Real Estate Investment Properties for Sale in Pittsfield, MA

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

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.

Condos for Sale in Pittsfield, MA

Search for Condo for Sale in Pittsfield, Massachusetts. Browse all of Mashvisor’s Condo listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 9 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
33 Alpine Trail Pittsfield, MA Cortney K Dupont [email protected] COHEN & WHITE ASSOCIATES	5 beds \| 5 baths \| 3,381 sq.ft.	$730,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 6.5% Airbnb Rental Income: $5142 Traditional Rental Income: $7174 Airbnb ROI: 1.97% Traditional ROI: 6.5%
103 Alpine Trail Pittsfield, MA Cortney K Dupont [email protected] COHEN & WHITE ASSOCIATES	3 beds \| 3 baths \| 2,381 sq.ft.	$759,000	Airbnb cash on cash: -1.99% Traditional cash on cash: 2.2% Airbnb Rental Income: $1531 Traditional Rental Income: $4052 Airbnb ROI: -1.99% Traditional ROI: 2.2%
26 Churchill Crst Pittsfield, MA 26 Churchill Crst, Pittsfield, MA 01201 \| Condo/Coop	1 beds \| 1 baths \| 1,056 sq.ft.	$175,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 7.3% Airbnb Rental Income: $1389 Traditional Rental Income: $2332 Airbnb ROI: -0.88% Traditional ROI: 7.3%
53 Churchill Crst #53 Pittsfield, MA 53 Churchill Crst #53, Pittsfield, MA 01201 \| Condo/Coop	2 beds \| 2 baths \| 1,377 sq.ft.	$235,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 6.28% Airbnb Rental Income: $1985 Traditional Rental Income: $2764 Airbnb ROI: 0.46% Traditional ROI: 6.28%
60 Churchill Crst Pittsfield, MA 60 Churchill Crst, Pittsfield, MA 01201 \| Condo/Coop	2 beds \| 1 baths \| 1,060 sq.ft.	$279,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.45% Airbnb Rental Income: $1985 Traditional Rental Income: $2176 Airbnb ROI: 0.76% Traditional ROI: 3.45%
1136 Barker Rd #18 Pittsfield, MA 1136 Barker Rd #18, Pittsfield, MA 01201 \| Condo/Coop	3 beds \| 1 baths \| 2,044 sq.ft.	$575,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 2.22% Airbnb Rental Income: $1531 Traditional Rental Income: $2478 Airbnb ROI: -0.37% Traditional ROI: 2.22%
1 Colt Rd #2 Pittsfield, MA 1 Colt Rd #2, Pittsfield, MA 01201 \| Condo/Coop	2 beds \| 1 baths \| 1,200 sq.ft.	$229,900	Airbnb cash on cash: 2.5% Traditional cash on cash: 6.18% Airbnb Rental Income: $1985 Traditional Rental Income: $2266 Airbnb ROI: 2.5% Traditional ROI: 6.18%
71 S Church St #S 102 Pittsfield, MA 71 S Church St #S 102, Pittsfield, MA 01201 \| Condo/Coop	1 beds \| 1 baths \| 1,200 sq.ft.	$250,800	Airbnb cash on cash: -0.86% Traditional cash on cash: 4.85% Airbnb Rental Income: $1389 Traditional Rental Income: $2322 Airbnb ROI: -0.86% Traditional ROI: 4.85%
8 Applewood Ln Pittsfield, MA 8 Applewood Ln, Pittsfield, MA 01201 \| Condo/Coop	4 beds \| 3 baths \| 1,952 sq.ft.	$398,500	Airbnb cash on cash: 2.34% Traditional cash on cash: 6.85% Airbnb Rental Income: $2938 Traditional Rental Income: $3943 Airbnb ROI: 2.34% Traditional ROI: 6.85%

Your search for investment property begins and ends here

Condos for Sale in Pittsfield, MA

33 Alpine Trail

Pittsfield, MA

5 beds | 5 baths | 3,381 sq.ft.

$730,000

Airbnb cash on cash: 1.97%

Traditional cash on cash: 6.5%

Airbnb Rental Income: $5142

Traditional Rental Income: $7174

Airbnb ROI: 1.97%

Traditional ROI: 6.5%

103 Alpine Trail

Pittsfield, MA

3 beds | 3 baths | 2,381 sq.ft.

$759,000

Airbnb cash on cash: -1.99%

Traditional cash on cash: 2.2%

Airbnb Rental Income: $1531

Traditional Rental Income: $4052

Airbnb ROI: -1.99%

Traditional ROI: 2.2%

26 Churchill Crst

Pittsfield, MA

1 beds | 1 baths | 1,056 sq.ft.

$175,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 7.3%

Airbnb Rental Income: $1389

Traditional Rental Income: $2332

Airbnb ROI: -0.88%

Traditional ROI: 7.3%

53 Churchill Crst #53

Pittsfield, MA

2 beds | 2 baths | 1,377 sq.ft.

$235,900

Airbnb cash on cash: 0.46%

Traditional cash on cash: 6.28%

Airbnb Rental Income: $1985

Traditional Rental Income: $2764

Airbnb ROI: 0.46%

Traditional ROI: 6.28%

60 Churchill Crst

Pittsfield, MA

2 beds | 1 baths | 1,060 sq.ft.

$279,900

Airbnb cash on cash: 0.76%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $1985

Traditional Rental Income: $2176

Airbnb ROI: 0.76%

Traditional ROI: 3.45%

1136 Barker Rd #18

Pittsfield, MA

3 beds | 1 baths | 2,044 sq.ft.

$575,000

Airbnb cash on cash: -0.37%

Traditional cash on cash: 2.22%

Airbnb Rental Income: $1531

Traditional Rental Income: $2478

Airbnb ROI: -0.37%

Traditional ROI: 2.22%

1 Colt Rd #2

Pittsfield, MA

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

$229,900

Airbnb cash on cash: 2.5%

Traditional cash on cash: 6.18%

Airbnb Rental Income: $1985

Traditional Rental Income: $2266

Airbnb ROI: 2.5%

Traditional ROI: 6.18%

71 S Church St #S 102

Pittsfield, MA

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

$250,800

Airbnb cash on cash: -0.86%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $1389

Traditional Rental Income: $2322

Airbnb ROI: -0.86%