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.

Buffington Investment Property for Sale in Pittsfield, MA

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

Showing 15 Buffington 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
33 Maplewood Ave 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.	$196,500	Airbnb cash on cash: 5.69% Traditional cash on cash: 8.63% Airbnb Rental Income: $2337 Traditional Rental Income: $2307 Airbnb ROI: 5.69% Traditional ROI: 8.63%
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: 2.87% Traditional cash on cash: 7.9% Airbnb Rental Income: $2279 Traditional Rental Income: $3446 Airbnb ROI: 2.87% Traditional ROI: 7.9%
15 Cherry Hill Dr Pittsfield, MA Looking to have your new home in the new year? This Berkshire Country Meadows single-leve...	3 beds \| 2 baths \| 2,000 sq.ft.	$799,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.46% Airbnb Rental Income: $2279 Traditional Rental Income: $4367 Airbnb ROI: -0.11% Traditional ROI: 3.46%
5 Aspen Way Pittsfield, MA Great opportunity to custom design your 2000 square foot free-standing condo home at Berks...	3 beds \| 2 baths \| 2,000 sq.ft.	$799,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.44% Airbnb Rental Income: $2279 Traditional Rental Income: $3472 Airbnb ROI: 1.08% Traditional ROI: 3.44%
127 Alpine Trail Pittsfield, MA Cortney K Dupont [email protected] COHEN & WHITE ASSOCIATES	5 beds \| 5 baths \| 3,700 sq.ft.	$939,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 6.15% Airbnb Rental Income: $4216 Traditional Rental Income: $7510 Airbnb ROI: 1.36% Traditional ROI: 6.15%
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: 2.1% Traditional cash on cash: 7.75% Airbnb Rental Income: $4216 Traditional Rental Income: $7174 Airbnb ROI: 2.1% Traditional ROI: 7.75%
89 Crofut St Pittsfield, MA Maureen White-Kirkby [email protected] 413-446-5634 BERKSHIRE HATHAWAY HOMESERVI...	5 beds \| 5 baths \| 6,128 sq.ft.	$1,100,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 3.59% Airbnb Rental Income: $4216 Traditional Rental Income: $6880 Airbnb ROI: 0.11% Traditional ROI: 3.59%
156 Draper Ave Pittsfield, MA The Mazzeo Duo [email protected] 413-822-0061 BERKSHIRE HATHAWAY HOMESERVICES BARNBR...	4 beds \| 1 baths \| 1,285 sq.ft.	$299,000	Airbnb cash on cash: 6.25% Traditional cash on cash: 8.5% Airbnb Rental Income: $3252 Traditional Rental Income: $3154 Airbnb ROI: 6.25% Traditional ROI: 8.5%
25 East New Lenox Rd Pittsfield, MA Beautifully Renovated Single-Level Home.A sunny private acre with southeast views, this st...	3 beds \| 2 baths \| 2,462 sq.ft.	$675,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 3.06% Airbnb Rental Income: $2279 Traditional Rental Income: $3441 Airbnb ROI: 0.31% Traditional ROI: 3.06%
23 Aspen Way Pittsfield, MA Built about 10 years ago, this standalone condominium is conveniently located with easy ac...	4 beds \| 3 baths \| 3,600 sq.ft.	$699,900	Airbnb cash on cash: 1.05% Traditional cash on cash: 4.71% Airbnb Rental Income: $3252 Traditional Rental Income: $4908 Airbnb ROI: 1.05% Traditional ROI: 4.71%
31 Louise St Pittsfield, MA Welcome home! This colonial has been owned by the same family for more than six decades. T...	4 beds \| 2 baths \| 1,332 sq.ft.	$249,900	Airbnb cash on cash: 7.48% Traditional cash on cash: 10.66% Airbnb Rental Income: $3252 Traditional Rental Income: $3271 Airbnb ROI: 7.48% Traditional ROI: 10.66%
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: -0.04% Traditional cash on cash: 3.27% Airbnb Rental Income: $2279 Traditional Rental Income: $4052 Airbnb ROI: -0.04% Traditional ROI: 3.27%
932 Williams St Pittsfield, MA Welcome to 932 Williams Street in southeast Pittsfield! Just a short walk from Kirvin Park...	3 beds \| 2 baths \| 1,392 sq.ft.	$349,900	Airbnb cash on cash: 2.33% Traditional cash on cash: 6.6% Airbnb Rental Income: $2279 Traditional Rental Income: $3115 Airbnb ROI: 2.33% Traditional ROI: 6.6%
28 Walden Ln Pittsfield, MA Experience luxurious one level living with a thoughtfully designed floor plan, featuring a...	2 beds \| 2 baths \| 1,336 sq.ft.	$469,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 4.99% Airbnb Rental Income: $2337 Traditional Rental Income: $3252 Airbnb ROI: 1.6% Traditional ROI: 4.99%
26 Walden Ln Pittsfield, MA Welcome to Walden Village. This is an inviting home that combines easy one‑level liv...	3 beds \| 3 baths \| 1,305 sq.ft.	$389,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 6.48% Airbnb Rental Income: $2279 Traditional Rental Income: $3509 Airbnb ROI: 1.56% Traditional ROI: 6.48%

Your search for investment property begins and ends here

Buffington Investment Property for Sale in Pittsfield, MA

33 Maplewood Ave

Pittsfield, MA

2 beds | 1 baths | 1,028 sq.ft.

$196,500

Airbnb cash on cash: 5.69%

Traditional cash on cash: 8.63%

Airbnb Rental Income: $2337

Traditional Rental Income: $2307

Airbnb ROI: 5.69%

Traditional ROI: 8.63%

11 Dodge Ave

Pittsfield, MA

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

$368,000

Airbnb cash on cash: 2.87%

Traditional cash on cash: 7.9%

Airbnb Rental Income: $2279

Traditional Rental Income: $3446

Airbnb ROI: 2.87%

Traditional ROI: 7.9%

15 Cherry Hill Dr

Pittsfield, MA

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

$799,000

Airbnb cash on cash: -0.11%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $2279

Traditional Rental Income: $4367

Airbnb ROI: -0.11%

Traditional ROI: 3.46%

5 Aspen Way

Pittsfield, MA

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

$799,000

Airbnb cash on cash: 1.08%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $2279

Traditional Rental Income: $3472

Airbnb ROI: 1.08%

Traditional ROI: 3.44%

127 Alpine Trail

Pittsfield, MA

5 beds | 5 baths | 3,700 sq.ft.

$939,000

Airbnb cash on cash: 1.36%

Traditional cash on cash: 6.15%

Airbnb Rental Income: $4216

Traditional Rental Income: $7510

Airbnb ROI: 1.36%

Traditional ROI: 6.15%

33 Alpine Trail

Pittsfield, MA

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

$730,000

Airbnb cash on cash: 2.1%

Traditional cash on cash: 7.75%

Airbnb Rental Income: $4216

Traditional Rental Income: $7174

Airbnb ROI: 2.1%

Traditional ROI: 7.75%

89 Crofut St

Pittsfield, MA

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

$1,100,000

Airbnb cash on cash: 0.11%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $4216

Traditional Rental Income: $6880

Airbnb ROI: 0.11%

Traditional ROI: 3.59%

156 Draper Ave

Pittsfield, MA

4 beds | 1 baths | 1,285 sq.ft.

$299,000

Airbnb cash on cash: 6.25%

Traditional cash on cash: 8.5%

Airbnb Rental Income: $3252

Traditional Rental Income: $3154

Airbnb ROI: 6.25%