3 beds | 1 baths | 1,296 sq.ft.

$279,900

Airbnb cash on cash: 6.92%

Traditional cash on cash: 5.71%

Airbnb Rental Income: $3160

Traditional Rental Income: $2126

Airbnb ROI: 6.92%

Traditional ROI: 5.71%

187 Lakeway Dr

Pittsfield, MA

3 beds | 1 baths | 1,314 sq.ft.

$269,900

Airbnb cash on cash: 7.04%

Traditional cash on cash: 5.47%

Airbnb Rental Income: $3160

Traditional Rental Income: $2045

Airbnb ROI: 7.04%

Traditional ROI: 5.47%

70 Ontario St

Pittsfield, MA

3 beds | 1 baths | 1,356 sq.ft.

$273,000

Airbnb cash on cash: 7.09%

Traditional cash on cash: 5.86%

Airbnb Rental Income: $3160

Traditional Rental Income: $2129

Airbnb ROI: 7.09%

Traditional ROI: 5.86%

1746 Cascade St

Pittsfield, MA

4 beds | 3 baths | 2,680 sq.ft.

$895,000

Airbnb cash on cash: 3.24%

Traditional cash on cash: 2.15%

Airbnb Rental Income: $5443

Traditional Rental Income: $3441

Airbnb ROI: 3.24%

Traditional ROI: 2.15%

8 Club Cir

Pittsfield, MA

2 beds | 2 baths | 1,262 sq.ft.

$705,000

Airbnb cash on cash: 0.63%

Traditional cash on cash: 0.88%

Airbnb Rental Income: $3069

Traditional Rental Income: $2527

Airbnb ROI: 0.63%