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.

Multi Family for Sale in Pittsfield, MA

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

Showing 19 Multi Family listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
50-52 John St Pittsfield, MA	4 beds \| 2 baths \| 2,132 sq.ft.	$269,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.95% Airbnb Rental Income: $null Traditional Rental Income: $3286 Airbnb ROI: N/A Traditional ROI: 10.95%
156 Elizabeth St Pittsfield, MA 156 Elizabeth St, Pittsfield, MA 01201 \| Multi Family	3 beds \| 2 baths \| 1,454 sq.ft.	$229,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 11.36% Airbnb Rental Income: $1531 Traditional Rental Income: $3046 Airbnb ROI: 2.35% Traditional ROI: 11.36%
168-174 Elm St Pittsfield, MA 168-174 Elm St, Pittsfield, MA 01201 \| Multi Family	3 beds \| 4 baths \| 5,640 sq.ft.	$579,900	Airbnb cash on cash: 5.17% Traditional cash on cash: 8.32% Airbnb Rental Income: $5142 Traditional Rental Income: $5801 Airbnb ROI: 5.17% Traditional ROI: 8.32%
13 Goodrich St Pittsfield, MA 13 Goodrich St, Pittsfield, MA 01201 \| Multi Family	2 beds \| 2 baths \| 1,560 sq.ft.	$239,900	Airbnb cash on cash: 3.84% Traditional cash on cash: 11.39% Airbnb Rental Income: $1985 Traditional Rental Income: $3178 Airbnb ROI: 3.84% Traditional ROI: 11.39%
42-44 John St Pittsfield, MA 42-44 John St, Pittsfield, MA 01201 \| Multi Family	8 beds \| 2 baths \| 2,016 sq.ft.	$269,900	Airbnb cash on cash: 3.17% Traditional cash on cash: 10.47% Airbnb Rental Income: $1985 Traditional Rental Income: $3322 Airbnb ROI: 3.17% Traditional ROI: 10.47%
211 - 217 Francis Ave Pittsfield, MA 211 - 217 Francis Ave, Pittsfield, MA 01201 \| Multi Family	12 beds \| 7 baths \| 6,803 sq.ft.	$599,900	Airbnb cash on cash: -0.45% Traditional cash on cash: 11.14% Airbnb Rental Income: $1531 Traditional Rental Income: $7579 Airbnb ROI: -0.45% Traditional ROI: 11.14%
3-5 Pleasant St Pittsfield, MA 3-5 Pleasant St, Pittsfield, MA 01201 \| Multi Family	6 beds \| 2 baths \| 2,214 sq.ft.	$280,000	Airbnb cash on cash: 5.99% Traditional cash on cash: 10.3% Airbnb Rental Income: $2938 Traditional Rental Income: $3395 Airbnb ROI: 5.99% Traditional ROI: 10.3%
14 Highland Ave Pittsfield, MA 14 Highland Ave, Pittsfield, MA 01201 \| Multi Family	16 beds \| 8 baths \| 8,608 sq.ft.	$1,399,000	Airbnb cash on cash: -0.56% Traditional cash on cash: 3.56% Airbnb Rental Income: $2938 Traditional Rental Income: $7608 Airbnb ROI: -0.56% Traditional ROI: 3.56%
21-23 Linden St Pittsfield, MA 21-23 Linden St, Pittsfield, MA 01201 \| Multi Family	4 beds \| 4 baths \| 2,790 sq.ft.	$499,900	Airbnb cash on cash: 2.41% Traditional cash on cash: 7.58% Airbnb Rental Income: $2938 Traditional Rental Income: $4674 Airbnb ROI: 2.41% Traditional ROI: 7.58%
91 Dalton Ave Pittsfield, MA 91 Dalton Ave, Pittsfield, MA 01201 \| Multi Family	6 beds \| 3 baths \| 3,276 sq.ft.	$374,900	Airbnb cash on cash: 1.68% Traditional cash on cash: 9.92% Airbnb Rental Income: $1985 Traditional Rental Income: $4363 Airbnb ROI: 1.68% Traditional ROI: 9.92%
30 Edgewood Rd Pittsfield, MA 30 Edgewood Rd, Pittsfield, MA 01201 \| Multi Family	4 beds \| 2 baths \| 2,112 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.72% Airbnb Rental Income: $null Traditional Rental Income: $3384 Airbnb ROI: N/A Traditional ROI: 11.72%
1 1/2 Cherry St Pittsfield, MA 1 1/2 Cherry St, Pittsfield, MA 01201 \| Multi Family	1 beds \| 1 baths \| 824 sq.ft.	$119,900	Airbnb cash on cash: 9.66% Traditional cash on cash: 11.99% Airbnb Rental Income: $1985 Traditional Rental Income: $1735 Airbnb ROI: 9.66% Traditional ROI: 11.99%
312 South St Pittsfield, MA 312 South St, Pittsfield, MA 01201 \| Multi Family	7 beds \| 4 baths \| 4,682 sq.ft.	$419,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 11.15% Airbnb Rental Income: $1531 Traditional Rental Income: $5342 Airbnb ROI: 0.31% Traditional ROI: 11.15%
195 Francis Ave Pittsfield, MA 195 Francis Ave, Pittsfield, MA 01201 \| Multi Family	12 beds \| 4 baths \| 3,502 sq.ft.	$395,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 11.71% Airbnb Rental Income: $1985 Traditional Rental Income: $5251 Airbnb ROI: 1.49% Traditional ROI: 11.71%
233 Cadwell Rd Pittsfield, MA 233 Cadwell Rd, Pittsfield, MA 01201 \| Multi Family	3 beds \| 2 baths \| 1,440 sq.ft.	$250,000	Airbnb cash on cash: 3.6% Traditional cash on cash: 10.42% Airbnb Rental Income: $1985 Traditional Rental Income: $3077 Airbnb ROI: 3.6% Traditional ROI: 10.42%
2 Monteleone Pl Pittsfield, MA 2 Monteleone Pl, Pittsfield, MA 01201 \| Multi Family	4 beds \| 2 baths \| 1,392 sq.ft.	$279,900	Airbnb cash on cash: 1.55% Traditional cash on cash: 10.13% Airbnb Rental Income: $1531 Traditional Rental Income: $3349 Airbnb ROI: 1.55% Traditional ROI: 10.13%

