$86k/ mo
Doesn't include deposits and fees
4 beds3.5 baths3484 sqft house
Available June 15
23 Osprey Rd
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23 Osprey Rd
Your booked tour
What you get
Costs, fees, and lease terms
Lease terms
12 Months
Pricing comparison
$63487At $86,000, this listing is priced $63487 more than the current market rate for a 4 bedroom home in Town of Shelter Island.
Other 4 bedroom homes in the area go for
- Town of Shelter Island$22,513
- Suffolk County$33,333
- 11964$25,000
The neighborhood
About the building
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]]
The property manager
Nearby schools
Students who live in 23 Osprey Rd attend the following Shelter Island Union Free School District (Unified School District) public schools:
- 61 mi
Shelter Island School
Public, Grades PK - 12
GreatSchools ratings are based on test scores and additional metrics when available.
23 Osprey Rd
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