Top 5 Six-Figure Shelter Island Shelters

Shelter Island is located between the North and South forks and is only accessible to cars by ferry—that’s what Shelter Island residents love about it. Here are five top picks for Shelter Island homes for under $1 million.

  • 39 South Midway Road

    39 South Midway Road, $999,999

    This scenic 4-bedroom, 3-bathroom Contemporary home has 170 feet of water frontage on a large freshwater lake with easy access. With 1.2 acres there is room for a waterside pool or tennis courts. 10 skylights keep this 2,200-square-foot home bright and open.

  • Fresh Pond, $999,000

    Fresh Pond, $999,000

    On 0.65 acres, this 1,660-square-foot Cottage has 3 bedrooms and 2 baths, including a master bedroom with ensuite bath. The large living room features a fireplace and the home offers a dining room, kitchen and waterside deck. Sit in the shade of mature oak trees.

  • 24 Wesley Avenue

    24 Wesley Avenue

    This 1,922-square-foot Victorian has 4 bedrooms and 2 baths on 0.18 acres. The property has views of Prospect Park leading to Shelter Island Sound. Enjoy covered porches, updated kitchen and baths and proximity to shops, restaurants and the ferry.

  • 6 Shorewood Road, $998,000

    6 Shorewood Road, $998,000

    Located in Shorewood, this Modern Farmhouse near Wades Beach has 4 bedroom and 2.5 baths with an open floor plan, a cathedral ceilinged great room with stone fireplace and dining area with sliders to a large deck. Also enjoy a chef's kitchen with breakfast bar. The residence is 2,500-square-feet on 0.92 acres.

  • 45 New York Avenue, $995,000

    45 New York Avenue, $995,000

    On 0.37 acres, this 2,040-square-foot Traditional located in Shelter Island Heights has 4 bedrooms, 2 full baths and 2 half baths. The living room has a fireplace and access to the covered rocking chair porch, granite and stainless steel kitchen and dining room with views of Chase Creek and parkland. The finished basement has a family room, laundry room and half bath and outside enjoy a stone patio and covered back porch.

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