Real Estate Investment Properties for Sale in Pittsfield, ME

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
136 Washington Street Pittsfield, ME This is a great opportunity to own a home that has been recently gutted and redone. The se...	2 beds \| 1 baths \| 1,144 sq.ft.	$170,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 11.76% Airbnb Rental Income: $580 Traditional Rental Income: $2275 Airbnb ROI: -0.47% Traditional ROI: 11.76%
135 Cross Street Pittsfield, ME This multi-unit property offers strong rental history and an unbeatable in-town location--...	N/A beds \| 4 baths \| 2,500 sq.ft.	$219,900	Airbnb cash on cash: -1.68% Traditional cash on cash: 7.91% Airbnb Rental Income: $485 Traditional Rental Income: $2213 Airbnb ROI: -1.68% Traditional ROI: 7.91%
144 Curtis Street Pittsfield, ME Motivated Seller! Brand new and never lived in! This beautifully built 3-bedroom home is l...	3 beds \| 3 baths \| N/A	$375,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 7.33% Airbnb Rental Income: $1155 Traditional Rental Income: $3499 Airbnb ROI: -0.41% Traditional ROI: 7.33%
185 Main Street Pittsfield, ME This is a rare opportunity to own elegance and grace in a beautiful well maintained and up...	4 beds \| 3 baths \| 2,232 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.93% Airbnb Rental Income: $null Traditional Rental Income: $4066 Airbnb ROI: N/A Traditional ROI: 7.93%
389 Higgins Road Pittsfield, ME Step into the charm of this beautifully maintained 1840 farmhouse, perfectly set on 4ÃÂ± ...	5 beds \| 2 baths \| 3,076 sq.ft.	$499,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $3334 Airbnb ROI: N/A Traditional ROI: 5.92%
104 Madawaska Avenue Pittsfield, ME Welcome to your new homeÃ¢â¬âan in-town Pittsfield gem offering the perfect blend of co...	3 beds \| 2 baths \| 2,031 sq.ft.	$299,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 8.7% Airbnb Rental Income: $1155 Traditional Rental Income: $2828 Airbnb ROI: 1.4% Traditional ROI: 8.7%
296 N Main Street Pittsfield, ME This 2 unit building has been recently nicely renovated inside and offers two 2 bedroom ap...	N/A beds \| 2 baths \| 2,224 sq.ft.	$299,900	Airbnb cash on cash: -0.9% Traditional cash on cash: 5.88% Airbnb Rental Income: $485 Traditional Rental Income: $2132 Airbnb ROI: -0.9% Traditional ROI: 5.88%
465 Powers Road Pittsfield, ME This property is a 4 season gated private recreational paradise. 115 Acres, of Mature Oaks...	3 beds \| N/A baths \| 840 sq.ft.	$419,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 3.54% Airbnb Rental Income: $1155 Traditional Rental Income: $2404 Airbnb ROI: -0.61% Traditional ROI: 3.54%
226 Somerset Avenue Pittsfield, ME 226 Somerset Avenue, Pittsfield -- This home offers a comfortable, easy layout with severa...	3 beds \| 2 baths \| N/A	$274,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 9.6% Airbnb Rental Income: $1155 Traditional Rental Income: $2846 Airbnb ROI: 1.6% Traditional ROI: 9.6%
448 Hunnewell Avenue Pittsfield, ME Spacious and serene, this 4-bedroom, 2.5-bath raised ranch sits on an expansive 7-acre pro...	4 beds \| 3 baths \| 2,660 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.78% Airbnb Rental Income: $null Traditional Rental Income: $4654 Airbnb ROI: N/A Traditional ROI: 11.78%

Real Estate investment in Pittsfield, ME

There are 10 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 $138. In May 2026, the average monthly cash on cash return in Pittsfield is 11.00%. The average monthly rental income in Pittsfield is $2,751.

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

There are 10 investment properties available for sale in Pittsfield.

In 2026, 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 $1,155.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsfield, ME

136 Washington Street

Pittsfield, ME

2 beds | 1 baths | 1,144 sq.ft.

$170,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 11.76%

Airbnb Rental Income: $580

Traditional Rental Income: $2275

Airbnb ROI: -0.47%

Traditional ROI: 11.76%

135 Cross Street

Pittsfield, ME

N/A beds | 4 baths | 2,500 sq.ft.

$219,900

Airbnb cash on cash: -1.68%

Traditional cash on cash: 7.91%

Airbnb Rental Income: $485

Traditional Rental Income: $2213

Airbnb ROI: -1.68%

Traditional ROI: 7.91%

144 Curtis Street

Pittsfield, ME

3 beds | 3 baths | N/A

$375,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 7.33%

Airbnb Rental Income: $1155

Traditional Rental Income: $3499

Airbnb ROI: -0.41%

Traditional ROI: 7.33%

185 Main Street

Pittsfield, ME

4 beds | 3 baths | 2,232 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.93%

Airbnb Rental Income: $null

Traditional Rental Income: $4066

Airbnb ROI: N/A

Traditional ROI: 7.93%

389 Higgins Road

Pittsfield, ME

5 beds | 2 baths | 3,076 sq.ft.

$499,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.92%

Airbnb Rental Income: $null

Traditional Rental Income: $3334

Airbnb ROI: N/A

Traditional ROI: 5.92%

104 Madawaska Avenue

Pittsfield, ME

3 beds | 2 baths | 2,031 sq.ft.

$299,000

Airbnb cash on cash: 1.4%

Traditional cash on cash: 8.7%

Airbnb Rental Income: $1155

Traditional Rental Income: $2828

Airbnb ROI: 1.4%

Traditional ROI: 8.7%

296 N Main Street

Pittsfield, ME

N/A beds | 2 baths | 2,224 sq.ft.

$299,900

Airbnb cash on cash: -0.9%

Traditional cash on cash: 5.88%

Airbnb Rental Income: $485

Traditional Rental Income: $2132

Airbnb ROI: -0.9%

Traditional ROI: 5.88%

465 Powers Road

Pittsfield, ME

3 beds | N/A baths | 840 sq.ft.

$419,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $1155

Traditional Rental Income: $2404

Airbnb ROI: -0.61%