23 Osprey Rd

Shelter Island, NY 11964
  • $86,000

    Price
  • 4

    Bed
  • 4

    Bath
  • 3,484

    SqFt

About the Listing DERE45 - 187996,506010

Welcome to 23 Osprey Road, Shelter Island-a beautifully renovated retreat offering privacy, tranquility, and the best of island living. Available for summer or year-round rental, this exceptional property sits on over an acre of landscaped grounds with peaceful pond views and direct adjacency to Dusty Boots Farm, where horses can often be seen grazing nearby. A charming front porch welcomes you into the foyer, complete with a convenient powder room. Beyond, you'll find a chef-inspired eat-in kitchen designed for both everyday living and entertaining. The spacious living room features a wood-burning fireplace and opens to the backyard, creating a seamless indoor-outdoor experience. The main level also includes a primary suite with its own en-suite bathroom, while a screened porch provides the perfect place to relax and enjoy the surrounding natural beauty throughout the seasons. An attached two-car garage adds convenience and ample storage. Upstairs, a versatile sitting area or salon is accompanied by a laundry closet with washer and dryer. Two additional bedrooms offer generous closet space, including a second en-suite bedroom ideal for guests or extended family. The unfinished basement provides abundant storage space for seasonal belongings, recreational equipment, and more. Residents enjoy access to a private beach and tennis court just down the block, while Wades Beach, the South Ferry, and many of Shelter Island's beloved destinations are less than five minutes away. Professional Photography Coming Soon! MD-LD: $70K, Two Weeks: $20K, Y/R: $86K, June: $10K, July: $25K; July-LD: $60K; August: $23K, August-LD: $25K; September: $8K - [[Rental Registration # 2026-L-0067]]

Listing Highlights

Status Active
Days on Site 1
Property Type Residential Lease
MLS ® 1010703
Year Built 2005
Total Square Footage 3,484
Lot/Acreage 1.07
Neighborhood Sherwood Farms
School District Shelter Island
Elementary School Shelter Island School
Middle School Shelter Island School
High School Shelter Island School

Interior Details

  • Bedrooms: 4
  • Bathrooms: 3 Full / 1 Half
  • Appliances: Dishwasher, Dryer, Gas Oven, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer
  • Air Cond: Central Air
  • Heating: Oil
  • Fireplaces: 1, Living Room
  • Floor: Ceramic Tile,Wood
  • Above Ground Sq Ft:
  • Below Ground Sq Ft: n/a
  • Basement: Full,Unfinished
  • Other: First Floor Bedroom,First Floor Full Bath,Breakfast Bar,Chefs Kitchen,Crown Molding,Eat-in Kitchen,Entrance Foyer,Formal Dining,Granite Counters,High Ceilings,High Speed Internet,His and Hers Closets,In-Law Floorplan,Pantry,Primary Bathroom,Master Downstairs,Soaking Tub,Storage,Walk Through Kitchen,Walk-In Closet(s),Washer/Dryer Hookup,Pet Friendly
  • Water: Well

Exterior Details

  • Lot Description: Back Yard,Front Yard,Landscaped,Part Wooded,Sloped,Views,Waterfront,Wooded,Pond,No Waterfront
  • Garage Capacity: 2 car
  • Roof:
  • Others:
  • Sewer: Septic Tank
  • Parking Features: Driveway,Garage

Financial Details

  • Tax Amount: N/A
  • Taxes w/Assessments: N/A
  • Tax/Property ID: 0700-023-00-02-00-078-000
  • Tax Year: N/A

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23 Osprey Rd Shelter Island, NY 11964

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Originating MLS: onekey2

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