Real Estate Investment Properties for Sale in Winthrop, ME
Looking for investment property in Winthrop, ME with high ROI ?
Explore a variety of short-term homes & houses in Winthrop, ME. Invest wisely with VRBO & Winthrop, 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 Winthrop, ME
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
256 Narrows Pond RoadWinthrop, MEOPEN HOUSE SATURDAY JUNE 13TH FROM 10AM-12PM!! This updated and well maintained colonial f... |
3 beds | 3 baths | 2,204 sq.ft. |
$485,000 |
Airbnb cash on cash: 2.07%
|
161 Pamela DriveWinthrop, MEWelcome to this charming Cape Cod-style home in a sought-after neighborhood in Winthrop --... |
3 beds | 3 baths | 1,350 sq.ft. |
$339,000 |
Airbnb cash on cash: 3.51%
|
28 Beechwood DriveWinthrop, METucked into one of the area's most desirable neighborhoods, this beautifully updated raise... |
4 beds | 1 baths | 1,332 sq.ft. |
$369,900 |
Airbnb cash on cash: -1.22%
|
64 Annabessacook DriveWinthrop, METhis is the kind of property people wait for--and rarely find. Set on 7.7 private acres ju... |
3 beds | 2 baths | N/A |
$535,000 |
Airbnb cash on cash: 1.55%
|
38 S Upper Narrows LaneWinthrop, MENestled on the shores of beautiful Upper Narrows Pond, this stunning waterfront home at 38... |
2 beds | 2 baths | 2,387 sq.ft. |
$829,000 |
Airbnb cash on cash: -0.88%
|
89 Boot Cove LaneWinthrop, METhis thoughtfully designed four-bedroom, three-bath ranch is tucked into a peaceful wooded... |
4 beds | 3 baths | 2,054 sq.ft. |
$639,000 |
Airbnb cash on cash: -1.31%
|
247 Winthrop Center RoadWinthrop, MEStep into the charm of this classic Cape Cod-style home, with town records dating it to 19... |
3 beds | 2 baths | 2,312 sq.ft. |
$328,000 |
Airbnb cash on cash: 4.58%
|
11 Old Western AvenueWinthrop, MESet on a beautiful 2.28-acre lot in Winthrop, this extensively renovated 1840s home blends... |
4 beds | 3 baths | 2,852 sq.ft. |
$575,000 |
Airbnb cash on cash: -0.64%
|
41 Birch StreetWinthrop, MEWell-maintained 3-bedroom, 2-bath Cape situated on a private 1.62-acre lot on a public dea... |
3 beds | 2 baths | 1,850 sq.ft. |
$425,000 |
Airbnb cash on cash: 3.32%
|
Real Estate investment in Winthrop, ME
There are 9 properties for sale in the city of Winthrop . The median list price in Winthrop is $574,203 and the average price per square foot is $309. In June 2026, the average monthly cash on cash return in Winthrop is 7.00%. The average monthly rental income in Winthrop is $3,309.