Real Estate Investment Properties for Sale in Winchester, OR
Looking for investment property in Winchester, OR with high ROI ?
Explore a variety of short-term homes & houses in Winchester, OR. Invest wisely with VRBO & Winchester, OR 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 Winchester, OR
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
148 WILD FERN DrWinchester, ORLocated in one of the most desirable subdivisions in Douglas County, this stunning chalet ... |
3 beds | 3 baths | 3,460 sq.ft. |
$539,900 |
Airbnb cash on cash: 0.16%
|
356 WILD FERN DrWinchester, ORWelcome to this beautifully appointed 2,688 sq ft home nestled on a serene 0.41-acre lot i... |
5 beds | 3 baths | 2,688 sq.ft. |
$474,900 |
Airbnb cash on cash: N/A
|
413 THORA CIRCLE DrWinchester, ORWelcome to 413 Thora Circle - a truly exceptional, custom-built-one-owner home on a gorgeo... |
4 beds | 3 baths | 4,123 sq.ft. |
$824,900 |
Airbnb cash on cash: -0.46%
|
849 NORTH VIEW DrWinchester, ORCharming and ideally located at 849 N View Dr, this home offers a seamless blend of comfor... |
3 beds | 2 baths | 1,877 sq.ft. |
$599,000 |
Airbnb cash on cash: 0.27%
|
902 N VIEW DrWinchester, ORWelcome to this beautifully maintained home offering comfort, functionality, and timeless ... |
4 beds | 2 baths | 2,070 sq.ft. |
$515,000 |
Airbnb cash on cash: 0.23%
|
Real Estate investment in Winchester, OR
There are 5 properties for sale in the city of Winchester . The median list price in Winchester is $427,450 and the average price per square foot is $189. In February 2026, the average monthly cash on cash return in Winchester is 6.00%. The average monthly rental income in Winchester is $3,622.