23 Osprey RD, Shelter Island, NY 11964
REQUEST A TOUR If you would like to see this home without being there in person, select the "Virtual Tour" option and your agent will contact you to discuss available opportunities.
In-PersonVirtual Tour
$ 86,000
Save
New

23 Osprey RD Shelter Island, NY 11964

4 Beds

4 Baths

3,484 SqFt


UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Rent

Square Footage 3,484 sqft

Subdivision Sherwood Farms

MLS Listing ID 1010703

Style Ranch

Bedrooms 4

Full Baths 3

Half Baths 1

HOA Y/N No

Rental Info No

Year Built 2005

Lot Size 1.070 Acres

Acres 1.07

Property Sub-Type Single Family Residence

Source onekey2

Property Description

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]]

Location

State NY

County Suffolk County

Rooms

Basement Full, Unfinished

Interior

Interior Features 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

Heating Oil

Cooling Central Air

Flooring Ceramic Tile, Wood

Fireplaces Number 1

Fireplaces Type Living Room

Fireplace Yes

Appliance Dishwasher, Dryer, Gas Oven, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s), Washer

Laundry Common Area, In Hall, Inside

Exterior

Parking Features Driveway, Garage

Garage Spaces 2.0

Utilities Available Cable Connected, Electricity Connected, Phone Connected, Propane, Water Connected

Waterfront Description Pond

Garage true

Private Pool No

Building

Lot Description Back Yard, Front Yard, Landscaped, Part Wooded, Sloped, Views, Waterfront, Wooded

Sewer Septic Tank

Water Well

Level or Stories Three Or More

Structure Type Shake Siding

Schools

Elementary Schools Shelter Island School

Middle Schools Shelter Island School

High Schools Shelter Island

School District Shelter Island

Others

Senior Community No

Special Listing Condition None

Pets Allowed Call


OneKey MLS/ Hudson Gateway (HGAR)/ Long Island MLS (MLSLI)/ Mid Hudson MLS
Listed by Douglas Elliman Real Estate • Joseph Flynn

GET MORE INFORMATION

Go tour this home

23 Osprey RD