2 Prospect Avenue
Shelter Island, NY 11964
6
Bed
3
Bath
5,900Sqft
2.43Acres(Lot)
A rare opportunity to own a legacy compound on Shelter Island, this offering brings together three income-producing historic cottages and a separate buildable lot, all just moments from the water. Positioned at 2 Prospect Avenue and 38 Rock Point Road, the properties are offered as one cohesive investment, blending immediate revenue with exceptional future potential. Each of the three cottages features two bedrooms and one bath, with strong summer rental histories and an undeniable sense of place rooted in the island’s coastal charm. Rich in character and provenance, each residence tells its own story. The Hill Cottage, dating to the 1890s, is a one-of-a-kind former boathouse thoughtfully relocated from a grand Nostrand Avenue estate, with original architectural details preserved througho
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 6Bathroom Information
Total Baths: 3 Full Baths: 3Room Information
Rooms Total: 6 -
Interior Features
Beamed Ceilings Appliances: Stainless Steel Appliance(s), Washer -
Heating & Cooling
Has Heating: Yes Heating: Baseboard Has Cooling: Yes Cooling: Wall/Window Unit(s)
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Building Information
Year Built: 1920 Building Area Total: 5900 Construction Materials: Frame Private Pool: No Water front Features: Lake Front
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Lot Information
Lot Size Acres: 2.425 Lot Size Square Feet: 105633
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Listing Price Information
Listing Price: $2700000
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Tax Information
Parcel Number: 0700-005-00-05-00-017-001 Annual Tax: $7523
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Parking Information
Driveway
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School Information
Elementary School: Contact AgentJunior High School: Call Listing AgentSenior High School: Contact Agent -
Utility Information
Electricity Available -
Location Information
WaterSource: Private
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 141A N Ferry Road, Shelter Island, NY, 11964 | $3,999,000 | 4 | 7 | 5,500 | 5,500 SqFt |
| 4 Irene Lane, Shelter Island, NY, 11964 | $1,850,000 | 4 | 3 | 2,600 | 2,600 SqFt |
| 100 S Ferry Road, Shelter Island, NY, 11964 | $4,295,000 | 6 | 8 | 5,622 | 5,622 SqFt |
| 5 Marc Street, Shelter Island, NY, 11964 | $2,350,000 | 4 | 4 | 2,777 | 2,777 SqFt |
| 9 Locust Woods Drive, Shelter Island, NY, 11964 | $3,499,000 | 4 | 4 | 3,856 | 3,856 SqFt |
| 26 S Menantic Road, Shelter Island, NY, 11964 | $1,450,000 | 4 | 4 | 1,702 | 1,702 SqFt |
| 90 Peconic Avenue, Shelter Island, NY, 11964 | $4,800,000 | 5 | 4 | 3,325 | 3,325 SqFt |
| 16 Bowditch Road, Shelter Island, NY, 11964 | $1,200,000 | 3 | 2 | 1,266 | 1,266 SqFt |
| 14 Freds Lane, Shelter Island, NY, 11964 | $2,485,000 | 6 | 4 | 3,413 | 3,413 SqFt |
| 11 Sunnyside Avenue, Shelter Island, NY, 11964 | $5,500,000 | 4 | 6 | 4,000 | 4,000 SqFt |
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ByOwner last updated this listing 06/18/2026 @ 10:20
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