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$1,850,000

For Sale

13 days ago

5 Osprey Ln, Shelter Island, NY

House

MLS® 1023936

4 Bed

5 Bath

1608 sqft

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  • Key Facts
  • Description
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 1608 sqft
Garage 
Taxes $5,683
Days Active 13
Lot Size 0.75 Acres
Approx. Age 1974
Avg. Price Per Sqft $1,150
MLS® Number 1023936

Property Address: 5 Osprey Ln, Shelter Island, NY, 11964

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® Number1023936
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
Garage
Approx. Age1974
BasementCrawl Space
DrivewayOther
Garage Spaces
HeatElectric
A/CCentral Air

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Jul 9, 2026List Date
$1,850,000List Price
  • Commute

Commute

Starting Address
Destination Address
5 Osprey Ln, Shelter Island, NY

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