Real Estate Investment Properties for Sale in Winterport, ME

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
567 Stream Road Winterport, ME This beautifully restored, spacious home will simply Wow you! From the welcoming front 3 s...	4 beds \| 3 baths \| 2,033 sq.ft.	$399,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 5.74% Airbnb Rental Income: $1261 Traditional Rental Income: $3030 Airbnb ROI: -0.05% Traditional ROI: 5.74%
10 Pleasant Street Winterport, ME Beautiful, Penobscot River views await your arrival at this meticulously maintained home i...	3 beds \| 3 baths \| N/A	$415,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 8.24% Airbnb Rental Income: $1008 Traditional Rental Income: $3888 Airbnb ROI: -0.08% Traditional ROI: 8.24%
4 Church Street Winterport, ME A delightful residence set in the picturesque riverside village of Winterport with stunnin...	3 beds \| 3 baths \| 1,982 sq.ft.	$384,500	Airbnb cash on cash: -0.51% Traditional cash on cash: 7.72% Airbnb Rental Income: $1008 Traditional Rental Income: $3621 Airbnb ROI: -0.51% Traditional ROI: 7.72%
168 Baker Road Winterport, ME Welcome to 168 Baker Road in Winterport -- an immaculate, move-in-ready ranch offering the...	3 beds \| 2 baths \| 1,509 sq.ft.	$455,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 6.18% Airbnb Rental Income: $1008 Traditional Rental Income: $3346 Airbnb ROI: -0.15% Traditional ROI: 6.18%
90 Whig Street Winterport, ME Updated Ranch with Artistic Charm in Historic Winterport Set in the picturesque Rivertown ...	3 beds \| 1 baths \| N/A	$325,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 7.44% Airbnb Rental Income: $1008 Traditional Rental Income: $2782 Airbnb ROI: 0.47% Traditional ROI: 7.44%
33 Coles Corner Road Winterport, ME Come see this 3 bedroom 2 bathroom double wide Oxford home for yourself. 2 car detached ga...	3 beds \| 2 baths \| 1,400 sq.ft.	$228,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 11.33% Airbnb Rental Income: $1008 Traditional Rental Income: $3043 Airbnb ROI: 0.25% Traditional ROI: 11.33%
437 Stream Road Winterport, ME Nestled at the back of a beautifully landscaped 2 acre lot, this inviting 3 bedroom 1 bath...	3 beds \| 1 baths \| 1,104 sq.ft.	$339,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 6.62% Airbnb Rental Income: $1008 Traditional Rental Income: $2526 Airbnb ROI: 0.74% Traditional ROI: 6.62%
31 Dean Street Winterport, ME Located in the heart of the Winterport Historic District, 31 Dean Street is a charming, ch...	3 beds \| 2 baths \| N/A	$284,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 9.63% Airbnb Rental Income: $1008 Traditional Rental Income: $3308 Airbnb ROI: -0.27% Traditional ROI: 9.63%
12 Irish Lane Winterport, ME Nestled on a generous four-acre secluded property surrounded by woods, this well-maintaine...	2 beds \| 2 baths \| 2,200 sq.ft.	$375,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 3.96% Airbnb Rental Income: $949 Traditional Rental Income: $2311 Airbnb ROI: -0.9% Traditional ROI: 3.96%
95 Cove Road Winterport, ME Nestled in a peaceful, wooded setting on 1.23 acres near the Winterport-Hampden line, this...	3 beds \| 2 baths \| 1,536 sq.ft.	$409,000	Airbnb cash on cash: -0.89% Traditional cash on cash: 5.89% Airbnb Rental Income: $1008 Traditional Rental Income: $3252 Airbnb ROI: -0.89% Traditional ROI: 5.89%
855 Lebanon Road Winterport, ME 855 Lebanon Road in Winterport offers a rare combination of quality construction, thoughtf...	3 beds \| 2 baths \| N/A	$515,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 5.88% Airbnb Rental Income: $1008 Traditional Rental Income: $3409 Airbnb ROI: 0.15% Traditional ROI: 5.88%
11 Church Street Winterport, ME This charming in-town home offers views of the Penobscot River in a convenient location! C...	3 beds \| 2 baths \| 1,400 sq.ft.	$299,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 9.49% Airbnb Rental Income: $1008 Traditional Rental Income: $3052 Airbnb ROI: 0.96% Traditional ROI: 9.49%
25 & 26 Rancourt Road Winterport, ME For accurate info call Tyne or email - Visit for more details! Set on open, rolling fields...	4 beds \| 2 baths \| 1,850 sq.ft.	$525,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 4.05% Airbnb Rental Income: $1261 Traditional Rental Income: $3231 Airbnb ROI: -0.78% Traditional ROI: 4.05%

Real Estate investment in Winterport, ME

There are 13 properties for sale in the city of Winterport . The median list price in Winterport is $375,000 and the average price per square foot is $212. In May 2026, the average monthly cash on cash return in Winterport is 7.00%. The average monthly rental income in Winterport is $3,252.

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

There are 13 investment properties available for sale in Winterport.

In 2026, the best neighborhood to buy investment property is Winterport.

The ROI for Short-Term is higher than the Long-Term in Winterport with average rental income of $1,008.

Your search for investment property begins and ends here

Investment Property for Sale in Winterport, ME

567 Stream Road

Winterport, ME

4 beds | 3 baths | 2,033 sq.ft.

$399,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 5.74%

Airbnb Rental Income: $1261

Traditional Rental Income: $3030

Airbnb ROI: -0.05%

Traditional ROI: 5.74%

10 Pleasant Street

Winterport, ME

3 beds | 3 baths | N/A

$415,000

Airbnb cash on cash: -0.08%

Traditional cash on cash: 8.24%

Airbnb Rental Income: $1008

Traditional Rental Income: $3888

Airbnb ROI: -0.08%

Traditional ROI: 8.24%

4 Church Street

Winterport, ME

3 beds | 3 baths | 1,982 sq.ft.

$384,500

Airbnb cash on cash: -0.51%

Traditional cash on cash: 7.72%

Airbnb Rental Income: $1008

Traditional Rental Income: $3621

Airbnb ROI: -0.51%

Traditional ROI: 7.72%

168 Baker Road

Winterport, ME

3 beds | 2 baths | 1,509 sq.ft.

$455,000

Airbnb cash on cash: -0.15%

Traditional cash on cash: 6.18%

Airbnb Rental Income: $1008

Traditional Rental Income: $3346

Airbnb ROI: -0.15%

Traditional ROI: 6.18%

90 Whig Street

Winterport, ME

3 beds | 1 baths | N/A

$325,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: 7.44%

Airbnb Rental Income: $1008

Traditional Rental Income: $2782

Airbnb ROI: 0.47%

Traditional ROI: 7.44%

33 Coles Corner Road

Winterport, ME

3 beds | 2 baths | 1,400 sq.ft.

$228,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 11.33%

Airbnb Rental Income: $1008

Traditional Rental Income: $3043

Airbnb ROI: 0.25%

Traditional ROI: 11.33%

437 Stream Road

Winterport, ME

3 beds | 1 baths | 1,104 sq.ft.

$339,000

Airbnb cash on cash: 0.74%

Traditional cash on cash: 6.62%

Airbnb Rental Income: $1008

Traditional Rental Income: $2526

Airbnb ROI: 0.74%

Traditional ROI: 6.62%

31 Dean Street

Winterport, ME

3 beds | 2 baths | N/A

$284,900

Airbnb cash on cash: -0.27%

Traditional cash on cash: 9.63%

Airbnb Rental Income: $1008

Traditional Rental Income: $3308

Airbnb ROI: -0.27%