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
385 Johnson Flat Road Pittsfield, ME Welcome to your own private retreat! Nestled on over 64 acres of scenic Maine woods, this ...	4 beds \| 5 baths \| 3,608 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.17% Airbnb Rental Income: $null Traditional Rental Income: $4891 Airbnb ROI: N/A Traditional ROI: 8.17%
144 Curtis Street Pittsfield, ME Welcome to the up-and-coming Serentiy Homesteads Development in Pittsfield, ME! Tucked awa...	3 beds \| N/A baths \| 1,650 sq.ft.	$397,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.79% Airbnb Rental Income: $null Traditional Rental Income: $3499 Airbnb ROI: N/A Traditional ROI: 6.79%
134 Lincoln Street Pittsfield, ME Well-cared-for and full of charm, this spacious 3-bedroom home in Pittsfield offers room t...	3 beds \| N/A baths \| 1,804 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.53% Airbnb Rental Income: $null Traditional Rental Income: $2759 Airbnb ROI: N/A Traditional ROI: 9.53%
185 Main Street Pittsfield, ME This is a rare opportunity to own elegance and grace in a beautiful well maintained and up...	4 beds \| N/A baths \| 2,232 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.01% Airbnb Rental Income: $null Traditional Rental Income: $4066 Airbnb ROI: N/A Traditional ROI: 7.01%
1 Gleneagle Court Pittsfield, ME Are you looking for easy living? If so this condo is for YOU! Located in a tranquil settin...	2 beds \| N/A baths \| 1,556 sq.ft.	$245,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 10.02% Airbnb Rental Income: $981 Traditional Rental Income: $3232 Airbnb ROI: -1.23% Traditional ROI: 10.02%
231 Birchwood Terrace Pittsfield, ME Welcome to this charming Colonial Revival offering 3 bedrooms and 2.5 baths, set on a beau...	3 beds \| 3 baths \| 1,932 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.74% Airbnb Rental Income: $null Traditional Rental Income: $3620 Airbnb ROI: N/A Traditional ROI: 8.74%
168 Highland Street Pittsfield, ME Move-in Ready Home in Pittsfield!This 3+ bedroom home has been thoughtfully updated and of...	3 beds \| 1 baths \| 1,500 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.38% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 9.38%
1423 Main Street unit: A #A Pittsfield, ME Check out this rare opportunity to own a 2 unit multi-family home on 3 acres. This home fe...	N/A beds \| N/A baths \| 1,680 sq.ft.	$229,500	Airbnb cash on cash: 2.25% Traditional cash on cash: 8.15% Airbnb Rental Income: $1430 Traditional Rental Income: $2285 Airbnb ROI: 2.25% Traditional ROI: 8.15%
306 Hamilton Terrace Pittsfield, ME Pretty cape style home in Forest Park that has been lovingly well-maintained. This 3-bedr...	3 beds \| 2 baths \| 1,800 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.22% Airbnb Rental Income: $null Traditional Rental Income: $2761 Airbnb ROI: N/A Traditional ROI: 5.22%
410 Peltoma Avenue Pittsfield, ME Step into luxury and comfort with this custom-built, high-quality ranch-style home, though...	3 beds \| N/A baths \| 1,600 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.17% Airbnb Rental Income: $null Traditional Rental Income: $3085 Airbnb ROI: N/A Traditional ROI: 5.17%
63 Beans Corner Road Pittsfield, ME Welcome home! This updated double-wide offers the perfect blend of country comfort with re...	3 beds \| 2 baths \| 1,456 sq.ft.	$249,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.44% Airbnb Rental Income: $null Traditional Rental Income: $2799 Airbnb ROI: N/A Traditional ROI: 9.44%

Real Estate investment in Pittsfield, ME

There are 11 properties for sale in the city of Pittsfield . The median list price in Pittsfield is $245,000 and the average price per square foot is $136. In October 2025, the average monthly cash on cash return in Pittsfield is 9.00%. The average monthly rental income in Pittsfield is $2,949.

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

There are 11 investment properties available for sale in Pittsfield.

In 2025, the best neighborhood to buy investment property is Pittsfield.

The ROI for Long-Term is higher than the Short-Term in Pittsfield with average rental income of $2,949.

Your search for investment property begins and ends here

Investment Property for Sale in Pittsfield, ME

385 Johnson Flat Road

Pittsfield, ME

4 beds | 5 baths | 3,608 sq.ft.

$499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.17%

Airbnb Rental Income: $null

Traditional Rental Income: $4891

Airbnb ROI: N/A

Traditional ROI: 8.17%

144 Curtis Street

Pittsfield, ME

3 beds | N/A baths | 1,650 sq.ft.

$397,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.79%

Airbnb Rental Income: $null

Traditional Rental Income: $3499

Airbnb ROI: N/A

Traditional ROI: 6.79%

134 Lincoln Street

Pittsfield, ME

3 beds | N/A baths | 1,804 sq.ft.

$249,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.53%

Airbnb Rental Income: $null

Traditional Rental Income: $2759

Airbnb ROI: N/A

Traditional ROI: 9.53%

185 Main Street

Pittsfield, ME

4 beds | N/A baths | 2,232 sq.ft.

$530,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.01%

Airbnb Rental Income: $null

Traditional Rental Income: $4066

Airbnb ROI: N/A

Traditional ROI: 7.01%

1 Gleneagle Court

Pittsfield, ME

2 beds | N/A baths | 1,556 sq.ft.

$245,000

Airbnb cash on cash: -1.23%

Traditional cash on cash: 10.02%

Airbnb Rental Income: $981

Traditional Rental Income: $3232

Airbnb ROI: -1.23%

Traditional ROI: 10.02%

231 Birchwood Terrace

Pittsfield, ME

3 beds | 3 baths | 1,932 sq.ft.

$349,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.74%

Airbnb Rental Income: $null

Traditional Rental Income: $3620

Airbnb ROI: N/A

Traditional ROI: 8.74%

168 Highland Street

Pittsfield, ME

3 beds | 1 baths | 1,500 sq.ft.

$245,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.38%

Airbnb Rental Income: $null

Traditional Rental Income: $2722

Airbnb ROI: N/A

Traditional ROI: 9.38%

1423 Main Street unit: A #A

Pittsfield, ME

N/A beds | N/A baths | 1,680 sq.ft.

$229,500

Airbnb cash on cash: 2.25%

Traditional cash on cash: 8.15%

Airbnb Rental Income: $1430

Traditional Rental Income: $2285

Airbnb ROI: 2.25%