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.

Amasa Investment Property for Sale in Pittsfield, MA

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

Showing 12 Amasa Investment Property 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
195 Churchill St Pittsfield, MA Showings start on Friday Feb 27th. Don't overlook this updated move-in ready embankment ra...	3 beds \| 2 baths \| 1,440 sq.ft.	$369,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 7.25% Airbnb Rental Income: $1531 Traditional Rental Income: $3338 Airbnb ROI: 0.75% Traditional ROI: 7.25%
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: 1.07% Traditional cash on cash: 7.9% Airbnb Rental Income: $1531 Traditional Rental Income: $3446 Airbnb ROI: 1.07% Traditional ROI: 7.9%
33 Alpine Trail Pittsfield, MA Beautiful townhouse located in the Pines at Bousquet with picturesque mountain views! The ...	5 beds \| 4 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%
89 Crofut St Pittsfield, MA A Grand Federal-Style Home in the Heart of Town.Unspoiled architectural features. Set on 1...	5 beds \| 4 baths \| 6,128 sq.ft.	$1,100,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.59% Airbnb Rental Income: $5142 Traditional Rental Income: $6880 Airbnb ROI: 0.87% Traditional ROI: 3.59%
103 Alpine Trail Pittsfield, MA Thoughtfully updated end unit located at the Pines at Bousquet The first level includes a ...	3 beds \| 2 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%
15 Orlando Ave Pittsfield, MA Investor Opportunity with Strong Upside! This 1.5-story New England-style bungalow offers ...	3 beds \| 2 baths \| 1,551 sq.ft.	$224,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 11.48% Airbnb Rental Income: $1531 Traditional Rental Income: $3144 Airbnb ROI: 1.82% Traditional ROI: 11.48%
5 Marco Dr Pittsfield, MA Move-in ready and freshly reimagined, this spacious home offers 4 bedrooms and 2 full bath...	4 beds \| 2 baths \| 1,741 sq.ft.	$349,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 8.56% Airbnb Rental Income: $2938 Traditional Rental Income: $3532 Airbnb ROI: 4.68% Traditional ROI: 8.56%
118 Lincoln Street Pittsfield, MA Up to 3% cashback for closing costs when you buy this 4-family house with an extra lot for...	12 beds \| 4 baths \| 4,000 sq.ft.	$495,000	Airbnb cash on cash: 6.54% Traditional cash on cash: 8.71% Airbnb Rental Income: $5142 Traditional Rental Income: $5101 Airbnb ROI: 6.54% Traditional ROI: 8.71%
582 E New Lenox Rd Pittsfield, MA Welcome to 582 E New Lenox Rd in Pittsfield. This spacious home offers 5 bedrooms, 2.5 bat...	5 beds \| 2 baths \| 2,758 sq.ft.	$477,500	Airbnb cash on cash: 6.72% Traditional cash on cash: 5.77% Airbnb Rental Income: $5142 Traditional Rental Income: $3674 Airbnb ROI: 6.72% Traditional ROI: 5.77%
33 Maplewood Ave unit: #103 Pittsfield, MA If you are looking for easy one-level living - don't miss this opportunity! The Maplewood ...	2 beds \| 1 baths \| 1,028 sq.ft.	$214,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.31% Airbnb Rental Income: $1985 Traditional Rental Income: $2101 Airbnb ROI: 0.19% Traditional ROI: 3.31%
14 Sunrise Cir Pittsfield, MA Immaculate and beautifully updated free-standing home offering effortless one-level living...	3 beds \| 2 baths \| 2,030 sq.ft.	$649,000	Airbnb cash on cash: -1.62% Traditional cash on cash: 1.86% Airbnb Rental Income: $1531 Traditional Rental Income: $3198 Airbnb ROI: -1.62% Traditional ROI: 1.86%
119 Orlando Ave Pittsfield, MA Tastefully renovated single-level home tucked at the end of a quiet dead-end road, across ...	2 beds \| 1 baths \| 1,000 sq.ft.	$309,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 4.97% Airbnb Rental Income: $1985 Traditional Rental Income: $2115 Airbnb ROI: 2.73% Traditional ROI: 4.97%

Your search for investment property begins and ends here

Amasa Investment Property for Sale in Pittsfield, MA

195 Churchill St

Pittsfield, MA

3 beds | 2 baths | 1,440 sq.ft.

$369,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 7.25%

Airbnb Rental Income: $1531

Traditional Rental Income: $3338

Airbnb ROI: 0.75%

Traditional ROI: 7.25%

11 Dodge Ave

Pittsfield, MA

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

$368,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 7.9%

Airbnb Rental Income: $1531

Traditional Rental Income: $3446

Airbnb ROI: 1.07%

Traditional ROI: 7.9%

33 Alpine Trail

Pittsfield, MA

5 beds | 4 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%

89 Crofut St

Pittsfield, MA

5 beds | 4 baths | 6,128 sq.ft.

$1,100,000

Airbnb cash on cash: 0.87%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $5142

Traditional Rental Income: $6880

Airbnb ROI: 0.87%

Traditional ROI: 3.59%

103 Alpine Trail

Pittsfield, MA

3 beds | 2 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%

15 Orlando Ave

Pittsfield, MA

3 beds | 2 baths | 1,551 sq.ft.

$224,900

Airbnb cash on cash: 1.82%

Traditional cash on cash: 11.48%

Airbnb Rental Income: $1531

Traditional Rental Income: $3144

Airbnb ROI: 1.82%

Traditional ROI: 11.48%

5 Marco Dr

Pittsfield, MA

4 beds | 2 baths | 1,741 sq.ft.

$349,000

Airbnb cash on cash: 4.68%

Traditional cash on cash: 8.56%

Airbnb Rental Income: $2938

Traditional Rental Income: $3532

Airbnb ROI: 4.68%

Traditional ROI: 8.56%

118 Lincoln Street

Pittsfield, MA

12 beds | 4 baths | 4,000 sq.ft.

$495,000

Airbnb cash on cash: 6.54%

Traditional cash on cash: 8.71%

Airbnb Rental Income: $5142

Traditional Rental Income: $5101

Airbnb ROI: 6.54%