Real Estate Investment Properties for Sale in Orland, ME

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
37 & 38 Our Camp Road Orland, ME * OPEN HOUSE - Saturday, September 13th from 11am-12pm * Off-Grid Retreat with Breat...	2 beds \| 1 baths \| 1,248 sq.ft.	$239,900	Airbnb cash on cash: 4.67% Traditional cash on cash: 8.12% Airbnb Rental Income: $1888 Traditional Rental Income: $2167 Airbnb ROI: 4.67% Traditional ROI: 8.12%
12 Twin Oaks Lane Orland, ME Welcome to 12 Twin Oaks Lane, where charm meets convenience in this new construction Ranch...	3 beds \| 2 baths \| 1,456 sq.ft.	$406,000	Airbnb cash on cash: 6.99% Traditional cash on cash: 5.87% Airbnb Rental Income: $4604 Traditional Rental Income: $3221 Airbnb ROI: 6.99% Traditional ROI: 5.87%
41 Wildwood Lane Orland, ME Welcome to your dream lakefront retreat! Serene lakeside living here on Alamoosook Lake, t...	5 beds \| 3 baths \| 2,928 sq.ft.	$994,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $4600 Airbnb ROI: N/A Traditional ROI: 2.52%
53 Winkumpaugh Road Orland, ME This North Orland country home combines elements of traditional cape and farmhouse styles ...	3 beds \| 3 baths \| 1,932 sq.ft.	$469,000	Airbnb cash on cash: 7.09% Traditional cash on cash: 7% Airbnb Rental Income: $4604 Traditional Rental Income: $3608 Airbnb ROI: 7.09% Traditional ROI: 7%
Investment Properties for Sale in Other Cities of Maine
6 Proctor Road Biddeford , ME Live in comfort and style while your property helps pay the bills! This one-of-a-kind oppo...	4 beds \| 4 baths \| 3,440 sq.ft.	$1,200,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 3.55% Airbnb Rental Income: $4792 Traditional Rental Income: $5745 Airbnb ROI: 1.81% Traditional ROI: 3.55%
28 Pleasant Hill Drive Waterville , ME Welcome to this beautifully maintained and thoughtfully updated single-level home, set on ...	3 beds \| 2 baths \| 1,344 sq.ft.	$314,900	Airbnb cash on cash: 8.87% Traditional cash on cash: 2.7% Airbnb Rental Income: $4249 Traditional Rental Income: $1523 Airbnb ROI: 8.87% Traditional ROI: 2.7%
81 Smithtown Road Pittston , ME Federal style 4 bedroom 1.5 bath home situated on .70 acres. Full of character, this home ...	4 beds \| 2 baths \| 1,200 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.45% Airbnb Rental Income: $null Traditional Rental Income: $3205 Airbnb ROI: N/A Traditional ROI: 9.45%
116 School Street Kennebunkport , ME Experience tranquility and elegance in this beautifully renovated home, perfectly blending...	3 beds \| 3 baths \| 1,913 sq.ft.	$925,000	Airbnb cash on cash: 2.5% Traditional cash on cash: 2.88% Airbnb Rental Income: $4214 Traditional Rental Income: $3649 Airbnb ROI: 2.5% Traditional ROI: 2.88%
298 York Street York , ME Experience modern coastal living in this airy, loft-style condo, built in 2022 and nestled...	1 beds \| 1 baths \| 798 sq.ft.	$525,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 2.06% Airbnb Rental Income: $2030 Traditional Rental Income: $2338 Airbnb ROI: 0.36% Traditional ROI: 2.06%
4 Ice House Point York , ME This property is a masterclass in harmonizing nature with refined modern design. It is a c...	4 beds \| 3 baths \| 3,976 sq.ft.	$9,889,000	Airbnb cash on cash: -0.95% Traditional cash on cash: -0.93% Airbnb Rental Income: $3533 Traditional Rental Income: $2963 Airbnb ROI: -0.95% Traditional ROI: -0.93%
33 Highland Avenue York , ME With the iconic Nubble Lighthouse straight ahead, Long Sands Beach to the south, and Short...	2 beds \| 2 baths \| 1,126 sq.ft.	$685,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.58% Airbnb Rental Income: $2132 Traditional Rental Income: $2601 Airbnb ROI: -0.01% Traditional ROI: 1.58%
8 Cotton Drive Gorham , ME Feel instantly at home in this beautiful open-concept Colonial, built in 2016. Offering 4 ...	4 beds \| 4 baths \| 3,038 sq.ft.	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.41% Airbnb Rental Income: $null Traditional Rental Income: $5576 Airbnb ROI: N/A Traditional ROI: 5.41%
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.	$599,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 1.93% Airbnb Rental Income: $2597 Traditional Rental Income: $2094 Airbnb ROI: 1.71% Traditional ROI: 1.93%
11 Ocean Spray Road Portland , ME Breath taking views at this one of a kind Peaks Island home! This newly renovated home sit...	2 beds \| 2 baths \| 2,345 sq.ft.	$1,999,900	Airbnb cash on cash: -0.6% Traditional cash on cash: 0.11% Airbnb Rental Income: $2597 Traditional Rental Income: $3298 Airbnb ROI: -0.6% Traditional ROI: 0.11%
40 Claman Drive Windham , ME Welcome to 40 Claman Drive, a charming and well-maintained 2-bedroom, 2-bathroom home nest...	2 beds \| 2 baths \| 1,528 sq.ft.	$614,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $2938 Airbnb ROI: N/A Traditional ROI: 3.46%
34 Harbor Road Friendship , ME Step into timeless elegance with this beautifully renovated Victorian located on a large l...	4 beds \| 2 baths \| 2,251 sq.ft.	$465,000	Airbnb cash on cash: 4.51% Traditional cash on cash: 4.55% Airbnb Rental Income: $3430 Traditional Rental Income: $2685 Airbnb ROI: 4.51% Traditional ROI: 4.55%
93 Cushnoc Road Vassalboro , ME Craving space, serenity, and a fresh startâwithout giving up convenience? Just a short d...	3 beds \| 2 baths \| 2,900 sq.ft.	$639,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 4.14% Airbnb Rental Income: $4141 Traditional Rental Income: $3398 Airbnb ROI: 3.91% Traditional ROI: 4.14%
17 Dyvonne Terrace Bridgton , ME BRIDGTON- Imagine waking up to +/-240' of serene Beaver Pond waterfront with breathtaking ...	3 beds \| 3 baths \| 2,090 sq.ft.	$879,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $3906 Airbnb ROI: N/A Traditional ROI: 3.13%
211 Augusta Road Topsham , ME Residential, Commercial & Investors please take notice. This unique property is located in...	4 beds \| 5 baths \| 4,214 sq.ft.	$1,495,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.31% Airbnb Rental Income: $null Traditional Rental Income: $6604 Airbnb ROI: N/A Traditional ROI: 3.31%

