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5 Osprey Lane

Shelter Island, NY 11964
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Bed 4

Bed

Bath 5

Bath

SqFt1,608

Sqft

Acres0.75

Acre(Lot)

Private Retreat with Separate Studio & Pool Potential Tucked away on Shelter Island's coveted southern peninsula, 5 Osprey Lane offers a rare combination of privacy, flexibility, and natural beauty within the sought-after Shorewood Farm enclave. Set on approximately 0.78 acres of beautifully landscaped grounds with room to add a pool, the property is designed for relaxed island living and effortless entertaining. Surrounded by the waters of Peconic Bay, Shorewood Farm is known for its exceptional waterfront setting and outdoor lifestyle. Residents enjoy access to a private association beach, community tennis courts, nearby boat launches at Wade's Beach, and convenient proximity to the South Ferry. Just moments away, the protected 2,350-acre Mashomack Preserve offers miles of scenic trails, tidal creeks, and old-growth forest, preserving the area's natural beauty for generations to come. The approximately 1,750-square-foot main residence features three bedrooms, two-and-a-half baths, a flexible bonus room, and a separate laundry room. Thoughtfully updated, the home is highlighted by a renovated kitchen and an inviting primary suite, blending modern comfort with timeless Shelter Island charm. Complementing the main house is a separate one-bedroom triplex studio offering approximately 1,390 square feet of additional living space. With multiple levels of wraparound decking overlooking the surrounding landscape, the studio provides exceptional versatility and privacy, making it ideal as a guest house, home office, artist's studio, or wellness retreat. Mature plantings and thoughtfully designed outdoor living spaces create a seamless connection between the homes and their natural surroundings. A wraparound bluestone patio anchors the outdoor setting, while the generous grounds provide ample opportunity for future enhancements, including the addition of a pool. Offering two distinct structures, exceptional privacy, and access to one of Shelter Island's most desirable waterfront communities, 5 Osprey Lane presents a unique opportunity to create a lasting island retreat.

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Detail Ic Property Details

Property Type : Residential

Price : $1,850,000

AD Id : 87844202

MLS Id : 1023936

Beds : 4

Lot Size : 0.75 Acre

Living Area Size : 1,608

Year Built : 1974

County : Suffolk

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Feature Features

  • Bedroom Information

    Total beds: 4

    Bathroom Information

    Total Baths: 5 Full Baths: 4 Half Baths: 1

    Room Information

    Rooms Total: 6 Basement: Crawl Space
  • Interior Features

    Appliances: Dishwasher, Dryer, Freezer, Oven, Range, Refrigerator, Washer
  • Heating & Cooling

    Has Heating: Yes Heating: Electric Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1974 Building Area Total: 1608 Construction Materials: Other Private Pool: No

  • Lot Information

    Lot Size Acres: 0.75 Lot Size Square Feet: 32670

  • Listing Price Information

    Listing Price: $1850000

  • Tax Information

    Parcel Number: 0700-023-00-02-00-068-001 Annual Tax: $5683

  • Parking Information

    Other

  • School Information

    Elementary School: Shelter Island School
    Junior High School: Shelter Island School
    Senior High School: Shelter Island School
  • Utility Information

    None
  • Location Information

    WaterSource: Private
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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
5 Sea Gull Road, Shelter Island, NY, 11964 $3,795,000 5 5 3,072 3,072 SqFt
100 S Ferry Road, Shelter Island, NY, 11964 $4,295,000 6 8 5,622 5,622 SqFt
47L S Ferry Road, Shelter Island, NY, 11964 $50,000 4 4 3,800 3,800 SqFt
23 Osprey Road, Shelter Island, NY, 11964 $86,000 4 4 3,484 3,484 SqFt
5 Marc Street, Shelter Island, NY, 11964 $2,350,000 4 4 2,777 2,777 SqFt
43 Gardiners Bay Drive, Shelter Island, NY, 11964 $3,625,000 5 5 6,106 6,106 SqFt
9 Johnston Road, Shelter Island, NY, 11964 $20,000 4 2 1,850 1,850 SqFt
9 Locust Woods Drive, Shelter Island, NY, 11964 $3,499,000 4 4 3,856 3,856 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 07/19/2026 @ 13:09

MLS: 1023936 LISTED BY: Justin Stolarczyk, Brown Harris Stevens Hamptons 631-537-2727 SOURCE: OneKey MLS

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