| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
333 Stanley RoadWinthrop, MEWelcome to 333 Stanley Road in Winthrop. This 4 bedroom, 2 bath home is very cozy and has ... |
4 beds | N/A baths | 2,000 sq.ft. |
$410,000 |
Airbnb cash on cash: 0.85%
|
8 Horseshoe IslandWinthrop, MERare opportunity to own 9 acres on an island in the middle of Cobbosseecontee Lake! This t... |
2 beds | N/A baths | 1,016 sq.ft. |
$550,000 |
Airbnb cash on cash: -0.89%
|
251 Annabessacook RoadWinthrop, MEBeautiful cape cod style home on a pretty country lot, just 5 minutes to downtown Winthrop... |
4 beds | N/A baths | 2,674 sq.ft. |
$450,000 |
Airbnb cash on cash: 1.13%
|
60 Route 41Winthrop, MECharming antique farmhouse that has been converted to a duplex with separate entrances. Th... |
N/A beds | N/A baths | 1,692 sq.ft. |
$359,900 |
Airbnb cash on cash: N/A
|
183 Loon Cove LaneWinthrop, MEWelcome to this 4 bedroom, 2 bath home on pristine Upper Narrows Pond in Winthrop. 183 Loo... |
4 beds | N/A baths | 2,086 sq.ft. |
$655,000 |
Airbnb cash on cash: 0.47%
|
476 Winthrop Center RoadWinthrop, METhis is a must-see home that has been extensively and professionally restored to like new ... |
3 beds | N/A baths | 2,395 sq.ft. |
$499,900 |
Airbnb cash on cash: 6.65%
|
There are 6 properties for sale in the city of Winthrop . The median list price in Winthrop is $450,000 and the average price per square foot is $248. In December 2025, the average monthly cash on cash return in Winthrop is 5.00%. The average monthly rental income in Winthrop is $2,844.