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 |
|---|---|---|---|
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: -1.23%
|
47B S Ferry RoadShelter Island, NYDiscover a secluded paradise on Shelter Island, nestled within the expansive 2,350-acre Ma... |
3 beds | 2 baths | 1,800 sq.ft. |
$3,995,000 |
Airbnb cash on cash: -0.77%
|
156 Ram Island DriveShelter Island, NYSurrounded by preserved land this classic home has an absolutely magnificent setting that ... |
4 beds | 4 baths | 3,420 sq.ft. |
$2,750,000 |
Airbnb cash on cash: -0.89%
|
8 Cove WayShelter Island, NYEnviably located on Shelter Island's southern coast with 113' of waterfront on Menantic Cr... |
4 beds | 5 baths | 3,800 sq.ft. |
$5,395,000 |
Airbnb cash on cash: -0.97%
|
10 Sunshine Road #BShelter Island, NYQuintessential Hamptons estate in the heart of Shelter Island . Enjoy the best of both wor... |
4 beds | 5 baths | 5,300 sq.ft. |
$2,795,000 |
Airbnb cash on cash: -0.74%
|
24 Rocky Point RoadShelter Island, NYThis architecturally distinctive home, inspired by the mid-century California Case Study H... |
4 beds | 3 baths | 2,890 sq.ft. |
$3,600,000 |
Airbnb cash on cash: -0.87%
|
139a 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. |
$4,500,000 |
Airbnb cash on cash: -0.78%
|
33B South Midway RdShelter Island, NYAround the bend from Turkem's Rest Trail, on a particularly scenic stretch of South Midway... |
2 beds | 2 baths | N/A |
$895,000 |
Airbnb cash on cash: -0.25%
|
5 North Menantic RoadShelter Island, NYA rare offering on Shelter Island, this waterfront estate represents a legacy of architect... |
5 beds | 5 baths | 3,206 sq.ft. |
$5,950,000 |
Airbnb cash on cash: -1.15%
|
1 Gazon RoadShelter Island, NYThis enchanting Shelter Island home feels like a true getaway. Tucked into a peaceful sett... |
4 beds | 3 baths | 2,618 sq.ft. |
$1,350,000 |
Airbnb cash on cash: -0.22%
|
Real Estate investment in Shelter-island, NY
There are 10 properties for sale in the city of Shelter Island . The median list price in Shelter Island is $3,197,500 and the average price per square foot is $968. In September 2025, the average monthly cash on cash return in Shelter Island is N/A%. The average monthly rental income in Shelter Island is $5,069.