USANYShelter IslandSherwood Farms23 Osprey Rd
Listing image | Image 1

23 Osprey Rd, Shelter Island, NY

House

For Rent

Listed price in listed location currency (USD).
$86,000

442

MLS® 1010703

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential Lease
Size 3484 sqft
Garage Yes
Date Available 
Days Active 0
Lot Size 
Approx. Age 2005
MLS® Number 1010703

Property Address: 23 Osprey Rd, Shelter Island, NY, 11964

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

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]]
MLS® Number1010703
Laundry LevelEnsuite
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age2005
BasementFull, Unfinished
DrivewayDriveway, Garage
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Bedroom 4:Second FloorNot available
Bathroom 1:First FloorNot available
Other:First FloorNot available
Den:Second FloorNot available
Bedroom 3:Second FloorNot available
Basement:BasementNot available
Living Room:First FloorNot available
Other:First FloorNot available
Bathroom 3:Second FloorNot available
Bathroom 2:Second FloorNot available
Kitchen:First FloorNot available
Bedroom 2:Second FloorNot available
Bonus Room:First FloorNot available

Price History

-End Date
Not Leased YetSold Price

For Rent

Jun 8, 2026List Date
$86,000List Price
  • Commute

Commute

Starting Address
Destination Address
23 Osprey Rd, Shelter Island, NY

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