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23 Osprey Rd

(516) 320-9540
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Shelter Island, NY 11964

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23 Osprey Rd

Shelter Island, NY 11964
(516) 320-9540
23 Osprey Rd in Shelter Island, NY - Building Photo
4 Bedroom - Home for Rent
  • 4BR, 3.5BA Home
  • $86,000 Pricing
  • 3,484 Square Feet
  • Available Now Availability

About 23 Osprey Rd

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. Two Weeks: $20K; August: $20K,August-LD: $23K; September: $8K - [[Rental Registration # 2026-L-0067]] MLS ID KEY1010703 Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

Property Contact Info

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified.

Required Fees

One-Time Basics

Due at Move-In
Security Deposit - RefundableiCharged Per Unit.$8000

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Features and Amenities

On-Site Services

  • Garden Style

Interior Features

  • Air Conditioning
Google Map

Map

23 Osprey Rd, Shelter Island, NY 11964

Frequently Asked Questions about 23 Osprey Rd

What type of rental is available at 23 Osprey Rd?

There is currently a 4 Bed 3 Bath Home for rent with 3,484 sq ft listed at 23 Osprey Rd. It is Available Now.

How much is the rent at 23 Osprey Rd?

The rental at 23 Osprey Rd is currently listed at $86,000.

What area of town is 23 Osprey Rd located in?

Located in the Outlying Eastern Suffolk Neighborhood, 23 Osprey Rd is in the 11964 Zip Code of Shelter Island, NY.

Nearby Schools

Shelter Island School

Shelter Island Union Free School District
33 North Ferry Road
Public School - Grades PK-12 (183 Students)
6/10
School data provided by GreatSchools.
details
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on scale of 1 (below average) and to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider needs as part of the school selection process.

About GreatSchools Data on ApartmentHomeLiving.com.

Points of Interest

Time and distance from 23 Osprey Rd.

Big Box and Retail

Homegoods

368 Montauk Hwy
17 minute drive / 8.24 miles away

Sleepy's

71 Montauk Hwy
19 minute drive / 9.17 miles away

Groceries

Iga

48 Main St
8 minute drive / 3.82 miles away

Stop & Shop

67 Newtown Ln
20 minute drive / 9.51 miles away

Hospitals

Stony Brook Eastern Long Island Hospital

201 Manor Place
9 minute drive / 4.52 miles away

Shopping Centers

Bridgehampton Village

2488 Montauk Hwy
16 minute drive / 7.9 miles away

Country Commons

32845 Main Rd
17 minute drive / 7.95 miles away

Bridgehampton Commons

2004-2104 Montauk Hwy
17 minute drive / 8.02 miles away

23 Osprey Rd has 5 shopping centers within 8.3 miles.

Transit Stations

Greenport Station-Greenport Branch

8 minute drive / 3.84 miles away

Southold Station-Greenport Branch

11 minute drive / 5.22 miles away

Bridgehampton Station-Montauk Branch

16 minute drive / 7.72 miles away

Nearby Neighborhoods

Outlying Eastern Suffolk

Studio to 7 Bedroom Apartments from $1,800
View Rentals

South Lyme

Studio to 4 Bedroom Apartments from $1,491
View Rentals

Eastern Suffolk

Studio to 7 Bedroom Apartments from $1,062
View Rentals

Rental Price Ranges in the Area

BedroomAverage RentCheapest RentHighest Rent
Shelter Island Studio Apartments $1,700$1,331$2,621
Shelter Island 1 Bedroom Apartments $2,054$1,100$3,818
Shelter Island 2 Bedroom Apartments $2,456$1,200$4,619
Shelter Island 3 Bedroom Apartments $2,924$1,400$3,815
2 Bedroom Homes$11,625$3,500$10,000+
3 Bedroom Homes$23,262$3,750$10,000+
4 Bedroom Homes$22,164$4,500$10,000+
6 Bedroom Homes$43,500$10,000$10,000+

Browse Top Apartments in Shelter Island

Viewing: 23 Osprey Rd | Desktop Version | Listing Updated: 07/22/2026