Real Estate investment in Orland, ME

There are 4 properties for sale in the city of Orland . The median list price in Orland is $275,000 and the average price per square foot is $169. In September 2025, the average monthly cash on cash return in Orland is 8.00%. The average monthly rental income in Orland is $2,892.

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

There are 4 investment properties available for sale in Orland.

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

The ROI for Short-Term is higher than the Long-Term in Orland with average rental income of $4,604.

Your search for investment property begins and ends here

Investment Property for Sale in Orland, ME

37 & 38 Our Camp Road

Orland, ME

2 beds | 1 baths | 1,248 sq.ft.

$239,900

Airbnb cash on cash: 4.67%

Traditional cash on cash: 8.12%

Airbnb Rental Income: $1888

Traditional Rental Income: $2167

Airbnb ROI: 4.67%

Traditional ROI: 8.12%

12 Twin Oaks Lane

Orland, ME

3 beds | 2 baths | 1,456 sq.ft.

$406,000

Airbnb cash on cash: 6.99%

Traditional cash on cash: 5.87%

Airbnb Rental Income: $4604

Traditional Rental Income: $3221

Airbnb ROI: 6.99%

Traditional ROI: 5.87%

41 Wildwood Lane

Orland, ME

5 beds | 3 baths | 2,928 sq.ft.

$994,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.52%

Airbnb Rental Income: $null

Traditional Rental Income: $4600

Airbnb ROI: N/A

Traditional ROI: 2.52%

53 Winkumpaugh Road

Orland, ME

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

$469,000

Airbnb cash on cash: 7.09%

Traditional cash on cash: 7%

Airbnb Rental Income: $4604

Traditional Rental Income: $3608

Airbnb ROI: 7.09%

Traditional ROI: 7%

Investment Properties for Sale in Other Cities of Maine

Biddeford , ME

4 beds | 4 baths | 3,440 sq.ft.

$1,200,000

Airbnb cash on cash: 1.81%

Traditional cash on cash: 3.55%

Airbnb Rental Income: $4792

Traditional Rental Income: $5745

Airbnb ROI: 1.81%

Traditional ROI: 3.55%

Waterville , ME

3 beds | 2 baths | 1,344 sq.ft.

$314,900

Airbnb cash on cash: 8.87%

Traditional cash on cash: 2.7%

Airbnb Rental Income: $4249

Traditional Rental Income: $1523

Airbnb ROI: 8.87%

Traditional ROI: 2.7%

Pittston , ME

4 beds | 2 baths | 1,200 sq.ft.

$299,000

Airbnb cash on cash: N/A

Traditional cash on cash: 9.45%

Airbnb Rental Income: $null

Traditional Rental Income: $3205

Airbnb ROI: N/A

Traditional ROI: 9.45%

Kennebunkport , ME

3 beds | 3 baths | 1,913 sq.ft.

$925,000

Airbnb cash on cash: 2.5%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $4214

Traditional Rental Income: $3649

Airbnb ROI: 2.5%

Traditional ROI: 2.88%

York , ME

1 beds | 1 baths | 798 sq.ft.