Cell: (516) 972-0565 |
Sign Up Login

5 Osprey Lane , Shelter Island, NY 11964

$1,850,000
  • 5 Osprey Lane , Shelter Island, NY 11964 Main Photo

39 Total Photos [Click to View All]

New to the Market Active
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.

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 dianegarnjost.cbamhomes.com today.

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 Insurance

Change Payment Information

%
years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Brown Harris Stevens Hamptons
Agency Contact: 631-537-2727

agent picture

Shown By

Agent Name: Diane Garnjost
Agent Phone: Cell: (516) 972-0565
Agency Title: Coldwell Banker American Homes

IDX logo

Login to My Homefinder

Pixel