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

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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 \| N/A baths \| 2,033 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.74% Airbnb Rental Income: $null Traditional Rental Income: $3030 Airbnb ROI: N/A Traditional ROI: 5.74%
4 Church Street Winterport, ME A delightful residence set in the picturesque riverside village of Winterport with stunnin...	3 beds \| N/A baths \| 1,982 sq.ft.	$384,500	Airbnb cash on cash: 0.05% Traditional cash on cash: 7.72% Airbnb Rental Income: $1252 Traditional Rental Income: $3621 Airbnb ROI: 0.05% Traditional ROI: 7.72%
1031 N Main Street Winterport, ME Prime Waterfront Opportunity on the Penobscot River! Act fastÃ¢â¬âthis high-value 2 ...	2 beds \| N/A baths \| 1,320 sq.ft.	$499,900	Airbnb cash on cash: -0.79% Traditional cash on cash: 4.51% Airbnb Rental Income: $779 Traditional Rental Income: $2937 Airbnb ROI: -0.79% Traditional ROI: 4.51%
177 Lebanon Road Winterport, ME Welcome to 177 Lebanon RoadÃ¢â¬âa spacious and inviting 6-bedroom, 2-bathroom multi-uni...	N/A beds \| N/A baths \| 2,173 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $2203 Airbnb ROI: N/A Traditional ROI: 4.19%
46 Boston Road Winterport, ME Great Double Duplex with good income potential. Duplex 1 on the right has Units 1 and 2 wh...	11 beds \| 4 baths \| 4,212 sq.ft.	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $4444 Airbnb ROI: N/A Traditional ROI: 6.73%
33 Comikev Lane Winterport, ME Welcome to 33 Comikev Lane Ã¢â¬â a beautifully reimagined Maine retreat where modern up...	4 beds \| N/A baths \| 2,000 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.72% Airbnb Rental Income: $null Traditional Rental Income: $3091 Airbnb ROI: N/A Traditional ROI: 4.72%
7 Moyse Road Winterport, ME Spacious and inviting, this beautifully maintained home offers over 2,500 square feet of c...	3 beds \| N/A baths \| 2,669 sq.ft.	$499,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 4.31% Airbnb Rental Income: $1252 Traditional Rental Income: $2993 Airbnb ROI: -0.27% Traditional ROI: 4.31%
985 North North Main Street Winterport, ME After the buyer's finances fell short, this home came back on the market. Sun-filled, qual...	2 beds \| 3 baths \| N/A	$629,900	Airbnb cash on cash: -0.38% Traditional cash on cash: 5.33% Airbnb Rental Income: $779 Traditional Rental Income: $3819 Airbnb ROI: -0.38% Traditional ROI: 5.33%
52 Mechanic Street Winterport, ME Experience the blend of comfort, style, and functionality in this well maintained 5-bedroo...	5 beds \| N/A baths \| 2,600 sq.ft.	$426,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.09% Airbnb Rental Income: $null Traditional Rental Income: $4123 Airbnb ROI: N/A Traditional ROI: 9.09%
309 North Road Winterport, ME This beautifully updated 3-4 bedroom, 2-bath home offers the perfect blend of historic cha...	3 beds \| N/A baths \| 1,600 sq.ft.	$415,000	Airbnb cash on cash: 0.95% Traditional cash on cash: 7.01% Airbnb Rental Income: $1252 Traditional Rental Income: $3211 Airbnb ROI: 0.95% Traditional ROI: 7.01%
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 \| N/A baths \| 1,400 sq.ft.	$240,000	Airbnb cash on cash: 1.01% Traditional cash on cash: 10.66% Airbnb Rental Income: $1252 Traditional Rental Income: $3043 Airbnb ROI: 1.01% Traditional ROI: 10.66%
203 Stream Rd Road Winterport, ME Offered for the first time since it was built is this move-in ready cape located between B...	3 beds \| 2 baths \| 1,768 sq.ft.	$375,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 7.01% Airbnb Rental Income: $1252 Traditional Rental Income: $3228 Airbnb ROI: 0.27% Traditional ROI: 7.01%
437 Stream Road Winterport, ME Nestled at the back of a beautifully landscaped 2 acre lot, this inviting 3 bedroom 1 bath...	3 beds \| N/A baths \| 1,104 sq.ft.	$339,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 6.62% Airbnb Rental Income: $1252 Traditional Rental Income: $2526 Airbnb ROI: 1.37% Traditional ROI: 6.62%
5 Vero's Way Winterport, ME Set on 1.25 acres of beautifully manicured land in Winterport, this meticulously cared for...	3 beds \| N/A baths \| 1,620 sq.ft.	$274,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 8.37% Airbnb Rental Income: $1252 Traditional Rental Income: $2869 Airbnb ROI: 0.59% Traditional ROI: 8.37%
41 Mountainview Drive Winterport, ME This spacious home offers 3BRs and 2 1/2 Baths in a very sought after location. The formal...	3 beds \| 3 baths \| 2,080 sq.ft.	$399,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 5.38% Airbnb Rental Income: $1252 Traditional Rental Income: $2751 Airbnb ROI: 0.31% Traditional ROI: 5.38%
120 Sunken Bridge Road Winterport, ME Brand new quality build by H. Blaine Davis! This 3-bedroom, 2-bath home offers a warm and ...	3 beds \| 2 baths \| N/A	$369,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 8.9% Airbnb Rental Income: $1252 Traditional Rental Income: $3530 Airbnb ROI: 1.18% Traditional ROI: 8.9%
23 The Landing Lane Winterport, ME Experience timeless craftsmanship and serene waterfront living in this stunning custom-bui...	3 beds \| 3 baths \| N/A	$695,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 5.36% Airbnb Rental Income: $1252 Traditional Rental Income: $4225 Airbnb ROI: 0.16% Traditional ROI: 5.36%
160 Baker Road Winterport, ME Welcome home to this beautifully updated 3-4 bedroom, 2.5 bath Colonial set on 6.78 acres ...	3 beds \| 3 baths \| N/A	$540,000	Airbnb cash on cash: 0.5% Traditional cash on cash: 6.57% Airbnb Rental Income: $1252 Traditional Rental Income: $3918 Airbnb ROI: 0.5% Traditional ROI: 6.57%

