Real Estate Investment Properties for Sale in Chester, ME
Looking for investment property in Chester, ME with high ROI ?
Explore a variety of short-term homes & houses in Chester, ME. Invest wisely with VRBO & Chester, 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 Chester, ME
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
281 Pea Ridge RoadChester, ME3 Bedroom 1 bath home with tons of expansion potential. This is your chance to double livi... |
3 beds | N/A baths | 1,635 sq.ft. |
$279,900 |
Airbnb cash on cash: 2.21%
|
Investment Properties for Sale in Other Cities of Maine |
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6 Proctor RoadBiddeford , MECall Bob Letellier (207) 590-5178. Attention Investors and Business owners! Here we are of... |
N/A beds | N/A baths | 3,440 sq.ft. |
$1,200,000 |
Airbnb cash on cash: N/A
|
28 Pleasant Hill DriveWaterville , MEWelcome to this beautifully maintained and thoughtfully updated single-level home, set on ... |
3 beds | N/A baths | 1,344 sq.ft. |
$304,900 |
Airbnb cash on cash: 1.68%
|
265 Nubble RoadYork , MEWelcome to 265 Nubble Road! A rare offering on one of York's most iconic stretches. Surrou... |
N/A beds | N/A baths | 2,631 sq.ft. |
$1,275,000 |
Airbnb cash on cash: N/A
|
4 Ice House PointYork , METhis property is a masterclass in harmonizing nature with refined modern design. It is a c... |
4 beds | N/A baths | 3,976 sq.ft. |
$9,889,000 |
Airbnb cash on cash: -0.93%
|
85 Upper A StreetPortland , MESerenity 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: 2.11%
|
11 Ocean Spray RoadPortland , MEBreath taking views at this one of a kind Peaks Island home! This newly renovated home sit... |
2 beds | N/A baths | 2,345 sq.ft. |
$1,999,900 |
Airbnb cash on cash: -0.52%
|
34 Harbor RoadFriendship , MEStep into timeless elegance with this beautifully renovated Victorian located on a large l... |
4 beds | N/A baths | 2,251 sq.ft. |
$465,000 |
Airbnb cash on cash: 3.7%
|
93 Cushnoc RoadVassalboro , MECraving space, serenity, and a fresh startââ¬âwithout giving up convenience? Just a sh... |
3 beds | 2 baths | 2,900 sq.ft. |
$639,000 |
Airbnb cash on cash: 3.91%
|
17 Dyvonne TerraceBridgton , MEBRIDGTON- Imagine waking up to +/-240' of serene Beaver Pond waterfront with breathtaking ... |
3 beds | N/A baths | 2,090 sq.ft. |
$785,000 |
Airbnb cash on cash: -0.08%
|
211 Augusta RoadTopsham , MEResidential, Commercial & Investors please take notice. This unique property is located in... |
4 beds | N/A baths | 4,214 sq.ft. |
$1,495,000 |
Airbnb cash on cash: N/A
|
586 Webb Cove DriveEnfield , MEGorgeous 2 bedroom, 2 bath waterfront home situated on +\- 3.9 acres. This home is nestled... |
2 beds | N/A baths | 2,000 sq.ft. |
$599,999 |
Airbnb cash on cash: -0.63%
|
87 Farview DriveSanford , MEWelcome to 87 Farview Drive in Sanford, a well-maintained 2013 Colonial set on just over h... |
4 beds | N/A baths | 2,336 sq.ft. |
$492,900 |
Airbnb cash on cash: N/A
|
11 Depot RoadEliot , MEBack on the Market at an Improved Price! This bright and spacious 3-bedroom home (plus ... |
3 beds | N/A baths | 3,300 sq.ft. |
$1,189,000 |
Airbnb cash on cash: 2.63%
|
122 Onamor DriveNewfield , MEWelcome to Rock Haven Lake! Enjoy waterfront living in this year round home tucked along ... |
2 beds | N/A baths | 1,902 sq.ft. |
$599,900 |
Airbnb cash on cash: 0.3%
|
1025 Douglas DriveNorthport , MEPerched on the scenic side of Caswell Hill, this inviting home offers breathtaking, ever-c... |
3 beds | N/A baths | 2,805 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.93%
|
Real Estate investment in Chester, ME
There are 1 properties for sale in the city of Chester . The median list price in Chester is $279,900 and the average price per square foot is $171. In October 2025, the average monthly cash on cash return in Chester is 9.00%. The average monthly rental income in Chester is $2,881.