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]]
AMENITIES
Fireplace
Waterfront
Laundry In Unit
Storage Facility
Dishwasher
Furnished
Parking Space
ADDITIONAL INFORMATION
Interior
Bathroom Information
Half Bathrooms: 1
Full Bathrooms: 3
Interior Information
Interior Features: Breakfast Bar, Crown Molding, Eat-in Kitchen, Entrance Foyer, Granite Counters, High Ceilings, High Speed Internet, His and Hers Closets, In-Law Floorplan, Pantry, Master Downstairs, Soaking Tub, Storage, Walk-In Closet(s), First Floor Bedroom, First Floor Full Bath, Chefs Kitchen, Formal Dining, Primary Bathroom, Walk Through Kitchen, Washer/Dryer Hookup
Manager has many listings with high listing quality!
RENTHOP DESCRIPTION
The apartment is a unit offered at a monthly price of $86,000. The person posting the listing did not specify that any pets were allowed. It may be the case that pets are ok and the manager simply has not yet filled out all the details. The kitchen conveniently includes a dishwasher.
The manager posting this listing only provided one photo.
Last Updated: 23 hours ago
Data Source: OneKey MLS
MLS# KEY1010703
List Agent Name: Joseph Flynn
List Office Name: Douglas Elliman Real Estate
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Courtesy of RH Advisors, Inc. and RHP Realty NJ, Inc.
