Richard Rogers
REALTOR®
BEDS4
BATHS4 full 1 partial
SQUARE FEET1,608
MLS#1023936
STATUSActive
PROPERTY TYPEResidential - Single Family
SCHOOLShelter Island
Property Description
Private Retreat with Separate Studio & Pool PotentialTucked 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.
Property Features
Property Type: Residential - Single Family
Basement: Crawl Space
Cooling: Central Air
Heating: Electric
Home Style: Colonial
Lot Size: 0.75 Acres
Taxes: $5,683
Year Built: 1974
Amenities
First Floor Bedroom
Formal Dining
Washer/Dryer Hookup
Feature Descriptions
Appliances: Dishwasher, Dryer, Freezer, Oven, Range, Refrigerator, Washer
Building Area Total: 1608
Exterior: Other
Formal Dining: Yes
On Market Date: 2026-07-09
Parcel Number: 0700-023-00-02-00-068-001
Parking Features: Other
Rental Term: Monthly
Rooms Total: 6
Sewer: Public Sewer
Utilities: None
Water: Private
Local Schools
High School: Shelter Island School
Middle School: Shelter Island School
Elementary School: Shelter Island School
School District: Shelter Island
Estimate Your Payment
Estimated Payment
$ 10,367.77 per month $9,354.61 Principal & Interest $473.58 Property Tax $539.58 Homeowner's InsuranceChange Payment Information
Listed By / Shown By
Listing By
Agency Name: Brown Harris Stevens Hamptons
Agency Contact: 631-537-2727
Shown By
Agent Name: Richard Rogers
Agent Phone: (631) 863-9800
Agency Title: Coldwell Banker American Homes
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5 Osprey Lane | MLS# 1023936
This single family home located at 5 Osprey Lane , Shelter Island, NY 11964 is currently listed for sale with an asking price of $1,850,000. This property was built in 1974 and has 4 bedrooms and 4 full and 1 partial baths with 1608 sq. ft. Osprey Lane is located within the Shelter Island school district. Search Shelter Island real estate on richardrogers.cbamhomes.com today.