Real Estate investment in Winterport, ME

There are 18 properties for sale in the city of Winterport . The median list price in Winterport is $399,000 and the average price per square foot is $220. In December 2025, the average monthly cash on cash return in Winterport is 7.00%. The average monthly rental income in Winterport is $3,067.

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

There are 18 investment properties available for sale in Winterport.

In 2025, 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 $1,252.

Your search for investment property begins and ends here

Investment Property for Sale in Winterport, ME

567 Stream Road

Winterport, ME

4 beds | N/A baths | 2,033 sq.ft.

$399,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.74%

Airbnb Rental Income: $null

Traditional Rental Income: $3030

Airbnb ROI: N/A

Traditional ROI: 5.74%

4 Church Street

Winterport, ME

3 beds | N/A baths | 1,982 sq.ft.

$384,500

Airbnb cash on cash: 0.05%

Traditional cash on cash: 7.72%

Airbnb Rental Income: $1252

Traditional Rental Income: $3621

Airbnb ROI: 0.05%

Traditional ROI: 7.72%

1031 N Main Street

Winterport, ME

2 beds | N/A baths | 1,320 sq.ft.

$499,900

Airbnb cash on cash: -0.79%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $779

Traditional Rental Income: $2937

Airbnb ROI: -0.79%

Traditional ROI: 4.51%

177 Lebanon Road

Winterport, ME

N/A beds | N/A baths | 2,173 sq.ft.

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2203

Airbnb ROI: N/A

Traditional ROI: 4.19%

46 Boston Road

Winterport, ME

11 beds | 4 baths | 4,212 sq.ft.

$565,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.73%

Airbnb Rental Income: $null

Traditional Rental Income: $4444

Airbnb ROI: N/A

Traditional ROI: 6.73%

33 Comikev Lane

Winterport, ME

4 beds | N/A baths | 2,000 sq.ft.

$525,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.72%

Airbnb Rental Income: $null

Traditional Rental Income: $3091

Airbnb ROI: N/A

Traditional ROI: 4.72%

7 Moyse Road

Winterport, ME

3 beds | N/A baths | 2,669 sq.ft.

$499,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 4.31%

Airbnb Rental Income: $1252

Traditional Rental Income: $2993

Airbnb ROI: -0.27%

Traditional ROI: 4.31%

985 North North Main Street

Winterport, ME

2 beds | 3 baths | N/A

$629,900

Airbnb cash on cash: -0.38%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $779

Traditional Rental Income: $3819

Airbnb ROI: -0.38%