Real Estate Investment Properties for Sale in Cutler, ME

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
99 Little Machias Road Cutler, ME These types of properties are difficult to find especially at this price. Located in the t...	3 beds \| 2 baths \| 2,100 sq.ft.	$440,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 6.31% Airbnb Rental Income: $2717 Traditional Rental Income: $3662 Airbnb ROI: 2.46% Traditional ROI: 6.31%
198 Destiny Bay Road Cutler, ME This charming, seasonal cottage has been in the same family for nearly a hundred years. It...	1 beds \| 1 baths \| 1,007 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.4% Airbnb Rental Income: $null Traditional Rental Income: $2298 Airbnb ROI: N/A Traditional ROI: 3.4%
552 Number Nine Road Cutler, ME This 3-bedroom, 1-bath log home in Cutler is a great mix of comfort and practicality. It f...	3 beds \| 1 baths \| 1,200 sq.ft.	$260,000	Airbnb cash on cash: 5.73% Traditional cash on cash: 7.02% Airbnb Rental Income: $2717 Traditional Rental Income: $2390 Airbnb ROI: 5.73% Traditional ROI: 7.02%
Investment Properties for Sale in Other Cities of Maine
6 Proctor Road Biddeford , ME This rare and versatile property on more than an acre features three separate smart homes ...	5 beds \| 5 baths \| 4,911 sq.ft.	$1,200,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.39% Airbnb Rental Income: $3654 Traditional Rental Income: $5745 Airbnb ROI: 0.8% Traditional ROI: 3.39%
3 Pine Island York , ME Set on coveted Pine Island, this exceptional waterfront offering presents a rare opportuni...	4 beds \| 4 baths \| 3,464 sq.ft.	$4,850,000	Airbnb cash on cash: -0.96% Traditional cash on cash: 0.07% Airbnb Rental Income: $2218 Traditional Rental Income: $6303 Airbnb ROI: -0.96% Traditional ROI: 0.07%
4 Ice House Point York , ME This exceptional residence is a masterclass in harmonizing nature with refined modern desi...	4 beds \| 3 baths \| 3,976 sq.ft.	$8,595,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.94% Airbnb Rental Income: $2218 Traditional Rental Income: $2963 Airbnb ROI: -1.1% Traditional ROI: -0.94%
21 Beach Avenue Long Island , ME Fully furnished historical Victorian Colonial hilltop summer home that is safe from coasta...	4 beds \| 2 baths \| 1,800 sq.ft.	$699,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 3.82% Airbnb Rental Income: $3337 Traditional Rental Income: $3448 Airbnb ROI: 2.5% Traditional ROI: 3.82%
187 Congress Street Portland , ME Nestled in the heart of a rapidly developing area this house stands as a diamond in the ro...	3 beds \| 1 baths \| 1,519 sq.ft.	$535,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.56% Airbnb Rental Income: $1812 Traditional Rental Income: $2703 Airbnb ROI: 0.8% Traditional ROI: 3.56%
85 Upper A Street Portland , ME Serenity Cottage will steal a little piece of your heart just like it has for the current ...	2 beds \| 1 baths \| 1,000 sq.ft.	$579,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 2.03% Airbnb Rental Income: $1732 Traditional Rental Income: $2094 Airbnb ROI: 0.48% Traditional ROI: 2.03%
303 Phinney Farm Road Lincoln , ME Wake up every morning to breathtaking views of Mount Katahdin from this beautifully mainta...	3 beds \| 2 baths \| 2,278 sq.ft.	$349,900	Airbnb cash on cash: -0.03% Traditional cash on cash: 6.96% Airbnb Rental Income: $955 Traditional Rental Income: $2905 Airbnb ROI: -0.03% Traditional ROI: 6.96%
272 Enfield Road Lincoln , ME Tucked away on a rare double in-town lot, this thoughtfully updated ranch offers privacy, ...	3 beds \| 3 baths \| N/A	$418,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 8.36% Airbnb Rental Income: $955 Traditional Rental Income: $4083 Airbnb ROI: -0.51% Traditional ROI: 8.36%
183 E Shore Drive Byron , ME Escape the noise and reconnect with nature at 183 East Shore Drive in Byron, Maine. Tucked...	2 beds \| 1 baths \| 702 sq.ft.	$340,000	Airbnb cash on cash: -1.17% Traditional cash on cash: 2.1% Airbnb Rental Income: $401 Traditional Rental Income: $1191 Airbnb ROI: -1.17% Traditional ROI: 2.1%
13 Federal Street Alfred , ME Come see this once in a lifetime opportunity to see a custom built log home. The amount of...	2 beds \| 3 baths \| 5,246 sq.ft.	$2,100,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 0.06% Airbnb Rental Income: $2653 Traditional Rental Income: $3451 Airbnb ROI: -0.67% Traditional ROI: 0.06%
25 Clearview Avenue Waterville , ME Welcome to the Clearview Avenue property -- a spacious and inviting home located in one of...	4 beds \| 3 baths \| 1,884 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.67% Airbnb Rental Income: $null Traditional Rental Income: $2411 Airbnb ROI: N/A Traditional ROI: 4.67%
180 Main Road North Hampden , ME Set gracefully on a gentle rise and far enough from the road to offer a sense of quiet pri...	5 beds \| 3 baths \| N/A	$985,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.45% Airbnb Rental Income: $null Traditional Rental Income: $4491 Airbnb ROI: N/A Traditional ROI: 3.45%
37 Plains Road Harrison , ME Check out this split level ranch style home. Offering a kitchen with a dining area. Slider...	3 beds \| 1 baths \| 1,600 sq.ft.	$295,000	Airbnb cash on cash: 2.29% Traditional cash on cash: 7.48% Airbnb Rental Income: $1645 Traditional Rental Income: $2623 Airbnb ROI: 2.29% Traditional ROI: 7.48%
55 Bluebird Road Warren , ME Discover the charm of this beautifully maintained, three-bedroom home, perfectly situated ...	3 beds \| 3 baths \| 3,263 sq.ft.	$545,000	Airbnb cash on cash: -0.12% Traditional cash on cash: 6.33% Airbnb Rental Income: $1288 Traditional Rental Income: $4167 Airbnb ROI: -0.12% Traditional ROI: 6.33%
317 Cross Road Cushing , ME Tucked back beautifully from the corner of Cushing Road and Cross Road, this inviting home...	4 beds \| 2 baths \| 2,520 sq.ft.	$575,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 4.45% Airbnb Rental Income: $1215 Traditional Rental Income: $3236 Airbnb ROI: -0.04% Traditional ROI: 4.45%

