Real Estate Investment Properties for Sale in Shelter Island, NY
Looking for investment property in Shelter Island, NY with high ROI ?
Explore a variety of short-term homes & houses in Shelter Island, NY. Invest wisely with VRBO & Shelter Island, NY 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 Shelter Island, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
9 Margarets DriveShelter Island, NYOriginally conceived as the Laguna Project, 9 Margarets is an AIA award-winning modern res... |
4 beds | 6 baths | 4,250 sq.ft. |
$5,395,000 |
Airbnb cash on cash: -0.96%
|
23 Osprey RdShelter Island, NYSituated in the desirable Sherwood Farms neighborhood, just moments from the private beach... |
4 beds | 4 baths | 3,484 sq.ft. |
$1,995,000 |
Airbnb cash on cash: -0.58%
|
4 Duvall PlaceShelter Island, NYAmazing 1800s house with 3 bedrooms and 2 baths. Perfectly quiet location in Shelter Islan... |
3 beds | 2 baths | 1,200 sq.ft. |
$1,350,000 |
Airbnb cash on cash: -1.33%
|
9 Locust Woods DriveShelter Island, NYWelcome to Shelter Island - a place where time slows down and nature takes center stage. A... |
4 beds | 4 baths | 3,856 sq.ft. |
$3,499,000 |
Airbnb cash on cash: -0.85%
|
141A N Ferry RoadShelter Island, NYWelcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the ... |
4 beds | 7 baths | 5,500 sq.ft. |
$4,250,000 |
Airbnb cash on cash: -0.8%
|
11 Sunnyside AvenueShelter Island, NYAn architecturally significant modern retreat set on two private acres within coveted Shel... |
4 beds | 6 baths | 4,000 sq.ft. |
$5,500,000 |
Airbnb cash on cash: -0.78%
|
8 Hilo DriveShelter Island, NYThis newly constructed modern residence offers stunning south-facing water views over West... |
4 beds | 6 baths | 3,985 sq.ft. |
$3,850,000 |
Airbnb cash on cash: -0.92%
|
16 Shelterlands PathShelter Island, NYThis island classic is truly a home for all seasons. The bright and open floor plan is bea... |
3 beds | 3 baths | 1,950 sq.ft. |
$1,175,000 |
Airbnb cash on cash: 0.12%
|
5 Marc StreetShelter Island, NYWelcome to your dream getaway where modern luxury meets laid-back coastal charm. This Newl... |
4 beds | 4 baths | 2,777 sq.ft. |
$2,350,000 |
Airbnb cash on cash: -0.44%
|
Real Estate investment in Shelter-island, NY
There are 9 properties for sale in the city of Shelter Island . The median list price in Shelter Island is $2,349,500 and the average price per square foot is $949. In May 2026, the average monthly cash on cash return in Shelter Island is 1.00%. The average monthly rental income in Shelter Island is $6,122.