Your search for investment property begins and ends here

Multi Family for Sale in Pittsfield, MA

50-52 John St

Pittsfield, MA

4 beds | 2 baths | 2,132 sq.ft.

$269,900

Airbnb cash on cash: N/A

Traditional cash on cash: 10.95%

Airbnb Rental Income: $null

Traditional Rental Income: $3286

Airbnb ROI: N/A

Traditional ROI: 10.95%

156 Elizabeth St

Pittsfield, MA

3 beds | 2 baths | 1,454 sq.ft.

$229,900

Airbnb cash on cash: 2.35%

Traditional cash on cash: 11.36%

Airbnb Rental Income: $1531

Traditional Rental Income: $3046

Airbnb ROI: 2.35%

Traditional ROI: 11.36%

168-174 Elm St

Pittsfield, MA

3 beds | 4 baths | 5,640 sq.ft.

$579,900

Airbnb cash on cash: 5.17%

Traditional cash on cash: 8.32%

Airbnb Rental Income: $5142

Traditional Rental Income: $5801

Airbnb ROI: 5.17%

Traditional ROI: 8.32%

13 Goodrich St

Pittsfield, MA

2 beds | 2 baths | 1,560 sq.ft.

$239,900

Airbnb cash on cash: 3.84%

Traditional cash on cash: 11.39%

Airbnb Rental Income: $1985

Traditional Rental Income: $3178

Airbnb ROI: 3.84%

Traditional ROI: 11.39%

42-44 John St

Pittsfield, MA

8 beds | 2 baths | 2,016 sq.ft.

$269,900

Airbnb cash on cash: 3.17%

Traditional cash on cash: 10.47%

Airbnb Rental Income: $1985

Traditional Rental Income: $3322

Airbnb ROI: 3.17%

Traditional ROI: 10.47%

211 - 217 Francis Ave

Pittsfield, MA

12 beds | 7 baths | 6,803 sq.ft.

$599,900

Airbnb cash on cash: -0.45%

Traditional cash on cash: 11.14%

Airbnb Rental Income: $1531

Traditional Rental Income: $7579

Airbnb ROI: -0.45%

Traditional ROI: 11.14%

3-5 Pleasant St

Pittsfield, MA

6 beds | 2 baths | 2,214 sq.ft.

$280,000

Airbnb cash on cash: 5.99%

Traditional cash on cash: 10.3%

Airbnb Rental Income: $2938

Traditional Rental Income: $3395

Airbnb ROI: 5.99%

Traditional ROI: 10.3%

14 Highland Ave

Pittsfield, MA

16 beds | 8 baths | 8,608 sq.ft.

$1,399,000

Airbnb cash on cash: -0.56%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $2938

Traditional Rental Income: $7608

Airbnb ROI: -0.56%