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, METhe kind of home that makes you want to unpack your boxes and stay awhile! Beautifully upd... |
3 beds | 3 baths | 2,204 sq.ft. |
$445,000 |
Airbnb cash on cash: 3.63%
|
12 High StreetWinthrop, MEClassic New England Charm Meets Modern Updates in Winthrop! Enjoy the best of both worlds ... |
3 beds | 2 baths | 1,763 sq.ft. |
$315,000 |
Airbnb cash on cash: 5.72%
|
337 Route 133Winthrop, MEOutside, enjoy mature trees, gardens, grapevine trellises, landscaped paths, and two fire-... |
5 beds | 2 baths | 2,759 sq.ft. |
$639,000 |
Airbnb cash on cash: 2.07%
|
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. |
$385,000 |
Airbnb cash on cash: 5.24%
|
77 Wedgewood DriveWinthrop, MENestled in a wonderful, quiet neighborhood, this beautifully maintained Cape/Contemporary ... |
3 beds | 3 baths | 2,835 sq.ft. |
$529,000 |
Airbnb cash on cash: 2.22%
|
7 & 11 Keyes Landing LaneWinthrop, METwo year-round lake cottages, one exceptional Cobbossee offering. With two fully renovated... |
3 beds | 2 baths | 1,597 sq.ft. |
$1,200,000 |
Airbnb cash on cash: -0.33%
|
549 Old Lewiston RoadWinthrop, MEBring your vision and color palette to this spacious **3-bedroom, 2-bath ranch in Winthrop... |
3 beds | 3 baths | 2,444 sq.ft. |
$299,900 |
Airbnb cash on cash: 5.95%
|
196 Case RoadWinthrop, MESpace, storage & location come together in this expansive, move-in-ready Winthrop Saltbox!... |
4 beds | 2 baths | 2,952 sq.ft. |
$488,000 |
Airbnb cash on cash: 2.42%
|
57 Annabessacook RoadWinthrop, MEWelcome to this 1950s 1.5-story Cape-style home offers a comfortable layout, plenty of sto... |
3 beds | 2 baths | 1,667 sq.ft. |
$306,000 |
Airbnb cash on cash: 5.72%
|
202 Readfield RoadWinthrop, MEExperience the ease of brand-new, single-level living in this newly constructed 3--bedroom... |
3 beds | 2 baths | 1,611 sq.ft. |
$547,000 |
Airbnb cash on cash: 3.41%
|
113 Loon Cove LaneWinthrop, MEOPEN HOUSE!! Saturday, October 10th, pm - 4pm!! Tucked away in a private waterfront settin... |
3 beds | 2 baths | 1,974 sq.ft. |
$675,000 |
Airbnb cash on cash: 1.71%
|
167 Narrows Pond RoadWinthrop, MESet along the shores of Lower Narrows Pond, this exceptional property offers more than 3,0... |
4 beds | 3 baths | 3,418 sq.ft. |
$950,000 |
Airbnb cash on cash: 0.45%
|
77 Greenwood AvenueWinthrop, METhis welcoming single family home sits in downtown Winthrop, ME, steps to the town beach o... |
4 beds | 2 baths | 2,379 sq.ft. |
$450,000 |
Airbnb cash on cash: 3.01%
|
Real Estate investment in Winthrop, ME
There are 14 properties for sale in the city of Winthrop . The median list price in Winthrop is $444,788 and the average price per square foot is $234. In November 2026, the average monthly cash on cash return in Winthrop is 6.00%. The average monthly rental income in Winthrop is $3,448.