• Primary Photo - 7 Hillside Dr
  • Building Photo - 7 Hillside Dr
    Building Photo - 7 Hillside Dr
  • Building Photo - 7 Hillside Dr
    Building Photo - 7 Hillside Dr
$15,000 / Month

7 Hillside Dr

,

Shelter Island, NY 11964

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7 Hillside Dr
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Beds Baths Average SF
5 Bedrooms 5 Bedrooms 5 Br 4 Baths 4 Baths 4 Ba —

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.

About This Property

Great Shelter Island traditional home in Hilo Shores with a charming wrap around porch. Set up on a hill this spacious home has lovely kitchen, living room, separate den and formal dining. There are five bedrooms and three full bathrooms and a powder room. Lovely kidney shaped gunite pool and plenty of outdoor entertaining space. Second floor -Master suite with King size bed, has an adjoining room perfect for office, nursery or dressing area. 2nd BR has a Queen bed, 3rd BR has 2 single beds. Hallway bathroom with tub. First floor has kitchen open to family room, formal dining room with double-sided fireplace, living room, half bath and laundry room. Kitchen is complete with granite counter tops, top-of-the line appliances and ample cabinet space. French doors and additional exits open to wrap-around porch. Multiple seating areas on porch along with outdoor barbecue. Relaxing views of pool and sprawling front lawn. Above ground lower-level opens to outside patio and has additional two bedrooms that share a full bath and a sitting room. Observation deck off third story offers panoramic views of night sky and seasonal water views. Property is adjacent to 50 + acres of woodland. Rental Terms: August - Labor Day: $40,000 Other / Short Term - June: $15,000 July: $30,000 July - Labor Day: $60,000 Memorial Day - Labor Day: $60,000

7 Hillside Dr is a house located in Suffolk County and the 11964 ZIP Code. This area is served by the Shelter Island Union Free School District attendance zone.

House Features

  • Air Conditioning
  • Hardwood Floors
  • Tile Floors
  • Package Service
  • Laundry Facilities
  • Controlled Access
Location
7 Hillside Dr, Shelter Island,
NY 11964
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Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
City - Shelter Island

Nicknamed “the un-Hamptons,” Shelter Island is a peaceful island community situated on the eastern end of Long Island. Shelter Island is only accessible by ferry and sits just five minutes from its bustling neighbor, the Hamptons. Adorned with old-fashioned buildings along tree-lined streets, Shelter Island exudes small-town charm and tranquil luxury in equal measure.

The community’s secluded feel is a part of its allure, despite being within close reach of wine country and the Hamptons. Shelter Island is also roughly a two-hour drive from New York City. Shelter Island’s rental homes generally offer quick access to the community’s many beaches as well as the locally owned shops and restaurants that line Ferry Road.

Learn more about living in Shelter Island 
Amenities
  • Air Conditioning
  • Hardwood Floors
  • Tile Floors
  • Package Service
  • Laundry Facilities
  • Controlled Access
Education
Colleges & Universities Distance
Colleges & Universities Distance
SUNY Suffolk Co., Eastern
Drive: 67 min 29.4 mi
Connecticut College
Drive: 132 min 31.9 mi
University of Connecticut
Drive: 140 min 35.6 mi
Yale University, Main Campus
Drive: 191 min 78.1 mi
7 Hillside Dr is within 67 minutes or 29.4 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Schools
Shelter Island School
Public Elementary, Middle & High School
Grades PK-12
183 Students
Attendance Zone
The Hayground School
Private Elementary & Middle School
Grades PK-8
87 Students
Nearby
Our Lady Of Mercy Regional School
Private Elementary School
Grades PK-5
92 Students
Nearby
School data provided by 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 a scale of 1 (below average) 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 family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
Transportation

7 Hillside Dr is near Tweed/New Haven, located 75.1 miles or 187 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Greenport Station
Drive: 21 min 3.2 mi
Southold Station
Drive: 29 min 7.5 mi
Bridgehampton Station
Drive: 42 min 12.9 mi
East Hampton Station
Drive: 45 min 15.0 mi
Mattituck Station
Drive: 41 min 15.7 mi
Airports Distance
Airports Distance
Tweed/New Haven
 Drive: 187 min 75.1 mi

Walkability Near 7 Hillside Dr Shelter Island, NY 11964

Getting Around
Somewhat Walkable
Walkability
20 / 100
Minimal Public Transit
Transit
0 / 100
Exceptionally Drivable
Drivability
90 / 100
Somewhat Bikeable
Bikeability
30 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
-
Soundscore™
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 7 Hillside Dr.

Shopping Centers Distance
Shopping Centers Distance
Southold Square
Drive: 29 min 7.4 mi
Village Of Southold
Drive: 29 min 7.4 mi
Lighthouse Center
Drive: 30 min 8.0 mi
7 Hillside Dr has 3 shopping centers within 8.0 miles, which is about a 30-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
East End Seaport Maritime Museum
 Drive: 21 min 3.1 mi
Red House Nature Center
 Drive: 24 min 4.5 mi
Custer Institute Observatory
 Drive: 32 min 8.5 mi
Elizabeth A. Morton National Wildlife Refuge
 Drive: 37 min 10.7 mi
Orient Beach State Park
 Drive: 48 min 13.8 mi
7 Hillside Dr has 5 parks within 13.8 miles, including East End Seaport Maritime Museum, Red House Nature Center, and Custer Institute Observatory.
Hospitals Distance
Hospitals Distance
Stony Brook Eastern Long Island Hospital
Drive: 23 min 3.7 mi
7 Hillside Dr is 3.7 miles and a 23 minute drive from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Fort Trumbell US Navy
Drive: 133 min 31.4 mi
New London Naval Sub Base
Drive: 141 min 35.4 mi
Naval & Marine Reserve Center
Drive: 197 min 77.5 mi
7 Hillside Dr has 3 military bases within 77.5 miles, the nearest is Fort Trumbell US Navy which is 31.4 miles away and a 133 minute drive.

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