Real Estate Investment Properties for Sale in Winslow, ME
Looking for investment property in Winslow, ME with high ROI ?
Explore a variety of short-term homes & houses in Winslow, ME. Invest wisely with VRBO & Winslow, 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 Winslow, ME
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
29 Smiley AvenueWinslow, MEWelcome home to this 4-bedroom, 1.5-bath ranch-style property located on generous double l... |
4 beds | 2 baths | 1,368 sq.ft. |
$299,900 |
Airbnb cash on cash: N/A
|
1300 China RdWinslow, MEPrivacy! Privacy! Privacy! This 4 bedroom 2 bath home has it all. Beautiful landscaped pro... |
6 beds | 2 baths | 3,310 sq.ft. |
$499,000 |
Airbnb cash on cash: N/A
|
100 N Pond RoadWinslow, MEModern cape offering 4 bedrooms, 3 baths, and 3,100 sq ft of thoughtfully designed living ... |
4 beds | 3 baths | 3,100 sq.ft. |
$499,000 |
Airbnb cash on cash: N/A
|
6 Blue Heron LaneWinslow, METhis adorable and serene waterfront retreat on Pattee Pond is ready just in time for summe... |
2 beds | 1 baths | 739 sq.ft. |
$325,000 |
Airbnb cash on cash: -0.34%
|
941 Augusta RoadWinslow, MEWell-maintained 3 bedroom, 1.5 bath home located just outside of in-town Winslow, offering... |
3 beds | 2 baths | 1,441 sq.ft. |
$329,900 |
Airbnb cash on cash: 0.23%
|
75 Halifax StreetWinslow, MEWelcome to easy, low maintenance living in this charming second floor condo in Fontaine Oa... |
2 beds | 2 baths | 1,141 sq.ft. |
$198,900 |
Airbnb cash on cash: -2.01%
|
15 Marcoux StreetWinslow, METurn-key, updated, and ready for summer--this one check's all the boxes. This fully renova... |
4 beds | 2 baths | 1,428 sq.ft. |
$339,900 |
Airbnb cash on cash: N/A
|
1 #1 Industrial RdWinslow, ME1 #1 Industrial Rd, Winslow, ME 04901 | Other |
N/A beds | N/A baths | 0 sq.ft. |
$175,000 |
Airbnb cash on cash: 0.19%
|
8 St JohnWinslow, MEWell-maintained 4 bedroom, 1 bath ranch located in Winslow. Conveniently situated close to... |
4 beds | 1 baths | 1,775 sq.ft. |
$299,900 |
Airbnb cash on cash: N/A
|
Lot 75-76 Bassett RdWinslow, MELot 75-76 Bassett Rd, Winslow, ME 04901 | Other |
N/A beds | N/A baths | N/A |
$100,000 |
Airbnb cash on cash: 2.01%
|
1391 Albion RoadWinslow, ME1391 Albion Road, Winslow - Set on 4.97ñ acres in a peaceful country setting, this well... |
3 beds | 3 baths | 2,000 sq.ft. |
$515,000 |
Airbnb cash on cash: -0.71%
|
40 White Fish RoadWinslow, METucked just steps from Pattee's Pond with beautiful water views, this truly unique propert... |
1 beds | 1 baths | 2,210 sq.ft. |
$295,000 |
Airbnb cash on cash: -0.02%
|
15 Cushman RoadWinslow, METhis 3-bedroom, 2-bath bungalow is the perfect place to settle in and feel at home. Full o... |
3 beds | 2 baths | 2,405 sq.ft. |
$355,000 |
Airbnb cash on cash: 1.35%
|
680 Maple Ridge RoadWinslow, MEWelcome to a property that truly captures the beauty of Maine living at a reasonable price... |
2 beds | 1 baths | 1,292 sq.ft. |
$299,900 |
Airbnb cash on cash: 0.54%
|
5 Mar Val Ter #B3Winslow, ME5 Mar Val Ter #B3, Winslow, ME 04901 | Condo/Coop |
2 beds | 1 baths | 1,122 sq.ft. |
$194,900 |
Airbnb cash on cash: -0.95%
|
344 Benton AvenueWinslow, MEGreat home for the first time home buyer! Intown with nice backyard and updated kitchen! E... |
2 beds | 1 baths | 864 sq.ft. |
$289,900 |
Airbnb cash on cash: 0.6%
|
Real Estate investment in Winslow, ME
There are 16 properties for sale in the city of Winslow . The median list price in Winslow is $248,871 and the average price per square foot is $187. In June 2026, the average monthly cash on cash return in Winslow is 8.00%. The average monthly rental income in Winslow is $2,411.