Real Estate investment in Cutler, ME

There are 3 properties for sale in the city of Cutler . The median list price in Cutler is $350,000 and the average price per square foot is $244. In May 2026, the average monthly cash on cash return in Cutler is 7.00%. The average monthly rental income in Cutler is $3,018.

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

There are 3 investment properties available for sale in Cutler.

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

The ROI for Long-Term is higher than the Short-Term in Cutler with average rental income of $3,018.

Your search for investment property begins and ends here

Investment Property for Sale in Cutler, ME

99 Little Machias Road

Cutler, ME

3 beds | 2 baths | 2,100 sq.ft.

$440,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 6.31%

Airbnb Rental Income: $2717

Traditional Rental Income: $3662

Airbnb ROI: 2.46%

Traditional ROI: 6.31%

198 Destiny Bay Road

Cutler, ME

1 beds | 1 baths | 1,007 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.4%

Airbnb Rental Income: $null

Traditional Rental Income: $2298

Airbnb ROI: N/A

Traditional ROI: 3.4%

552 Number Nine Road

Cutler, ME

3 beds | 1 baths | 1,200 sq.ft.

$260,000

Airbnb cash on cash: 5.73%

Traditional cash on cash: 7.02%

Airbnb Rental Income: $2717

Traditional Rental Income: $2390

Airbnb ROI: 5.73%

Traditional ROI: 7.02%

Investment Properties for Sale in Other Cities of Maine

Biddeford , ME

5 beds | 5 baths | 4,911 sq.ft.

$1,200,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $3654

Traditional Rental Income: $5745

Airbnb ROI: 0.8%

Traditional ROI: 3.39%

York , ME

4 beds | 4 baths | 3,464 sq.ft.

$4,850,000

Airbnb cash on cash: -0.96%

Traditional cash on cash: 0.07%

Airbnb Rental Income: $2218

Traditional Rental Income: $6303

Airbnb ROI: -0.96%

Traditional ROI: 0.07%

York , ME

4 beds | 3 baths | 3,976 sq.ft.

$8,595,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: -0.94%

Airbnb Rental Income: $2218

Traditional Rental Income: $2963

Airbnb ROI: -1.1%

Traditional ROI: -0.94%

Long Island , ME

4 beds | 2 baths | 1,800 sq.ft.

$699,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $3337

Traditional Rental Income: $3448

Airbnb ROI: 2.5%

Traditional ROI: 3.82%

Portland , ME

3 beds | 1 baths | 1,519 sq.ft.

$535,000

Airbnb cash on cash: 0.8%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $1812

Traditional Rental Income: $2703

Airbnb ROI: 0.8%

Traditional ROI: 3.56%

Portland , ME

2 beds | 1 baths | 1,000 sq.ft.

$579,000